Title: Healdsburg, CA Cottage Rentals from $233 | Expedia.com [Healdsburg Travel Guide](https://expedia.com/Healdsburg.dx8322)[Hotels in Healdsburg](https://expedia.com/Healdsburg-Hotels.d8322.Travel-Guide-Hotels)[Vacation Rentals in Healdsburg](https://expedia.com/Healdsburg-Vacation-Rentals.d8322.Travel-Guide-VacationRentals)[Flights to Healdsburg](https://expedia.com/Cheap-Flights-To-Healdsburg.d8322.Travel-Guide-Flights)[Things to do in Healdsburg](https://expedia.com/Things-To-Do-In-Healdsburg.d8322.Travel-Guide-Activities)[Car Rentals in Healdsburg](https://expedia.com/Car-Rentals-In-Healdsburg.d8322.Car-Rental-Guide)[Healdsburg Vacation Packages](https://expedia.com/Healdsburg.d8322.Destination-Travel-Guides) ![Dry Creek Vineyard showing signage](https://images.trvl-media.com/place/6240812/8658489b-fa3e-4a38-b1bf-af5bdb5d9bd5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6240812/8658489b-fa3e-4a38-b1bf-af5bdb5d9bd5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=8322&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=8322&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=8322&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=8322&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Healdsburg cottages ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/2395c0f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/2b2366dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/b9e8bed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/e11ce903.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Backyard Garden Oasis [](https://www.expedia.com/Middletown-Hotels-Backyard-Garden-Oasis.h893929.Hotel-Information) Middletown 9.6/10 Exceptional (51 reviews) "Cute garden area, quiet, nice all inclusive spot" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jodi $209 nightly $233 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Middletown-Hotels-Backyard-Garden-Oasis.h893929.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123420000/123411900/123411845/69eb5c5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/124000000/123420000/123411900/123411845/aca85678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123420000/123411900/123411845/05d67c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123420000/123411900/123411845/cb1f51e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Russian River Retreat! Woodsy Guerneville Bungalow [](https://www.expedia.com/Guerneville-Hotels-Russian-River-Retreat-Woodsy-Guerneville-Bungalow.h123411845.Hotel-Information) Guerneville $382 nightly $432 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Guerneville-Hotels-Russian-River-Retreat-Woodsy-Guerneville-Bungalow.h123411845.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594434/0067f8a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594434/3b80f8ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594434/a1283366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594434/ac8776af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to Wine Country in your independant Cottage in Downtown Calistoga [](https://www.expedia.com/Calistoga-Hotels-Escape-To-Wine-Country-In-Your-Independant-Cottage-In-Downtown-Calistoga.h74594434.Hotel-Information) Calistoga 10/10 Exceptional (2 reviews) "Loved everything Ellen was very accommodating ,pleasant and polite As well as professional The furnishings were very up scale and same style as my home One suggestion The tv should be more accessible so it does not block AC when pulled out from the wall I’m not being critical because I love this place. I will stay there every time I would ever be close to Calistoga. AND I adore Ellen personally and professionally!!👍❤️" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronny $316 nightly $380 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Calistoga-Hotels-Escape-To-Wine-Country-In-Your-Independant-Cottage-In-Downtown-Calistoga.h74594434.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/709eea82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/16fb4ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/0322be8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/5ab97a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to Wine County in your independant Cottage in Downtown Calistoga [](https://www.expedia.com/Calistoga-Hotels-Escape-To-Wine-County-In-Your-Independant-Cottage-In-Downtown-Calistoga.h74594416.Hotel-Information) Calistoga 9.6/10 Exceptional (33 reviews) "Great getaway for a couple" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David G. $319 nightly $383 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Calistoga-Hotels-Escape-To-Wine-County-In-Your-Independant-Cottage-In-Downtown-Calistoga.h74594416.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594425/482a2f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594425/455ebd60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594425/d77c5b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594425/f336ee8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to wine country in your independent cottage in downtown Calistoga [](https://www.expedia.com/Calistoga-Hotels-Escape-To-Wine-Country-In-Your-Independent-Cottage-In-Downtown-Calistoga.h74594425.Hotel-Information) Calistoga 10/10 Exceptional (3 reviews) "We made the Calistoga CA area our base for our recent trip and the Cottage Grove Inn served as a great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveler $319 nightly $383 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Calistoga-Hotels-Escape-To-Wine-Country-In-Your-Independent-Cottage-In-Downtown-Calistoga.h74594425.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70120000/70113900/70113858/23a412d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70120000/70113900/70113858/bb7bf9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/71000000/70120000/70113900/70113858/da03731c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70120000/70113900/70113858/w793h530x0y3-04c59696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming King Cottage [](https://www.expedia.com/Calistoga-Hotels-Charming-King-Cottage.h70113858.Hotel-Information) Calistoga 9.8/10 Exceptional (11 reviews) "Nice comfortable cottage." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael E. S. $219 nightly $264 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Calistoga-Hotels-Charming-King-Cottage.h70113858.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33490000/33484200/33484104/264e2f49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33490000/33484200/33484104/c3ac2964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33490000/33484200/33484104/38ed8d67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/34000000/33490000/33484200/33484104/7fee2283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort and Style in Our Queen Cottage [](https://www.expedia.com/Calistoga-Hotels-Comfort-And-Style-In-Our-Queen-Cottage.h33484104.Hotel-Information) Calistoga 9.8/10 Exceptional (49 reviews) "The cottage was very well appointed, very clean and comfortable. we really enjoyed our 2 night stay!Communication, check in and out were a breeze!Thank you!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin T. $199 nightly $240 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Calistoga-Hotels-Comfort-And-Style-In-Our-Queen-Cottage.h33484104.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/47000000/46130000/46127400/46127351/w1071h1069x0y3-313ab2d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/47000000/46130000/46127400/46127351/e45c85a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/47000000/46130000/46127400/46127351/d77769c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/47000000/46130000/46127400/46127351/c82fb606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wine Country Cottage in downtown Santa Rosa, CA [](https://www.expedia.com/Santa-Rosa-Hotels-Wine-Country-Cottage-In-Downtown-Santa-Rosa.h46127351.Hotel-Information) Santa Rosa 9.8/10 Exceptional (71 reviews) "Good location for coffee and restaurant. Nice backyard " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) vicki a. $389 nightly $412 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Santa-Rosa-Hotels-Wine-Country-Cottage-In-Downtown-Santa-Rosa.h46127351.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/20000000/19430000/19428600/19428503/7b3b034a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/20000000/19430000/19428600/19428503/17a5798d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19430000/19428600/19428503/ef320f04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19430000/19428600/19428503/1db481ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Carriage House Sonoma • Hot Tub • Vineyard Views • Complimentary Bottle [](https://www.expedia.com/Kenwood-Hotels-Vineyard-Cottage-Hot-Tub-Bottle-Of-Wine-Wine-Tasting-Included.h19428503.Hotel-Information) Kenwood 9.0/10 Wonderful (2 reviews) "Such a cute place! The turn into the property is a bit hidden right before the bridge but once you find it the house is so secluded with plenty of space. The kitchen was fully stocked and had everything you could think of. Did a wine tasting with their tasting room and everyone was so welcoming and sweet. Thank you! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara W. $565 nightly $625 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Kenwood-Hotels-Vineyard-Cottage-Hot-Tub-Bottle-Of-Wine-Wine-Tasting-Included.h19428503.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74810000/74803200/74803149/e571603c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/75000000/74810000/74803200/74803149/aaed2979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74810000/74803200/74803149/w2171h1457x9y0-b534ae44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/75000000/74810000/74803200/74803149/adae7968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog [](https://www.expedia.com/Dillon-Beach-Hotels-Sundog-Cottage-Clean-Cozy-EV-Walk-To-Food-Beach-Fenced-Yard-For-Dog.h74803149.Hotel-Information) Dillon Beach 10/10 Exceptional (66 reviews) "We had a great stay at Sundog cottage! Very clean and comfortable. Easy walk to the beach!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna H. $631 nightly $710 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Dillon-Beach-Hotels-Sundog-Cottage-Clean-Cozy-EV-Walk-To-Food-Beach-Fenced-Yard-For-Dog.h74803149.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33660000/33659900/33659807/f0b769b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33660000/33659900/33659807/7f3f9ba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33660000/33659900/33659807/fdb24787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/34000000/33660000/33659900/33659807/f4bcddef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous lush private RIVERFRONT modern cabin [](https://www.expedia.com/Forestville-Hotels-Gorgeous-Lush-Private-RIVERFRONT-Modern-Cabin-With-Its-Own-Beach.h33659807.Hotel-Information) forestville 9.6/10 Exceptional (55 reviews) "Relaxing, cozy, Zen-like house and property, surrounded by beauty. Comfy bed, comfy seating indoor and out. Stocked kitchen. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven B. $423 nightly $468 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Forestville-Hotels-Gorgeous-Lush-Private-RIVERFRONT-Modern-Cabin-With-Its-Own-Beach.h33659807.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119630000/119628000/119627992/0cb61f3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119630000/119628000/119627992/ba58305c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119630000/119628000/119627992/873e3559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119630000/119628000/119627992/7a032b12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Watefront Getaway w/ Mtn Views & Dock in Clearlake [](https://www.expedia.com/Clearlake-Hotels-Watefront-Getaway-W-Mtn-Views-Dock-In-Clearlake.h119627992.Hotel-Information) Clearlake $245 nightly $270 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Clearlake-Hotels-Watefront-Getaway-W-Mtn-Views-Dock-In-Clearlake.h119627992.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120980000/120972400/120972316/0fe3d512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120980000/120972400/120972316/26254d8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120980000/120972400/120972316/f0738b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120980000/120972400/120972316/640e8b1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antique Indonesian Teakwood Cottage for a Romantic Getaway in Petaluma, California [](https://www.expedia.com/Petaluma-Hotels-Antique-Indonesian-Teakwood-Cottage-For-A-Romantic-Getaway-In-Petaluma.h120972316.Hotel-Information) Petaluma $288 nightly $288 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Petaluma-Hotels-Antique-Indonesian-Teakwood-Cottage-For-A-Romantic-Getaway-In-Petaluma.h120972316.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71660000/71653100/71653036/ceb6b6c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/72000000/71660000/71653100/71653036/a625a443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71660000/71653100/71653036/a3d59212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71660000/71653100/71653036/06effcac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing Beekeeper's Cottage with hot tub [](https://www.expedia.com/Bodega-Bay-Hotels-Relaxing-Beekeepers-Cottage-With-Spa-And-Outdoor-Showers.h71653036.Hotel-Information) Bodega Bay 10/10 Exceptional (21 reviews) "A Lovely tucked away Cottage, with relaxing amenities, close to everything Bodega Bay has to offer" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian K. $459 nightly $516 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Bodega-Bay-Hotels-Relaxing-Beekeepers-Cottage-With-Spa-And-Outdoor-Showers.h71653036.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120210000/120207900/120207856/058023bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/121000000/120210000/120207900/120207856/ce320a7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/121000000/120210000/120207900/120207856/4bb4577a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120210000/120207900/120207856/e6a537e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views [](https://www.expedia.com/Sonoma-Hotels-Modern-Farmhouse-On-Vineyard-W-Deck.h120207856.Hotel-Information) Sonoma 10/10 Exceptional (1 review) "Had a wonderful stay, right next to a vinyard. Area was nice and quiet. Would definitely recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David B. $294 nightly $326 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Sonoma-Hotels-Modern-Farmhouse-On-Vineyard-W-Deck.h120207856.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119720000/119717700/119717603/de0d221a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/120000000/119720000/119717700/119717603/4e8358b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119720000/119717700/119717603/73485e91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119720000/119717700/119717603/965161e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enchanting Vineyard cottage nestled in the wine country! [](https://www.expedia.com/Santa-Rosa-Hotels-Enchanting-Vineyard-Cottage-Nestled-In-The-Wine-Country.h119717603.Hotel-Information) Santa Rosa $680 nightly $751 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Santa-Rosa-Hotels-Enchanting-Vineyard-Cottage-Nestled-In-The-Wine-Country.h119717603.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110440000/110437500/110437420/e54bebbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110440000/110437500/110437420/34de6b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110440000/110437500/110437420/07705eca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110440000/110437500/110437420/8c749fcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Sauna Cottage Retreat on Private Vineyard [](https://www.expedia.com/Sebastopol-Hotels-Stunning-Sauna-Cottage-Retreat-On-Private-Vineyard.h110437420.Hotel-Information) Sebastopol 10/10 Exceptional (3 reviews) "Nice area in the vineyards. Sauna was great. Place was clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cesar R. $468 nightly $518 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Sebastopol-Hotels-Stunning-Sauna-Cottage-Retreat-On-Private-Vineyard.h110437420.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/119000000/118710000/118702200/118702181/5f38367b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/119000000/118710000/118702200/118702181/b3f865c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/119000000/118710000/118702200/118702181/325ac2ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/119000000/118710000/118702200/118702181/eb395ddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dock, Slip & Launch: Waterfront Home on Clear Lake [](https://www.expedia.com/Kelseyville-Hotels-Dock.h118702181.Hotel-Information) Kelseyville [](https://www.expedia.com/Kelseyville-Hotels-Dock.h118702181.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-30&endDate=2026-03-31®ionId=8322&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-06-14&d1=2026-06-14&endDate=2026-06-17&d2=2026-06-17&lodging=VACATION_HOME) Cabins [](https://www.expedia.com/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-06-14&d1=2026-06-14&endDate=2026-06-17&d2=2026-06-17&lodging=CABIN) Cottages [](https://www.expedia.com/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-06-14&d1=2026-06-14&endDate=2026-06-17&d2=2026-06-17&lodging=COTTAGE) Villas [](https://www.expedia.com/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-06-14&d1=2026-06-14&endDate=2026-06-17&d2=2026-06-17&lodging=VILLA) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-06-14&d1=2026-06-14&endDate=2026-06-17&d2=2026-06-17&lodging=APART_HOTEL) Condos [](https://www.expedia.com/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-06-14&d1=2026-06-14&endDate=2026-06-17&d2=2026-06-17&lodging=CONDO) Apartments [](https://www.expedia.com/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-06-14&d1=2026-06-14&endDate=2026-06-17&d2=2026-06-17&lodging=APARTMENT) Chalets [](https://www.expedia.com/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-06-14&d1=2026-06-14&endDate=2026-06-17&d2=2026-06-17&lodging=CHALET) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHealdsburg-Cottages.d8322-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHealdsburg-Cottages.d8322-aaCottages.Travel-Guide-Accommodation) ## Top Healdsburg Hotel Reviews ![The Lodge at Healdsburg, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/ed6e99e0_y.jpg) ### The Lodge at Healdsburg, Tapestry Collection by Hilton 10/10 Excellent "We enjoyed our stay. The staff was friendly and accommodating. We loved the wine tasting in the lobby. We didn't take advantage of any of the amenities. It was very nice being able to open our balcony doors to enjoy the beautiful weather. I will say, we learned not to leave food out. CA ants are no joke. " [](https://expedia.com/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information) ![Wildhaven Sonoma Glamping](https://images.trvl-media.com/lodging/91000000/90220000/90211800/90211799/709bb11e_y.jpg) ### Wildhaven Sonoma Glamping 10/10 Excellent "Beautiful place best night in a tent I ever had! " [](https://expedia.com/Healdsburg-Hotels-Wildhaven-Sonoma-Glamping.h90211799.Hotel-Information) ![H2Hotel](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/92a67a3e_y.jpg) ### H2Hotel 10/10 Excellent "Excellent stay, fully recommend " [](https://expedia.com/Healdsburg-Hotels-H2hotel.h3618334.Hotel-Information) ![Fairview Inn and Suites](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/d3e1f564_y.jpg) ### Fairview Inn and Suites 8/10 Good "Fairview is reasonably priced, yet a short walk from Healdsburg Square. The suite format offers plenty of room to spread out. Our bike club stays here every year and keeps coming back. " [](https://expedia.com/Healdsburg-Hotels-Fairview-Inn-And-Suites.h1111427.Hotel-Information) ![Harmon Guest House](https://images.trvl-media.com/lodging/23000000/22120000/22118700/22118681/ebc91636_y.jpg) ### Harmon Guest House 8/10 Good "Very clean and comfortable. Good value. Helpful hint: ask for a room that IS NOT STEEET-SIDE. We found the street to be very noisy and room had little noise insulation." [](https://expedia.com/Healdsburg-Hotels-Harmon-Guest-House.h22118681.Hotel-Information) ![Dry Creek Inn MOD Collection by Sonesta](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/542d60a8_y.jpg) ### Dry Creek Inn MOD Collection by Sonesta 8/10 Good "Very nice customer service " [](https://expedia.com/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information) ![The Madrona](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/dcd005a6_y.jpg) ### The Madrona 10/10 Excellent "This is my second time staying at Madrona and it is such a gem! The property is stunning and peaceful, the art and decor in the house is beautiful. The rooms are clean and food is lovely." [](https://expedia.com/Healdsburg-Hotels-The-Madrona.h451693.Hotel-Information) ![Hotel Trio Healdsburg](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/8e657d4e_y.jpg) ### Hotel Trio Healdsburg 8/10 Good "Great property. Liked location. Breakfast was good. However disappointed pool not open." [](https://expedia.com/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.Hotel-Information) ![Healdsburg Inn on the Plaza, A Four Sisters Inn](https://images.trvl-media.com/lodging/3000000/2940000/2937700/2937684/f54c10e4_y.jpg) ### Healdsburg Inn on the Plaza, A Four Sisters Inn 10/10 Excellent "Beautiful hotel- very clean and well maintained. Great location on the square within walking distance to several tasting rooms and restaurants. Fun happy hour with wine tasting and breakfast was also very good. We will definitely stay there again! " [](https://expedia.com/Healdsburg-Hotels-Healdsburg-Inn-On-The-Plaza.h2937684.Hotel-Information) ## Find out more about Healdsburg ## Healdsburg Cottages information | Number of reviews | 314 | | ----------------- | ----------- | | Accommodation | 17 Cottages | | Lowest Price | $233 | | Highest Price | $751 | ## Frequently asked questions ### How much do cottages in Healdsburg cost? ### How many cottages are there in Healdsburg? ### Are there any family-friendly cottages in Healdsburg? ### Why book your cottage in Healdsburg with Expedia? ### How can I find cheap cottages in Healdsburg? ### What is there to do in Healdsburg near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Healdsburg Plaza ](https://www.expedia.com/Healdsburg-Plaza-Hotels.0-l6327106-0.Travel-Guide-Filter-Hotels) - [Hotels near Healdsburg Center for the Arts ](https://www.expedia.com/Healdsburg-Center-For-The-Arts-Hotels.0-l6327100-0.Travel-Guide-Filter-Hotels) - [Hotels near Raven Performing Arts Theater ](https://www.expedia.com/Raven-Performing-Arts-Theater-Hotels.0-l6327108-0.Travel-Guide-Filter-Hotels) - [Hotels near Pezzi King Winery ](https://www.expedia.com/Pezzi-King-Winery-Hotels.0-l6324664-0.Travel-Guide-Filter-Hotels) - [Hotels near Tayman Park Golf Course ](https://www.expedia.com/Tayman-Park-Golf-Course-Hotels.0-l553248621532640713-0.Travel-Guide-Filter-Hotels) - [Hotels near Healdsburg Golf Club ](https://www.expedia.com/Healdsburg-Golf-Club-Hotels.0-l6327110-0.Travel-Guide-Filter-Hotels) - [Hotels near Krug Event Center ](https://www.expedia.com/Krug-Event-Center-Hotels.0-l6227816-0.Travel-Guide-Filter-Hotels) - [Hotels near Simi Winery ](https://www.expedia.com/Simi-Winery-Hotels.0-l6327412-0.Travel-Guide-Filter-Hotels) - [Hotels near Healdsburg Ridge Open Space Preserve ](https://www.expedia.com/Healdsburg-Ridge-Open-Space-Preserve-Hotels.0-l6327261-0.Travel-Guide-Filter-Hotels) - [Hotels near Matrix Winery ](https://www.expedia.com/Matrix-Winery-Hotels.0-l6324682-0.Travel-Guide-Filter-Hotels) - [Hotels near Wilson Winery ](https://www.expedia.com/Wilson-Winery-Hotels.0-l6324646-0.Travel-Guide-Filter-Hotels) - [Hotels near Windsor Oaks Vineyards ](https://www.expedia.com/Windsor-Oaks-Vineyards-Hotels.0-l6327443-0.Travel-Guide-Filter-Hotels) - [Hotels near Mazzocco Winery ](https://www.expedia.com/Mazzocco-Winery-Hotels.0-l6324652-0.Travel-Guide-Filter-Hotels) - [Hotels near Russian River ](https://www.expedia.com/Russian-River-Hotels.0-l683246582900371456-0.Travel-Guide-Filter-Hotels) - [Hotels near Dry Creek Vineyard ](https://www.expedia.com/Dry-Creek-Vineyard-Hotels.0-l6240812-0.Travel-Guide-Filter-Hotels) - [Condo Rentals in Windsor ](https://www.expedia.com/Windsor-Condos.d9542-aaCondos.Travel-Guide-Accommodation) - [Resorts in Windsor ](https://www.expedia.com/Windsor-Resorts.d9542-aaResorts.Travel-Guide-Accommodation) - [B&B in Windsor ](https://www.expedia.com/Windsor-Bed-And-Breakfast.d9542-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Windsor ](https://www.expedia.com/Windsor-Cabins.d9542-aaCabins.Travel-Guide-Accommodation) - [Motels in Windsor ](https://www.expedia.com/Windsor-Motels.d9542-aaMotels.Travel-Guide-Accommodation) - [Condo Resorts in Windsor ](https://www.expedia.com/Windsor-Condominium-Resort.d9542-aaCondominiumResort.Travel-Guide-Accommodation) - [Vacation Homes in Windsor ](https://www.expedia.com/Windsor-Private-Vacation-Homes.d9542-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Castles in Windsor ](https://www.expedia.com/Windsor-Castles.d9542-aaCastles.Travel-Guide-Accommodation) - [Villas in Windsor ](https://www.expedia.com/Windsor-Villas.d9542-aaVillas.Travel-Guide-Accommodation) - [Windsor Hotels ](https://www.expedia.com/Windsor-Hotels.d9542.Travel-Guide-Hotels) - [Hotels near Francis Ford Coppola Winery ](https://www.expedia.com/Francis-Ford-Coppola-Winery-Hotels.0-l553248621532640800-0.Travel-Guide-Filter-Hotels) - [Hotels near Trentadue Winery ](https://www.expedia.com/Trentadue-Winery-Hotels.0-l553248621532640801-0.Travel-Guide-Filter-Hotels) - [Hotels near Starlite Vineyards ](https://www.expedia.com/Starlite-Vineyards-Hotels.0-l553248621532640809-0.Travel-Guide-Filter-Hotels) - [Hotels near Soda Rock Winery ](https://www.expedia.com/Soda-Rock-Winery-Hotels.0-l6324674-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Cheap-Hotels.0-0-d9542-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels near Dom Whitney Tasting Lounge ](https://www.expedia.com/Dom-Whitney-Tasting-Lounge-Hotels.0-l553248621532640707-0.Travel-Guide-Filter-Hotels) - [Hotels near Powell's Sweet Shoppe - Windsor ](https://www.expedia.com/Powells-Sweet-Shoppe-Windsor-Hotels.0-l553248621532640709-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Windsor ](https://www.expedia.com/4Star-Windsor-Hotels.s40-0-d9542.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Pet-Friendly-Hotel.0-0-d9542-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Romantic-Hotel.0-0-d9542-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Resorts & Hotels with Spas in Windsor ](https://www.expedia.com/Windsor-Hotels-Spa-Hotel.0-0-d9542-tSpaHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Winery-Hotel.0-0-d9542-tWineryHotel.Travel-Guide-Filter-Hotels) - [Best Western Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Best-Western.0-0-d9542--bBestWestern.Travel-Guide-Filter-Hotels) - [Motel 6 Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Motel-6.0-0-d9542--bMotel6.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Restaurants.0-0-d9542-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Casino Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Casino-Hotel.0-0-d9542-tCasinoHotel.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Windsor ](https://www.expedia.com/3Star-Windsor-Hotels.s30-0-d9542.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Windsor ](https://www.expedia.com/Windsor-Hotels-Marriott-Hotels-Resorts.0-0-d9542--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Kitchens.0-0-d9542-tHotelswithKitchens.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Complimentary-Breakfast.0-0-d9542-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels) - [Extended Stay Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Extended-Stay-Hotels.0-0-d9542-tExtendedStayHotels.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Windsor ](https://www.expedia.com/5Star-Windsor-Hotels.s50-0-d9542.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Wedding-Hotels.0-0-d9542-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Luxury-Hotel.0-0-d9542-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Gay friendly Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-LGBT-Welcoming-Hotel.0-0-d9542-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels) - [All-Inclusive Resorts in Windsor ](https://www.expedia.com/Windsor-Hotels-All-Inclusive-Hotel.0-0-d9542-tAllinclusiveHotel.Travel-Guide-Filter-Hotels) - [Hotels with an Outdoor Pool in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Outdoor-Pool.0-0-d9542-tHotelswithOutdoorPool.Travel-Guide-Filter-Hotels) - [Family Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Family-Hotel.0-0-d9542-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Laundry Facilities in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Laundry-Facilities.0-0-d9542-tHotelswithLaundryFacilities.Travel-Guide-Filter-Hotels) - [Hotels with Fireplaces in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Fireplaces.0-0-d9542-tHotelswithFireplaces.Travel-Guide-Filter-Hotels) - [Hotels with Suites in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotel-Suites.0-0-d9542-tHotelSuites.Travel-Guide-Filter-Hotels) - [Golf Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Golf-Hotel.0-0-d9542-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Balconies.0-0-d9542-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Flights to Windsor ](https://www.expedia.com/Cheap-Flights-To-Windsor.d9542.Travel-Guide-Flights) - [Flights from Windsor ](https://www.expedia.com/lp/flights/9542/flights-from-windsor) - [Phoenix to Windsor ](https://www.expedia.com/lp/flights/178298/9542/phoenix-to-windsor) - [Healdsburg Plaza ](https://www.expedia.com/Healdsburg-Plaza-Healdsburg.d6327106.Vacation-Attraction) - [Healdsburg Museum ](https://www.expedia.com/Healdsburg-Museum-Healdsburg.d6327104.Vacation-Attraction) - [Raven Performing Arts Theater ](https://www.expedia.com/Raven-Performing-Arts-Theater-Healdsburg.d6327108.Vacation-Attraction) - [Pezzi King Winery ](https://www.expedia.com/Pezzi-King-Winery-Healdsburg.d6324664.Vacation-Attraction) - [Krug Event Center ](https://www.expedia.com/Krug-Event-Center-Healdsburg.d6227816.Vacation-Attraction) - [Simi Winery ](https://www.expedia.com/Simi-Winery-Healdsburg.d6327412.Vacation-Attraction) - [Matrix Winery ](https://www.expedia.com/Matrix-Winery-Healdsburg.d6324682.Vacation-Attraction) - [Windsor Oaks Vineyards ](https://www.expedia.com/Windsor-Oaks-Vineyards-Windsor.d6327443.Vacation-Attraction) - [Mazzocco Winery ](https://www.expedia.com/Mazzocco-Winery-Healdsburg.d6324652.Vacation-Attraction) - [Dry Creek Vineyard ](https://www.expedia.com/Dry-Creek-Vineyard-Healdsburg.d6240812.Vacation-Attraction) - [Francis Ford Coppola Winery ](https://www.expedia.com/Francis-Ford-Coppola-Winery-Geyserville.d553248621532640800.Vacation-Attraction) - [Trentadue Winery ](https://www.expedia.com/Trentadue-Winery-Geyserville.d553248621532640801.Vacation-Attraction) - [Starlite Vineyards ](https://www.expedia.com/Starlite-Vineyards-Geyserville.d553248621532640809.Vacation-Attraction) - [Soda Rock Winery ](https://www.expedia.com/Soda-Rock-Winery-Healdsburg.d6324674.Vacation-Attraction) - [Dom Whitney Tasting Lounge ](https://www.expedia.com/Dom-Whitney-Tasting-Lounge-Windsor.d553248621532640707.Vacation-Attraction) - [Powell's Sweet Shoppe - Windsor ](https://www.expedia.com/Powells-Sweet-Shoppe-Windsor-Windsor.d553248621532640709.Vacation-Attraction) - [Visit Windsor ](https://www.expedia.com/Windsor.dx9542) - [Windsor Vacations ](https://www.expedia.com/Windsor.d9542.Destination-Travel-Guides) - [Car rentals near Healdsburg Plaza ](https://www.expedia.com/Car-Rentals-In-Healdsburg-Plaza.d6327106.Car-Rental-Guide) - [Car rentals near Raven Performing Arts Theater ](https://www.expedia.com/Car-Rentals-In-Raven-Performing-Arts-Theater.d6327108.Car-Rental-Guide) - [Car rentals near Krug Event Center ](https://www.expedia.com/Car-Rentals-In-Krug-Event-Center.d6227816.Car-Rental-Guide) - [Car rentals near Matrix Winery ](https://www.expedia.com/Car-Rentals-In-Matrix-Winery.d6324682.Car-Rental-Guide) - [Sportscar Car Rentals near Matrix Winery ](https://www.expedia.com/Sportscar-Car-Rentals-In-Matrix-Winery.d6324682-tSportscar.Car-Rental-Guide-Class) - [Car rentals near Dry Creek Vineyard ](https://www.expedia.com/Car-Rentals-In-Dry-Creek-Vineyard.d6240812.Car-Rental-Guide) - [Car rentals near Russian River ](https://www.expedia.com/Car-Rentals-In-Russian-River.d683246582900371456.Car-Rental-Guide) - [Car rentals near Francis Ford Coppola Winery ](https://www.expedia.com/Car-Rentals-In-Francis-Ford-Coppola-Winery.d553248621532640800.Car-Rental-Guide) - [Car rentals near Windsor ](https://www.expedia.com/Car-Rentals-In-Windsor.d9542.Car-Rental-Guide) - [Windsor Vacation Rentals ](https://www.expedia.com/Windsor-Vacation-Rentals.d9542.Travel-Guide-VacationRentals) - [Things to do in Windsor ](https://www.expedia.com/Things-To-Do-In-Windsor.d9542.Travel-Guide-Activities)