Title: Healdsburg Vacation Rentals from $142: Search Short-Term Rentals | Expedia.com

[Healdsburg Travel Guide](https://expedia.com/Healdsburg.dx8322)[Hotels in Healdsburg](https://expedia.com/Healdsburg-Hotels.d8322.Travel-Guide-Hotels)[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)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=8322&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[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 three months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=8322&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=8322&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Healdsburg vacation rentals

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63190000/63183500/63183461/c252ab53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/64000000/63190000/63183500/63183461/3e6684a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63190000/63183500/63183461/a6a713b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/64000000/63190000/63183500/63183461/00c373b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wineries & Wine: A Comforting Getaway in Wine Country

[](https://www.expedia.com/Santa-Rosa-Hotels-Charming-1-Bd-Granny-Unit-Amid-Wineries.h63183461.Hotel-Information)

Northwest Santa Rosa

9.4/10

Exceptional

(22 reviews)

"This is a great location, and comfortable space for us to tour wine country! We enjoyed the condo, it was quite and clean."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gayle C.

$297 nightly

$334 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Santa-Rosa-Hotels-Charming-1-Bd-Granny-Unit-Amid-Wineries.h63183461.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/64000000/63170000/63163000/63162961/008556b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/64000000/63170000/63163000/63162961/518efbf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63170000/63163000/63162961/f89bfe4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/64000000/63170000/63163000/63162961/86c3b1b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Winemaker's Delight: 3BD/3BA Russian River Valley

[](https://www.expedia.com/Santa-Rosa-Hotels-Winemakers-Delight-3BD3BA-Russian-River-Valley.h63162961.Hotel-Information)

Northwest Santa Rosa

9.8/10

Exceptional

(72 reviews)

"Comfortable beds and clean place. We enjoyed it"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amy F.

$366 nightly

$411 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Santa-Rosa-Hotels-Winemakers-Delight-3BD3BA-Russian-River-Valley.h63162961.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118270000/118266100/118266061/c0747a84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118270000/118266100/118266061/a4a6e788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/119000000/118270000/118266100/118266061/b0872784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/119000000/118270000/118266100/118266061/972d5046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK

[](https://www.expedia.com/Guerneville-Hotels-Redwood-Cabin-W-Hot-Tub-Canyon-View-Dogs-OK.h118266061.Hotel-Information)

Guerneville

10/10

Exceptional

(1 review)

"Our stay was fantastic! The cabin was everything we needed for a few days; cozy, and quiet. The outdoor spaces were great and the hot tub was perfect at the end of the day. The host was super helpful and responded to my questions almost immediately. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rosa N.

$404 nightly

$454 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Guerneville-Hotels-Redwood-Cabin-W-Hot-Tub-Canyon-View-Dogs-OK.h118266061.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/64000000/63200000/63194700/63194688/e1521b3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/64000000/63200000/63194700/63194688/9d354476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63200000/63194700/63194688/86e36bc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/64000000/63200000/63194700/63194688/bab3cc8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Russian River Brew-cation Home

[](https://www.expedia.com/Santa-Rosa-Hotels-Russian-River-Brew-Cation-Home.h63194688.Hotel-Information)

Northwest Santa Rosa

10/10

Exceptional

(55 reviews)

"The house was great! We enjoyed our stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Warren M.

$372 nightly

$418 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Santa-Rosa-Hotels-Russian-River-Brew-Cation-Home.h63194688.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382830/492cbb91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382830/b623fb17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382830/564e75ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382830/9ed71a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Enchanting Retreat in the heart of Redwoods

[](https://www.expedia.com/Guerneville-Hotels-Enchanting-Retreat-In-The-Heart-Of-Redwoods.h100382830.Hotel-Information)

Guerneville

8.8/10

Excellent

(12 reviews)

"Beautiful, clean house nestled in the woods. Loved the hot tub and the fire pit in the AM. Super comfortable mattresses."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer H.

$277 nightly

$307 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Guerneville-Hotels-Enchanting-Retreat-In-The-Heart-Of-Redwoods.h100382830.Hotel-Information)

![Villa, 6 Bedrooms | Exterior](https://images.trvl-media.com/lodging/123000000/122900000/122893300/122893213/2a44a328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 6 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/123000000/122900000/122893300/122893213/1ff5361e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 6 Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/123000000/122900000/122893300/122893213/3e037135.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 6 Bedrooms | Exterior](https://images.trvl-media.com/lodging/123000000/122900000/122893300/122893213/b2627fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Adventure Alexander Valley Lodge With Pool & Hot Tub 6 Bedroom Villa

[](https://www.expedia.com/Geyserville-Hotels-Adventure-Alexander-Valley-Lodge-With-Pool-Hot-Tub-6-Bedroom-Villa.h122893213.Hotel-Information)

Geyserville

$1,125 nightly

$1,125 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Geyserville-Hotels-Adventure-Alexander-Valley-Lodge-With-Pool-Hot-Tub-6-Bedroom-Villa.h122893213.Hotel-Information)

![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/115000000/114250000/114248800/114248711/956d3d57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114250000/114248800/114248711/a1e6a93a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/115000000/114250000/114248800/114248711/31282bc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/115000000/114250000/114248800/114248711/b3499e80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### River Retreat - Hot Tub and Tastings Included

[](https://www.expedia.com/Healdsburg-Hotels-Charming-Bungalow-Retreat-Amongst-The-River-Redwoods-W-Hot-Tub.h114248711.Hotel-Information)

Healdsburg

10/10

Exceptional

(2 reviews)

"The house is in a great secluded location just outside of Healdsburg. It is very easy to get to town, and the house itself is well stocked. We really enjoyed our stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James B.

$628 nightly

$706 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Healdsburg-Hotels-Charming-Bungalow-Retreat-Amongst-The-River-Redwoods-W-Hot-Tub.h114248711.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110950000/110941300/110941239/ffa5f48c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110950000/110941300/110941239/c81482c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110950000/110941300/110941239/25f2d382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/111000000/110950000/110941300/110941239/66590340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Redwoods getaway w/ decks & fenced yard

[](https://www.expedia.com/Guerneville-Hotels-Redwoods-Getaway-W-Decks-Fenced-Yard.h110941239.Hotel-Information)

Guerneville

9.0/10

Wonderful

(2 reviews)

"The cabin is thoughtfully and beautifully appointed. Perfectly cozy for our group of three (two adults, one tween) and a dog. We really enjoyed our stay. Very close to a lot of fun activities and peaceful. Host Mike was awesome and communicative."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Beth G.

$403 nightly

$446 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Guerneville-Hotels-Redwoods-Getaway-W-Decks-Fenced-Yard.h110941239.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/112000000/111910000/111903100/111903019/0460afa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111910000/111903100/111903019/da7e8eea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111910000/111903100/111903019/71e8ccf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/112000000/111910000/111903100/111903019/b9e31119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Vineyard-View Wine Country Home Near Healdsburg and Sonoma Wineries

[](https://www.expedia.com/Santa-Rosa-Hotels-Vineyard-Oasis-Luxury-Home-In-The-Heart-Of-Sonoma.h111903019.Hotel-Information)

Healdsburg

10/10

Exceptional

(8 reviews)

"Kitchen was great, easy area for our dog.."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brad G.

$362 nightly

$400 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Santa-Rosa-Hotels-Vineyard-Oasis-Luxury-Home-In-The-Heart-Of-Sonoma.h111903019.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/64000000/63190000/63182300/63182300/c25035f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/64000000/63190000/63182300/63182300/7081573b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/64000000/63190000/63182300/63182300/7f017186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/64000000/63190000/63182300/63182300/539b3f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sonoma Getaway: Winemaker’s Home with Modern Amenities

[](https://www.expedia.com/Santa-Rosa-Hotels-Winemakers-Fabulous-Sonoma-Wine-Country-Home.h63182300.Hotel-Information)

Northwest Santa Rosa

10/10

Exceptional

(78 reviews)

"The house was very clean and cozy in a cute neighborhood. Very nice backyard space and interior, would definitely recommend and stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gary R.

$461 nightly

$461 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Santa-Rosa-Hotels-Winemakers-Fabulous-Sonoma-Wine-Country-Home.h63182300.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119210000/119207000/119206974/2aa1598b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119210000/119207000/119206974/657454d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119210000/119207000/119206974/9cda927f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119210000/119207000/119206974/2fefc0ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW Contemporary Guest-Suite by Robaire in Guerneville/Rio Nido/Russian River

[](https://www.expedia.com/Guerneville-Hotels-NEW-Contemporary-Guest-Suite-By-Robaire-In-GuernevilleRio-Nido.h119206974.Hotel-Information)

Guerneville

9.0/10

Wonderful

(4 reviews)

"This was a beautiful, quiet and lovely spot.It was very clean and comfortable and private."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cheryl P.

$294 nightly

$325 total

Feb 6 - Feb 7

Total with taxes and fees

[](https://www.expedia.com/Guerneville-Hotels-NEW-Contemporary-Guest-Suite-By-Robaire-In-GuernevilleRio-Nido.h119206974.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/abbea1a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/664dc749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/521f9417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/61de8372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6

[](https://www.expedia.com/Windsor-Hotels-Sip.h34274712.Hotel-Information)

Windsor

9.2/10

Wonderful

(44 reviews)

"Check-in was a little difficult, but the condo itself was convenient and a great stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

SB L.

$337 nightly

$373 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Sip.h34274712.Hotel-Information)

![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/115000000/114890000/114888700/114888605/0bfc22c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114890000/114888700/114888605/f46950e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114890000/114888700/114888605/3e039f8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114890000/114888700/114888605/d6dde1c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Cabin Retreat w/ Swim Spa, Hot Tub & A/C

[](https://www.expedia.com/Forestville-Hotels-Modern-Cabin-Retreat-W-Swim-Spa.h114888605.Hotel-Information)

Forestville

$505 nightly

$568 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Forestville-Hotels-Modern-Cabin-Retreat-W-Swim-Spa.h114888605.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/96000000/95270000/95267300/95267279/aa4a9535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/96000000/95270000/95267300/95267279/cbe71131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/96000000/95270000/95267300/95267279/1979e362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95270000/95267300/95267279/c86351c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riverfront getaway with Wine Tastings Included

[](https://www.expedia.com/Healdsburg-Hotels-Healdsburg-Riverfront-Cabin-Surrounded-By-Redwoods.h95267279.Hotel-Information)

Healdsburg

10/10

Exceptional

(17 reviews)

"Great trip.Great location.Perfect for a small family get away "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John D.

$709 nightly

$797 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Healdsburg-Hotels-Healdsburg-Riverfront-Cabin-Surrounded-By-Redwoods.h95267279.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108980000/108971500/108971402/f90d5ced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/109000000/108980000/108971500/108971402/a0f13399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108980000/108971500/108971402/w1169h878x0y175-8cca402b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/109000000/108980000/108971500/108971402/bc0fa0eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar

[](https://www.expedia.com/Geyserville-Hotels-Alexander-Valley-Lodge-W-Pool.h108971402.Hotel-Information)

Geyserville

9.2/10

Wonderful

(15 reviews)

"Fabulous property perfect for our needs. Family was able to stay together eat meals together in the big kitchen enjoy fantastic outdoor time together - really nice ambience and breathtaking views."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Margo R.

$734 nightly

$812 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Geyserville-Hotels-Alexander-Valley-Lodge-W-Pool.h108971402.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/106000000/105460000/105451800/105451716/9c88d55c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, music library](https://images.trvl-media.com/lodging/106000000/105460000/105451800/105451716/dd6ffcc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, music library](https://images.trvl-media.com/lodging/106000000/105460000/105451800/105451716/6fed1abf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/106000000/105460000/105451800/105451716/ce8f614c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Healdsburg Plaza Charmer w/ Hot Tub & Fire Pit

[](https://www.expedia.com/Healdsburg-Hotels-Healdsburg-Plaza-Charmer-W-Hot-Tub-Fire-Pit.h105451716.Hotel-Information)

Healdsburg

10/10

Exceptional

(15 reviews)

"great location! the cottage was perfect for our trip with pets."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sue P.

$609 nightly

$697 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Healdsburg-Hotels-Healdsburg-Plaza-Charmer-W-Hot-Tub-Fire-Pit.h105451716.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/117000000/116300000/116295300/116295230/abac0a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/117000000/116300000/116295300/116295230/3c968569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116300000/116295300/116295230/27520869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116300000/116295300/116295230/5dbf43c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Hilltop Villa | Pool, Hot Tub & Close to Downtown

[](https://www.expedia.com/Healdsburg-Hotels-Luxury-Hilltop-Villa-Pool.h116295230.Hotel-Information)

Healdsburg

$1,549 nightly

$1,767 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Healdsburg-Hotels-Luxury-Hilltop-Villa-Pool.h116295230.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/126000000/125390000/125383800/125383733/55d24928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/126000000/125390000/125383800/125383733/f7e4536a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/126000000/125390000/125383800/125383733/56348ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/126000000/125390000/125383800/125383733/3d09186d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wine Country Cottage Escape

[](https://www.expedia.com/Fulton-Hotels-Peaceful-2-Bedroom-House-In-A-Quiet-Vineyard-Setting.h125383733.Hotel-Information)

Fulton

$275 nightly

$309 total

Feb 11 - Feb 12

Total with taxes and fees

[](https://www.expedia.com/Fulton-Hotels-Peaceful-2-Bedroom-House-In-A-Quiet-Vineyard-Setting.h125383733.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/110000000/109800000/109790500/109790438/3d0a16e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109800000/109790500/109790438/7820a75e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109800000/109790500/109790438/9262173b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109800000/109790500/109790438/f9a63ef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elegant Vineyard Living at a Private Wine Country Estate

[](https://www.expedia.com/Windsor-Hotels-Luxury-Estate-Awaits-Your-Ultimate-Vineyard-Escape.h109790438.Hotel-Information)

Windsor

8.4/10

Very Good

(6 reviews)

"Stayed here for a wedding "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lanna E.

$817 nightly

$918 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Luxury-Estate-Awaits-Your-Ultimate-Vineyard-Escape.h109790438.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/100000000/99240000/99230200/99230158/a3b508bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99240000/99230200/99230158/5c4715f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99240000/99230200/99230158/e26c88e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/100000000/99240000/99230200/99230158/829df365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Farpoint: Heated Infinity Pool, Mountain Views

[](https://www.expedia.com/Santa-Rosa-Hotels-Farpoint-Heated-Infinity-Pool.h99230158.Hotel-Information)

Santa Rosa

9.8/10

Exceptional

(9 reviews)

"Great location with lots of amenities. Very calming atmosphere. Very attentive staff. Can’t wait to go back."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christy

$806 nightly

$891 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Santa-Rosa-Hotels-Farpoint-Heated-Infinity-Pool.h99230158.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=2026-02-19&endDate=2026-02-20&regionId=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&regionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=VACATION_HOME)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America&regionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=VILLA)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America&regionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America&regionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=COTTAGE)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America&regionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=APART_HOTEL)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America&regionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America&regionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=APARTMENT)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America&regionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CHALET)

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## Top Healdsburg Hotel Reviews

![Fairview Inn and Suites](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/55aee5ca_y.jpg)

### Fairview Inn and Suites

10/10 Excellent

"The manager on duty was very helpful throughout my stay. The room was clean and comfortable. The property was convenient, being only a 12-minute walk or 4-minute bike ride to Healdsburg Plaza. My only complaint was the poor WiFi signal."

[](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/fc5798a9_y.jpg)

### Harmon Guest House

10/10 Excellent

"Beautiful, clean room with great amenities and exceptional service team. The suite with two bathrooms was a game changer. Breakfast was delightful. 10/10 all the way. "

[](https://expedia.com/Healdsburg-Hotels-Harmon-Guest-House.h22118681.Hotel-Information)

![H2Hotel](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/92a67a3e_y.jpg)

### H2Hotel

10/10 Excellent

"The staff was wonderful and the breakfast included in the stay was just right. "

[](https://expedia.com/Healdsburg-Hotels-H2hotel.h3618334.Hotel-Information)

![Montage Healdsburg](https://images.trvl-media.com/lodging/58000000/57180000/57174000/57173926/a19e59f7_y.jpg)

### Montage Healdsburg

10/10 Excellent

"Fabulous staff"

[](https://expedia.com/Healdsburg-Hotels-Montage-Healdsburg.h57173926.Hotel-Information)

![The Lodge at Healdsburg, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/540cf294_y.jpg)

### The Lodge at Healdsburg, Tapestry Collection by Hilton

10/10 Excellent

"The staff was very welcoming, s was the room decor. "

[](https://expedia.com/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information)

![Hotel Vinea, a Travelodge by Wyndham](https://images.trvl-media.com/lodging/1000000/130000/126600/126590/b9d4555c_y.jpg)

### Hotel Vinea, a Travelodge by Wyndham

10/10 Excellent

"Warm, friendly check-in. "

[](https://expedia.com/Healdsburg-Hotels-Hotel-Vinea.h126590.Hotel-Information)

![Appellation Healdsburg](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/4fc40d21_y.jpg)

### Appellation Healdsburg

10/10 Excellent

"Great staff who were very helpful and friendly. We will be back for sure! "

[](https://expedia.com/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information)

![Healdsburg Inn on the Plaza, A Four Sisters Inn](https://images.trvl-media.com/lodging/3000000/2940000/2937700/2937684/aab76a75_y.jpg)

### Healdsburg Inn on the Plaza, A Four Sisters Inn

10/10 Excellent

"👍"

[](https://expedia.com/Healdsburg-Hotels-Healdsburg-Inn-On-The-Plaza.h2937684.Hotel-Information)

![The Ruse](https://images.trvl-media.com/lodging/90000000/89180000/89177200/89177143/5b83d9ce_y.jpg)

### The Ruse

10/10 Excellent

"Excellent staff, beautiful property, we loved the hot tub and the enormous tree in the center of the patio"

[](https://expedia.com/Healdsburg-Hotels-The-Ruse.h89177143.Hotel-Information)

## Find out more about Healdsburg

**Everything you need to know about Healdsburg vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Healdsburg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Healdsburg vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Healdsburg vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Healdsburg. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Healdsburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $142 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Healdsburg rentals**

At Expedia, we put the best Healdsburg vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Healdsburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Healdsburg vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Healdsburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Vacation Homes in Healdsburg ](https://expedia.com/Healdsburg-Private-Vacation-Homes.d8322-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Healdsburg ](https://expedia.com/Healdsburg-Cottages.d8322-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in Healdsburg ](https://expedia.com/Healdsburg-Condos.d8322-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Healdsburg ](https://expedia.com/Healdsburg-Apartments.d8322-aaApartments.Travel-Guide-Accommodation)
- [Resorts in Healdsburg ](https://expedia.com/Healdsburg-Resorts.d8322-aaResorts.Travel-Guide-Accommodation)
- [Cabin Rentals in Healdsburg ](https://expedia.com/Healdsburg-Cabins.d8322-aaCabins.Travel-Guide-Accommodation)
- [Farmstay in Healdsburg ](https://expedia.com/Healdsburg-Agritourism.d8322-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Healdsburg ](https://expedia.com/Healdsburg-Bed-And-Breakfast.d8322-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Villas in Healdsburg ](https://expedia.com/Healdsburg-Villas.d8322-aaVillas.Travel-Guide-Accommodation)
- [Guest Houses in Healdsburg ](https://expedia.com/Healdsburg-Guest-Houses.d8322-aaGuestHouses.Travel-Guide-Accommodation)
- [Motels in Healdsburg ](https://expedia.com/Healdsburg-Motels.d8322-aaMotels.Travel-Guide-Accommodation)
- [Aparthotels in Healdsburg ](https://expedia.com/Healdsburg-Apart-Hotels.d8322-aaApartHotels.Travel-Guide-Accommodation)
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- [Holiday Park Resorts in Healdsburg ](https://expedia.com/Healdsburg-Holiday-Parks.d8322-aaHolidayParks.Travel-Guide-Accommodation)

## Frequently asked questions

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- [Hotels in Santa Cruz](https://expedia.com/Santa-Cruz-Hotels.d6666.Travel-Guide-Hotels)
- [Hotels in Sequoia National Park](https://expedia.com/Sequoia-National-Park-Hotels.d6084619.Travel-Guide-Hotels)
- [Hotels in Mammoth Lakes](https://expedia.com/Mammoth-Lakes-Hotels.d2363.Travel-Guide-Hotels)
- [Hotels in Huntington Beach](https://expedia.com/Huntington-Beach-Hotels.d8165.Travel-Guide-Hotels)
- [Hotels in Carlsbad](https://expedia.com/Carlsbad-Hotels.d6056550.Travel-Guide-Hotels)
- [Hotels in Anaheim](https://expedia.com/Anaheim-Hotels.d5921.Travel-Guide-Hotels)
- [Hotels in Temecula](https://expedia.com/Temecula-Hotels.d6034795.Travel-Guide-Hotels)
- [Hotels in Pismo Beach](https://expedia.com/Pismo-Beach-Hotels.d9118.Travel-Guide-Hotels)
- [Hotels in Irvine](https://expedia.com/Irvine-Hotels.d7819.Travel-Guide-Hotels)
- [Hotels in Palm Springs](https://expedia.com/Palm-Springs-Hotels.d180676.Travel-Guide-Hotels)
- [Hotels in Santa Barbara](https://expedia.com/Santa-Barbara-Hotels.d602277.Travel-Guide-Hotels)
- [Hotels in San Jose](https://expedia.com/San-Jose-Hotels.d602703.Travel-Guide-Hotels)
- [Hotels in San Luis Obispo](https://expedia.com/San-Luis-Obispo-Hotels.d6046822.Travel-Guide-Hotels)
- [Hotels in Big Bear Lake](https://expedia.com/Big-Bear-Lake-Hotels.d6919.Travel-Guide-Hotels)
- [Hotels in San Diego](https://expedia.com/San-Diego-Hotels.d3073.Travel-Guide-Hotels)

Flights

- [Cheap Flights to Anaheim](https://expedia.com/Cheap-Flights-To-Anaheim.d5921.Travel-Guide-Flights)
- [Cheap Flights to San Diego](https://expedia.com/Cheap-Flights-To-San-Diego.d3073.Travel-Guide-Flights)
- [Cheap Flights to Palm Springs](https://expedia.com/Cheap-Flights-To-Palm-Springs.d180676.Travel-Guide-Flights)
- [Cheap Flights to San Jose](https://expedia.com/Cheap-Flights-To-San-Jose.d602703.Travel-Guide-Flights)

Cars

- [Car rentals in Palm Springs](https://expedia.com/Car-Rentals-In-Palm-Springs.d180676.Car-Rental-Guide)
- [Car rentals in San Jose](https://expedia.com/Car-Rentals-In-San-Jose.d602703.Car-Rental-Guide)
- [Car rentals in San Diego](https://expedia.com/Car-Rentals-In-San-Diego.d3073.Car-Rental-Guide)

Packages

- [San Diego Vacation](https://expedia.com/San-Diego.d3073.Destination-Travel-Guides)

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