Title: Healdsburg Vacation Rentals from $90: 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

[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 vacation rentals

![Dining](https://images.trvl-media.com/lodging/110000000/109790000/109780300/109780233/c73373b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109790000/109780300/109780233/b19cb2c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109790000/109780300/109780233/8072241e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/110000000/109790000/109780300/109780233/70096a24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Guerneville

[](https://www.expedia.com/Guerneville-Hotels-Cozy-Riverfront-Cabin.h109780233.Hotel-Information)

9.6/10

Exceptional

(15 reviews)

"Great location on the river. Can't wait to come back in the summer."

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

Gregg B.

$450 nightly

$506 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Guerneville-Hotels-Cozy-Riverfront-Cabin.h109780233.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111910000/111903100/111903019/1cf57cd4.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/a898c165.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111910000/111903100/111903019/64397b0a.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/112000000/111910000/111903100/111903019/1584e5d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Healdsburg

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

10/10

Exceptional

(9 reviews)

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

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

Brad G.

$357 nightly

$395 total

Mar 25 - Mar 26

Total with taxes and fees

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

![Dining](https://images.trvl-media.com/lodging/120000000/119210000/119207000/119206974/d2a3e5f6.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)

### Apartment in Guerneville

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

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.

$293 nightly

$324 total

Mar 20 - Mar 21

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/104000000/103010000/103009600/103009589/dd7350db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103010000/103009600/103009589/d381a987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103010000/103009600/103009589/c8638503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103010000/103009600/103009589/d6b7e9a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Guerneville

[](https://www.expedia.com/Guerneville-Hotels-Creekside-Under-The-Redwoods.h103009589.Hotel-Information)

9.8/10

Exceptional

(18 reviews)

"Very cute and comfortable place! We enjoyed our stay!"

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

Kathy M.

$289 nightly

$320 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Guerneville-Hotels-Creekside-Under-The-Redwoods.h103009589.Hotel-Information)

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63190000/63183500/63183461/9ab4e41a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Vacation Home in Northwest Santa Rosa

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

9.4/10

Exceptional

(23 reviews)

"enjoyed our stay, no surprises and a good value"

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

Craig M.

$317 nightly

$356 total

Apr 7 - Apr 8

Total with taxes and fees

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

![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)

![Interior](https://images.trvl-media.com/lodging/119000000/118270000/118266100/118266061/a4a6e788.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)

### Cabin in Guerneville

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

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.

$432 nightly

$485 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Guerneville-Hotels-Redwood-Cabin-W-Hot-Tub-Canyon-View-Dogs-OK.h118266061.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/64000000/63170000/63163000/63162961/86c3b1b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63170000/63163000/63162961/1ca326c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Vacation Home in Northwest Santa Rosa

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

9.8/10

Exceptional

(72 reviews)

"Loved our stay!!"

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

kristen s.

$484 nightly

$543 total

Mar 29 - Mar 30

Total with taxes and fees

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

![TV, fireplace](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382839/c6cfa119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382839/bf806af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382839/f829d2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382839/4afa7211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Guerneville

[](https://www.expedia.com/Guerneville-Hotels-Tranquil-Redwood-Retreat.h100382839.Hotel-Information)

8.8/10

Excellent

(10 reviews)

"Perfect hun for enjoying downtown guernville "

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

Alex A.

$288 nightly

$319 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Guerneville-Hotels-Tranquil-Redwood-Retreat.h100382839.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70560000/70558500/70558475/3bde934d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70560000/70558500/70558475/30f1bba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/71000000/70560000/70558500/70558475/816c6e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/71000000/70560000/70558500/70558475/67bcb46a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Healdsburg

[](https://www.expedia.com/Healdsburg-Hotels-Redwood-River-House-Serene-Riverfront-Cottage-In-Healdsburg.h70558475.Hotel-Information)

9.2/10

Wonderful

(67 reviews)

"We appreciated having a place to stay in Sonoma wine country and enjoyed the convenience of being close to Santa Rosa. The unit was simple and met our basic needs, though a bit more comfort would have made the Napa experience feel special. It also would have been wonderful if the host could have accommodated our early check‑in request after our long flight. The personal touch would have made our experience a bit more special on this trip."

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

Earle I.

[](https://www.expedia.com/Healdsburg-Hotels-Redwood-River-House-Serene-Riverfront-Cottage-In-Healdsburg.h70558475.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)

![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)

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

### Vacation Home in Northwest Santa Rosa

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

10/10

Exceptional

(78 reviews)

"We completely enjoyed our stay. We will be back next time we are in the area."

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

Robert M.

$428 nightly

$428 total

Mar 22 - Mar 23

Total with taxes and fees

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

![Dining](https://images.trvl-media.com/lodging/126000000/125390000/125383800/125383733/9b3daad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/126000000/125390000/125383800/125383733/6f741486.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)

![Terrace/patio](https://images.trvl-media.com/lodging/126000000/125390000/125383800/125383733/4c5dd48d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fulton

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

$326 nightly

$367 total

Mar 31 - Apr 1

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/64000000/63200000/63194700/63194688/e1521b3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63200000/63194700/63194688/cbd03dca.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)

### Vacation Home in Northwest Santa Rosa

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

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.

$462 nightly

$519 total

Mar 23 - Mar 24

Total with taxes and fees

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

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114890000/114888700/114888605/d6dde1c2.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)

![Exterior](https://images.trvl-media.com/lodging/115000000/114890000/114888700/114888605/1099c736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Forestville

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

$503 nightly

$565 total

Mar 22 - Mar 23

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/102000000/101080000/101070200/101070118/w1313h879x15y9-f3fb80f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/102000000/101080000/101070200/101070118/6224ff7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/102000000/101080000/101070200/101070118/de46f4a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/102000000/101080000/101070200/101070118/w1328h886x9y7-f609ca5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Northwest Santa Rosa

[](https://www.expedia.com/Santa-Rosa-Hotels-Botany-House-Designer-Home-With-Hot-Tub.h101070118.Hotel-Information)

10/10

Exceptional

(11 reviews)

"Great stay"

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

Gabriela L.

$553 nightly

$621 total

Mar 20 - Mar 21

Total with taxes and fees

[](https://www.expedia.com/Santa-Rosa-Hotels-Botany-House-Designer-Home-With-Hot-Tub.h101070118.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122220000/122214500/122214477/dfb225e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122220000/122214500/122214477/636db4d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/123000000/122220000/122214500/122214477/ff38d639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122220000/122214500/122214477/7a3c949a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Windsor

[](https://www.expedia.com/Windsor-Hotels-Windsor-Home-With-Sauna-Outdoor-Fire-Pit.h122214477.Hotel-Information)

$722 nightly

$814 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Windsor-Home-With-Sauna-Outdoor-Fire-Pit.h122214477.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/127000000/126930000/126927500/126927456/8405af3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/127000000/126930000/126927500/126927456/310ad674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/127000000/126930000/126927500/126927456/2882bcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126930000/126927500/126927456/edc61f01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Geyserville

[](https://www.expedia.com/Geyserville-Hotels-Farm-Country-Cottage-In-Downtown-Geyserville.h126927456.Hotel-Information)

$374 nightly

$415 total

Apr 13 - Apr 14

Total with taxes and fees

[](https://www.expedia.com/Geyserville-Hotels-Farm-Country-Cottage-In-Downtown-Geyserville.h126927456.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)

![Dining](https://images.trvl-media.com/lodging/100000000/99240000/99230200/99230158/6f34db10.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)

### Vacation Home in Santa Rosa

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

10/10

Exceptional

(11 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

$874 nightly

$966 total

Mar 29 - Mar 30

Total with taxes and fees

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

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99190000/99187000/99186942/35e49a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, video games, stereo, offices](https://images.trvl-media.com/lodging/100000000/99190000/99187000/99186942/90c3fdaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, video games, stereo, offices](https://images.trvl-media.com/lodging/100000000/99190000/99187000/99186942/2aff1579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/100000000/99190000/99187000/99186942/dab4f9f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Windsor

[](https://www.expedia.com/Santa-Rosa-Hotels-Sonoma-Wine-Country-Home-Pool.h99186942.Hotel-Information)

10/10

Exceptional

(9 reviews)

"The backyard is as fantastic as the pictures promise, and the pool was at an excellent temperature. Would definitely stay here again."

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

Joshua J.

$1,229 nightly

$1,387 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Santa-Rosa-Hotels-Sonoma-Wine-Country-Home-Pool.h99186942.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)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/810082dc.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)

### Condo in Windsor

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

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

Mar 24 - Mar 25

Total with taxes and fees

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

![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105460000/105451800/105451716/6d3b20c8.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)

![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)

### Vacation Home in Healdsburg

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

10/10

Exceptional

(16 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.

$622 nightly

$710 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Healdsburg-Hotels-Healdsburg-Plaza-Charmer-W-Hot-Tub-Fire-Pit.h105451716.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=2026-04-02&endDate=2026-04-03&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=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=VACATION_HOME)

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=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&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=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=COTTAGE)

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=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=VILLA)

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=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&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=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&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=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&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=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=CHALET)

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## Top Healdsburg Hotel Reviews

![Hotel Trio Healdsburg](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/8e657d4e_y.jpg)

### Hotel Trio Healdsburg

10/10 Excellent

"The property was fabulous. We loved having the opportunity to take the hotel shuttle to Healdsburg Square."

[](https://expedia.com/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.Hotel-Information)

![Appellation Healdsburg](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/e8f2b209_y.jpg)

### Appellation Healdsburg

6/10 Okay

"Yes"

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

![Calderwood Inn](https://images.trvl-media.com/lodging/7000000/6950000/6948800/6948795/89b5c4f2_y.jpg)

### Calderwood Inn

10/10 Excellent

"We loved our stay at the Calderwood. Tried several Wilson wineries in the area and had great experiences at them all. Enjoyed talking with other guests at breakfast and learning about their favorite restaurants and wineries. Quiet, comfortable room in a charming house with a great front porch."

[](https://expedia.com/Healdsburg-Hotels-Calderwood-Inn.h6948795.Hotel-Information)

![Grape Leaf Inn](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/e4bcc0cf_y.jpg)

### Grape Leaf Inn

10/10 Excellent

"Terrific property. Wonderful amenities and outstanding Innkeeper that made us feel right at hime. Highly recommended "

[](https://expedia.com/Healdsburg-Hotels-Grape-Leaf-Inn.h6948841.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

"They do not have parking and we had some confusion with an overnight parking lot. We were able to park on the street a couple of blocks away."

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

![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)

## 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 $90 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)
- [RV Parks in Healdsburg ](https://expedia.com/Healdsburg-RV-Parks.d8322-aaRVParks.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 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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