Title: Healdsburg Vacation Home Rentals from CA $273: Search Top Private Vacation Homes for Rent | Expedia.ca

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![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

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-06-19&endDate=2026-06-21&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 homes

![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)

![Interior](https://images.trvl-media.com/lodging/64000000/63170000/63163000/63162961/518efbf9.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)

### Vacation Home in Northwest Santa Rosa

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

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.

CA $334

CA $753 total

includes taxes & fees

Mar 2 - Mar 3

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

![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)

![On the beach](https://images.trvl-media.com/lodging/110000000/109790000/109780300/109780233/6db00b47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Guerneville

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

9.6/10

Exceptional

(14 reviews)

"Love the cabin atmosphere, big windows overlooking the trees and river. It’s my happy place. Been there twice and already planning my next stay."

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

Sydney G.

CA $185

CA $674 total

includes taxes & fees

Mar 1 - Mar 2

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

![](https://images.trvl-media.com/lodging/112000000/111910000/111903100/111903019/40eff3d3.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/112000000/111910000/111903100/111903019/6e246fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, eco-friendly toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/112000000/111910000/111903100/111903019/f4b0921c.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/112000000/111910000/111903100/111903019/4a17c502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Healdsburg

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

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.

CA $313

CA $636 total

includes taxes & fees

Mar 11 - Mar 12

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

![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)

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

### Vacation Home in Northwest Santa Rosa

[](https://www.expedia.ca/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.

CA $212

CA $548 total

includes taxes & fees

Mar 14 - Mar 15

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

![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)

![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)

### Vacation Home in Santa Rosa

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

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

CA $555

CA $1,218 total

includes taxes & fees

Feb 26 - Feb 27

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

![Exterior](https://images.trvl-media.com/lodging/97000000/96830000/96826500/96826435/432dbd01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96830000/96826500/96826435/eb86b88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/97000000/96830000/96826500/96826435/362327b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96830000/96826500/96826435/ed9a54da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Healdsburg

[](https://www.expedia.ca/Healdsburg-Hotels-Secluded-Retreat-Only-10-Minutes-From-The-Healdsburg-Plaza.h96826435.Hotel-Information)

10/10

Exceptional

(2 reviews)

"Was a great stay. Very much appreciated the location, amenities and communication."

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

Jill M.

CA $283

CA $989 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Healdsburg-Hotels-Secluded-Retreat-Only-10-Minutes-From-The-Healdsburg-Plaza.h96826435.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)

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

![Exterior](https://images.trvl-media.com/lodging/111000000/110950000/110941300/110941239/4bcade8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Guerneville

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

9.0/10

Wonderful

(2 reviews)

"Nice kitchen, comfortable bed, and clean spa. Easy entry with plenty of parking. "

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

Scott L.

CA $216

CA $619 total

includes taxes & fees

Mar 2 - Mar 3

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

![Exterior](https://images.trvl-media.com/lodging/64000000/63190000/63182300/63182300/85e2c1bd.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)

### Vacation Home in Northwest Santa Rosa

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

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.

CA $274

CA $610 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/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)

![Terrace/patio](https://images.trvl-media.com/lodging/126000000/125390000/125383800/125383733/4c5dd48d.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)

### Vacation Home in Fulton

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

CA $226

CA $510 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/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)

![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)

### Vacation Home in Northwest Santa Rosa

[](https://www.expedia.ca/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.

CA $334

CA $769 total

includes taxes & fees

Mar 1 - Mar 2

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

![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70560000/70558500/70558488/6e628eb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/71000000/70560000/70558500/70558488/45f9c155.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70560000/70558500/70558488/91d209d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/71000000/70560000/70558500/70558488/0c3dba50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Guerneville

[](https://www.expedia.ca/Guerneville-Hotels-Valley-Vista-Forest-Bungalow-With-Valley-Views.h70558488.Hotel-Information)

10/10

Exceptional

(86 reviews)

"Fully stocked kitchen was amazing for making meals. House was very clean and in a quiet neighborhood. "

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

Joey W.

CA $290

CA $998 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Guerneville-Hotels-Valley-Vista-Forest-Bungalow-With-Valley-Views.h70558488.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)

![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)

![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)

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

### Vacation Home in Northwest Santa Rosa

[](https://www.expedia.ca/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.

CA $304

CA $1,638 total

includes taxes & fees

Mar 24 - Mar 25

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

![Exterior detail](https://images.trvl-media.com/lodging/35000000/34120000/34110800/34110780/c51650d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34120000/34110800/34110780/w445h350x0y0-f448777c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34120000/34110800/34110780/b6b57502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/35000000/34120000/34110800/34110780/4fe30ec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Healdsburg

[](https://www.expedia.ca/Healdsburg-Hotels-Luxury-Private-Estate-At-Zoella-VineyardPOOLSPAGAMEROOM.h34110780.Hotel-Information)

9.6/10

Exceptional

(65 reviews)

"Better than expected!! We loved this properly and would most definitely stay again!! It was perfect and magical in every way!!! "

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

Elaine G.

CA $1,464

CA $2,448 total

includes taxes & fees

Feb 25 - Feb 26

[](https://www.expedia.ca/Healdsburg-Hotels-Luxury-Private-Estate-At-Zoella-VineyardPOOLSPAGAMEROOM.h34110780.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)

![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)

![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)

### Vacation Home in Healdsburg

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

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.

CA $421

CA $923 total

includes taxes & fees

Mar 4 - Mar 5

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

![Outdoor spa tub](https://images.trvl-media.com/lodging/110000000/109800000/109790500/109790438/e518274e.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)

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

### Vacation Home in Windsor

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

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.

CA $708

CA $1,523 total

includes taxes & fees

Mar 2 - Mar 3

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

![Property grounds](https://images.trvl-media.com/lodging/35000000/34830000/34821200/34821143/0f3c5c02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34830000/34821200/34821143/e6505ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34830000/34821200/34821143/1de602ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/35000000/34830000/34821200/34821143/1b0847af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Clearlake

[](https://www.expedia.ca/Clearlake-Hotels-Bungalow-On-The-Lake.h34821143.Hotel-Information)

7.8/10

Good

(8 reviews)

"Great little cottage for a good price. "

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

Danielle C.

CA $182

CA $273 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Clearlake-Hotels-Bungalow-On-The-Lake.h34821143.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/113000000/112910000/112908800/112908743/54f27b4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/113000000/112910000/112908800/112908743/8e826ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112910000/112908800/112908743/950f85a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112910000/112908800/112908743/0019c0a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Clearlake Oaks

[](https://www.expedia.ca/Clearlake-Oaks-Hotels-Cozy-Cottage-Panoramic-Lake-Views.h112908743.Hotel-Information)

8.6/10

Excellent

(8 reviews)

"Beautiful view and comfy beds. "

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

Elizabeth P.

CA $205

CA $308 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/Clearlake-Oaks-Hotels-Cozy-Cottage-Panoramic-Lake-Views.h112908743.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/115000000/114660000/114654600/114654590/3c36c005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114660000/114654600/114654590/0c4071a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114660000/114654600/114654590/cf9bd17d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/115000000/114660000/114654600/114654590/w2048h1363x0y3-6beae663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Southwest Santa Rosa

[](https://www.expedia.ca/Santa-Rosa-Hotels-NEW-Half-Moon-Retreat-5-Min-Away-From-GRATON-Casino.h114654590.Hotel-Information)

9.8/10

Exceptional

(7 reviews)

"Myself and four guests thoroughly enjoyed our overnight stay! The home had everything we needed and more - clean, cozy, and beautifully equipped with wonderful amenities. The beds were incredibly comfortable, and our host was very welcoming and attentive. We couldn’t have asked for a better experience. Highly recommend!"

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

JoAnn P.

CA $437

CA $497 total

includes taxes & fees

Feb 25 - Feb 26

[](https://www.expedia.ca/Santa-Rosa-Hotels-NEW-Half-Moon-Retreat-5-Min-Away-From-GRATON-Casino.h114654590.Hotel-Information)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/46000000/45590000/45581600/45581505/w1264h852x0y1-adad65f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/46000000/45590000/45581600/45581505/w1280h852x0y1-11816e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/46000000/45590000/45581600/45581505/135d53a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/46000000/45590000/45581600/45581505/w1280h852x0y1-c6c53aea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Glen Ellen

[](https://www.expedia.ca/Glen-Ellen-Hotels-Glen-Ellen-Retreat-In-The-Heart-Of-Glen-Ellen.h45581505.Hotel-Information)

10/10

Exceptional

(73 reviews)

"Perfect for a weekend getaway with family."

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

Tara C.

CA $226

CA $562 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Glen-Ellen-Hotels-Glen-Ellen-Retreat-In-The-Heart-Of-Glen-Ellen.h45581505.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.

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## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America&regionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=VACATION_HOME)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America&regionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=APART_HOTEL)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America&regionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=COTTAGE)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America&regionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=APARTMENT)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America&regionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=VILLA)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America&regionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CABIN)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America&regionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CONDO)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America&regionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CHALET)

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## Top Healdsburg Hotel Reviews

![Best Western Dry Creek Inn](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/5ab8ae96_y.jpg)

### Best Western Dry Creek Inn

10/10 Excellent

"We had a very good stay at Dry Creek Inn! The rooms were clean and the staff was helpful with our questions and friendly. It's a great location and we have stayed here several times. We appreciate the discount at the restaurant next to the Inn as well. We come out every couple of years and will check back with your property again. Glad you are there!"

[](https://expedia.ca/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information)

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

### Appellation Healdsburg

10/10 Excellent

"Beautiful property "

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

![The Madrona](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/ac03bc94_y.jpg)

### The Madrona

10/10 Excellent

"What a lovely place. Great staff, grounds and amenities. We will be back!!"

[](https://expedia.ca/Healdsburg-Hotels-The-Madrona.h451693.Hotel-Information)

![Calderwood Inn](https://images.trvl-media.com/lodging/7000000/6950000/6948800/6948795/a77aa9d4_y.jpg)

### Calderwood Inn

10/10 Excellent

"The place has a historical charm. The furniture and amenities are a bit aged, but the overall experience is great. Love the breakfast in the beautiful dining room."

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

![Cottages at Little Saint](https://images.trvl-media.com/lodging/31000000/30060000/30058500/30058405/9ce26d13_y.jpg)

### Cottages at Little Saint

10/10 Excellent

"Beautiful property and super comfortable beds."

[](https://expedia.ca/Healdsburg-Hotels-Cottages-At-Healdsburg.h30058405.Hotel-Information)

![Hotel Healdsburg](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/9d93bedd_y.jpg)

### Hotel Healdsburg

10/10 Excellent

"Great hotel! "

[](https://expedia.ca/Healdsburg-Hotels-Hotel-Healdsburg.h786805.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

"amazing. 10/10"

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

![Hotel Trio Healdsburg](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/b5cf89bc_y.jpg)

### Hotel Trio Healdsburg

10/10 Excellent

"Friendly staff, clean and fresh rooms"

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

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

### Fairview Inn and Suites

10/10 Excellent

"Staff helpful, even when we arrived really late due to a delayed flight. "

[](https://expedia.ca/Healdsburg-Hotels-Fairview-Inn-And-Suites.h1111427.Hotel-Information)

## Find out more about Healdsburg

## Healdsburg Vacation Homes information

| Number of reviews | 434                |
| ----------------- | ------------------ |
| Accommodation     | 231 Vacation Homes |
| Lowest Price      | CA $273            |
| Highest Price     | CA $2,448          |

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- [Flights from Windsor ](https://www.expedia.ca/lp/flights/9542/flights-from-windsor)

- [Dry Creek Vineyard ](https://www.expedia.ca/Dry-Creek-Vineyard-Healdsburg.d6240812.Vacation-Attraction)
- [Visit Foss Creek Pathway ](https://www.expedia.ca/Foss-Creek-Pathway.dx832563055564120064)
- [Francis Ford Coppola Winery ](https://www.expedia.ca/Francis-Ford-Coppola-Winery-Geyserville.d553248621532640800.Vacation-Attraction)
- [Mazzocco Winery ](https://www.expedia.ca/Mazzocco-Winery-Healdsburg.d6324652.Vacation-Attraction)
- [Soda Rock Winery ](https://www.expedia.ca/Soda-Rock-Winery-Healdsburg.d6324674.Vacation-Attraction)
- [Windsor Oaks Vineyards ](https://www.expedia.ca/Windsor-Oaks-Vineyards-Windsor.d6327443.Vacation-Attraction)
- [Windsor Vacations ](https://www.expedia.ca/Windsor.d9542.Destination-Travel-Guides)
- [Visit Windsor ](https://www.expedia.ca/Windsor.dx9542)

- [Car rentals near Matrix Winery ](https://www.expedia.ca/Car-Rentals-In-Matrix-Winery.d6324682.Car-Rental-Guide)
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- [Car rentals in Thrifty Car Rental 100 World Parkway ](https://www.expedia.ca/Thrifty-Car-Rental-at-100-World-Parkway-St-Johns-Newfoundland-And-Labrador-CAN.v9542.Car-Rental-Guide-Location)

- [Foss Creek Pathway Vacation Rentals ](https://www.expedia.ca/Foss-Creek-Pathway-Vacation-Rentals.d832563055564120064.Travel-Guide-VacationRentals)

- [Things to do in Windsor ](https://www.expedia.ca/Things-To-Do-In-Windsor.d9542.Travel-Guide-Activities)

- [Book Vacation Homes in Healdsburg on Expedia.com ](https://www.expedia.com/Healdsburg-Private-Vacation-Homes.d8322-aaPrivateVacationHomes.Travel-Guide-Accommodation)