Title: Healdsburg Vacation Home Rentals from CA $231: 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)

# Healdsburg Vacation Rentals

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## Check prices for these dates

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Healdsburg Vacation Homes

![Interior](https://images.trvl-media.com/lodging/101000000/101000000/100995400/100995386/f38842a8.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/101000000/101000000/100995400/100995386/77ee18dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/101000000/100995400/100995386/11c6dd8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/101000000/100995400/100995386/58851f5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk to Russian River - Casa Del Rio - Unit A

Forestville

9.2/10

Wonderful

(38)

"Would definitely go back"

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

liz n.

CA $152

CA $532 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Forestville-Hotels-Walk-To-Russian-River-Casa-Del-Rio-Unit-A.h100995386.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/110000000/109790000/109780300/109780233/3539befb.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)

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

![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/110000000/109790000/109780300/109780233/d1d35d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Riverfront Cabin - Beach Access & Wood Stove

Guerneville

9.8/10

Exceptional

(12)

"Wonderful location and had everything we needed! "

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

Maryrose H.

CA $196

CA $687 total

includes taxes & fees

Dec 9 - Dec 10

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

![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63170000/63163000/63162961/5d409705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/64000000/63170000/63163000/63162961/002973d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/64000000/63170000/63163000/63162961/00d89a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63170000/63163000/63162961/6854334d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Northwest Santa Rosa

9.8/10

Exceptional

(71)

"Comfortable beds and clean place. We enjoyed it"

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

Amy F.

CA $261

CA $644 total

includes taxes & fees

Dec 11 - Dec 12

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

![TV, fireplace](https://images.trvl-media.com/lodging/64000000/63200000/63194700/63194688/bab3cc8f.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/64000000/63200000/63194700/63194688/8909c444.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63200000/63194700/63194688/13b34ec9.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/a8fc267a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Russian River Brew-cation Home

Northwest Santa Rosa

10/10

Exceptional

(55)

"My family of 6 adults enjoyed this lovely home. It was as advertised and there were even little extras like labels and notes to find things, a basket of necessities in case we forgot something, and everything you could think of to make us feel comfortable and at home. Thank-you!!"

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

Sherrie R.

CA $213

CA $602 total

includes taxes & fees

Dec 11 - Dec 12

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63190000/63182300/63182300/a7d735f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/64000000/63190000/63182300/63182300/c25035f0.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)

![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63190000/63182300/63182300/6e524644.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Northwest Santa Rosa

10/10

Exceptional

(77)

"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 $256

CA $641 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111910000/111903100/111903019/68f52a9d.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/c34442b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/112000000/111910000/111903100/111903019/1b0babd0.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)

### Vineyard Oasis: Luxury Home in the Heart of Sonoma.

Healdsburg

10/10

Exceptional

(7)

"We had a great time!The house was perfect for our needs!"

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

Theresa C.

CA $275

CA $582 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](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/ac3245a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/64000000/63190000/63183500/63183461/88280b16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/64000000/63190000/63183500/63183461/1ad9473a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/64000000/63190000/63183500/63183461/5a3ff024.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Northwest Santa Rosa

9.4/10

Exceptional

(22)

"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.

CA $231

CA $560 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34120000/34110800/34110780/f6081be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, table tennis, music library](https://images.trvl-media.com/lodging/35000000/34120000/34110800/34110780/de315663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34120000/34110800/34110780/b3eef42f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Private Estate at Zoella Vineyards in the heart of Wine Country

Healdsburg

9.6/10

Exceptional

(64)

"Great location next to some awesome wineries. Great place to relax after a day of wine tasting!"

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

Michael Z.

CA $1,983

CA $3,062 total

includes taxes & fees

Dec 9 - Dec 10

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

![Outdoor spa tub](https://images.trvl-media.com/lodging/81000000/80860000/80852700/80852669/0b0ef042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/81000000/80860000/80852700/80852669/c66b16b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/81000000/80860000/80852700/80852669/fe643a22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/81000000/80860000/80852700/80852669/9e581cae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Heron House | Wine Tastings Included

Healdsburg

10/10

Exceptional

(26)

"Loved this house for a weekend getaway. We loved taking advantage of the deck, grill, and river access. Short drive to the town square and wineries."

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

Maria D.

CA $605

CA $1,387 total

includes taxes & fees

Dec 27 - Dec 28

[](https://www.expedia.ca/Healdsburg-Hotels-Riverside-Escape-In-Healdsburg.h80852669.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/100000000/99240000/99230200/99230158/e904b73a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99240000/99230200/99230158/f7c1ac80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/100000000/99240000/99230200/99230158/16654dfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/100000000/99240000/99230200/99230158/8c22e2e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Farpoint: Heated Infinity Pool, Mountain Views

Santa Rosa

9.8/10

Exceptional

(7)

"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 $622

CA $1,302 total

includes taxes & fees

Dec 11 - Dec 12

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

![Smart TV, stereo](https://images.trvl-media.com/lodging/101000000/100600000/100599500/100599426/w1559h1170x0y0-fc3608ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100600000/100599500/100599426/w1368h1029x0y5-ebbc9cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, coffee/tea maker, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/101000000/100600000/100599500/100599426/w1565h1172x0y4-3b050bd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100600000/100599500/100599426/35592dc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ❤The Elegant: A Chic Healdsburg Winery Cottage! Hot Tub, Views! !❤

Healdsburg

10/10

Exceptional

(4)

"This property was amazing! I will definitely stay here again."

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

Shauntele J.

CA $828

CA $1,330 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Healdsburg-Hotels-The-Elegant-A-Chic-Healdsburg-Winery-Cottage-Hot-Tub.h100599426.Hotel-Information)

![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/f9fe9b51.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)

### Private Vineyard Estate | Sleeps 10

Windsor

9.4/10

Exceptional

(3)

"Stayed here for a wedding "

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

Lanna E.

CA $618

CA $1,391 total

includes taxes & fees

Dec 9 - Dec 10

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114820000/114812100/114812058/3c128e2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114820000/114812100/114812058/1735edb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114820000/114812100/114812058/9d4f91ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/115000000/114820000/114812100/114812058/dec5e009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Emerald Lodge quiet efficiency

Middletown

10/10

Exceptional

(1)

"Very homey comfortable place. Peaceful 😊"

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

Carol

CA $127

CA $300 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Middletown-Hotels-Emerald-Lodge-Quiet-Efficiency.h114812058.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112770000/112768500/112768479/131aac38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112770000/112768500/112768479/4102bb3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112770000/112768500/112768479/82ab5b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/113000000/112770000/112768500/112768479/16fc075a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely Russian River Bungalow-2BR 1 BA New Remodel

Forestville

10/10

Exceptional

(4)

"The place was beautiful! We had everything we needed for a great stay!"

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

Jenn L.

CA $167

CA $543 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Forestville-Hotels-Lovely-Russian-River-Bungalow-2BR-1-BA-New-Remodel.h112768479.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/96000000/95820000/95819000/95818932/2d45ff45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95820000/95819000/95818932/w1024h678x0y3-813a6dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, computer monitors](https://images.trvl-media.com/lodging/96000000/95820000/95819000/95818932/w1024h679x0y2-5543a4db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95820000/95819000/95818932/w1024h681x0y0-33dffd6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cobb Mountain Chalet Main For

Cobb

9.6/10

Exceptional

(14)

"A always a great stay this is my fourth stay."

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

Richard D.

CA $86

CA $231 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Kelseyville-Hotels-Cobb-Mountain-Chalet-Main-For.h95818932.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105980000/105972100/105972055/c37b23ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/106000000/105980000/105972100/105972055/74e7b30f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105980000/105972100/105972055/c1618b34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105980000/105972100/105972055/49e8da2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Redwood 2BR • Walk to Monte Rio Beach

Monte Rio

9.6/10

Exceptional

(4)

"Cute place. Great location. Property manager was helpful and responsive. Can't wait to return!"

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

Shannon A.

CA $204

CA $550 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Sebastopol-Hotels-Creekside-Cozy-2BR-1BA-2-Acres.h105972055.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102860000/102856900/102856893/94f1299f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102860000/102856900/102856893/962d1456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/103000000/102860000/102856900/102856893/c723dab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102860000/102856900/102856893/b587589c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bright and modern - Water views - Close to beach

Dillon Beach

10/10

Exceptional

(17)

"We had a blast perfectly located next to store and beach and an absolutely beautiful home!"

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

Donald H.

CA $218

CA $626 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Dillon-Beach-Hotels-Bright-And-Modern-Water-Views-Close-To-Beach.h102856893.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/79000000/78540000/78538200/78538149/e92d608a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78540000/78538200/78538149/83e2e758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/79000000/78540000/78538200/78538149/05e1da79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78540000/78538200/78538149/3a2fd378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Hidden Wine Country Gem Upstairs Unit

Scenic Brush Creek

9.8/10

Exceptional

(21)

"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "

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

Glen M.

CA $206

CA $429 total

includes taxes & fees

Dec 20 - Dec 21

[](https://www.expedia.ca/Santa-Rosa-Hotels-2-Hidden-Wine-Country-Gem-Upstairs-Unit.h78538149.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342462/550433d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342462/61d33690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342462/6660bf41_edited_baac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342462/4f612c82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Artisan Boho, Equine Too, Farm Fresh Eggs, Spa, Vino & Views!

Sebastopol

9.8/10

Exceptional

(7)

"The online description was accurate. Served as a nice base for exploring Sonoma County west of the 101\. Very relaxed feel. Fun to see all of the farm animals on the surrounding properties."

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

Kyle W.

CA $303

CA $640 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Sebastopol-Hotels-Artisan-Boho.h78342462.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93010000/93000100/93000043/w1280h852x0y1-5a788427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/94000000/93010000/93000100/93000043/w1280h852x0y1-6d7f823c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93010000/93000100/93000043/4100e81a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/94000000/93010000/93000100/93000043/fe82c7a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Glen Ellen Retreat #1 Hot Tub and King Beds

Glen Ellen

10/10

Exceptional

(80)

"Very clean and excellent location."

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

carrie k.

CA $242

CA $578 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Glen-Ellen-Hotels-Glen-Ellen-Retreat-1-King-Beds.h93000043.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.ca/Hotel-Search?startDate=2025-12-22&endDate=2025-12-23&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

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Apartments

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Aparthotels

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Villas

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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=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=CABIN)

Condos

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Chalets

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## Top Healdsburg Hotel Reviews

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

### Appellation Healdsburg

10/10 Excellent

"Amazing! Room was clean and staff friendly and responsive!"

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

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

### Montage Healdsburg

10/10 Excellent

"Yes"

[](https://expedia.ca/Healdsburg-Hotels-Montage-Healdsburg.h57173926.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

"Great reception/customer service. Clean room."

[](https://expedia.ca/Healdsburg-Hotels-Hotel-Vinea.h126590.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

"Cute hotel. Soaking tab was wonderful. The room has lots of space even for 2 poppies. Closed to the square, 3min drive."

[](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

"The shuttle to the plaza was amazing. Rose the robot was a hit with the kids as was the heated pool. Free breakfast was delish too. Definitely staying here next time we're in town. "

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

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

### H2Hotel

10/10 Excellent

"The room was beautiful and so clean. Loved the location "

[](https://expedia.ca/Healdsburg-Hotels-H2hotel.h3618334.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

"We really liked the room. It was very clean and up to date. The price was very affordable also. We will be back. "

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

![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

"Very friendly and quick check in service. "

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

![Harmon Guest House](https://images.trvl-media.com/lodging/23000000/22120000/22118700/22118681/fc5798a9_y.jpg)

### Harmon Guest House

10/10 Excellent

"Wonderful!"

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

## Find out more about Healdsburg

## Healdsburg Vacation Homes information

| Number of reviews | 497                |
| ----------------- | ------------------ |
| Accommodation     | 231 Vacation Homes |
| Lowest Price      | CA $231            |
| Highest Price     | CA $3,062          |

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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)