
Healdsburg Vacation Rentals
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Our top choices for Healdsburg vacation homes

1. Wine Country Cottage Escape
Wine Country Cottage EscapeFulton
10.0 out of 10, Exceptional, (2 reviews)
The price is CA $235
CA $506 total
includes taxes & fees
Nov 30 - Dec 1

2. Vineyard View Retreat • Fire Pit • Wine Tasting Perks
Vineyard View Retreat • Fire Pit • Wine Tasting PerksHealdsburg
9.8 out of 10, Exceptional, (19 reviews)
The price is CA $223
CA $525 total
includes taxes & fees
Nov 17 - Nov 18

3. Cozy Riverfront Cabin - Beach Access & Wood Stove
Cozy Riverfront Cabin - Beach Access & Wood StoveGuerneville
9.8 out of 10, Exceptional, (30 reviews)
The price is CA $181
CA $657 total
includes taxes & fees
Nov 16 - Nov 17

4. Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Sonoma Wine Country Retreat | Near Top Wineries + Cozy EscapeNorthwest Santa Rosa
9.4 out of 10, Exceptional, (24 reviews)
The price is CA $154
CA $495 total
includes taxes & fees
Nov 30 - Dec 1

5. Sonoma Summer Oasis: Sauna, Fire Pit & Games
Sonoma Summer Oasis: Sauna, Fire Pit & GamesWindsor
10.0 out of 10, Exceptional, (1 review)
The price is CA $304
CA $1,370 total
includes taxes & fees
Nov 16 - Nov 17

6. Russian River Retreat: Private Beach & DogFriendly
Russian River Retreat: Private Beach & DogFriendlyForestville
10.0 out of 10, Exceptional, (1 review)
The price is CA $318
CA $825 total
includes taxes & fees
Nov 17 - Nov 18

7. Tranquil Retreat with Pool, Hot Tub, & Game Room
Tranquil Retreat with Pool, Hot Tub, & Game RoomHealdsburg
The price is CA $636
CA $1,280 total
includes taxes & fees
Nov 16 - Nov 17

8. River View Lodge - Hot Tub and Tastings Included
River View Lodge - Hot Tub and Tastings IncludedHealdsburg
9.6 out of 10, Exceptional, (75 reviews)
The price is CA $652
CA $1,572 total
includes taxes & fees
Nov 16 - Nov 17

9. Rocktop Lodge - Pool, Sauna, Hot Tub, Private Dock
Rocktop Lodge - Pool, Sauna, Hot Tub, Private DockForestville
The price is CA $441
CA $913 total
includes taxes & fees
Nov 16 - Nov 17

10. Russian River Brew-cation Home
Russian River Brew-cation HomeNorthwest Santa Rosa
10.0 out of 10, Exceptional, (56 reviews)
The price is CA $291
CA $706 total
includes taxes & fees
Nov 16 - Nov 17

11. Healdsburg Plaza Gem-Hot Tub and Tastings Included
Healdsburg Plaza Gem-Hot Tub and Tastings IncludedHealdsburg
9.8 out of 10, Exceptional, (50 reviews)
The price is CA $1,158
CA $2,086 total
includes taxes & fees
Nov 23 - Nov 24

12. Elegant Vineyard Living at a Private Wine Country Estate
Elegant Vineyard Living at a Private Wine Country EstateWindsor
8.4 out of 10, Very good, (6 reviews)
The price is CA $505
CA $1,404 total
includes taxes & fees
Nov 16 - Nov 17

13. Luxury Private Estate at Zoella Vineyards in the heart of Wine Country
Luxury Private Estate at Zoella Vineyards in the heart of Wine CountryHealdsburg
9.6 out of 10, Exceptional, (68 reviews)
The price is CA $1,420
CA $2,408 total
includes taxes & fees
Nov 18 - Nov 19

14. Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near WineriesNorthwest Santa Rosa
9.8 out of 10, Exceptional, (77 reviews)
The price is CA $411
CA $835 total
includes taxes & fees
Nov 16 - Nov 17

15. Sonoma Wine Country Getaway | Winemaker’s Home with Modern Comforts
Sonoma Wine Country Getaway | Winemaker’s Home with Modern ComfortsNorthwest Santa Rosa
10.0 out of 10, Exceptional, (85 reviews)
The price is CA $428
CA $864 total
includes taxes & fees
Nov 16 - Nov 17

16. Farpoint: Heated Infinity Pool, Mountain Views
Farpoint: Heated Infinity Pool, Mountain ViewsSanta Rosa
10.0 out of 10, Exceptional, (24 reviews)
The price is CA $741
CA $1,471 total
includes taxes & fees
Dec 1 - Dec 2

17. Forestville Redwood Escape
Forestville Redwood EscapeForestville
The price is CA $238
CA $582 total
includes taxes & fees
Dec 2 - Dec 3

18. 2BR Bungalow - Russian River & Wine Country
2BR Bungalow - Russian River & Wine CountryForestville
9.8 out of 10, Exceptional, (23 reviews)
The price is CA $212
CA $582 total
includes taxes & fees
Nov 16 - Nov 17

19. The Cozy Pine Cone . Hot tub- Deck & Grill Forestville
The Cozy Pine Cone . Hot tub- Deck & Grill ForestvilleForestville
10.0 out of 10, Exceptional, (16 reviews)
The price is CA $243
CA $601 total
includes taxes & fees
Nov 30 - Dec 1

20. Cobb Mountain Chalet King Size Suite
Cobb Mountain Chalet King Size SuiteCobb
9.2 out of 10, Wonderful, (31 reviews)
The price is CA $92
CA $232 total
includes taxes & fees
Nov 16 - Nov 17
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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Top Healdsburg Hotel Reviews

Calderwood Inn
8/10 Good
Find out more about Healdsburg
Healdsburg Vacation Homes information
Number of reviews | 588 |
|---|---|
Accommodation | 219 Vacation Homes |
Lowest Price | CA $232 |
Highest Price | CA $2,408 |
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