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, (1 review)
"We loved our stay! The area is beautiful, peaceful and quiet. The house is clean, well maintained and equipped. Really enjoyed it and look forward to our next visit."
Tina A.
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)
"Great place. Quiet, very clean, close to Healdsburg, grocery stores, etc. Very helpful and nice host. We would definitely stay here again when in the area."
Mark R.
The price is CA $231
CA $534 total
includes taxes & fees
Dec 1 - Dec 2
3. Cozy Riverfront Cabin - Beach Access & Wood Stove
Cozy Riverfront Cabin - Beach Access & Wood StoveGuerneville
9.8 out of 10, Exceptional, (30 reviews)
"Our favorite place we have stayed in at the Russian river by FAR! Wonderful lakeside cabin feel. It feels like people have actually lived there and loved the home (unlike most rental properties that have clearly never had a resident). Great location right by downtown."
Savannah M.
The price is CA $181
CA $654 total
includes taxes & fees
Nov 15 - Nov 16
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)
"very nice space "
kevin c.
The price is CA $154
CA $494 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)
"Very accommodating home with all the essentials. Awesome backyard for the dogs, great location and communication. "
Keri S.
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)
"Love this place so much! Will rent it every year for my birthday if they’ll let me!"
Anna K.
The price is CA $318
CA $824 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 $1,272 total
includes taxes & fees
Nov 15 - Nov 16
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)
"Wonderful vacation and location. "
Leslie M.
The price is CA $652
CA $1,571 total
includes taxes & fees
Nov 17 - Nov 18
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)
"What a perfect place to stay for a wine country weekend! We’ll definitely be back!"
Gina N.
The price is CA $292
CA $707 total
includes taxes & fees
Nov 17 - Nov 18
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)
"Great location and charming cottage. "
Christopher T.
The price is CA $1,135
CA $2,055 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)
"What an amazing place! The hosts made it very easy to be prepared for our stay."
Eric B.
The price is CA $505
CA $1,396 total
includes taxes & fees
Nov 15 - Nov 16
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)
"Unbelievable property – we will absolutely stay here again –Just fabulous!"
Jeffrey S.
The price is CA $1,452
CA $2,448 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)
"Our stay was very comfortable."
Kim R.
The price is CA $412
CA $832 total
includes taxes & fees
Nov 23 - Nov 24
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)
"Great Home. Decent value.Didn’t realize the street were gonna be so compacted with houses very small streets"
Melissa M.
The price is CA $428
CA $859 total
includes taxes & fees
Nov 15 - Nov 16
16. Farpoint: Heated Infinity Pool, Mountain Views
Farpoint: Heated Infinity Pool, Mountain ViewsSanta Rosa
10.0 out of 10, Exceptional, (24 reviews)
"Loved our stay."
Vanessa R.
The price is CA $659
CA $1,367 total
includes taxes & fees
Dec 3 - Dec 4
17. Forestville Redwood Escape
Forestville Redwood EscapeForestville
The price is CA $215
CA $558 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)
"Nice clean relaxing place to stay near the river! Was perfect for our little weekend getaway."
Greg K.
The price is CA $212
CA $579 total
includes taxes & fees
Nov 15 - Nov 16
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)
"Nice place, great location, had everything we needed. Helpful and prompt communication by the host. This was a great base for exploring the area."
Rebecca I.
The price is CA $243
CA $601 total
includes taxes & fees
Dec 3 - Dec 4
20. Cobb Mountain Chalet King Size Suite
Cobb Mountain Chalet King Size SuiteCobb
9.2 out of 10, Wonderful, (31 reviews)
"Lovely place, very clean, in quiet surroundings."
Brigid
The price is CA $95
CA $234 total
includes taxes & fees
Nov 15 - Nov 16
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
Dry Creek Inn MOD Collection by Sonesta
8/10 Good
Find out more about Healdsburg
Healdsburg Vacation Homes information
Number of reviews | 587 |
|---|---|
Accommodation | 219 Vacation Homes |
Lowest Price | CA $234 |
Highest Price | CA $2,448 |
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