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Our top choices for Healdsburg holiday homes

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Northwest Santa Rosa
9.4 out of 10, Exceptional, (23 reviews)
"enjoyed our stay, no surprises and a good value"
United States
Craig M.
The price is HK$1,136
HK$3,218 total
includes taxes & fees
12 May - 13 May
Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

Redwood Riverfront - Hot Tub and Tastings Included

Redwood Riverfront - Hot Tub and Tastings Included
Healdsburg
9.2 out of 10, Wonderful, (67 reviews)
"We had a decent stay at Riverfront. Having the house by the river was pleasant. We were a bit disappointed to find that the hot tub was below the deck and we couldnt use it at night since there seem to be no outdoor light. Overall it was nice secluded stay."
United States
Kenneth M.
Redwood Riverfront - Hot Tub and Tastings Included

Cozy Riverfront Cabin - Beach Access & Wood Stove

Cozy Riverfront Cabin - Beach Access & Wood Stove
Guerneville
9.6 out of 10, Exceptional, (17 reviews)
"Great location on the river. Can't wait to come back in the summer."
United States
Gregg B.
The price is HK$1,489
HK$4,413 total
includes taxes & fees
26 May - 27 May
Cozy Riverfront Cabin - Beach Access & Wood Stove

Rustic cabin w/ decks & hot tub near river

Rustic cabin w/ decks & hot tub near river
Guerneville
9.0 out of 10, Wonderful, (2 reviews)
"Nice kitchen, comfortable bed, and clean spa. Easy entry with plenty of parking. "
United States
Scott L.
The price is HK$1,187
HK$3,562 total
includes taxes & fees
11 May - 12 May
Rustic cabin w/ decks & hot tub near river

Russian River Brew-cation Home

Russian River Brew-cation Home
Northwest Santa Rosa
10.0 out of 10, Exceptional, (56 reviews)
"The house was great! We enjoyed our stay"
United States
Warren M.
The price is HK$1,394
HK$3,798 total
includes taxes & fees
11 May - 12 May
Russian River Brew-cation Home

Farpoint: Heated Infinity Pool, Mountain Views

Farpoint: Heated Infinity Pool, Mountain Views
Santa Rosa
10.0 out of 10, Exceptional, (14 reviews)
"We had excellent communication and customer service from our host. The property had amazing views and a nice home comfortable feel."
United States
Padrick G.
The price is HK$3,585
HK$7,272 total
includes taxes & fees
14 May - 15 May
Farpoint: Heated Infinity Pool, Mountain Views

Lodge Room for 2-3 people

Lodge Room for 2-3 people
Geyserville
The price is HK$947
HK$1,218 total
includes taxes & fees
11 May - 12 May
Lodge Room for 2-3 people

Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
The price is HK$1,292
HK$2,848 total
includes taxes & fees
13 May - 14 May
Wine Country Cottage Escape

Sonoma Wine Country Getaway | Winemaker’s Home with Modern Comforts

Sonoma Wine Country Getaway | Winemaker’s Home with Modern Comforts
Northwest Santa Rosa
10.0 out of 10, Exceptional, (81 reviews)
"We completely enjoyed our stay. We will be back next time we are in the area."
United States
Robert M.
The price is HK$1,848
HK$4,334 total
includes taxes & fees
12 May - 13 May
Sonoma Wine Country Getaway | Winemaker’s Home with Modern Comforts

Luxury Wine Country Home w/ Pool & Hot Tub

Luxury Wine Country Home w/ Pool & Hot Tub
Windsor
10.0 out of 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
Joshua J.
The price is HK$2,881
HK$12,379 total
includes taxes & fees
12 May - 13 May
Luxury Wine Country Home w/ Pool & Hot Tub

Healdsburg Plaza Charmer w/ Hot Tub!

Healdsburg Plaza Charmer w/ Hot Tub!
Healdsburg
10.0 out of 10, Exceptional, (18 reviews)
"great location! the cottage was perfect for our trip with pets."
United States
Sue P.
The price is HK$3,724
HK$6,994 total
includes taxes & fees
2 Jun - 3 Jun
Healdsburg Plaza Charmer w/ Hot Tub!

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

Luxury Private Estate at Zoella Vineyards in the heart of Wine Country
Healdsburg
9.6 out of 10, Exceptional, (66 reviews)
"Better than expected!! We loved this properly and would most definitely stay again!! It was perfect and magical in every way!!! "
United States
Elaine G.
The price is HK$11,239
HK$17,419 total
includes taxes & fees
10 May - 11 May
Luxury Private Estate at Zoella Vineyards in the heart of Wine Country

Ross Ranch & Vineyards

Ross Ranch & Vineyards
Calistoga
9.0 out of 10, Wonderful, (2 reviews)
"The property is lovely and the owners are very nice. I did not realize that the Casas were so far apart nor that the pool was unheated and so far from the Casas. It wasn't really conducive for a group that like to spend lots of time together because of the distance between the buildings. It would be great for a small wedding venue."
United States
Karen M.
The price is HK$10,735
HK$25,059 total
includes taxes & fees
12 May - 13 May
Ross Ranch & Vineyards

Cobb Mountain Chalet King Size Suite

Cobb Mountain Chalet King Size Suite
Cobb
9.4 out of 10, Exceptional, (27 reviews)
"The property is very clean and quiet. A lovely place to stay! "
United States
MIKE
The price is HK$557
HK$1,388 total
includes taxes & fees
12 May - 13 May
Cobb Mountain Chalet King Size Suite

2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (22 reviews)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
The price is HK$909
HK$2,072 total
includes taxes & fees
11 May - 12 May
2 Hidden Wine Country Gem Upstairs Unit

Bungalow on the lake

Bungalow on the lake
Clearlake
7.8 out of 10, Good, (8 reviews)
"Great little cottage for a good price. "
United States
Danielle C.
The price is HK$1,043
HK$1,544 total
includes taxes & fees
10 May - 11 May
Bungalow on the lake

Emerald Lodge quiet efficiency

Emerald Lodge quiet efficiency
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"Very homey comfortable place. Peaceful 😊"
United States
Carol
The price is HK$760
HK$1,718 total
includes taxes & fees
10 May - 11 May
Emerald Lodge quiet efficiency

Glen Ellen Retreats Sunset Cottage

Glen Ellen Retreats Sunset Cottage
Glen Ellen
10.0 out of 10, Exceptional, (77 reviews)
"Perfect for a weekend getaway with family."
United States
Tara C.
The price is HK$1,957
HK$3,924 total
includes taxes & fees
11 May - 12 May
Glen Ellen Retreats Sunset Cottage

Bright & Stylish Home Stay Minutes from Wineries

Bright & Stylish Home Stay Minutes from Wineries
Petaluma
10.0 out of 10, Exceptional, (2 reviews)
"Host was very responsive to messages."
United States
Kelly P.
The price is HK$1,741
HK$3,777 total
includes taxes & fees
11 May - 12 May
Bright & Stylish Home Stay Minutes from Wineries

Cozy Cottage: Panoramic Lake Views, WiFi, Deck

Cozy Cottage: Panoramic Lake Views, WiFi, Deck
Clearlake Oaks
8.6 out of 10, Excellent, (8 reviews)
"Great communication from the property owner! Easy stay, well-appointed for our brief stay - beautiful lake views, sunsets, and sunrise!"
United States
Melanie B.
The price is HK$1,174
HK$1,762 total
includes taxes & fees
26 May - 27 May
Cozy Cottage: Panoramic Lake Views, WiFi, Deck
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

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Healdsburg Vacation Homes information

Number of reviews
397
Accommodation
221 Vacation Homes
Lowest Price
HK$1,218
Highest Price
HK$25,059

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