Holiday Homes in Healdsburg

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Check prices for these dates

In two weeks
19 June - 21 June
In two months
31 July - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Healdsburg holiday homes

Fridge, microwave, oven, stovetop

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)
"very nice space "
United States
kevin c.
The price is AU$640
includes taxes & fees
5 June - 6 June
Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Terrace/patio

Rustic cabin w/ decks & hot tub near river

Rustic cabin w/ decks & hot tub near river
Guerneville
9.4 out of 10, Exceptional, (3 reviews)
"It was a great place!"
United States
Lauren H.
The price is AU$640
includes taxes & fees
8 June - 9 June
Rustic cabin w/ decks & hot tub near river
Pool

Lodge Room for 2-3 people

Lodge Room for 2-3 people
Geyserville
The price is AU$214
includes taxes & fees
5 June - 6 June
Lodge Room for 2-3 people
Dining

Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
The price is AU$522
includes taxes & fees
10 June - 11 June
Wine Country Cottage Escape
Dining

Cozy Riverfront Cabin - Beach Access & Wood Stove

Cozy Riverfront Cabin - Beach Access & Wood Stove
Guerneville
9.6 out of 10, Exceptional, (17 reviews)
"It was wonderful, we'll be back!"
United States
Jehanne H.
The price is AU$978
includes taxes & fees
7 June - 8 June
Cozy Riverfront Cabin - Beach Access & Wood Stove
TV, fireplace

Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries

Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
Northwest Santa Rosa
9.8 out of 10, Exceptional, (73 reviews)
"Loved our stay!!"
United States
kristen s.
The price is AU$762
includes taxes & fees
8 June - 9 June
Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
Outdoor dining

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 AU$776
includes taxes & fees
9 June - 10 June
Russian River Brew-cation Home
Dining

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, (82 reviews)
"We completely enjoyed our stay. We will be back next time we are in the area."
United States
Robert M.
The price is AU$859
includes taxes & fees
7 June - 8 June
Sonoma Wine Country Getaway | Winemaker’s Home with Modern Comforts
Terrace/patio

Private Vineyard Retreat • Wine Tasting Perks • Fire Pit

Private Vineyard Retreat • Wine Tasting Perks • Fire Pit
Healdsburg
10.0 out of 10, Exceptional, (14 reviews)
"Kitchen was great, easy area for our dog.."
United States
Brad G.
The price is AU$618
includes taxes & fees
30 June - 1 July
Private Vineyard Retreat • Wine Tasting Perks • Fire Pit
Outdoor dining

Healdsburg Plaza Charmer with Hot Tub!

Healdsburg Plaza Charmer with 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 AU$1,162
includes taxes & fees
30 June - 1 July
Healdsburg Plaza Charmer with Hot Tub!
A heated pool

Farpoint: Heated Infinity Pool, Mountain Views

Farpoint: Heated Infinity Pool, Mountain Views
Santa Rosa
10.0 out of 10, Exceptional, (16 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 AU$1,546
includes taxes & fees
28 June - 29 June
Farpoint: Heated Infinity Pool, Mountain Views
Interior

Lovely Tudor Home w/ Pool & Spa Near Russian River

Lovely Tudor Home w/ Pool & Spa Near Russian River
Guerneville
9.6 out of 10, Exceptional, (125 reviews)
"Everything you need was there. Stunning grounds, great communication, simply lovely."
United States
Sam F.
The price is AU$1,738
includes taxes & fees
9 June - 10 June
Lovely Tudor Home w/ Pool & Spa Near Russian River
Exterior detail

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 AU$1,995
includes taxes & fees
9 June - 10 June
Luxury Private Estate at Zoella Vineyards in the heart of Wine Country
Terrace/patio

Dry Creek Valley Home and Vineyard

Dry Creek Valley Home and Vineyard
Healdsburg
The price is AU$1,996
includes taxes & fees
7 June - 8 June
Dry Creek Valley Home and Vineyard
Outdoor dining

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.
Ross Ranch & Vineyards
A heated pool

Spectacular Healdsburg Manor-4BR/4.5BA, POOL+2 SPA!

Spectacular Healdsburg Manor-4BR/4.5BA, POOL+2 SPA!
Healdsburg
9.4 out of 10, Exceptional, (11 reviews)
"Fun and relaxing. "
United States
Helen M.
The price is AU$4,139
includes taxes & fees
14 June - 15 June
Spectacular Healdsburg Manor-4BR/4.5BA, POOL+2 SPA!
Exterior

Exclusivas chozas cerca de San Francisco, California

Exclusivas chozas cerca de San Francisco, California
Geyserville
The price is AU$209
includes taxes & fees
8 June - 9 June
Exclusivas chozas cerca de San Francisco, California
Outdoor dining

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 AU$253
includes taxes & fees
15 June - 16 June
Cobb Mountain Chalet King Size Suite
Property grounds

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 AU$281
includes taxes & fees
7 June - 8 June
Bungalow on the lake
Sun-loungers, beach towels

Historic Ranch House on a Premier Wine Label's Vineyard in Sonoma Wine Country

Historic Ranch House on a Premier Wine Label's Vineyard in Sonoma Wine Country
Sebastopol
9.8 out of 10, Exceptional, (69 reviews)
"Loved this place. Rustic but in the best way. Property was nice. Would stay there again."
United States
Stephen F.
Historic Ranch House on a Premier Wine Label's Vineyard in Sonoma Wine Country
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

Appellation Healdsburg

Appellation Healdsburg

6/10 Okay
"The price point doesn’t match the experience. They are located right next to the freeway next to a large retirement community. Most of the rooms look in on each other and feel packed in. There is not elevator and not bell hop. The “serenity pool” is surrounded by the fitness room and the cement block walls with rooms all around. The gathering space in the center is nice and the family pool at least has a hillside with an olive grove as long as you aren’t looking at the side where you see the freeway. The rooms are small but well appointed. Everything is new and the aesthetic is nice."
Arminda 2-night trip
Posted 2 days ago
Appellation Healdsburg

Find out more about Healdsburg

Healdsburg Holiday Homes information

Number of reviews
468
Accommodation
242 Holiday Homes
Lowest Price
AU$209
Highest Price
AU$1,995