Holiday Homes in Healdsburg

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Our top choices for Healdsburg holiday homes

Cozy Riverfront Cabin - Beach Access & Wood Stove

Cozy Riverfront Cabin - Beach Access & Wood Stove
Guerneville
9.6 out of 10, Exceptional, (15 reviews)
"Wonderful location and had everything we needed! "
United States
Maryrose H.
The price is €409
includes taxes & fees
3 Mar - 4 Mar
Cozy Riverfront Cabin - Beach Access & Wood Stove

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

Winemaker's Delight: 3BD/3BA Russian River Valley
Northwest Santa Rosa
9.8 out of 10, Exceptional, (72 reviews)
"The absolutely perfect home and location! We enjoyed the Graton Casino, shopping and wineries! The photos were on-point for the comfort, beauty and spaciousness of this home. We truly appreciated the amenities, fully-stocked home and especially the en-suite accommodations for every room. It was the perfect getaway for me and my family. Thank you! "
United States
Monica M.
The price is €456
includes taxes & fees
8 Mar - 9 Mar
Winemaker's Delight: 3BD/3BA Russian River Valley

Redwood Riverfront - Hot Tub and Tastings Included

Redwood Riverfront - Hot Tub and Tastings Included
Healdsburg
9.2 out of 10, Wonderful, (67 reviews)
"Excellent, well maintained and equipped home."
United States
Michael P.
Redwood Riverfront - Hot Tub and Tastings Included

Luxury Vineyard-View Retreat, EV Charger, Near Healdsburg

Luxury Vineyard-View Retreat, EV Charger, Near Healdsburg
Healdsburg
10.0 out of 10, Exceptional, (8 reviews)
"Kitchen was great, easy area for our dog.."
United States
Brad G.
The price is €362
includes taxes & fees
15 Mar - 16 Mar
Luxury Vineyard-View Retreat, EV Charger, Near Healdsburg

Secluded Home, Wine Tastings Included

Secluded Home, Wine Tastings Included
Healdsburg
10.0 out of 10, Exceptional, (2 reviews)
"Was a great stay. Very much appreciated the location, amenities and communication."
United States
Jill M.
The price is €605
includes taxes & fees
11 Mar - 12 Mar
Secluded Home, Wine Tastings Included

Redwoods getaway w/ decks & fenced yard

Redwoods getaway w/ decks & fenced yard
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 €374
includes taxes & fees
3 Mar - 4 Mar
Redwoods getaway w/ decks & fenced yard

Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
The price is €266
includes taxes & fees
3 Mar - 4 Mar
Wine Country Cottage Escape

Sonoma Getaway: Winemaker’s Home with Modern Amenities

Sonoma Getaway: Winemaker’s Home with Modern Amenities
Northwest Santa Rosa
10.0 out of 10, Exceptional, (78 reviews)
"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
Gary R.
The price is €369
includes taxes & fees
3 Mar - 4 Mar
Sonoma Getaway: Winemaker’s Home with Modern Amenities

Wineries & Wine: A Comforting Getaway in Wine Country

Wineries & Wine: A Comforting Getaway in Wine Country
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 €343
includes taxes & fees
14 Mar - 15 Mar
Wineries & Wine: A Comforting Getaway in Wine Country

Russian River Brew-cation Home

Russian River Brew-cation Home
Northwest Santa Rosa
10.0 out of 10, Exceptional, (55 reviews)
"The house was great! We enjoyed our stay"
United States
Warren M.
The price is €466
includes taxes & fees
9 Mar - 10 Mar
Russian River Brew-cation Home

Sonoma Wine Country Home: Pool, Hot Tub & Fun!

Sonoma Wine Country Home: Pool, Hot Tub & Fun!
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.
Sonoma Wine Country Home: Pool, Hot Tub & Fun!

Botany House Designer Home with Hot Tub

Botany House Designer Home with Hot Tub
Northwest Santa Rosa
10.0 out of 10, Exceptional, (11 reviews)
"Great stay"
United States
Gabriela L.
The price is €526
includes taxes & fees
24 Mar - 25 Mar
Botany House Designer Home with Hot Tub

Healdsburg Plaza Charmer w/ Hot Tub & Fire Pit

Healdsburg Plaza Charmer w/ Hot Tub & Fire Pit
Healdsburg
10.0 out of 10, Exceptional, (15 reviews)
"great location! the cottage was perfect for our trip with pets."
United States
Sue P.
The price is €566
includes taxes & fees
9 Mar - 10 Mar
Healdsburg Plaza Charmer w/ Hot Tub & Fire Pit

Elegant Vineyard Living at a Private Wine Country Estate

Elegant Vineyard Living at a Private Wine Country Estate
Windsor
8.4 out of 10, Very good, (6 reviews)
"Stayed here for a wedding "
United States
Lanna E.
The price is €937
includes taxes & fees
3 Mar - 4 Mar
Elegant Vineyard Living at a Private Wine Country Estate

Farpoint: Heated Infinity Pool, Mountain Views

Farpoint: Heated Infinity Pool, Mountain Views
Santa Rosa
9.8 out of 10, Exceptional, (9 reviews)
"Great location with lots of amenities. Very calming atmosphere. Very attentive staff. Can’t wait to go back."
United States
Christy
The price is €1,696
includes taxes & fees
28 Mar - 29 Mar
Farpoint: Heated Infinity Pool, Mountain Views

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, (65 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 €2,064
includes taxes & fees
17 Mar - 18 Mar
Luxury Private Estate at Zoella Vineyards in the heart of Wine Country

Windsor Home with Sauna & Outdoor Fire Pit

Windsor Home with Sauna & Outdoor Fire Pit
Windsor
The price is €726
includes taxes & fees
25 Mar - 26 Mar
Windsor Home with Sauna & Outdoor Fire Pit

Lake house bungalow!

Lake house bungalow!
Clearlake Oaks
9.4 out of 10, Exceptional, (3 reviews)
"Love the location and owner is really helpful..will definitely keep this property in my favorite when i come back to clear lake"
United States
Oohhse D.
The price is €250
includes taxes & fees
3 Mar - 4 Mar
Lake house bungalow!

2BR Bungalow | Russian River & Wine Country

2BR Bungalow | Russian River & Wine Country
Forestville
10.0 out of 10, Exceptional, (4 reviews)
"The place was beautiful! We had everything we needed for a great stay!"
United States
Jenn L.
The price is €330
includes taxes & fees
3 Mar - 4 Mar
2BR Bungalow | Russian River & Wine Country

Glen Ellen Retreat #3 King Beds

Glen Ellen Retreat #3 King Beds
Glen Ellen
10.0 out of 10, Exceptional, (73 reviews)
"Perfect for a weekend getaway with family."
United States
Tara C.
The price is €345
includes taxes & fees
3 Mar - 4 Mar
Glen Ellen Retreat #3 King Beds
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 Holiday Homes information

Number of reviews
412
Accommodation
231 Holiday Homes
Lowest Price
€266
Highest Price
€2,064