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Search results; Over 1,000 places in Healdsburg

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Guest favourite
Room in Windsor
Stay with MarianneHosting for 7 years,
Rivermind , a Wine Country Retreat #1
18–23 AprIndividual Host,
4.94 out of 5 average rating, 96 reviews
Guest favourite
Home in Healdsburg
Country Retreat With Pool And More
Individual Host
26 Feb – 3 Mar
4.97 out of 5 average rating, 92 reviews
Home in Santa Rosa
Central Sonoma Wine Country 2 bed 2.5 bath
Individual Host
19–24 Apr
New place to stay
Guest favourite
Home in Healdsburg
Healdsburg Home with Magnificent Vineyard View
Professional Host
22–27 Apr
4.95 out of 5 average rating, 22 reviews
Guest favourite
Room in Santa Rosa
Stay with LiseteHosting for 7 years,
Private room & bath in lovely family home
1–6 Jun
4.96 out of 5 average rating, 80 reviews
Guest favourite
Home in Windsor
Island Vacation House w/ Pool Minutes to Downtown
Professional Host
21–26 Apr
4.95 out of 5 average rating, 91 reviews
Guest favourite
Home in Geyserville
Spectacular vineyard views
28 Apr – 3 May
5.0 out of 5 average rating, 24 reviews
Superhost
Home in Cloverdale
3BR Peaceful Countryside Retreat
Professional Host
19–24 Apr
New place to stay
Guest favourite
Home in Windsor
Winelight Vineyard Home With Spa
2 queen beds
4–9 May
4.96 out of 5 average rating, 378 reviews
Superhost
Home in Healdsburg
Beautiful Mountain Top Retreat in Healdsburg!
Individual Host
6–11 May
4.91 out of 5 average rating, 151 reviews
Superhost
Home in Healdsburg
Rendezvous Under the Oaks | Private Pool and Spa
Professional Host
22–27 Apr
4.77 out of 5 average rating, 47 reviews
Superhost
Home in Healdsburg
Modern vineyard home
3 beds
19–26 May
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Healdsburg
Stunning Healdsburg home mins to wineries & Plaza
4 beds
18–23 Apr
4.95 out of 5 average rating, 37 reviews
Guest favourite
Home in Sonoma
Zen House on 15 acres
Individual Host
2–7 Jun
4.95 out of 5 average rating, 396 reviews
Guest favourite
Home in Windsor
Large Home w/ HotTub 10 min to Downtown Healdsburg
Professional Host
21–26 Apr
5.0 out of 5 average rating, 99 reviews
Guest favourite
Home in Windsor
Gorgeous Victorian in the HEART of Windsor
3 beds
22–27 Apr
4.99 out of 5 average rating, 101 reviews
Home in Healdsburg
Healdsburg Home with Magnificent Vineyard View
Professional Host
22–27 Apr
4.67 out of 5 average rating, 15 reviews
Guest favourite
Home in Windsor
5BD/5BA Heated Pool & Spa: 11min Healdsburg Plaza
5 beds
19–24 May
4.98 out of 5 average rating, 57 reviews