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Search results; Over 1,000 places in Healdsburg

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Guest favourite
Guest house in Healdsburg
Th Roost - Sun Room
Hosted by Ann
21–26 Apr
4.94 out of 5 average rating, 288 reviews
Guest favourite
Home in Healdsburg
Wine Country Cottage Walkable to River or Downtown
Hosted by Maria
4–9 Aug
4.96 out of 5 average rating, 147 reviews
Guest favourite
Guest suite in Healdsburg
Pony Ranch Vineyard Estate with Pool
Hosted by Laurie
5–10 May
4.92 out of 5 average rating, 411 reviews
Guest favourite
Guest house in Healdsburg
Alexander Valley: Wine Lover and Cycling Paradise
Hosted by Dawn
21–26 May
4.98 out of 5 average rating, 249 reviews
Guest favourite
Home in Healdsburg
Healdsburg Garden House
Hosted by Blake
28 Apr – 3 May
4.93 out of 5 average rating, 526 reviews
Guest favourite
Farm stay in Healdsburg
Gracianna Winery Vineyard Loft - Farm Stay
Hosted by Gracianna Winery
29 Jul – 3 Aug
4.97 out of 5 average rating, 475 reviews
Guest favourite
Home in Healdsburg
10 Acre Vineyard Cottage w/Hot Tub + Bocce Court
Hosted by Megan
23–28 Jun
5.0 out of 5 average rating, 55 reviews
Guest favourite
Guest house in Healdsburg
Bucher Vineyard Cottage
Hosted by Diane
13–18 Jun
5.0 out of 5 average rating, 32 reviews
Superhost
Villa in Healdsburg
Hilltop Vista Villa
Hosted by Aida
6–11 May
4.94 out of 5 average rating, 112 reviews
Guest favourite
Home in Healdsburg
Hidden Oasis ~ a Private Luxury Home in Healdsburg
Hosted by Sarah
30 Jun – 5 Jul
4.98 out of 5 average rating, 52 reviews
Guest favourite
Guest house in Healdsburg
Healdsburg Contemporary Cottage With Lush Backyard Patio
Hosted by Candida
19–24 Apr
4.98 out of 5 average rating, 177 reviews
Guest favourite
Villa in Healdsburg
New! The Quails Crossing- Healdsburg Vineyard Home
Hosted by Ali
21–26 Apr
5.0 out of 5 average rating, 49 reviews
Guest favourite
Home in Healdsburg
The Dragonfly Healdsburg
Hosted by a business
5–10 May
5.0 out of 5 average rating, 8 reviews
Guest favourite
Cottage in Healdsburg
Luxurious, Private, Healdsburg Guest Cottage
Hosted by Tami
9–14 Jul
5.0 out of 5 average rating, 242 reviews
Guest favourite
Home in Healdsburg
Vineyard views, stunning house & deck
Hosted by Julia
8–13 May
5.0 out of 5 average rating, 37 reviews
Guest favourite
Guest house in Healdsburg
Luxe Guest Suite in Dry Creek 5 mins From Town!
Hosted by Nez & Brent
8–13 May
5.0 out of 5 average rating, 102 reviews
Guest favourite
Home in Healdsburg
Vineyards Edge - Pool, Spa, Bikes- 1mi to Downtown
Hosted by Tom
19–24 May
4.96 out of 5 average rating, 28 reviews
Guest favourite
Home in Healdsburg
Healdsburg House - Chiquita Road
Hosted by Katherine
21–26 Apr
5.0 out of 5 average rating, 39 reviews