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Search results; Over 1,000 places in Healdsburg

Guest favorite
Guesthouse in Healdsburg
The Roost - Garden Studio
Apr 1 – 6
5.0 out of 5 average rating, 7 reviews
Guest favorite
Home in Healdsburg
Hidden Oasis ~ a Private Luxury Home in Healdsburg
4 beds
Jun 2 – 7
4.98 out of 5 average rating, 47 reviews
Superhost
Home in Healdsburg
C - Wineries/breweries seconds away
2 beds
Apr 6 – 11
4.81 out of 5 average rating, 418 reviews
Superhost
Villa in Healdsburg
Hilltop Vista Villa
2 king beds
Apr 1 – 6
4.94 out of 5 average rating, 108 reviews
Guest favorite
Home in Healdsburg
Healdsburg Garden House
3 beds
Apr 4 – 9
4.93 out of 5 average rating, 522 reviews
Guest favorite
Guesthouse in Healdsburg
Bucher Vineyard Cottage
1 queen bed
Apr 1 – 6
5.0 out of 5 average rating, 30 reviews
Guest favorite
Guesthouse in Healdsburg
Alexander Valley: Wine Lover and Cycling Paradise
1 bed
Apr 1 – 6
4.98 out of 5 average rating, 246 reviews
Guest favorite
Bungalow in Healdsburg
HBG Fitch House - 3 block walk to Downtown 30+days
2 beds
Sep 1 – 6
5.0 out of 5 average rating, 7 reviews
Guest favorite
Home in Healdsburg
Dry Creek Valley Cottage
1 queen bed
Apr 14 – 19
4.96 out of 5 average rating, 429 reviews
Guest favorite
Farm stay in Healdsburg
Gracianna Winery Vineyard Loft - Farm Stay
1 king bed
Jun 8 – 13
4.97 out of 5 average rating, 470 reviews
Guest favorite
Home in Healdsburg
10 Acre Vineyard Cottage w/Hot Tub + Bocce Court
3 beds
Jun 23 – 28
5.0 out of 5 average rating, 49 reviews
Guest favorite
Apartment in Healdsburg
Downtown Healdsburg Perch
1 bed
Apr 8 – 13
5.0 out of 5 average rating, 15 reviews
Guest favorite
Guesthouse in Healdsburg
Healdsburg 2br Cottage with Private Yard!
2 beds
Apr 15 – 20
4.88 out of 5 average rating, 74 reviews
Guest favorite
Vacation home in Healdsburg
Downtown Healdsburg Nest
2 beds
Apr 14 – 19
4.97 out of 5 average rating, 63 reviews
Home in Healdsburg
Cypress House & Studio, Walk to Healdsburg Plaza
3 beds
Apr 7 – 12
4.9 out of 5 average rating, 20 reviews
Guest favorite
Guesthouse in Healdsburg
Healdsburg Contemporary Cottage With Lush Backyard Patio
1 queen bed
Apr 1 – 6
4.98 out of 5 average rating, 177 reviews
Home in Healdsburg
Wine Country Cottage in Healdsburg
1 queen bed
Apr 3 – 8
4.89 out of 5 average rating, 357 reviews
Guest favorite
Guesthouse in Healdsburg
Healdsburg Cottage-Workspace, Walk to Plaza
1 queen bed
Jun 11 – 16
4.93 out of 5 average rating, 299 reviews