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Search results; Over 1,000 homes in Healdsburg

Guest favourite
Hotel room in Healdsburg
Two Thirty-Five Luxury Suites: Foss Creek Suite
3 bedrooms, 3 beds, 3 private bathrooms
1–6 Aug
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5.0 out of 5 average rating, 40 reviews
Guest favourite
Home in Healdsburg
Spacious Healdsburg Home - Walk to the Square!
3 bedrooms, 3 beds
1–6 Aug
5.0 out of 5 average rating, 53 reviews
Top guest favourite
Guest house in Healdsburg
Alexander Valley: Wine Lover and Cycling Paradise
1 bedroom, 3 beds
19–24 Aug
4.98 out of 5 average rating, 325 reviews
Guest favourite
Room in Healdsburg
Italian Room · Healdsburg Stay · Breakfast
1 bed
17–22 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Guest house in Healdsburg
Designer Cottage | Garden Oasis | Walk to Plaza
1 bedroom, 1 queen bed
23–28 Aug
4.97 out of 5 average rating, 254 reviews
Guest favourite
Place to stay in Healdsburg
Modern Vineyard Farmhouse - Zinfandel Room
1 bedroom, 1 bed
1–6 Aug
4.98 out of 5 average rating, 41 reviews
Top guest favourite
Flat in Healdsburg
Downtown Healdsburg Perch
1 bedroom, 1 bed
3–8 Aug
4.98 out of 5 average rating, 56 reviews
Top guest favourite
Home in Healdsburg
Dry Creek Valley Cottage
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.96 out of 5 average rating, 491 reviews
Top guest favourite
Guest house in Healdsburg
The Roost - Garden Studio
1 bedroom, 1 bed
2–7 Aug
5.0 out of 5 average rating, 67 reviews
Home in Healdsburg
Great outdoor space, fire pit & gourmet kitchen
1 bedroom, 1 queen bed
21–28 Nov
Top guest favourite
Home in Healdsburg
Vintage Retreat with Spa in Healdsburg
3 bedrooms, 3 queen beds
23–28 Aug
4.98 out of 5 average rating, 43 reviews
Top guest favourite
Home in Healdsburg
Healdsburg Garden House
3 bedrooms, 4 beds
24–29 Aug
4.93 out of 5 average rating, 653 reviews
Top guest favourite
Guest suite in Healdsburg
Jimtown Luxury Suite
1 bedroom, 1 king bed
27 Aug – 1 Sept
5.0 out of 5 average rating, 95 reviews
Top guest favourite
Guest suite in Healdsburg
Luxury One Bedroom Garden and Poolside Suite
1 bedroom, 1 king bed
1–6 Aug
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Holiday home in Healdsburg
Downtown Healdsburg Hideaway
2 bedrooms, 2 beds
8–13 Aug
4.98 out of 5 average rating, 82 reviews
Guest favourite
Cottage in Healdsburg
Vineyard Cottage | Fire Pit | Wine Country
1 bedroom, 2 beds
2–7 Aug
4.84 out of 5 average rating, 90 reviews
Top guest favourite
Room in Windsor
Rivermind, a Wine Country Retreat #1
1 queen bed
2–7 Aug
4.93 out of 5 average rating, 164 reviews
Guest favourite
Room in Santa Rosa
Lovely older home w/ private rm and bath/tub.
1 single bed
17–22 Aug
4.86 out of 5 average rating, 895 reviews
Guest favourite
Cottage in Healdsburg
❤The Elegant: A Healdsburg Winery Abode! Hot Tub!❤
2 bedrooms, 3 beds
6–11 Sept
4.92 out of 5 average rating, 257 reviews