filters

Search results; Over 1,000 homes in Healdsburg

Top guest favourite
Farm stay in Healdsburg
Gracianna Winery Vineyard Loft - Farm Stay
1 bed, 1 private bathroom
27 Oct – 1 Nov
,
4.97 out of 5 average rating, 689 reviews
Top guest favourite
Home in Healdsburg
10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
5.0 out of 5 average rating, 251 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
Top guest favourite
Home in Healdsburg
Wake Up in Your Own Private Vineyard - Healdsburg
4.98 out of 5 average rating, 180 reviews, 3 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
Home in Healdsburg
Montage Resort Healdsburg Harvest Home Rental
New place to stay, 4 bedrooms, 4 beds, 4 bathrooms
12–17 Jul
Top guest favourite
Guest house in Healdsburg
Mediterranean Getaway with breakfast Healdsburg
4.95 out of 5 average rating, 204 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Jul
Top guest favourite
Guest house in Healdsburg
Luxurious, Private, Healdsburg Guest Cottage
4.99 out of 5 average rating, 313 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
Top guest favourite
Flat in Healdsburg
Bucher Vineyard Studio
4.99 out of 5 average rating, 126 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Guest favourite
Room in Healdsburg
Italian Room · Healdsburg Stay · Breakfast
5.0 out of 5 average rating, 9 reviews, 1 bed, 2 bathrooms
2–7 Aug
Featured hotel
Hotel in Healdsburg
Healdsburg king
1 bedroom, 1 bed, 1 bathroom
15–20 Nov
Top guest favourite
Guest suite in Healdsburg
Pony Ranch Vineyard Estate with Pool
4.93 out of 5 average rating, 473 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Hotel room in Healdsburg
Two Thirty-Five Luxury Suites: Plaza Suite
4.99 out of 5 average rating, 89 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
6–11 Jul
Top guest favourite
Home in Healdsburg
Healdsburg House - Chiquita Road
5.0 out of 5 average rating, 116 reviews, 3 bedrooms, 4 beds, 3 bathrooms
12–17 Jul
Top guest favourite
Guest house in Healdsburg
The Roost - Garden Studio
5.0 out of 5 average rating, 64 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Jul
Top guest favourite
Home in Geyserville
Healdsburg Wine Country Oasis, Hot Tub & Bocce
4.99 out of 5 average rating, 78 reviews, 2 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
Top guest favourite
Home in Healdsburg
Vineyard Vue - Wine Tastings Included
4.99 out of 5 average rating, 75 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
13–18 Jul
Top guest favourite
Guest house in Healdsburg
Bunkhouse at Side Road Farm
4.99 out of 5 average rating, 254 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Jul
Luxe
Home in Healdsburg
Country Retreat With Pool And More
4.97 out of 5 average rating, 117 reviews, 4 bedrooms, 5 beds, 4 bathrooms
6–11 Jul
Top guest favourite
Home in Healdsburg
Dry Creek Valley Cottage
4.96 out of 5 average rating, 488 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Holiday home in Healdsburg
Downtown Healdsburg Hideaway
4.98 out of 5 average rating, 80 reviews, 2 bedrooms, 2 beds, 1 bathroom
12–17 Jul