filters

Search results; Over 1,000 homes in Healdsburg

Top guest favourite
Guest house in Healdsburg
Luxurious, Private, Healdsburg Guest Cottage
1 bedroom, 1 bed, 1 private bathroom
29 Aug – 3 Sept
,
4.99 out of 5 average rating, 318 reviews
Guest favourite
Home in Healdsburg
The Grove on Alexander Valley
3 bedrooms, 4 beds
25–30 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Healdsburg
10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
2 bedrooms, 3 queen beds
25–30 Oct
5.0 out of 5 average rating, 264 reviews
Top guest favourite
Home in Healdsburg
Healdsburg House - Chiquita Road
3 bedrooms, 4 beds
24–29 Aug
5.0 out of 5 average rating, 122 reviews
Top guest favourite
Tiny home in Sebastopol
The Sonoma Spyglass | Incredible Views + Sauna
1 bedroom, 1 bed
30 Aug – 4 Sept
5.0 out of 5 average rating, 222 reviews
Top guest favourite
Home in Healdsburg
Wake Up at Your Own Private Vineyard - Healdsburg
3 bedrooms, 4 beds
22–27 Aug
4.98 out of 5 average rating, 183 reviews
Top guest favourite
Treehouse in Occidental
The Spectacular Spyglass Treehouse
1 bedroom, 1 bed
30 Aug – 4 Sept
4.98 out of 5 average rating, 370 reviews
Top guest favourite
Home in Healdsburg
Cuvée House
2 bedrooms, 2 beds
18–23 Aug
5.0 out of 5 average rating, 52 reviews
Luxe
Villa in Healdsburg
New! The Quails Crossing- Healdsburg Vineyard Home
4 bedrooms, 4 beds
25–30 Aug
5.0 out of 5 average rating, 94 reviews
Guest favourite
Holiday home in Healdsburg
Downtown Healdsburg Nest
2 bedrooms, 2 beds
18–23 Aug
4.96 out of 5 average rating, 112 reviews
Guest favourite
Home in Healdsburg
ALBA | A modern luxury retreat in Healdsburg
2 bedrooms, 3 beds
31 Aug – 5 Sept
4.96 out of 5 average rating, 27 reviews
Guest favourite
Home in Santa Rosa
Elegant & Spacious Luxury Wine Country Estate
4 bedrooms, 4 beds
7–12 Sept
4.97 out of 5 average rating, 238 reviews
Guest favourite
Home in Healdsburg
Bermudes Family Vineyard View Healdsburg House
2 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Healdsburg
Downtown Healdsburg Perch
1 bedroom, 1 bed
7–12 Sept
4.98 out of 5 average rating, 57 reviews
Top guest favourite
Cottage in Geyserville
Country Carriage House in Downtown Geyserville
1 bedroom, 1 king bed
23–28 Aug
4.99 out of 5 average rating, 178 reviews
Guest favourite
Villa in Santa Rosa
Farmhouse Villa w/ Captivating Views & Hot Tub
3 bedrooms, 4 beds
21–26 Sept
4.98 out of 5 average rating, 130 reviews
Guest favourite
Home in Forestville
Luxury Forestville Ranch: Pool+Hot Tub+Fire Pit
4 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Healdsburg
Wine Country Estate: Pool, Spa & Vineyard Views
4 bedrooms, 6 beds
14–19 Nov
4.98 out of 5 average rating, 89 reviews
Top guest favourite
Flat in Healdsburg
Bucher Vineyard Studio
1 bedroom, 1 queen bed
4–9 Oct
4.99 out of 5 average rating, 131 reviews