filters

Search results; Over 1,000 homes in Healdsburg

Guest favourite
Hotel room in Healdsburg
Two Thirty-Five Luxury Suites: Orchard Suite
3 bedrooms, 3 beds, 3 private bathrooms
8–13 Jul
,
4.94 out of 5 average rating, 47 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, 252 reviews
Top guest favourite
Home in Healdsburg
Vintage Retreat with Spa near Healdsburg
3 bedrooms, 3 queen beds
23–28 Aug
4.97 out of 5 average rating, 39 reviews
Top guest favourite
Home in Healdsburg
Healdsburg House - Chiquita Road
3 bedrooms, 4 beds
12–17 Jul
5.0 out of 5 average rating, 116 reviews
Top guest favourite
Home in Healdsburg
Wine Country Estate: Pool, Spa & Vineyard Views
4 bedrooms, 6 beds
31 Jul – 5 Aug
4.98 out of 5 average rating, 84 reviews
Top guest favourite
Home in Healdsburg
Luxury Retreat w/ Pool, Hot Tub & Sauna
3 bedrooms, 4 beds
11–16 Jul
4.99 out of 5 average rating, 125 reviews
Top guest favourite
Flat in Healdsburg
Downtown Healdsburg Perch
1 bedroom, 1 bed
8–13 Jul
4.98 out of 5 average rating, 55 reviews
Top guest favourite
Tiny home in Sebastopol
The Sonoma Spyglass | Incredible Views + Sauna
1 bedroom, 1 bed
19–24 Jul
5.0 out of 5 average rating, 203 reviews
Home in Healdsburg
Montage Resort Healdsburg Harvest Home Rental
4 bedrooms, 4 beds
12–17 Jul
New place to stay
Top guest favourite
Home in Healdsburg
Cuvée House
2 bedrooms, 2 beds
12–17 Jul
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Guest house in Healdsburg
Luxe Guest Suite in Dry Creek 5 mins From Town!
1 bedroom, 1 king bed
11–16 Aug
5.0 out of 5 average rating, 164 reviews
Top guest favourite
Home in Healdsburg
Wake Up in Your Own Private Vineyard - Healdsburg
3 bedrooms, 4 beds
8–13 Jul
4.98 out of 5 average rating, 180 reviews
Guest favourite
Home in Healdsburg
Homestead with Pool Hot Tub and Tastings Included
3 bedrooms, 4 beds
14–19 Sept
4.95 out of 5 average rating, 99 reviews
Luxe
Home in Healdsburg
Chalk Hill 360°
4 bedrooms, 4 beds
13–18 Jul
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Healdsburg
Haven with Pool, Hot Tub and Tastings Included
2 bedrooms, 2 king beds
16–21 Aug
4.88 out of 5 average rating, 66 reviews
Top guest favourite
Cottage in Healdsburg
Charming Cottage in Sonoma Wine Country
1 bedroom, 2 beds
12–17 Jul
4.84 out of 5 average rating, 89 reviews
Guest favourite
Villa in Healdsburg
Hilltop Villa with Sweeping Views & Trail Access
2 bedrooms, 2 king beds
8–13 Jul
4.94 out of 5 average rating, 195 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
Luxe
Home in Healdsburg
Country Retreat With Pool And More
4 bedrooms, 5 beds
8–13 Jul
4.97 out of 5 average rating, 117 reviews