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Search results; Over 1,000 places in Healdsburg

Guest favorite
Guesthouse in Healdsburg
Th Roost - Sun Room
1 queen bed
Apr 1 – 6
4.94 out of 5 average rating, 285 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
Guest favorite
Guesthouse in Healdsburg
Bucher Vineyard Cottage
1 queen bed
Apr 1 – 6
5.0 out of 5 average rating, 30 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
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
Vineyard views, stunning house & deck
2 beds
May 5 – 10
5.0 out of 5 average rating, 36 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
Home in Healdsburg
Vineyard Modern Barn House - Dry Creek Valley
2 king beds
Apr 6 – 11
4.98 out of 5 average rating, 393 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
Guest favorite
Apartment in Healdsburg
Downtown Healdsburg Perch
1 bed
Apr 8 – 13
5.0 out of 5 average rating, 15 reviews
Guest favorite
Home in Healdsburg
The Dragonfly Healdsburg
3 king beds
May 5 – 10
5.0 out of 5 average rating, 8 reviews
Guest favorite
Home in Healdsburg
Creekside Cottage
2 beds
Apr 21 – 26
5.0 out of 5 average rating, 16 reviews
Guest favorite
Cottage in Healdsburg
Luxurious, Private, Healdsburg Guest Cottage
1 king bed
Jul 3 – 8
5.0 out of 5 average rating, 241 reviews
Guest favorite
Cottage in Healdsburg
Modern, Secluded Retreat - Walk to the Plaza!
3 king beds
Apr 1 – 6
5.0 out of 5 average rating, 75 reviews
Guest favorite
Home in Healdsburg
Ivy House Healdsburg @Ivyhousehealdsburg
4 beds
Apr 1 – 6
5.0 out of 5 average rating, 45 reviews
Guest favorite
Home in Healdsburg
Vineyard View Retreat 8 Minutes to Healdsburg
6 beds
Apr 15 – 20
5.0 out of 5 average rating, 8 reviews
Guest favorite
Villa in Healdsburg
Walk to Downtown Healdsburg | Luxe Vacation Rental
4 beds
Apr 13 – 18
5.0 out of 5 average rating, 31 reviews
Guest favorite
Villa in Healdsburg
New! The Quails Crossing- Healdsburg Vineyard Home
4 beds
Apr 21 – 26
5.0 out of 5 average rating, 45 reviews