Over 1,000 places in Chianti

Guest favorite
Cabin in Geyserville
Wine Ranch Private Cabin with Views
1 queen bed
Apr 22 – 27
4.94 out of 5 average rating, 18 reviews
Guest favorite
Cottage in Cloverdale
Asti Ridge Ranch - Private One Bedroom Cottage
2 beds
Apr 30 – May 5
4.97 out of 5 average rating, 113 reviews
Guest favorite
Home in Geyserville
Spectacular vineyard views
Apr 28 – May 3
5.0 out of 5 average rating, 24 reviews
Guest favorite
Apartment in Geyserville
Great Geyserville Apartment
2 beds
Apr 21 – 26
4.87 out of 5 average rating, 338 reviews
Superhost
Home in Cloverdale
Most Peaceful Countryside Retreat-3B/2B with views
3 beds
Apr 20 – 25
New place to stay
Villa in Geyserville
Adruni Vineyard, a getaway with amazing views.
4 beds
Apr 22 – 27
4.98 out of 5 average rating, 43 reviews
Guest favorite
Home in Cloverdale
Cozy Hisorical Home Walking Distance to Downtown!
3 beds
Apr 20 – 25
4.96 out of 5 average rating, 94 reviews
Guest favorite
Guesthouse in Healdsburg
Alexander Valley: Wine Lover and Cycling Paradise
1 bed
Jun 27 – Jul 2
4.98 out of 5 average rating, 249 reviews
Guest favorite
Guest suite in Healdsburg
Pony Ranch Vineyard Estate with Pool
1 queen bed
May 5 – 10
4.92 out of 5 average rating, 411 reviews
Guest favorite
Guesthouse in Cloverdale
Ideal romantic getaway...♥️♥️👨‍❤️‍👨👩‍❤️‍💋‍👩
2 beds
Apr 21 – 26
4.95 out of 5 average rating, 73 reviews
Guest favorite
Farm stay in Geyserville
Design Meets Refuge, A Country Luxe Barn in Geyserville
1 queen bed
Jun 1 – 6
4.99 out of 5 average rating, 139 reviews
Guest favorite
Guesthouse in Healdsburg
Zinscape, Dry Creek Valley Cottage
Apr 20 – 25
4.93 out of 5 average rating, 241 reviews
Guest favorite
Home in Geyserville
Updated 5 BR house w/ hot tub - walk to downtown!
6 beds
May 3 – 8
5.0 out of 5 average rating, 75 reviews
Superhost
Home in Cloverdale
Woodhawk Manor of Alexander Valley
6 beds
Apr 20 – 25
4.86 out of 5 average rating, 110 reviews
Guest favorite
Home in Healdsburg
Vineyard views, stunning house & deck
2 beds
May 8 – 13
5.0 out of 5 average rating, 37 reviews
Guest favorite
Home in Healdsburg
Hidden Oasis ~ a Private Luxury Home in Healdsburg
4 beds
Jun 30 – Jul 5
4.98 out of 5 average rating, 52 reviews
Guest favorite
Home in Healdsburg
Secluded Healdsburg Sanctuary on 10 Private Acres
4 beds
Apr 20 – 25
4.97 out of 5 average rating, 149 reviews
Superhost
Home in Cloverdale
Alexander Valley Farmhouse, POOL, SPA, VIEWS
7 beds
Apr 27 – May 2