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Search results; Over 1,000 places in Kenwood

Villa in Kenwood
3BR | Dog-Friendly | Private Olympic Pool
3 beds
Apr 19 – 24
4.92 out of 5 average rating, 12 reviews
Home in Kenwood
Spacious Kenwood home in the hills by wineries
3 beds
May 17 – 22
5.0 out of 5 average rating, 4 reviews
Home in Kenwood
★ Spa ★ Bocce ★ BBQ Kitchen ★ Wineries ★
2 beds
Apr 28 – May 3
4.73 out of 5 average rating, 162 reviews
Guest favorite
Home in Kenwood
Private 7-acre 3BR with pool, hot tub, & firepit
3 beds
Apr 29 – May 4
4.95 out of 5 average rating, 38 reviews
Guest favorite
Villa in Kenwood
Villa Colibri Luxury Vacation and Retreat Spot
5 beds
Apr 21 – 26
4.88 out of 5 average rating, 24 reviews
Guest favorite
Villa in Kenwood
Creekside Villa - new pickleball/pool/hot tub/Lawn
3 king beds
Apr 22 – 27
5.0 out of 5 average rating, 9 reviews
Home in Kenwood
Elegant 2BR Mountainview | Chef's Kitchen
2 beds
May 10 – 15
4.47 out of 5 average rating, 55 reviews
Guest favorite
Home in Glen Ellen
The Oak Haven - a relaxing sanctuary w/spa!
3 queen beds
Apr 28 – May 3
4.88 out of 5 average rating, 453 reviews
Home in Kenwood
Best Deal in Wine Country! Filling fast!
May 6 – 11
4.6 out of 5 average rating, 146 reviews
Guest favorite
Home in Kenwood
Lavish wine country 3BR estate with pool & hot tub
3 king beds
Oct 26 – 31
4.82 out of 5 average rating, 33 reviews
Home in Kenwood
Walk to wineries, Modern Kenwood Home, Bocce Ball
1 king bed
Apr 29 – May 4
New place to stay
Superhost
Home in Kenwood
Himmel House ~ A tranquil Wine Country retreat
3 beds
Apr 20 – 25
4.84 out of 5 average rating, 25 reviews
Guest favorite
Room in Kenwood
Stay with PatriciaHosting for 8 years,
Wine Country Retreat | Private Upper Level
Apr 19 – 24
4.94 out of 5 average rating, 190 reviews
Villa in Santa Rosa
Wellington by AvantStay | Secluded Estate w/ Views
7 beds
Apr 28 – May 3
4.93 out of 5 average rating, 81 reviews
Guest favorite
Home in Kenwood
Private Escape in Wine Country *Monthly Discounts*
3 beds
Apr 28 – May 3
4.99 out of 5 average rating, 70 reviews
Guest favorite
Cabin in Glen Ellen
Unique Historic Getaway w/Hot Tub and Fireplace
2 queen beds
Apr 21 – 26
4.99 out of 5 average rating, 139 reviews
Guest favorite
Home in Kenwood
WALK to the wineries from this Winemaker's home.
7 beds
Jun 23 – 28
4.97 out of 5 average rating, 63 reviews
Superhost
Chalet in Kenwood
Custom 3000sq ft Sonoma hilltop Sugarloaf/Kenwood
3 beds
Apr 19 – 24
5.0 out of 5 average rating, 3 reviews