Skip to content

Kenwood vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Kenwood

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Home in Kenwood
WALK to the wineries from this Winemaker's home.
(Sonoma County TOT# License 770). Hacienda Sonoma is close to everything wonderful that Sonoma Valley has to offer. Walk to 9 wineries, a couple of restaurants, cute shops, and our neighborhood grocery market from our property. No one has to be the "D.D!" You'll feel as if you've "gotten away from it all" in our peaceful setting, but you're just steps away from everything fun. This beautiful custom home is the PLACE. We have been renting for 12 years, and are consistently rated 5 stars.
$642 per night
SUPERHOST
Villa in Kenwood
New Modern Luxe | Heated Pool | Hot Tub | Fire Pit
New listing! Welcome to this one-of-a-kind wine country oasis in Kenwood. The newly built gated villa features all the luxury amenities of a five-star resort. → Heated swimming pool with cover → Spacious hot tub → Cozy outdoor fire pit → Outdoor kitchen and dining → Vineyard views for miles → Chef's kitchen with everything you need for gourmet meals → Fast wifi → Dedicated office area → Lots of space for everyone Within walking distance of Kenwood tasting rooms, restaurants and markets.
$896 per night
Home in Glen Ellen
Artist inspired retreat in the best part of Sonoma
Find natural beauty in the Redwood as this Cedarfield Forest home shelters you in stylish Sonoma cottage. As you open the privacy Gates you are greeted with a quintessential English garden the scent of fresh rosemary and lavender. You can feel the air as this rustic Sonoma retreat lifts you upward. Miles of vineyards and wineries are moments away. Sonoma is known for state parks as well as Hot Springs an abundance of eateries and the charming Glen Ellen saloon are less than 3 miles away.
$145 per night

Stay near Kenwood's top sights

Photo of VJB Cellars
VJB Cellars70 locals recommend
Photo of The Kenwood Restaurant & Bar
The Kenwood Restaurant & Bar65 locals recommend
Photo of Kunde Family Winery
Kunde Family Winery75 locals recommend
Photo of Cafe Citti
Cafe Citti50 locals recommend
Photo of TIPS Roadside
TIPS Roadside47 locals recommend
Photo of Chateau St. Jean Winery
Chateau St. Jean Winery69 locals recommend

Other great vacation rentals in Kenwood

Home in Kenwood
Wine Country Cottage
$232 per night
SUPERHOST
Guesthouse in Kenwood
Casa de Vincenzi
$131 per night
SUPERHOST
Guesthouse in Glen Ellen
Glen Ellen Hideaway
$137 per night
SUPERHOST
Rental unit in Glen Ellen
Cozy Creekside Wine Country Retreat #2
$119 per night
SUPERHOST
Home in Kenwood
Heiter House- hot tub, views, & nearby wineries
$421 per night
SUPERHOST
Cabin in Glen Ellen
Wine Country Cabin in the Woods
$142 per night
SUPERHOST
Guesthouse in Kenwood
LUNABSE Sonoma I Hideaway Vineyard Retreat
$265 per night
SUPERHOST
Guesthouse in Glen Ellen
Casa Relaxo: Mt top getaway with beautiful views
$130 per night
SUPERHOST
Guesthouse in Kenwood
Sonoma Valley Guest Cottage - Modern Retreat
$312 per night
Cabin in Glen Ellen
Unique Historic Getaway w/Hot Tub and Fireplace
$263 per night
SUPERHOST
Home in Glen Ellen
Modern Updated Wine Country Retreat
$224 per night
SUPERHOST
Home in Glen Ellen
Comfortable and Modern Wine Country Cottage
$155 per night
  1. Airbnb
  2. United States
  3. California
  4. Sonoma County
  5. Kenwood