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Kenwood vacation rentals

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Top-rated vacation rentals in Kenwood

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

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Entire guesthouse · Kenwood
Casa de Vincenzi
Beautiful, immaculate private studio, situated in Kenwood village with separate entrance and garden patio offers a quiet retreat in the heart of Sonoma Valley. Walking distance to world class tasting rooms and restaurants. Close to Sonoma, Glen Ellen and fave parks. Enjoy your ensuite bathroom with fluffy towels and toiletries. Indoor or outdoor dining to enjoy wine, tea, conversation, TV or wifi. Sleep in the quiet of your comfy queen size bed. TOT (Transient Occupancy Tax) included. TOT #3720N
$142 per night
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Entire rental unit · Kenwood
A 31- day stay at the Big Red Barn in Kenwood!
This is a 31 day stay or more....the Big Red Barn is a private, fully furnished, luxury apartment above a private winemaking crushpad and cellar. Enjoy privacy while being minutes from Wine Country activities. We are happy to give you directions, answer questions, help plan your activities, suggest a tour, or anything else you may need in order to plan your time here with us!!
$135 per night
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SUPERHOST
Entire home · Kenwood
Charming Home Walkable to Wineries & Dining
Make this your home away from home right in the heart of scenic Sonoma Valley! At this charming and clean home, you'll be walking distance to wineries and restaurants in the adorable town of Kenwood. You can enjoy a glass of wine with a view of the vineyards from your front porch or spacious living room. The WiFi is excellent, and there is a desk in one of the bedrooms, making it perfect for working from home. There are also a table with chairs in the yard & a BBQ.
$200 per night

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Other great vacation rentals in Kenwood

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Entire cabin · Glen Ellen
Wine Country Cabin in the Woods
$142 per night
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Entire home · Kenwood
Wine Country Cottage
$407 per night
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SUPERHOST
Entire guesthouse · Kenwood
Kenwood Oaks Cottage-Pet Friendly, Great Location
$302 per night
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Entire guesthouse · Kenwood
Sonoma Valley Cottage - Modern - Relaxing
$306 per night
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SUPERHOST
Entire rental unit · Santa Rosa
Getaway At The Grove- 1,400 sq ft unit
$170 per night
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SUPERHOST
Entire home · Kenwood
Casita Anush
$252 per night
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Entire home · Kenwood
Spacious, well-appointed farmhouse
$357 per night
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SUPERHOST
Entire home · Kenwood
Romantic Wine Country Cottage
$366 per night
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Entire rental unit · Glen Ellen
Cozy Creekside Wine Country Retreat #2
$210 per night
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SUPERHOST
Entire home · Kenwood
Heiter House- hot tub, views, & nearby wineries
$455 per night
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Entire home · Kenwood
Lavish New Wine Country Estate w/ Pool, Hot Tub & Vineyard in Backyard Oasis!
$942 per night
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Entire home · Kenwood
Elegant five-acre estate with private hot tub & pond - close to wineries
$371 per night
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