
House vacation rentals in Kenwood
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Quick stats about house rentals in Kenwood

Total vacation rentals
Explore 30 vacation rentals in Kenwood

Nightly prices starting at
Kenwood vacation rentals start at G$33,461 GYD per night before taxes and fees

Verified guest reviews
Over 2,630 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Kenwood vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Kenwood rentals

4.9 Average rating
Kenwood stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Kenwood
Guests agree: these houses are highly rated for location, cleanliness, and more.

Artist retreat/Hot Tub/2B/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, a 5 person private hot tub. Miles of vineyards and wineries are moments away. Sonoma is known for state parks as well as Hot Springs an abundance of eateries a lovely 3 miles to Glen Ellen town center. Just steps away from natural Sonoma warm springs open seasonally.

Wine Country Gem - 1h from SF
Our southwest-facing home truly catches the Sonoma light. The European lime plaster and heated underfloor make it comfortable in all seasons. There's a million dollar view of the Petaluma Valley - best seen from the hot tub - only steps from the French doors of the master bedroom. You can roam around our beautiful two acres which have been planted and landscaped along Permaculture principles. Feel free to pick from the fruit trees! Petaluma, Sebastopol, and Sonoma are only short rides away.

Quiet Wine County Retreat with Bocce and Hot tub!
Central wine country location Close to wineries, tasting rooms, gourmet market, french bakery & restaurants New luxury 3-BR, 2.5 bath Hot tub & bocce ball We can host 5 adults + 2-3 kids Quiet spacious home nestled in the redwoods on 1/2 acre Complimentary pastries from local bakery Linens, towels, spa robes & toiletries provided Complimentary coffee, tea & sugar Huge outdoor decks with 3 seating areas, dining table, fire-pit Corn-hole, giant jenga & board games Kids’ books, games & baby items

Vineyard Haven: Pool, Hot Tub & Wine Country Charm
Property is managed by Inspired in Sonoma. Welcome to your private wine-country vineyard haven, nestled on an acre of quiet woodland in the heart of Kenwood, California—a serene pocket of Sonoma Valley where golden light filters through oak trees, and every day feels like a celebration of good living. This spacious elegantly appointed 3-bedroom house, swimming pool and Hot Tub invites up to eight guests to unwind, reconnect, and savor the beauty of Kenwood’s vineyards, tasting rooms, and parks.

Designer Sonoma Getaway with Pool, Hot Tub & Bocce
Thornsberry House is a luxe Wine Country home nestled between the two oldest wineries in California while just 5 minutes from the Sonoma Square. Renovated to accommodate the most discerning traveler, it consists of two separate buildings connected by a breezeway and large deck. Situated on the east side of town, it offers a true escape where one can walk or bike down to Gundlach Bundschu at the end of our street, or soak up the afternoon light from the heated pool, hot tub or a game of bocce.

Fireside Sips & Oak Dreams in Sonoma Valley
Ultimate wine country escape! Stylish 3-bedroom, 1-bathroom oasis nestled in serene Sonoma Valley. Charming getaway features an equipped kitchen, inviting outdoor patios, BBQ grill, outdoor games, and cozy fire pit, perfect for enjoying stunning wooded backdrop. Unwind on the Peloton bike or indulge in board games. Ideal destination! Downtown Glen Ellen and Kenwood wineries are just a five-minute drive away. A perfect balance of seclusion and convenience await you. Pets are allowed, with fee.

GlenEllenHaven/HotTub/YogaYurt/EvCHGR/Pet Friendly
*5 min Glen Ellen/Kenwood. *20 min to Sonoma/Santa Rosa *45 min Napa Welcome to Glen Ellen Haven, a private 2 bd 1 bath cottage surrounded by organic cabernet vineyards offering views of Sonoma Mountain from expansive deck. We invite you to relax in the hot tub after a day of wine tasting or hiking, practice your daily yoga habit in the 300 sq ft yurt (ask about Sound Healing/Yoga Instructor recommendations), or relax and enjoy the views from our deck. One dog allowed max 25lbs, $150 pet fee.

WineCamp - Wine Country - Vineyard View Hot Tub
The WineCamp concept is rooted in the rural ambience of working local vineyards and craft breweries. This purpose-built residence offers indoor/outdoor living at it best. Conceived as the ideal space for two adult couples, the spacious dual master suites are separated by gracious open-plan living areas that flow seamlessly through multi-panel sliding walls of glass onto the terrace with Sundance spa hot tub and vineyards beyond. This wine and beer themed property is not suitable for children.

The Kenwood House, A Place to Stay
The Kenwood House, is a newly renovated turn of the century craftsman cottage, one of the most charming in Kenwood! Walking distance to wineries, vineyards and restaurants! You’ll love our cozy farmhouse style, relax on the front porch with views of the Kenwood Plaza Park. Enjoy the HOT TUB and fire pit under the stars in the magical backyard! Wine country serenity reminiscent of a New England landscape. Tesla Battery protection. $30 per extra guest over 4 per night. Sonoma County TOT #373

The Oak Haven - a relaxing sanctuary w/spa!
Welcome to The Valley Of The Moon! Glen Ellen, a hidden gem in the heart of the rolling hills of wine country, is only 20 minutes from downtown Sonoma and prides itself on offering something amazing for everyone. Many beautiful state parks and famous vineyards are just a few minutes away. Enjoy wilderness and fine wine at your doorstep in a beautiful, private home away from home at The Oak Haven. Relax, take a load off, you deserve it! License Number: LIC24-0319 TOT Certificate No: 1387N

Wine Country Villa Heated Pool Hot Tub Upper Level
Welcome to Brush Creek, 20-minutes from Sonoma, Napa, Russian River, Alexander, and Knight's Valleys. Our cozy villa offers 2 unique bedrooms, including a regal King Master suite and a second King bedroom. Complimentary EV charging. Healdsburg, Calistoga, and the trendy Barlow are easily accessible. Brush Creek: where comfort, luxury, and character converge for an unforgettable wine country retreat. Heated Pool (fees may apply). No one else in the property during your stay. SVR26-101

Modern Luxury in Sonoma's Valley of the Moon
Experience an amazing visit in this luxury vacation rental with hardwood floors, custom high end furnishings, stone counters and much more. Ideally suited for the sophisticated traveler who desires high quality modern accommodations. Relax in the private backyard overlooking a vineyard and seasonal creek. Relax and enjoy dinner on the 650 SQ. foot deck. Take a stroll through the Zinfandel & Petite Syrah vineyard and end the evening lounging by the warmth of the firepit.
Popular amenities for Kenwood house rentals
House rentals with a pool

Luxury home, heated spa tub, walk to restaurants

Tropical Oasis with Pool & Hot Tub 30min to Sonoma

Sonoma Retreat w/Pool/Spa/Barn/OD Kitchen/Orchard

Sonoma Country Club Wine Country w/ pool

Wine Country Retreat- Privacy-Spa/Pool/Games

Modern wine country stunner with pool & pickleball

Wine Country Escape: Pool & Hot Tub. Fast WiFi

Wine Country Retreat | Pool, Hot Tub + Vibes
Weekly house rentals

Sonoma County Historical Ranch House on a Vineyard

Quiet Glen Ellen Home with a View

Willow Farm Cabin & Farm Retreat

Sonoma- Glen Ellen Getaway Shaded Garden & Spa

Elegant cottage with panoramic views

Zen House on 15 acres

Wine Country Nest • Hot Tub Retreat • Sonoma

Calistoga Tejas Trails
Private house rentals

NEW! Modern Wine Country Retreat in Sonoma Valley!

Sonoma Paradise- Yoga Room

Sonoma Creek Haven | Creekside Hot Tub Retreat

Luxury Retreat & Zen Garden w/ Fireplace & Hot Tub

[Egg Farm Ranch] Heated Pool-Water Slide-Hot Tub

Jack London Inspired Luxury Wine Country Estate

Elegant Cobb House w/ Spa | Pond | Chef Kitchen

Heartstone Cottage on Sonoma Creek
When is the best time to visit Kenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$100,383 GYD | G$105,821 GYD | G$107,912 GYD | G$92,018 GYD | G$109,585 GYD | G$119,623 GYD | G$122,970 GYD | G$114,395 GYD | G$113,350 GYD | G$116,277 GYD | G$101,847 GYD | G$100,383 GYD |
| Avg. temp | 10°C | 10°C | 11°C | 11°C | 12°C | 13°C | 14°C | 14°C | 15°C | 13°C | 12°C | 10°C |
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- Rentals with a patio Kenwood
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