
House vacation rentals in Kenwood
Find and book unique houses on Airbnb
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$33,464 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.

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.

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.

Tropical Oasis with Pool & Hot Tub 30min to Sonoma
This tropical oasis is located right in the heart of wine country, featuring 4 bedrooms, 4 full bathrooms, an in-ground pool, hot tub, beautiful fireplace in the living room, and an open floor plan perfect for spending time with family and friends. Located just down the road from Annadel State park and the local Bennet Valley golf course; just minutes to downtown Santa Rosa featuring restaurants, bars, shopping and more. Only 30 min to Sonoma and 20 min to Healdsburg.

Creekside Sonoma Cottage • Patio, Hot Tub & BBQ
Wake up beside the creek in our bright 2-bedroom Sonoma cottage just minutes from world-class wineries. Unwind in the private hot tub, grill local produce on the patio BBQ, or sip coffee while oaks sway overhead. Fast Wi-Fi, full kitchen, king & queen bed, and self-check-in keep stays hassle-free. Book your relaxing wine-country escape today! Permit# ZPE15-0779
Popular amenities for Kenwood house rentals
House rentals with a pool

Luxury home, heated spa tub, walk to restaurants

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

Sonoma Country Club Wine Country w/ pool

Modern wine country stunner with pool & pickleball

Wine Country Escape: Pool & Hot Tub. Fast WiFi

Pool - Hot Tub - Sauna | Wine Country Oasis Views

Charming Home w Pool+Hot Tub. Walk to Shops & Wine

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

Sonoma County Historical Ranch House on a Vineyard

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

WineCamp - Wine Country - Vineyard View Hot Tub
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

Elegant Cobb House w/ Spa | Pond | Chef Kitchen

Kenwood Vista by AvantStay | 7acres, Vineyard View

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$100,391 GYD | G$105,829 GYD | G$107,920 GYD | G$92,025 GYD | G$109,593 GYD | G$119,632 GYD | G$122,979 GYD | G$114,404 GYD | G$113,358 GYD | G$116,286 GYD | G$101,855 GYD | G$100,391 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 |
Destinations to explore
- San Francisco Vacation rentals
- San Jose Vacation rentals
- Mammoth Lakes Vacation rentals
- South Lake Tahoe Vacation rentals
- Oakland Vacation rentals
- Sacramento Vacation rentals
- Reno Vacation rentals
- Fresno Vacation rentals
- Monterey Vacation rentals
- Santa Cruz Vacation rentals
- Three Rivers Vacation rentals
- Berkeley Vacation rentals
- Rentals with a patio Kenwood
- Rentals with outdoor seating Kenwood
- Rentals with a hot tub Kenwood
- Rentals with a fireplace Kenwood
- Family-friendly rentals Kenwood
- Rentals with a washer and dryer Kenwood
- Villa rentals Kenwood
- Rentals with pools Kenwood
- Rentals with a fire pit Kenwood
- House rentals Sonoma County
- House rentals California
- House rentals United States
- Golden Gate Park
- Muir Woods National Monument
- Lake Berryessa
- Golden Gate Bridge
- Oracle Park
- Moscone Center
- University of California-Berkeley
- Mission Dolores Park
- Pier 39
- Six Flags Discovery Kingdom
- Chase Center
- University of California San Francisco
- Jenner Beach
- Palace of Fine Arts
- Rodeo Beach
- Painted Ladies
- Bolinas Beach
- Baker Beach
- Goat Rock Beach
- San Francisco Zoo
- Oakland Arena
- Bernal Heights
- Twin Peaks
- Doran Beach





