
House holiday rentals in Kenwood
Find and book unique houses on Airbnb
Top-rated house rentals in Kenwood
Guests agree: these houses are highly rated for location, cleanliness and more.
Wine/Apple Country Cottage, Centrally Located
Play golden oldies on an upright piano in a home filled with antique furniture, folk art, and lots of books and games. The kitchen and bathroom also retain their vintage vibe. A drop leaf desk and 100 mbps Wi-Fi provide a comfortable working space. Come in the spring or summer to see the garden in full bloom! (Photos included here do not do it justice...) The dappled shade of a grape covered pergola is a wonderful place for lunch. The house has two bedrooms that look out on the gardens. The master bedroom has a queen bed, and the second bedroom has a double bed. There is a well-equipped kitchen and laundry room. Water in the house is delicious, purified well water. A 55" tv is in one of the bedrooms (disguised by a pull-down map). It has Roku but no cable. Enjoy lots of games and books to read, a piano in the living room and access to high speed internet and WiFi. Wander in the gardens or orchard in the back. Relax or dine under the shady grape arbor. I live in a small cottage in the back of the property. While I respect your privacy, I enjoy meeting new guests and welcome your questions. On parle francais. Se habla espanol. The house is located in apple country, outside the small town of Sebastopol. It's very easy to find in a quiet, tree-lined neighborhood across the street from a Christmas tree farm. Apple orchards and vineyards are within walking distance. The quaint town of Graton is half a mile away. It has an art gallery operated by local artists, an antique store and a variety of restaurants including the Underwood Bar and Bistro, rated as "number 4 of America's 50 Most Amazing Wine Experiences by the Food and Wine Magazine." A recent article in the local paper describes nearby Graton well: https://www.pressdemocrat.com/news/9514352-181/explore-graton-west-county-town?artslide=1 In the town of Sebastopol, there is a large variety of popular restaurants. We also have over 40 wineries, including the top rated: Merry Edwards, FEATURED IN JULY 2014 ISSUE OF SUNSET MAGAZINE and just 0.2 miles from the house! Graton Ridge Cellars, FEATURED IN JULY 2014 ISSUE OF SUNSET MAGAZINE and 0.6 miles from the house! Red Car Wine Company, 0.3 miles away. Iron Horse Vineyards also featured in July 2014 issue of Sunset Magazine and 3.6 miles from the house! Other recommended wineries in Sebastopol include: Lynmar Iron Horse Taft Street Cahill Dutton-Goldfield (one third mile from house) Scherrer Freeman Marimar. Enjoy several hiking trails close by, or drive on scenic country roads directly from the house to a variety of attractions. There is a gorgeous half-hour drive through the town of Occidental to the ocean. The Russian River Steelhead Beach is 5.6 miles away. Drive ten minutes farther to visit Armstrong Redwoods State Natural Reserve where you can walk through a towering forest of trees that are hundreds of years old. Historic Healdsburg, with its central plaza, shops, restaurants and wineries is also a scenic 25 minute drive away. The 9-hole Sebastopol Golf Course is a little over a mile away. There is a variety of grocery stores in Sebastopol. My favorite is Andy's, a fruit and vegetable stand that also carries other food. It takes 3 minutes to drive there. This area was not impacted by the fires.

Sonoma Paradise! 3 miles from the Historic Square
Escape to this gated-private hilltop home with breathtaking mountain views, just 3 miles from Sonoma Plaza. This peaceful getaway features 2 king bedrooms, a fully equipped kitchen, and a comfortable pull-out sofa in the living room, all with blackout drapes for ultimate rest after a day of adventuring. Enjoy multi-level decks with views, grill, and a detached office with a new gym & yoga setup. Close to wineries, hiking, shopping, and top restaurants—your perfect wine country retreat awaits!

Sebastopol Guest House
Let the sun shine in! Serene, modern, open floor plan with skylights, heat, A.C. full kitchen and bath and a private patio covered by a grape arbor. The Guest House is on a quiet 'country-like' road downtown, A short stroll to the Barlow, Zagat-rated restaurants, galleries, farmers markets and boutiques. Gorgeous wineries are 10 minutes away. You'll find our extensive guide book inside that we created to share our love of the area with you. We only host non-smokers and we'll meet you at check-in

Modern Luxury in Sonoma's Valley of the Moon
Go for a long visit in this luxury vacation rental with hardwood floors, custom high end furnishings, stone counter tops and much more. Ideally suited for the sophisticated traveler who desires high quality modern accommodations. Relax in a private backyard with a deck overlooking our vineyard and seasonal creek. Enjoy dinner at the large grapevine covered picnic table. Stroll through the Zinfandel & Petite Syrah vineyard. Every detail is taken into consideration to insure your maximum comfort.

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 Home • Steps to Tastings • Press Pick
WHY YOU'LL LOVE IT -Stroll through your own private vineyard -Pool, hot tub & bocce in a stunning serene setting -Minutes to top wineries, restaurants spas & towns -Complimentary tastings at the Estate Winery next door -Stylish interior with thoughtful touches -Chef-ready fully stocked kitchen -Helpful host—quick responsive communication AS FEATURED IN Condé Nast Traveler | House Beautiful | House & Garden | The Wine Daily | Esquire | Bold Italic | Refinery 29| Bon Traveler | Sunset Magazine

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

Valley of the Moon Vintage Guest Cottage
ASK ABOUT OUR WINTER DISCOUNT:~This Vintage 1948 home has a personality of it's own, it's original beauty shows. It is private, quiet and peaceful, perfect for a getaway with everything you need for comfortable and happy. Think ahhh when you get here.. expect to find everything you want to feel just like home. The house is clean and comfortable. You will be centrally located with great wineries and places to eat close by. Please reach out and ask questions. Thanks for looking, Rochelle

Eco Luxury Private Sanctuary / The Farmhouse Oasis
**Very Important** Please read description below and “Other things to note” at the bottom of this section before contacting us. • Adults Only • Private Sunny 1 Bedroom, 2 full bathroom 900 sq ft stand alone home • Private Backyard with Pool, Sauna, Outdoor Shower, and Outdoor Bathtub • Luxurious Modern Farmhouse Style • Created to feel like a boutique hotel experience • In the heart of wine country Sebastopol/ West Sonoma • Eco-Friendly products used • Strict cleaning protocols

Sonoma Shangri-La Walk to Fairmont close to Plaza
This house has an upstairs Master Bedroom with a very comfortable Queen sized bed and and a bathroom with a shower. The downstairs has a Full Bed with an attached Bathroom with a claw foot tub. There is a small bedroom off of the living room, with a twin bed. I keep my place vacation rental ready, and invite you to use my home as your own. For larger parties, you may want to also book the other unit on the property, a 350 SFT space; see the listing for details of the space.
Popular amenities for house rentals in Kenwood
House rentals with a pool

Modern mid-century-inspired, Deer Ranch

Sonoma Country Club Wine Country w/ pool

Vineyard-House Escape in Sonoma Wine Country

PrivateWarm&Cozy+Spa+Pool+FirePit+Wifi!

Modern wine country stunner!

Serene Wine Country Retreat with Pool & Hot Tub

Sonoma 14Acres, 2BR 2BA, Pool HotTub, Plaza 3 mi.

Pacific Gardens Retreat
Weekly house rentals

Sonoma Creek Haven – Creekside Near 20+ Wineries

Craftsman 2 blocks from Russian River Brewery!

Serene Spa-Style Retreat with Fireplace & Hot Tub

Amazing Santa Rosa Wine Escape Home

Modern Sonoma | VIEWS | Minutes to Dwtn | Sleeps 6

Quiet Glen Ellen Home with a View

Dillon Beach Nirvana

Stoddard House
Private house rentals

Sky View: Heated Pool & Hot Tub, 5 Acres

Wine Country Creekside Retreat With Hot Tub

Lovely Creekside Wine Country Home in Glen Ellen!

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

Meadowhouse | Secluded Sonoma Wine Country Retreat

Kenwood Vista by AvantStay | 7acres, Vineyard View

New! Completely Brand New Home| Wineries & Dining

Glen Ellen Gem-2 Bed/2 Bath Oasis + Stunning Pool
When is the best time to visit Kenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £237 | £267 | £268 | £336 | £400 | £437 | £449 | £418 | £414 | £420 | £420 | £298 |
| 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 |
Quick stats about house rentals in Kenwood

Total holiday rentals
Explore 40 holiday rentals in Kenwood

Nightly prices starting at
Kenwood holiday rentals start at £99 per night before taxes and fees

Verified guest reviews
Over 2,380 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Kenwood holiday rentals include wifi 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!
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Wine Country Holiday rentals
- Oakland Holiday rentals
- Sacramento Holiday rentals
- Rentals with outdoor seating Kenwood
- Rentals with a washing machine and dryer Kenwood
- Rentals with pools Kenwood
- Rentals with a hot tub Kenwood
- Rentals with a patio Kenwood
- Family-friendly rentals Kenwood
- Rentals with a firepit Kenwood
- Rentals with a fireplace Kenwood
- Villa rentals Kenwood
- House rentals Sonoma County
- House rentals California
- House rentals United States
- Golden Gate Park
- Lake Berryessa
- Oracle Park
- Muir Woods National Monument
- Golden Gate Bridge
- Alcatraz Island
- Baker Beach
- Twin Peaks
- Mission Dolores Park
- Bolinas Beach
- Jenner Beach
- Pier 39
- Six Flags Discovery Kingdom
- Palace of Fine Arts'`
- Rodeo Beach
- Painted Ladies
- San Francisco Zoo
- Santa Maria Beach
- Clam Beach
- Schoolhouse Beach
- Point Reyes Beach
- Doran Beach
- Safari West
- China Beach, San Francisco




