House vacation 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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Glen Ellen

4.98 out of 5 average rating, 117 reviews

GlenEllenHaven/Petite Pets/HotTub/Yoga Yurt/EvCHGR

*1.7 miles (5min) from downtown Glen Ellen. *2 miles (10min) from Kenwood *20 min to Sonoma *45 min to Napa/30min to Santa Rosa 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, pick fresh flowers herbs from the garden or practice your daily yoga habit in the 300 sq ft yurt. One dog allowed max 50lbs, $150 pet fee

Guest favorite

Home in Glen Ellen

4.96 out of 5 average rating, 176 reviews

Stay on a Vineyard. Great Location. Great Views.

Immerse yourself in a Wine Country experience that has captured the attention of prestigious publications - Condé Nast Traveler - House Beautiful - House & Garden - Esquire - Refinery 29 - The Bold Italic - The Wine Daily - Bon Traveler - Sunset Magazine WHY YOU'LL LOVE IT - Vineyard setting and views - Minutes to award-winning wineries, restaurants & spas - Fully-stocked kitchen - Pool, hot tub, bocce ball court - Ultra high-speed Internet - Complimentary tasting at the Estate Winery next door

Guest favorite

Home in Kenwood

4.93 out of 5 average rating, 105 reviews

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.

Guest favorite

Home in Glen Ellen

5 out of 5 average rating, 136 reviews

Tuscan Wine Country Villa sleeps 6

Picturesque and beautifully appointed villa on acreage with heated (seasonally) pool. Hot tub spa open year 'round. Gourmet kitchen, fireplace, stone work, patio and vistas. Ideal location for luxuriating in the beautiful Sonoma Valley; near wineries and quaint village of Glen Ellen. Discount for 7+nights not blocking both weekends. When requesting a reservation, please tell us about yourselves and confirm you understand our house rules: no additional visitors or parties of any kind. Thank you!

Guest favorite

Home in Glen Ellen

5 out of 5 average rating, 202 reviews

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

Guest favorite

Home in Kenwood

4.97 out of 5 average rating, 127 reviews

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

Guest favorite

Home in Glen Ellen

4.88 out of 5 average rating, 478 reviews

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

Guest favorite

Home in Kenwood

4.88 out of 5 average rating, 454 reviews

Carriage House at Hamilton Family Vineyards

Stay among the vines in our renovated Carriage House. Located on our working vineyard in the heart of Sonoma Valley, you’ll love our updated Carriage House’s vintage, wine country charm, while appreciating its modern amenities. Relax in your private outdoor space, or enjoy some friendly competition on our Bocce court. We’d also love to invite you to visit our tasting room just a few minutes away. A short walk through the vines takes you on to other world class wineries and restaurants.

Guest favorite

Home in Sonoma

4.99 out of 5 average rating, 142 reviews

Easy elegance in this wine country home

Enjoy the best of Sonoma from this recently remodeled home. On over 1/2 an acre surrounded by mature fruit trees. New kitchen and baths. Designer finishes. Comfy beds. Spacious and private outside seating and dining areas. Bocce ball court, hot tub and gym. Tucked in, down a private lane and situated among the finest wineries in Sonoma. 2 minutes from Sonoma Golf Club. 10 minutes to Sonoma Square, 20 on bike. 7 minutes to Glen Ellen. 10 minutes to Kenwood. Sonoma County TOT #4124N.

Guest favorite

Home in Glen Ellen

4.91 out of 5 average rating, 136 reviews

Valley of the Moon Vintage Guest Cottage

~This Vintage little 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 to feel 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. Don't hesitate to reach out and ask questions. Thanks for looking Rochelle

Superhost

Home in Kenwood

4.85 out of 5 average rating, 206 reviews

Heiter House- hot tub, views, & nearby wineries

This 2 bedroom 2 bathroom jewel sleeps 4 and provides everything needed for a perfect stay in the heart of Wine Country. A well-equipped kitchen, fast Wifi SMART TV, ping pong(located in garage), 2 garages, a deck with great sunrises, AC in the bedrooms - it's all there. The lovely town of Kenwood is minutes away by car, as are some of the best vineyards in the area. Both Sonoma and Santa Rosa can be reached within 20 minutes, making this the perfect base for any trip.

Guest favorite

Home in Sonoma

4.95 out of 5 average rating, 438 reviews

Zen House on 15 acres

This is a tranquil retreat in a magnificent setting, surrounded by a creek, and by meadows and woodlands. You will love the way natural light floods the house, and the feeling of being out in nature even when you are inside. The house is open and spacious with outside decks for entertaining, and for enjoying the fresh air and the peaceful quiet. Set for 4 guests but can easily accommodate 6-8. There is an extra $100 nightly per-person charge for parties over 4.