
House vacation rentals in Kenwood
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Top-rated house rentals in Kenwood
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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.

2 Queen Beds • Dog Friendly • Just 3 mins to town
Welcome to your modern farmhouse Glen Ellen retreat, perfectly situated less than a mile from downtown and just minutes away from some of Sonoma County’s best wineries and restaurants. Whether you’re here to unwind, explore the local wine country, or enjoy a quiet getaway with your furry friend, this charming home offers everything you need. Book now to experience a peaceful wine country escape • open concept/no doors for the two bedrooms. • Pet Freindly! $25 flat rate, no limit to size/number

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

Raven Haven: Cozy Forest Storybook Cabin w Hot Tub
Nestled among majestic redwoods in the historic Rio Nido hamlet near Guerneville, Raven Haus is a delightful Hansel and Gretel cottage. Surrounded by towering firs, the whimsical charm of this cottage captures the essence of a bygone era. Located just a mile from the renowned Korbel vineyards and tasting room, guests can explore the local wine scene. The proximity to the popular Rio Nido Lodge and Roadhouse offers convenient options for dining, drinks, and entertainment within walking distance.

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

Vineyard Retreat • 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 and quick communication AS FEATURED IN Condé Nast Traveler | House Beautiful | House & Garden | The Wine Daily | Esquire | The Bold Italic | Refinery 29| Bon Traveler | Sunset Magazine

Wine Country Opulent Villa-Brush Creek
Welcome to Brush Creek, a 20-minute drive from Sonoma, Napa, Russian River, Alexander, and Knight's Valleys. Our cozy villa offers five unique bedrooms, including a regal King Master suite. Complimentary EV charging. Healdsburg, Calistoga, and the trendy Barlow are easily accessible. Our attentive staff handles all the chores while you can enjoy the complimentary gourmet coffee. Brush Creek: where comfort, luxury, and character converge for an unforgettable wine country retreat. SVR25-100

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

Artist inspired retreat in the 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. Miles of vineyards and wineries are moments away. Sonoma is known for state parks as well as Hot Springs an abundance of eateries and the charming Glen Ellen saloon are less than 3 miles away. Just steps away from natural Sonoma warm springs open seasonally.

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
Popular amenities for Kenwood house rentals
House rentals with a pool

House on Broadway at the Plaza!

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!

Happy House Getaway - Pool, Hot Tub & Wine Country

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

The Deer Retreat – Privacy and Comfort
Weekly house rentals

Relaxing "Hillside Lodge" Sleeps 4

Craftsman 2 blocks from Russian River Brewery!

Tomales Bay: Tranquility, Bay Views, Kayaks &

Walk to Downtown & Russian River Brewery

Glen Ellen Retreat #2 King Beds

Willow Farm Cabin & Farm Retreat

Ocean Front Paradise w Hot Tub&Fire Pit

Calistoga Tejas Trails
Private house rentals

Wine Country Creekside Retreat With Hot Tub

Sonoma Creek Haven – Creekside Near 20+ Wineries

Serene Spa-Style Retreat with Fireplace & Hot Tub

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

Meadowhouse | Secluded Sonoma Wine Country Retreat

Fireside Sips & Oak Dreams in Sonoma Valley

WolfPack-near Wineries & Morton’s Geothermal Pools

Peaceful 2BR 1.5BA Oasis, Seasonal Pool & Hot Tub
When is the best time to visit Kenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$65,064 GYD | G$73,224 GYD | G$73,433 GYD | G$92,053 GYD | G$109,626 GYD | G$119,668 GYD | G$123,016 GYD | G$114,438 GYD | G$113,392 GYD | G$115,066 GYD | G$115,066 GYD | G$81,801 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 |
Quick stats about house rentals in Kenwood

Total vacation rentals
Explore 40 vacation rentals in Kenwood

Nightly prices starting at
Kenwood vacation rentals start at G$27,197 GYD per night before taxes and fees

Verified guest reviews
Over 2,380 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
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 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!
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