
House vacation rentals in Kenwood
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Top-rated house rentals in Kenwood
Guests agree: these houses are highly rated for location, cleanliness, and more.

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

Elegant cottage with panoramic views
La Veranda offers privacy, relaxation and a serene mountain vista from its wrap-around veranda. Located on a hill just three miles from historic Sonoma Plaza. Full gourmet kitchen with panoramic views, two king bedrooms appointed with fine linens, down pillows and luxurious comforters. Each bedroom has its own bathroom. For those who can't quite leave all work behind, there is a fully-equipped private office. Sonoma quiet hours are strictly enforced from 9pm-7am. Four people max. LIC24-0383

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

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.

Centrally Located Modern Wine Country Home
Your wine country retreat awaits you. This gorgeous home features a new modern kitchen, outdoor seating area, washer and dryer, free WiFi and parking. This home is conveniently located in the heart of wine country minutes away from Sonoma wineries, breweries, Sonoma County Airport, downtown Santa Rosa, downtown Sebastopol and great dinning. Due to COVID we clean and sanitize the house thoroughly before and after each stay. Welcome to your home away from home!! Your concierge Ana

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

Downtown Santa Rosa Walk to Russian River Brewery
Stylishly remodeled 3-bed, 1-bath Santa Rosa home, ideal for families or friends seeking easy Wine Country adventures. Walk to downtown restaurants, bars, and cafés, or explore nearby wineries, vineyards, Armstrong Redwoods, and scenic coastlines. Enjoy a beautifully updated kitchen, comfortable bedrooms, and inviting living spaces. Book today and make this your gateway to Sonoma’s outdoor beauty and Wine Country lifestyle. NOTE- Fireplace is not - functioning. TOT tax ID 3577.

Creekside Sonoma Cottage • Patio, Hot Tub & BBQ
Escape to our creek-side cottage in the heart of Sonoma’s Wine Country. Relax on the private patio, soak in the hot tub under the stars, and grill dinner on the BBQ. 1 king, one queen, perfect for couples Steps from wineries, tasting rooms & hiking trails Fully equipped kitchen & fast Wi-Fi Free parking and self-check-in Wake to birdsong, unwind by the creek, then stroll to world-class wineries—book your dates while they’re still open! Permit# ZPE15-0779
Popular amenities for Kenwood house rentals
House rentals with a pool

Luxury home, heated spa tub, walk to restaurants

Modern mid-century-inspired, Deer Ranch

Sonoma Country Club Wine Country w/ pool

Wine Country Retreat- Privacy-Spa/Pool/Games

Spectacular Stone Pool/Spa with Views; Near Plaza

Cozy Home w/ Hot Tub/Pool- near Shops, Wine, Food

Pacific Gardens Retreat

The Deer Retreat – Privacy and Comfort
Weekly house rentals

Ocean View Spa House

Vino & Views, Artisan Hues |Spa, Eggs & Equine Too

Birdwatching in Bodega Bay

10-Acre Vineyard Cottage w/Hot Tub + Bocce Court

Cozy Wine Country Retreat | Monthly Stays

Dillon Beach Nirvana

Willow Farm Cabin & Farm Retreat

Zen House on 15 acres
Private house rentals

Sonoma Creek Haven – Creekside Near 20+ Wineries

Wine County Opulent Villa Pool/Hot Tub-Upper Level

The InverNest - Treetop cabin with Inverness charm

Luxury Retreat: Fireplace, Hot Tub & Zen Garden

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

Meadowhouse | Secluded Sonoma Wine Country Home

Modern Sonoma Stay w/ Deck & Views Near Wineries

Fireside Sips & Oak Dreams in Sonoma Valley
When is the best time to visit Kenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$65,031 GYD | G$73,186 GYD | G$73,395 GYD | G$92,005 GYD | G$109,570 GYD | G$119,607 GYD | G$122,953 GYD | G$114,379 GYD | G$113,334 GYD | G$116,261 GYD | G$101,833 GYD | G$100,369 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$25,092 GYD per night before taxes and fees

Verified guest reviews
Over 2,480 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
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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- Rentals with a hot tub Kenwood
- Rentals with a patio Kenwood
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- Rentals with a fireplace Kenwood
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- Rentals with a fire pit Kenwood
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