
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.

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!

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

Spectacular Sonoma: Views! Stars! Cielo.
Cielo is a modern, private 10 acre estate with 180 degree views of Sonoma Valley and miles of vineyards. See Sunsets and stars from the house, deck, hot tub and pool! Cielo is the perfect wine country retreat comfortably accommodating 8. Note: offering this beautiful property at nearly 50% off normal price, only 2 night min instead of 3, because Cavedale road suffered a mudslide. House accessible but adds 15 mins to drive. Arrive at this magical place, settle in and enjoy the bliss!

Sonoma Gem | VIEWS | Minutes to Dwtn | Sleeps 6
Enjoy stunning views of Sonoma! Welcome to Sonoma Vista, minutes from renowned wineries and Downtown Sonoma. Perfect perch for families, couples! Nestled in oak-studded hills, this modern haven boasts three bedrooms, two sleek bathrooms with heated floors, and remote-work-friendly desks. Indulge in a mid-century bar, chef's kitchen, and a jaw-dropping game room. Outside, a vast deck with dining, fire pit, and lounge seating awaits. Immerse yourself in wine country luxury at Sonoma Vista!

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

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.

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.

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

WineCamp - Russian River Valley AVA - No Pets
The WineCamp concept is rooted in the rural ambience of working local vineyards and craft breweries. This purpose-built residence offers indoor/outdoor living at it best. Conceived as the ideal space for two adult couples, the spacious dual master suites are separated by gracious open-plan living areas that flow seamlessly through multi-panel sliding walls of glass onto the covered terrace and vineyards beyond. This wine and beer themed property is not suitable for children.

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, hot tub/spa pool, walk to restaurants

Modern mid-century-inspired, Deer Ranch

Sonoma Country Club Wine Country w/ pool

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

Wine Country Retreat- Privacy-Spa/Pool/Games

Pool•Spa•6 Bikes•1mi to Town•Fire Pit•ShuffleBoard

Happy House Getaway - Pool, Hot Tub & Wine Country

Pacific Gardens Retreat
Weekly house rentals

Wine Country Home With Mini Golf & More

2 Queens • Dog Friendly • By Michelin Dining

Sonoma Creek Haven – Creekside Near 20+ Wineries

The InverNest - Treetop cabin with Inverness charm

Luxury Retreat: Fireplace, Hot Tub & Zen Garden

Sunshine cottage

Sonoma Shangri-La Walk to Fairmont close to Plaza

Meadowhouse | Secluded Sonoma Wine Country Retreat
Private house rentals

Lovely Wine Country Creekside Stay w/ Hot Tub!

Private Sonoma Vineyard Estate + pool, spa, views

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

Tranquil Sonoma Retreat by Kohmsa Stays

Ravenwood Wine County Retreat w/ Pool & Hot Tub!

Jack London Inspired Luxury Wine Country Estate

Fireside Sips & Oak Dreams in Sonoma Valley

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$65,113 GYD | G$73,279 GYD | G$73,488 GYD | G$92,122 GYD | G$109,708 GYD | G$119,758 GYD | G$123,108 GYD | G$114,524 GYD | G$113,477 GYD | G$115,152 GYD | G$115,152 GYD | G$81,863 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$27,218 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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- Rentals with outdoor seating Kenwood
- Rentals with a patio Kenwood
- Rentals with a hot tub Kenwood
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