
House holiday 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.

Tomales Bay: Tranquility, Bay Views, Kayaks &
Indulge and awaken your senses in this coveted bayfront, luxurious retreat, with direct water access. Giant windows are your private portals to ever changing light over the bay and unobstructed views of Hog Island and Point Reyes Seashore. Observe the wildlife and beauty of this natural environment, breathe fresh salty air and dine on oysters while listening to lapping waves. It’s a perfect place to pause and reset! Modern, minimalist furnishings, privacy, comfort, carefully crafted details plus

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

A sophisticated Wine Country Cottage with Hot tub
Thornsberry Cottage is a luxe Country Cottage just 5 minutes from the Sonoma Square. Featuring two separate buildings, with a bed and bath in each, it is renovated with a boutique hotel feel to accommodate the most discerning traveler. Located on the east side town it is in short distance to the 2 oldest wineries in California. The home offers a true escape where one can spin a record by the fire pit, relax in the hot tub, or walk or bike to Gundlach Bundschu at the end of our road.

Dillon Beach Nirvana
Our custom-designed beachhouse is perched on a bluff overlooking the Pacific Ocean and offers spectacular panoramic views from every room. It's a perfect retreat from everyday life. Relax in one of two living areas or on one of the decks, and toast the sunset with local wines. Walk along sandy Dillon Beach, hike to the estero, fish from the many coves, kayak, surf, paddleboard or kiteboard at the beach, eat oysters from the pristine Tomales Bay, or curl up with a book on the couch.

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.

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.
Popular amenities for Kenwood house rentals
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!

*Heated* Swimming Pool Retreat Near Sonoma Square

Luxury home (+ pool house) with views, pool & spa

Pacific Gardens Retreat

Naidu Vineyards - Views/Pool/Spa/Bocce/9 Acres
Weekly house rentals

Casita in the Vineyards •HOT TUB• VIEWS• wineries

2 Queens • Dog Friendly • By Michelin Dining

Sonoma Creek Haven – Creekside Near 20+ Wineries

Luxury Retreat: Fireplace, Hot Tub & Zen Garden

Sonoma- Glen Ellen Getaway Shaded Garden & Spa

Elegant cottage with panoramic views

Calistoga Tejas Trails

New! Completely Brand New Home| Wineries & Dining
Private house rentals

Himmel House ~ A tranquil Wine Country retreat

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

Meadowhouse | Secluded Sonoma Wine Country Retreat

Ravenwood Wine County Retreat w/ Pool & Hot Tub!

Jack London Inspired Luxury Wine Country Estate

Kenwood Vista by AvantStay | 7acres, Vineyard View

Peaceful 2BR 1.5BA Oasis, Seasonal Pool & Hot Tub

La Cava -Valley of the Moon
When is the best time to visit Kenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $539 NZD | $607 NZD | $608 NZD | $763 NZD | $908 NZD | $991 NZD | $1,019 NZD | $948 NZD | $939 NZD | $953 NZD | $953 NZD | $678 NZD |
| 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 $225 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
40 of Kenwood holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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 fireplace Kenwood
- Rentals with a washing machine and dryer Kenwood
- Rentals with a hot tub Kenwood
- Rentals with a fire pit Kenwood
- Family-friendly rentals Kenwood
- Rentals with outdoor seating Kenwood
- Rentals with a patio Kenwood
- Rentals with pools Kenwood
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