House holiday rentals in Kenwood

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Top-rated house rentals in Kenwood

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Top Guest favourite
A modern home is positioned along the bay, featuring large windows that frame serene water views. A boat is visible on the tranquil surface, while lush greenery and a railing adorn the outdoor deck, enhancing the connection to the natural surroundings.
Home in Marshall
4.99 out of 5 average rating, 250 reviews

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

Top Guest favourite
The exterior of a charming single-story home is featured, with a covered porch framed by white columns. A well-maintained garden surrounds the house, showcasing colorful flowers and neatly arranged stepping stones leading to the entrance.
Home in Kenwood
4.94 out of 5 average rating, 113 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 favourite
A comfortable living room is presented, featuring a dark leather sofa, two armchairs, and a coffee table. Natural light enters through window coverings, and a decorative fireplace adds warmth. A simple artwork adorns the wall, complemented by a small welcome sign on a shelf.
Home in Santa Rosa
4.96 out of 5 average rating, 218 reviews

Cozy, Convenient, Central Wine Country Home

Quaint home located in a convenient location less than 20 minutes from Kenwood. Enjoy the fire pit in the backyard, the ping pong table, and the fireplace in the cozy living room. This home is less than a mile and a half to Howarth Park and Spring Lake, featuring renowned hiking and biking trails, tennis courts and a park. Just a short drive to both Montgomery Village and downtown Santa Rosa, where you will find shopping and superb restaurants, including the famous Russian River Brewing Company!

Top Guest favourite
The spacious outdoor deck is illuminated in the evening glow, featuring multiple seating areas, a dining table, and a hot tub. Large glass doors provide a view into the inviting interior, framed by tall redwood trees, creating a serene ambiance.
Home in Glen Ellen
4.99 out of 5 average rating, 274 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

Top Guest favourite
The elegant exterior of the house is surrounded by lush greenery and decorative plants. Stairs lead to a welcoming wrap-around veranda with ample seating, designed for relaxation. Sunlight filters through the foliage, highlighting the charming stone landscaping in front.
Home in Sonoma
4.99 out of 5 average rating, 295 reviews

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

Top Guest favourite
The exterior of the home features a welcoming entrance with a wooden front door surrounded by lush greenery. The two-story building is complemented by large windows, allowing natural light to fill the interior. A stone pathway leads up to the entrance.
Home in Glen Ellen
5 out of 5 average rating, 116 reviews

Sonoma Valley, Glen Ellen Retreat - Wolf Glen

Wolf Glen is on a private road nestled in trees on Sonoma Creek, just a 2 - 3 minute walk to Glen Ellen village restaurants and Sonoma Valley wineries. Wolf Glen offers all the amenities of wine county living at its finest! This newly furnished, elegant 3,000 square foot home, designed for entertaining, offers lavish accommodations for 8 - 10 guests, featuring a gourmet kitchen, fireplace and new Samsung 65' flat screen Smart TV, private outdoor entertaining & eating area and new gas grill.

Top Guest favourite
A serene backyard setting features a stone patio with four wooden Adirondack chairs arranged around a central fire pit. Lush greenery, including ferns and flowering plants, surrounds the area, creating a cozy atmosphere for relaxation.
Home in Kenwood
4.97 out of 5 average rating, 139 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 favourite
A private back deck is shown, featuring a comfortable seating area and a hot tub. Steps lead down to a landscaped yard with gravel and natural stone elements. Mature trees provide shade, creating a serene setting for relaxation.
Home in Sonoma
4.98 out of 5 average rating, 241 reviews

Sonoma Highlands Hideaway

The house has so much charm you'll find it hard to leave! Recline with a glass of wine, BBQ or cook for friends in the well-equipped kitchen, wake to a view of oak trees & playful birds from your comfy bed, visit favorite neighborhood sites, and enjoy a massage at the nearby Sonoma Mission Spa! You're just minutes from dining & shopping on the Sonoma Plaza, close to world-famous Sonoma wineries & hiking at the Regional Park. Bedtime? Refresh from deep slumber on new tempurpetic queen beds.

Top Guest favourite
A welcoming home is nestled among large oak trees, featuring a spacious deck and multiple steps leading up to the entrance. Lush greenery and a variety of plants frame the path, enhancing the natural surroundings. Bright sunlight casts a warm glow on the scene.
Home in Glen Ellen
4.89 out of 5 average rating, 530 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

Top Guest favourite
A spacious wooden cottage is framed by vibrant autumn foliage. The exterior showcases large windows and a wraparound deck with seating. A natural path leads through landscaped greenery, enhancing the serene ambiance of the surrounding environment.
Home in Glen Ellen
4.94 out of 5 average rating, 110 reviews

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.

Top Guest favourite
An expansive outdoor patio area features modern metal furniture and a covered dining table, inviting al fresco meals. Large sliding glass doors create a seamless flow between indoor and outdoor spaces, with a view of the surrounding natural landscape and vineyard beyond.
Home in Santa Rosa
4.97 out of 5 average rating, 129 reviews

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.

Top Guest favourite
A light-filled living area features a sectional sofa, coffee table, and a flat-screen television mounted on the wall. Large windows provide sweeping views of the surrounding vineyards and natural light. A patterned area rug complements the wood flooring, enhancing the cozy atmosphere.
Home in Santa Rosa
5 out of 5 average rating, 156 reviews

VINEYARD VIEW - Beautiful 3 bed/2 bath, Santa Rosa

Enjoy beautiful unobstructed vineyard views from your own private patio while sipping coffee or a glass of wine. This beautifully decorated new home is located in a quiet peaceful neighborhood in N. Santa Rosa in the heart of wine country with several wineries and breweries nearby. We are located only 5 miles from downtown Santa Rosa, 12 miles from the Healdsburg plaza, and 45 miles from Napa. This one-story home is perfect for enjoying all that Sonoma County has to offer.

Popular amenities for Kenwood house rentals

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Avg. price$440 AUD$495 AUD$497 AUD$623 AUD$741 AUD$809 AUD$832 AUD$774 AUD$767 AUD$787 AUD$689 AUD$679 AUD
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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 $170 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,480 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

    10 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, 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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