House holiday rentals in Kenwood

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Top-rated house rentals in Kenwood

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Top guest favourite
Home in Sonoma
4.95 out of 5 average rating, 140 reviews

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!

Top guest favourite
Home in Glen Ellen
4.97 out of 5 average rating, 135 reviews

Creekside Sonoma Cottage • Patio, Hot Tub & BBQ

Discover creek-side wine country enchantment in our stylish oasis! A splash of modern comfort meets a darling cottage and the charm of nature. With incredible wineries, food, hiking and more nearby, you can unwind with family/friends in bright spaces, soundtrack provided courtesy of the creek. Views that inspire, vibes that relax—your perfect retreat awaits! After a day of adventure and sink into relaxation as you listen to the creek's melodic tales under a star-studded sky. Permit# ZPE15-0779

Guest favourite
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.

Top guest favourite
Home in Glen Ellen
4.99 out of 5 average rating, 251 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
Home in Sonoma
4.99 out of 5 average rating, 286 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. Peaceful neighborhood quiet hours are strictly enforced from 9pm-7am. Four people max.

Top guest favourite
Home in Glen Ellen
5 out of 5 average rating, 114 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
Home in Glen Ellen
4.99 out of 5 average rating, 143 reviews

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.

Top guest favourite
Home in Kenwood
4.97 out of 5 average rating, 137 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
Home in Glen Ellen
4.88 out of 5 average rating, 511 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

Guest favourite
Home in Glen Ellen
4.94 out of 5 average rating, 101 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
Home in Graton
5 out of 5 average rating, 672 reviews

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 covid cleaning protocols

Guest favourite
Home in Santa Rosa
4.97 out of 5 average rating, 112 reviews

Sustainable Luxury Barn - Secluded Sonoma Retreat!

Relax in the most beautiful, secluded setting Sonoma County has to offer. Hilltop views, walking trails right next to the property, and wineries so close, there is one just across the access road to the property. Constructed from trees that once stood where the Barn now stands, makes this property blend in with the natural surroundings. The trees were milled and dried on site. All siding, beams, flooring, basically anything made of wood is sourced from the property.

Popular amenities for house rentals in Kenwood

Quick stats about house rentals in Kenwood

  • Total rentals

    40 properties

  • Nightly prices starting at

    $168 SGD before taxes and fees

  • Total number of reviews

    2.6K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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