House holiday rentals in Kenwood

4.99 out of 5 average rating, 256 reviews

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

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

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.

4.94 out of 5 average rating, 114 reviews

Artist retreat/Hot Tub/2B/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, a 5 person private hot tub. Miles of vineyards and wineries are moments away. Sonoma is known for state parks as well as Hot Springs an abundance of eateries a lovely 3 miles to Glen Ellen town center. Just steps away from natural Sonoma warm springs open seasonally.

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.

4.99 out of 5 average rating, 289 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

4.96 out of 5 average rating, 102 reviews

Vineyard Haven: Pool, Hot Tub & Wine Country Charm

Property is managed by Inspired in Sonoma. Welcome to your private wine-country vineyard haven, nestled on an acre of quiet woodland in the heart of Kenwood, California—a serene pocket of Sonoma Valley where golden light filters through oak trees, and every day feels like a celebration of good living. This spacious elegantly appointed 3-bedroom house, swimming pool and Hot Tub invites up to eight guests to unwind, reconnect, and savor the beauty of Kenwood’s vineyards, tasting rooms, and parks.

A modern home is showcased with large sliding glass doors that open to a spacious wooden deck. The inviting heated pool features a gentle curve, with sun loungers placed nearby. Lush greenery surrounds the property, enhancing the tranquil outdoor setting.

4.95 out of 5 average rating, 538 reviews

Designer Sonoma Getaway with Pool, Hot Tub & Bocce

Thornsberry House is a luxe Wine Country home nestled between the two oldest wineries in California while just 5 minutes from the Sonoma Square. Renovated to accommodate the most discerning traveler, it consists of two separate buildings connected by a breezeway and large deck. Situated on the east side of town, it offers a true escape where one can walk or bike down to Gundlach Bundschu at the end of our street, or soak up the afternoon light from the heated pool, hot tub or a game of bocce.

A comfortable living room is displayed, featuring a leather sectional couch complemented by decorative cushions. A television is positioned nearby, with a stylish wooden coffee table in front. Warm light filters through a large window, illuminating the open kitchen area with modern appliances.

4.97 out of 5 average rating, 108 reviews

Fireside Sips & Oak Dreams in Sonoma Valley

Ultimate wine country escape! Stylish 3-bedroom, 1-bathroom oasis nestled in serene Sonoma Valley. Charming getaway features an equipped kitchen, inviting outdoor patios, BBQ grill, outdoor games, and cozy fire pit, perfect for enjoying stunning wooded backdrop. Unwind on the Peloton bike or indulge in board games. Ideal destination! Downtown Glen Ellen and Kenwood wineries are just a five-minute drive away. A perfect balance of seclusion and convenience await you. Pets are allowed, with fee.

A bright and airy living space features large windows with views of the outdoors. Comfortable seating includes a green sofa and two armchairs. A round marble coffee table sits in front of the sofa, while a dining table is situated nearby. Natural light enhances the welcoming atmosphere.

4.99 out of 5 average rating, 161 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.

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.

4.97 out of 5 average rating, 142 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

4.97 out of 5 average rating, 115 reviews

A modern living area features a large dark green sofa complemented by a cozy white chair and a stylish coffee table. Natural light streams through multiple windows, illuminating a patterned area rug. A dining area and kitchen are visible in the background.

Home in Calistoga

Calistoga Tejas Trails

Welcome to Tejas Trails, your country getaway nestled in Calistoga's mountain vistas, just 10 minutes from downtown. This new home (2023) is easy to share with friends or family. Enjoy refreshing mountain sunrises, dinners on the huge deck, watch sunsets sipping wine by the firepit, swing under a large oak tree, and take tranquil walks on the country road. This is the perfect place to leave the hustle and bustle behind, while still minutes from Napa Valley’s finest restaurants and wineries!

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.

4.89 out of 5 average rating, 538 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

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.

4.93 out of 5 average rating, 117 reviews

Modern Luxury in Sonoma's Valley of the Moon

Experience an amazing visit in this luxury vacation rental with hardwood floors, custom high end furnishings, stone counters and much more. Ideally suited for the sophisticated traveler who desires high quality modern accommodations. Relax in the private backyard overlooking a vineyard and seasonal creek. Relax and enjoy dinner on the 650 SQ. foot deck. Take a stroll through the Zinfandel & Petite Syrah vineyard and end the evening lounging by the warmth of the firepit.

4.97 out of 5 average rating, 202 reviews

Private Vineyard • Walk to Wineries • Press Pick

WHY YOU'LL LOVE IT - Stroll your own private Sonoma vineyard - Resort-style outdoor living: pool, hot tub & bocce court with vineyard views - Prime location: minutes to top wineries, dining, spas & shops - Exclusive perk: complimentary tasting at the estate winery next door - Chef-ready, fully stocked kitchen - Stylish interior with thoughtful amenities - Ultra-fast, reliable WiFi - Seasoned Superhost—responsive, reliable, and thoughtful

Popular amenities for house rentals in Kenwood

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The spacious farmhouse is set amidst lush greenery, showcasing a serene pool surrounded by a patio. The exterior glows softly in the evening light, accentuating the property's inviting architecture and tranquil atmosphere.

4.9 out of 5 average rating, 134 reviews

Farmhouse at Sonoma Oaks: Hot Tub · Pool · Bocce!

4.95 out of 5 average rating, 171 reviews

An outdoor space features a plunge pool surrounded by a sun deck with lounge chairs and a sun umbrella. The home, with its wood accents, is set against a backdrop of tall redwood trees, contributing to a serene, natural setting.

Home in Occidental

Modern mid-century-inspired, Deer Ranch

The outdoor space features a gazebo with a fire pit, surrounded by comfortable seating. Lounge chairs are positioned near an unheated pool, and a dining table with seating is visible in the background, creating a welcoming atmosphere for relaxation and gatherings.

4.94 out of 5 average rating, 171 reviews

Wine Country Escape: Pool & Hot Tub. Fast WiFi

4.98 out of 5 average rating, 114 reviews

Spacious 5 BR 3BA Pool EV Charger Group Getaway

The image showcases the Quail Roost property, featuring a spacious outdoor deck with a fire pit and pool. The interior highlights a cozy seating area with artful touches, large windows providing natural light, and elegant furnishings. The exterior view captures the pool and surrounding scenic landscape.

4.97 out of 5 average rating, 100 reviews

Pool - Hot Tub - Sauna | Wine Country Oasis Views

4.91 out of 5 average rating, 125 reviews

A spacious outdoor area features a large pool surrounded by natural stone walls. Comfortable lounge chairs are positioned for relaxation, and green umbrellas provide shade. Lush landscaping enhances the serene environment, with trees and plants framing the scene.

Home in Sebastopol

Private Resort with Pool, Pool House, View and Spa

Superhost

A hot tub bubbles gently, positioned next to a large swimming pool. Lush greenery surrounds the area, complemented by a vibrant sky with hues of orange and pink. A lounge chair and a sun umbrella are visible in the background, enhancing the outdoor relaxation space.

Home in Montgomery Village

4.86 out of 5 average rating, 255 reviews

Charming Home w Pool+Hot Tub. Walk to Shops & Wine

An aerial view of a spacious single-level home surrounded by lush lawns and mature trees. Expansive grapevines extend across the property, offering a visual connection to the scenic landscape. The structure features a blend of modern solar panels and charming landscaping.

4.97 out of 5 average rating, 154 reviews

Large Charming Home Surrounded by a Vineyard

Weekly house rentals

5 out of 5 average rating, 108 reviews

Home in Sebastopol

Pixel Place - A Private Arcade + Outdoor Sanctuary

A spacious multi-level deck is furnished with comfortable seating and a table. A patio heater stands beside a cozy seating area, surrounded by trees and ambient lighting. The home is visible in the background, enhancing the serene outdoor environment.

4.94 out of 5 average rating, 169 reviews

Sonoma Paradise- Yoga Room

The home is set amidst lush greenery beside a tranquil creek, with a spacious deck inviting relaxation. Sunset rays stream through trees, creating a warm ambiance. The gentle flow of water enhances the serene environment, offering a picturesque backdrop for outdoor gatherings.

5 out of 5 average rating, 46 reviews

Sonoma Creek Haven | Creekside Hot Tub Retreat

An outdoor living space features comfortable gray couches with soft cushions, styled with a low wooden coffee table. Stone walls and olive trees create a natural backdrop, while string lights provide gentle illumination overhead. A landscaped area with gravel completes the serene atmosphere.

5 out of 5 average rating, 56 reviews

Luxury Retreat & Zen Garden w/ Fireplace & Hot Tub

A well-appointed bedroom features a spacious bed with a light-colored upholstered headboard, draped in soft linens and a textured throw. Two nightstands flank the bed, each with a lamp and decorative items. Large windows allow natural light to illuminate the room, while soft curtains frame the view.

4.94 out of 5 average rating, 111 reviews

Centrally Located Modern Wine Country Home

A spacious retreat is nestled among greenery, featuring a stone pathway leading to the entrance. Solar panels adorn the roof, and soft lighting highlights the outdoor seating area. Surrounding gardens display a variety of plants, adding to the tranquil outdoor setting.

4.95 out of 5 average rating, 496 reviews

Zen House on 15 acres

A bright dining room features a large wooden table surrounded by six chairs. A wood-burning stove is positioned in the corner, with greenery from potted plants enhancing the space. Skylights above allow natural light to flood the room, creating an inviting atmosphere.

4.97 out of 5 average rating, 559 reviews

Wine Country Nest • Hot Tub Retreat • Sonoma

4.9 out of 5 average rating, 10 reviews

Elegant Cobb House w/ Spa | Pond | Chef Kitchen

Private house rentals

An outdoor dining area is presented by a white table set with dishes and glassware, shaded by a large umbrella. The pool glistens nearby, accompanied by a spacious lawn and surrounding trees. In the background, rustic buildings and a picnic table are visible.

5 out of 5 average rating, 20 reviews

Wine Country Farmhouse with pool & spa

Superhost

5 out of 5 average rating, 4 reviews

Glen Ellen Wine Country Retreat/pool, hot tub +

4.9 out of 5 average rating, 48 reviews

Himmel House ~ Private Kenwood Wine Country

A heated pool is surrounded by a well-maintained yard, featuring a gray water slide. Four wooden lounge chairs are positioned near the pool, offering a comfortable seating area. Lush greenery and a small building are visible in the background, providing a serene outdoor space.

4.98 out of 5 average rating, 51 reviews

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

5 out of 5 average rating, 17 reviews

Kenwood Ranch Retreat w/ Pool (Family Friendly!)

5 out of 5 average rating, 15 reviews

Jack London Inspired Luxury Wine Country Estate

The outdoor pool area features a spacious swimming pool surrounded by lounge chairs and umbrellas. Views of rolling vineyards and lush greenery are visible in the background, enhancing the tranquil setting under a clear blue sky.

5 out of 5 average rating, 27 reviews

Kenwood Vista by AvantStay | 7acres, Vineyard View

An expansive view of rolling green fields is visible, framed by a lone tree and distant mountains. The clear blue sky adds to the serene atmosphere, with patches of foliage in the foreground contributing to the natural setting.