House vacation rentals in Kenwood

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, 278 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

4.95 out of 5 average rating, 102 reviews

A private deck surrounded by greenery features a hot tub, inviting relaxation amidst nature. A potted plant adds a touch of elegance, while a wooden bench offers additional seating options. Sunlight filters through the trees, enhancing the serene atmosphere of the outdoor space.

Home in Guerneville

Redwood Treehouse with Hot Tub

Nestled among majestic redwoods, our charming & stylish home offers a unique retreat for guests seeking a tranquil escape in the heart of nature. Step inside to discover a thoughtfully designed living space, adorned with natural wood accents, stylish decor, and ample natural light streaming through the windows. Whether you're seeking a romantic getaway, a family vacation, or a weekend retreat, our home offers the perfect blend of comfort, convenience, and natural beauty. 4 min to downtown.

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.

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

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.

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.

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, 156 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, 140 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

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, 532 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

A cozy living room features a light-colored sofa, a comfortable armchair, and a wooden coffee table. Natural light filters through windows adorned with bamboo shades, illuminating a vibrant area rug and greenery from potted plants. Colorful wall art adds a touch of personality to the space.

4.93 out of 5 average rating, 155 reviews

Valley of the Moon Vintage Guest Cottage

ASK ABOUT OUR WINTER DISCOUNT:~This Vintage 1948 home has a personality of it's own, it's original beauty shows. It is private, quiet and peaceful, perfect for a getaway with everything you need for comfortable and happy. Think ahhh when you get here.. expect to find everything you want to feel just like home. The house is clean and comfortable. You will be centrally located with great wineries and places to eat close by. Please reach out and ask questions. Thanks for looking, Rochelle

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, 111 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.

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.

4.94 out of 5 average rating, 114 reviews

Modern Luxury in Sonoma's Valley of the Moon

Come for 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. Enjoy dinner on the 650 square foot deck. Take a stroll through the Zinfandel & Petite Syrah vineyard and end the evening lounging by the warmth of the firepit.

4.96 out of 5 average rating, 197 reviews

Vineyard Retreat • 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

A wooden deck extends from the cottage, featuring a comfortable seating area with cushions. String lights are hung overhead, offering a warm glow as the sun sets. Surrounding trees provide a natural backdrop, creating a peaceful outdoor space.

4.93 out of 5 average rating, 162 reviews

Creekside Sonoma Cottage • Patio, Hot Tub & BBQ

Wake up beside the creek in our bright 2-bedroom Sonoma cottage just minutes from world-class wineries. Unwind in the private hot tub, grill local produce on the patio BBQ, or sip coffee while oaks sway overhead. Fast Wi-Fi, full kitchen, king & queen bed, and self-check-in keep stays hassle-free. Book your relaxing wine-country escape today! Permit# ZPE15-0779

Popular amenities for Kenwood house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 528 reviews

Designer Sonoma Getaway with Pool, Hot Tub & Bocce

4.85 out of 5 average rating, 136 reviews

A relaxing outdoor space features a sunny pool area surrounded by palm trees. Two loungers with bright cushions are positioned beside the pool, which reflects the blue sky. An umbrella provides shade nearby, completing this inviting retreat in a tropical setting.

Home in Santa Rosa

Tropical Oasis with Pool & Hot Tub 30min to Sonoma

4.98 out of 5 average rating, 100 reviews

The backyard showcases a newly built pool surrounded by a spacious wood deck, featuring in-pool loungers. A picturesque sunset casts warm light on the landscape, while the home and outdoor seating areas are framed by tall trees, creating a serene country atmosphere.

Home in Sebastopol

Wine Country Oasis w/ Pool, Hot Tub, Orchard, Barn

4.9 out of 5 average rating, 188 reviews

The exterior of a two-story California Craftsman home is shown, featuring a gabled roof and a welcoming front porch. Green lawn and garden beds with shrubs and flowers frame the pathway leading to the entrance, emphasizing the home's charming design.

Home in Junior College

Historic 1880's Craftsman Style Home with Pool.

A spacious outdoor area features a sparkling heated pool surrounded by a well-maintained garden. Comfortable lounge chairs are positioned nearby, and a fire pit with seating is highlighted, creating an inviting space for relaxation. Vibrant trees provide a serene backdrop to the setting.

4.85 out of 5 average rating, 110 reviews

Sonoma Country Club Wine Country w/ pool

An outdoor pool area is highlighted, featuring a spacious pool set against a backdrop of lush greenery and distant hills. Comfortable lounge chairs are positioned along the pool's edge, inviting relaxation. A shaded umbrella adds to the leisure space.

4.93 out of 5 average rating, 116 reviews

Sonoma Ranch, private pool on 7 acres!

The living room features a muted green accent wall and a large flat-screen TV mounted above a dark wooden sideboard. A gray sofa and two yellow accent chairs are positioned around a wooden coffee table, which is topped with magazines. Natural light filters through plantation shutters.

4.93 out of 5 average rating, 273 reviews

Eclectic Hideaway with Backyard Pool & Hot Tub

4.98 out of 5 average rating, 188 reviews

A lively pool area is featured, showcasing a clear blue swimming pool surrounded by lounge chairs and vibrant inflatable floats. A shaded cabana provides a relaxing spot, while a nearby umbrella offers additional shade. The surrounding landscape includes lush greenery and a stone wall.

Home in Sebastopol

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views

Weekly house rentals

5 out of 5 average rating, 157 reviews

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

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

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, 165 reviews

Sonoma Paradise! 3 miles from the Historic Square

A spacious living area features a grand piano alongside a comfortable sofa and green accent chair. Artwork adorns the walls, and large windows illuminate the hardwood floor. Opening to a bright orange area, this room showcases high ceilings and a blend of modern and classic elements.

4.89 out of 5 average rating, 377 reviews

Charming Cottage in Wine Country

4.97 out of 5 average rating, 100 reviews

A classic wooden home is nestled among lush greenery, featuring a sloped roof with multiple gables. The driveway leads to the entrance, framed by a large tree. Clear skies are visible above, enhancing the natural surroundings.

Home in Inverness

Frank’s Place: Classic Inverness w/ Hot Tub, Views

A light-filled living area features a cozy arrangement of two wooden armchairs facing each other over a round table. A large skylight illuminates soft colors on the walls, with built-in shelves displaying decorative items. Large sliding doors open to an outdoor space.

4.98 out of 5 average rating, 199 reviews

Easy elegance in this wine country home

4.97 out of 5 average rating, 124 reviews

A waterfront cottage is depicted on stilts over calm waters, featuring yellow exterior walls and multiple windows. A wooden deck extends toward a private dock with posts visible in the water. Wispy clouds drift across a blue sky, enhancing the serene setting.

Home in Marshall

Sea Mist Cottage | Coastal Charm w/ Stunning Views

4.95 out of 5 average rating, 274 reviews

A spacious living area features high wooden ceilings and large windows filling the space with natural light. Comfortable seating arrangements include upholstered chairs and a plush sofa. Artwork adorns the walls, and a wood stove adds warmth and character to the room.

Home in Inverness

Artist Retreat by Point Reyes with Level 2 charger

4.91 out of 5 average rating, 272 reviews

A craftsman cottage is set atop a gentle hill, featuring a welcoming porch framed by blue trim. Low stone steps lead to the entrance, and the pathway is suitable for vehicle access. Lush greenery surrounds the structure, enhancing its peaceful country setting.

Home in Calistoga

Cozy Craftsman Cottage

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, 17 reviews

Wine Country Farmhouse with pool & spa

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, 37 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, 45 reviews

Luxury Retreat & Zen Garden w/ Fireplace & Hot Tub

5 out of 5 average rating, 6 reviews

2 Qn Beds, Fenced Yard for Pets, 1/2 mile to Town

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, 98 reviews

Fireside Sips & Oak Dreams in Sonoma Valley

Superhost

5 out of 5 average rating, 4 reviews

New! Completely Brand New Home| Wineries & Dining

Superhost

A bright living area features a comfortable sofa and armchair, complemented by a round coffee table. Sunlight is shown streaming through the windows, illuminating plants and a dining table set for gatherings. A ceiling fan enhances airflow in the inviting space.

4.87 out of 5 average rating, 38 reviews

WolfPack-near Wineries & Morton’s Geothermal Pools