House holiday rentals in Glen Ellen

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, 280 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

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, 100 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.

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, 157 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.

4.97 out of 5 average rating, 140 reviews

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

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, 112 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.

A beautifully landscaped garden features a pathway bordered by gravel and decorative plants. White wicker chairs surround a small table, inviting relaxation. The wooden deck and spa pool are visible in the background, complementing the modern home adorned with solar panels.

4.92 out of 5 average rating, 205 reviews

Luxury home, heated spa tub, walk to restaurants

Luna Lodge, a 3 bedroom 2 bath Glen Ellen village luxury home in the heart of Sonoma wine country. The home has a beautiful garden with spa pool by a peaceful creek. Everything you need for a great vacation is at your fingertips. Situated on a quiet lane, 5 min walk to wine tasting rooms, top restaurants, food markets. Enjoy a gourmet private chef dinner while at the home. Let us know if you are interested and we will help you arrange a very special dining experience.

4.94 out of 5 average rating, 115 reviews

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

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.

A spacious bedroom features a comfortable bed dressed in crisp white linens with a decorative blanket. Natural light streams in through sliding glass doors leading to an outdoor area. Two nightstands with lamps flank the bed, and a wooden dresser completes the room's decor.

4.94 out of 5 average rating, 182 reviews

Glen Ellen Retreats Coastal Cottage

Charming wine country retreat in the heart of Glen Ellen, one of Sonoma Valley's best-kept secrets. Steps from acclaimed restaurants, tasting rooms, and markets. Two bedrooms with king beds, and the living room sofa pulls out for additional guests. Full kitchen, private hot tub, and a back patio perfect for outdoor dining. Wi-Fi, Netflix, coffee, and tea included. Come fall in love with this magical little town.

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, 165 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 Glen Ellen house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a 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!

A private outdoor pool area features a sleek, blue pool surrounded by smooth stone tiles. Chaise lounges are positioned nearby, inviting relaxation. The setting is complemented by a rustic wooden structure and a charming home with a brick chimney, set against a colorful sunset sky.

4.99 out of 5 average rating, 196 reviews

Vineyard-House Escape in Sonoma Wine Country

4.98 out of 5 average rating, 122 reviews

Home in Santa Rosa

Wine Country Retreat- Privacy-Spa/Pool/Games

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

4.91 out of 5 average rating, 122 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

5 out of 5 average rating, 123 reviews

A spacious pool area is framed by greenery and a white fence, featuring a large, clear swimming pool. Lounge chairs are positioned nearby on the grass, with a cozy seating area visible to the right. The sky above displays colorful clouds at sunset.

Home in Santa Rosa

Heated Pool·Spa·Fire Pit·6 Beds·10 Min to Wineries

4.97 out of 5 average rating, 218 reviews

Home in Santa Rosa

Wine Country Retreat w/ Pool, Hot Tub & Games

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, 150 reviews

Large Charming Home Surrounded by a Vineyard

Weekly house rentals

4.99 out of 5 average rating, 111 reviews

Casita in the Vineyards •HOT TUB• VIEWS• wineries

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 comfortable living area is highlighted by a large stone fireplace as a focal point. A wide couch is positioned in front of a glass coffee table, with a TV mounted on a wooden console nearby. Natural light filters through sheer curtains, enhancing the inviting ambiance.

4.93 out of 5 average rating, 335 reviews

Hooker House

5 out of 5 average rating, 146 reviews

A bedroom features a spacious bed with white linens, positioned against a leafy green wallpaper. Natural light pours in from large windows, illuminating the room. Two white dressers are placed on either side, and a distinctive pendant light adds character.

Home in Penngrove

Willow Farm Cabin & Farm Retreat

4.95 out of 5 average rating, 342 reviews

A bright living space features large windows allowing natural light to fill the area. A glass dining table with four chairs complements the seating arrangement, which includes a comfortable sectional sofa and coffee table. A modern light fixture hangs overhead, enhancing the inviting atmosphere.

Home in Petaluma

Petaluma Gem with Outdoor Hot Tub and Fire Pit

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.

4.98 out of 5 average rating, 554 reviews

Wine Country Nest • Hot Tub Retreat • Sonoma

4.93 out of 5 average rating, 243 reviews

A private hot tub is positioned on the deck, overlooking Tomales Bay. Clear blue water sparkles in the sunlight, with green hills visible in the background. Wooden decking surrounds the hot tub, providing space for relaxation while enjoying the scenic views.

Home in Marshall

Family Beach Cottage

4.98 out of 5 average rating, 175 reviews

A bright dining area features a wooden table surrounded by chairs and large windows offering expansive views of the water. Colorful fish decorations adorn the wall, and a small outdoor patio can be seen through the glass doors.

Home in Dillon Beach

Water views/ Close to beach/ Dillon Beach Sea Esta

Private house rentals

5 out of 5 average rating, 38 reviews

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.

Home in Kenwood

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, 47 reviews

Luxury Retreat & Zen Garden w/ Fireplace & Hot Tub

Superhost

4.55 out of 5 average rating, 22 reviews

Private Vineyard • Outdoor Living • Firepit • EV

4.92 out of 5 average rating, 12 reviews

Oak & Vine: Pool | Hot Tub | Fire Table | BBQ | EV

5 out of 5 average rating, 8 reviews

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

4.89 out of 5 average rating, 36 reviews

Ravenwood Wine County Retreat w/ Pool & Hot Tub!

The outdoor area features a circular brick patio surrounded by lush greenery and a large tree. A pathway leads to the home, which has a mix of wood and metal siding. A covered seating area is visible in the background, providing additional outdoor space.

5 out of 5 average rating, 44 reviews

Oak Den - Secluded Charm in the Heart of Sonoma

A modern living area features a cozy sofa paired with two armchairs and a glass coffee table. A textured area rug adds warmth beneath the seating. The open-plan layout connects to a sleek kitchen, where natural light floods the space through large windows.