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, 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 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.

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, 117 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, 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 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, 539 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, 157 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 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, 206 reviews

Easy elegance in this wine country home

Enjoy the best of Sonoma from this recently remodeled home. On over 1/2 an acre surrounded by mature fruit trees. New kitchen and baths. Designer finishes. Comfy beds. Spacious and private outside seating and dining areas. Bocce ball court, hot tub and gym. Tucked in, down a private lane and situated among the finest wineries in Sonoma. 2 minutes from Sonoma Golf Club. 10 minutes to Sonoma Square, 20 on bike. 7 minutes to Glen Ellen. 10 minutes to Kenwood. Sonoma County TOT #4124N.

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, 207 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.

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, 189 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.

4.92 out of 5 average rating, 103 reviews

Family Fun in Glen Ellen: Pool, Hot Tub & Views!

Discover Glen Ellen Family Retreat, a Wine Country sanctuary perfect for families. This enchanting house features a private pool, a relaxing hot tub, and a fun bocce ball court. Enjoy the chef's kitchen, comfortable bedrooms, and a cozy fire pit for memorable evenings. Located near renowned wineries, exquisite dining, and the beautiful Jack London State Historic Park, your dream family vacation awaits.

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.

4.94 out of 5 average rating, 172 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 house rentals in Glen Ellen

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.86 out of 5 average rating, 145 reviews

Tropical Oasis with Pool & Hot Tub 30min to Sonoma

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!

4.97 out of 5 average rating, 112 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

Sonoma Retreat w/Pool/Spa/Barn/OD Kitchen/Orchard

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

Superhost

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.

4.81 out of 5 average rating, 119 reviews

Sonoma Country Club Wine Country w/ pool

The exterior of a beautifully designed house is presented, showcasing a light-colored facade with decorative shutters and a newly paved pathway. A stone fountain serves as a focal point amidst landscaped greenery, highlighting the inviting entrance and two stories of windows.

4.97 out of 5 average rating, 102 reviews

Wine Country Villa Heated Pool Hot Tub Upper Level

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

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, 276 reviews

Eclectic Hideaway with Backyard Pool & Hot Tub

Weekly house rentals

4.99 out of 5 average rating, 115 reviews

Casita in the Vineyards •HOT TUB• VIEWS• wineries

4.97 out of 5 average rating, 197 reviews

Buena Vista Sonoma Style House

4.94 out of 5 average rating, 312 reviews

A spacious deck features a hot tub surrounded by vibrant greenery and comfortable outdoor chairs. Views of the vineyard and rolling hills are visible in the background under a clear blue sky.

Home in Sebastopol

Sonoma County Historical Ranch House on a Vineyard

4.99 out of 5 average rating, 223 reviews

A custom-designed beach house with large windows offers panoramic views of the Pacific Ocean. Its multiple decks invite relaxation with direct access to the surrounding landscape. The natural setting is complemented by a clear blue sky and a gentle wave-lapping shoreline.

Home in Dillon Beach

Dillon Beach Nirvana

5 out of 5 average rating, 157 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

4.97 out of 5 average rating, 116 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

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.

4.97 out of 5 average rating, 137 reviews

WineCamp - Russian River Valley AVA - No Pets

4.98 out of 5 average rating, 233 reviews

The exterior of the house is framed by tall redwood trees, showcasing a modern design with a striking A-frame roof. Large windows reflect the surrounding greenery, allowing natural light to fill the interior. A wooden deck extends along the front, enhancing the outdoor connection.

Home in Occidental

Zen House redwood retreat.

Private house rentals

Superhost

5 out of 5 average rating, 5 reviews

Glen Ellen Wine Country Retreat/pool, hot tub +

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, 57 reviews

Luxury Retreat & Zen Garden w/ Fireplace & Hot Tub

4.83 out of 5 average rating, 18 reviews

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

Superhost

4.54 out of 5 average rating, 24 reviews

Private Vineyard • Outdoor Living • Firepit • EV

4.9 out of 5 average rating, 48 reviews

Himmel House ~ Private Kenwood Wine Country

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, 48 reviews

Oak Den - Secluded Charm in the Heart of Sonoma