Vacation 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, 307 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

4.97 out of 5 average rating, 120 reviews

The home is framed by lush greenery and vibrant plants, with a patio featuring outdoor furniture. Warm light spills from the windows, hinting at a cozy interior. A barbecue grill is positioned nearby, providing an inviting space for outdoor gatherings.

Home in Kenwood

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 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, 171 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, 553 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

4.99 out of 5 average rating, 257 reviews

A cozy living area showcases a rustic brick fireplace, producing a warm glow. Two armchairs with colorful striped blankets sit beside a small round table. A television is mounted above the mantelpiece, contributing to the inviting ambiance.

Cabin in Glen Ellen

Unique Historic Getaway w/Hot Tub and Fireplace

Hosmer House is a vintage gem, well preserved yet well appointed. Fully curated decor fills our families historic cabin. Close to wine tasting, fine dining and 3 state parks w/pass in historic Glen Ellen and Kenwood. Large always hot spa, fireplace, full kitchen, big TV, propane fire pit, screened in dining porch and 2 sets of french doors off the living room so you can enjoy nature or just curl up by the fire. Host next door for wine/food tips! We welcome people of all backgrounds!

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.

4.91 out of 5 average rating, 217 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.

Guest suite in Glen Ellen

A spacious sleeping area features a large bed with a dark patterned duvet and matching pillows. Natural light filters through two windows, illuminating the room's neutral walls and wooden floor. A bedside table holds a reading lamp, and an en suite bathroom is visible in the background.

Hummingbird Hideaway, Glen Ellen in Sonoma Valley

Hummingbird Hideaway is the perfect location to enjoy everything wine country has to offer. Located in the heart of Glen Ellen in the Sonoma Valley, you can stroll to wine tasting, restaurants, French Bakery, gourmet market and historic saloon for a night cap. Hiking the trails at the Jack London State Park is just minutes up the road. When you're ready to venture further, Sonoma is a short 15 minute drive, Kenwood is 10 minutes and just an hour to Bodega Bay on the Coast.

4.96 out of 5 average rating, 320 reviews

4.98 out of 5 average rating, 166 reviews

A cozy living area features a modern sectional sofa adorned with decorative pillows. A round coffee table sits in front, complemented by a textured area rug. Natural light fills the space through two windows, while a piece of artwork and a potted plant add touches of color.

Cottage in Glen Ellen

Brand New Farmhouse Cottage in Wine Country

This light filled, modern cottage is perfect for couples and you can't get a better location in Glen Ellen Village than this. Located right next door to the historic Gaige House Bed & Breakfast, you are walking distance to great restaurants, tasting rooms, and the well-stocked village market. Within one mile, there are dozens of wineries and the deck just beckons you to come home after a day of wine tasting and barbecue as the sun goes down.

4.92 out of 5 average rating, 613 reviews

A spacious bedroom features a king bed adorned with a floral-patterned duvet. Natural light fills the room through multiple windows, with a cozy seating area visible. A flat-screen TV hangs on the wall, and a mini kitchen is positioned nearby, complemented by a small dining table.

Guesthouse in Glen Ellen

Glen Ellen Hideaway

One block to downtown Glen Ellen, with dining, shopping, & wine tasting. Hideaway is a charming, private guest house, suite-style behind our home. Spa-like bath, mini kitchen, comfy king bed! There is a large private patio for your enjoyment, great place to relax. Glen Ellen Hideaway is peaceful & private & has a separate entrance for your accommodations. Residents are Constance & Greig, and Franny, the dog, and Charm, the cat!-TOT#2398

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, 195 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, 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 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, 132 reviews

Cozy Sonoma Retreat | Oak Views, Wine & Luxury

Escape to this bright, stylish 3-bedroom Sonoma Valley retreat, comfortably sleeping up to 6 guests in three queen beds. Enjoy a fully equipped kitchen, private patios, BBQ grill, fire pit, hammock, Peloton Bike+, and free driveway parking for up to 3 vehicles. Pets allowed with an additional fee. Glen Ellen, Kenwood wineries, and Morton’s Warm Springs are minutes away.

Superhost

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, 193 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 vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Glen Ellen

4.93 out of 5 average rating, 123 reviews

Home in Kenwood

Modern Luxury in Sonoma's Valley of the Moon

5.0 out of 5 average rating, 6 reviews

Luxury Glamping Experience w/ Japanese Hot Tub

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.

5.0 out of 5 average rating, 74 reviews

Luxury Retreat & Zen Garden w/ Fireplace & Hot Tub

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.

4.95 out of 5 average rating, 81 reviews

Glen Ellen Gem-2 Bed/2 Bath Oasis + Stunning Pool

Superhost

4.89 out of 5 average rating, 28 reviews

Hilltop Pool + Vineyard Views •Sonoma Wine Country

4.98 out of 5 average rating, 54 reviews

La Cava -Valley of the Moon

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.

4.89 out of 5 average rating, 63 reviews

WolfPack-near Wineries & Morton’s Geothermal Pools

A dining area features a long wooden table surrounded by black chairs. Natural light floods through large windows, with greenery visible outside. A stone fireplace adds warmth, while a modern chandelier hangs above, enhancing the room's bright and open atmosphere.