Vacation rentals in Glen Ellen

A bright living area features a blue tufted sofa positioned opposite a wooden coffee table. A brick accent wall provides texture, while a large window allows natural light to illuminate the space. A small plant adds a touch of greenery.

4.77 out of 5 average rating, 131 reviews

2 Queen Beds • Dog Friendly • Just 3 mins to town

Welcome to your modern farmhouse Glen Ellen retreat, perfectly situated less than a mile from downtown and just minutes away from some of Sonoma County’s best wineries and restaurants. Whether you’re here to unwind, explore the local wine country, or enjoy a quiet getaway with your furry friend, this charming home offers everything you need. Book now to experience a peaceful wine country escape • open concept/no doors for the two bedrooms. • Pet Freindly! $25 flat rate, no limit to size/number

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, 255 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, 274 reviews

A spacious bedroom features a comfortable, well-dressed bed with neutral-toned linens and decorative pillows. Floor-to-ceiling windows offer a view of the garden patio, while artwork adorns the walls. A bedside table displays a lamp, adding functionality to the inviting space.

Guesthouse in Kenwood

Casa de Vincenzi

Beautiful, immaculate private studio, situated in Kenwood village with separate entrance and garden patio offers a quiet retreat in the heart of Sonoma Valley. Walking distance to world class tasting rooms and restaurants. Close to Sonoma, Glen Ellen and fave parks. Enjoy your ensuite bathroom with fluffy towels and toiletries. Indoor or outdoor dining to enjoy wine, tea, conversation, TV or wifi. Sleep in the quiet of your comfy King size bed. TOT (Transient Occupancy Tax) included. TOT #3720N

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, 146 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.

4.88 out of 5 average rating, 513 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

4.96 out of 5 average rating, 189 reviews

Vineyard Retreat • Steps to Tastings • Press Pick

WHY YOU'LL LOVE IT -Stroll through your own private vineyard -Pool, hot tub & bocce in a stunning serene setting -Minutes to top wineries, restaurants spas & towns -Complimentary tastings at the Estate Winery next door -Stylish interior with thoughtful touches -Chef-ready fully stocked kitchen -Helpful host and quick communication AS FEATURED IN Condé Nast Traveler | House Beautiful | House & Garden | The Wine Daily | Esquire | The Bold Italic | Refinery 29| Bon Traveler | Sunset Magazine

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, 151 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

4.98 out of 5 average rating, 447 reviews

An inviting outdoor space is surrounded by lush greenery and blooming lavender. Two wooden chairs are positioned to overlook sweeping views of the valley and vineyards below. A stone fire pit adds to the serene atmosphere of this natural setting.

Cottage in Penngrove

Sonoma Mountain Artist's Retreat

Enjoy the perched feeling of Sonoma Mountain's setting with sweeping views and nature. The slightly tamed wilderness with an olive orchard and gardens sets the tone as you chill on the redwood deck. This is a studio cottage with expansive views to the western valley and Marin. Mount Tam appears through the windows from your super comfy bed. This is a beautiful and unique space adjacent to a mellow artist's studio. NOTE: Well behaved and Pre-Approved dogs available for a nightly fee.

Guest suite in Glen Ellen

A private room features a spacious queen bed with a white comforter. Adjacent, there is a small refrigerator and a television. Natural light enters through a large window and glass doors, leading to a cozy sitting area. Light wood flooring enhances the inviting atmosphere.

4.94 out of 5 average rating, 215 reviews

Wine Country Harvest Hideaway-Private entry/space

Welcome to our Harvest Hideaway! We’re centrally located in the heart of Sonoma Valley, right in downtown Glen Ellen. We are walking distance to restaurants, tasting rooms, and the great Glen Ellen Village Market. With dozens of wineries nearby, we are a 10 minute drive to Kenwood, and 15 minutes to the Sonoma Square. Within an hour, you can be on the coast in Bodega Bay or on the Golden Gate Bridge entering San Francisco. We are sure you'll have a fantastic stay!

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.

4.96 out of 5 average rating, 139 reviews

Creekside Sonoma Cottage • Patio, Hot Tub & BBQ

Escape to our creek-side cottage in the heart of Sonoma’s Wine Country. Relax on the private patio, soak in the hot tub under the stars, and grill dinner on the BBQ. 1 king, one queen, perfect for couples Steps from wineries, tasting rooms & hiking trails Fully equipped kitchen & fast Wi-Fi Free parking and self-check-in Wake to birdsong, unwind by the creek, then stroll to world-class wineries—book your dates while they’re still open! Permit# ZPE15-0779

4.99 out of 5 average rating, 322 reviews

A private deck features a luxury spa overlooking expansive views of Sonoma Mountain and Sonoma Valley. Two wicker chairs are placed around a glass table, inviting relaxation and enjoyment of the scenic landscape. The surrounding trees enhance the serene atmosphere.

Guest suite in Sonoma

Sonoma Valley Terrace- Great Views!! Private Spa!!

Unwind in your own private sanctuary nestled in the Sonoma foothills 🌿 — with breathtaking west-facing views of Sonoma Mountain and the Valley below. Perfectly positioned between Sonoma Plaza and Glen Ellen, our peaceful studio sits at the very edge of town, where sidewalks end and wine country begins 🍷✨. Enjoy your morning coffee or evening wine from your private deck, then soak under the stars in your luxury six-person spa — just for you. 🌌💦

4.92 out of 5 average rating, 574 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

Popular amenities for Glen Ellen vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Boutique hotels in Glen Ellen

A spacious king bed is centered in the room, adorned with a colorful blanket featuring an intricate design. Soft lighting is provided by bedside lamps, and a wall-mounted shelf offers hanging space for clothing. An adjoining door reveals a private bathroom area.

Hotel room in Tomales

4.56 out of 5 average rating, 48 reviews

King Bed - Room 2

A large, freestanding mineral soaking tub is positioned on a sleek, light-colored tiled floor. The tub's smooth, rounded edges are complemented by a polished faucet. A white towel is neatly placed on the edge, adding a touch of warmth to the modern space.

4.75 out of 5 average rating, 55 reviews

Hot Springs Soaking Tub, Cottage 6

A well-appointed bedroom features a spacious bed with a white comforter and multiple pillows. Soft lighting from two bedside lamps creates a calm atmosphere. Sunlight filters through the shuttered windows, illuminating the tasteful artwork above the headboard.

Hotel room in St. Helena

4.72 out of 5 average rating, 18 reviews

Spanish Villa Inn - Single Room

A cozy seating area features two overstuffed chairs adorned in a striped pink fabric, positioned next to a small table. A fireplace is set in a stone surround, and an artwork of green vineyards hangs above. Soft light enhances the inviting ambiance of the space.

4.91 out of 5 average rating, 633 reviews

Luxury Cottage in Downtown Calistoga, Napa Valley

Superhost

Hotel room in Napa

4.63 out of 5 average rating, 8 reviews

Vino Bello, Napa, 1 - Bedroom A.

Superhost

A cozy bedroom features a spacious bed with a neutral blanket and decorative pillows. Light from the shutters highlights the wooden ceiling. A small refrigerator and coffee machine sit beside a dark nightstand with a lamp, creating a functional and welcoming space.

4.58 out of 5 average rating, 12 reviews

Bright Queen Room | Free Parking- Walk to Wineries

4.9 out of 5 average rating, 869 reviews

A spacious bed adorned with a textured blanket and an arrangement of decorative pillows. Soft lamps on either side of the bed provide gentle lighting. Large windows framed by light curtains offer a view of the outdoors, allowing natural light to fill the room.

Hotel room in Napa

Private “Maine” Downtown Napa King Suite on 1st

A spacious sleeping area features a plush bed with a stylish headboard, complemented by modern pendant lighting. A sleek wardrobe offers ample storage, while a television is mounted on the wall. The ensuite bathroom doorway is visible in the background, enhancing the room's convenience.

5 out of 5 average rating, 42 reviews

Brannan Lofts: Kitchenette King + Queen Sleeper

Other great vacation rentals in Glen Ellen

4.96 out of 5 average rating, 321 reviews

A cozy sitting area is highlighted by a warm lamp atop a wooden table. A classic red truck figurine rests on the lamp's base. Behind, subtle robe arrangements suggest a welcoming environment, complemented by textured cushions on a leather sofa.

Guesthouse in Sonoma

Cozy cottage in garden setting

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, 21 reviews

Serene Spa-Style Retreat with Fireplace & Hot Tub

4.94 out of 5 average rating, 216 reviews

A pathway of wooden planks meanders through lush greenery, leading towards a studio cottage nestled among trees. The exterior of the cottage features warm earth tones, blending with the natural surroundings. Sunlight filters through the foliage, casting dappled light on the ground.

Cabin in Sebastopol

Country Studio Cottage Sanctuary

4.97 out of 5 average rating, 175 reviews

A private pool area features a clear blue pool surrounded by lounging chairs and large umbrellas for shade. Lush greenery and palm trees provide a tropical feel, while the neighboring buildings blend harmoniously into the serene landscape.

Guesthouse in Santa Rosa

Sonoma Mountain Retreat

5 out of 5 average rating, 176 reviews

A spacious guest suite features a large bed adorned with decorative pillows and a mustard-colored throw. Natural light fills the room through windows, complemented by a ceiling fan. A dining table with chairs and a round mirror add to the welcoming atmosphere.

Guest suite in Sonoma

Enchanting KING Wooded Sanctuary ‘Fawns Creek’

4.95 out of 5 average rating, 503 reviews

A quaint cottage stands amid lush, green landscaping, featuring a welcoming entryway with double doors. Outdoor seating is arranged on a small patio, surrounded by flowering plants. Sunlight filters through the leaves of nearby trees, creating a serene atmosphere.

Farm stay in Petaluma

Sonoma Country Cottage, On 50 Acre

4.91 out of 5 average rating, 162 reviews

A cozy treehouse retreat is surrounded by towering redwoods, resting on stilts above the forest floor. Large windows illuminate the structure, allowing natural light to flood the interior. A wooden deck extends outdoors, providing a relaxing space to enjoy the serene woodland environment.

Treehouse in Camp Meeker

Redwood Treehouse Retreat - Hot tub, fire pit