Holiday rentals in Glen Ellen

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Top-rated holiday rentals in Glen Ellen

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A stunning sunset casts warm hues over the rolling hills of Sonoma County, blending shades of orange and purple in the sky. The valley below is highlighted by patches of greenery and the silhouette of distant hills, creating a serene, panoramic view.
Guest suite in Penngrove
4.98 out of 5 average rating, 317 reviews

Sunset View - Sonoma Mountain Terrace

Take your wine country visit to a new level with a unique agri-tourism stay on a luxurious, non-traditional dairy farm. Nestled in the foothills of Sonoma County, Sonoma Mountain provides a farm experience like none other, with the opportunity to feed a baby calf, observe milking our show cows, or just enjoy "being unplugged." Take a stroll through our extensive gardens or enjoy our million-dollar sunsets each night overlooking Santa Rosa. Lots of opportunity for privacy and outdoor relaxation.

Guest favourite
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.
Home in Glen Ellen
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

Top guest favourite
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.
Home in Glen Ellen
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

Top guest favourite
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.
Guest house in Kenwood
4.95 out of 5 average rating, 274 reviews

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

Top guest favourite
A spacious bedroom features a light wood bed with white linens and decorative pillows. A wooden bench sits at the foot of the bed, while a large mirror reflects natural light. A small kitchenette area includes a mini fridge against a green cabinet.
Guest suite in Sonoma
4.97 out of 5 average rating, 338 reviews

Sophisticated Sonoma Studio

A sophisticated retreat in the heart of Sonoma wine country with a luxury boutique hotel feel. The Studio is located on the first floor of our two-story 100 year old farmhouse. French doors open up to a private studio on a tree-lined street between the historic Sonoma Square and the town of Glen Ellen. We’re a few minutes drive to vineyards and wineries. Our Studio has high-end amenities including a king-size Simmons Beautyrest bed and an antique cast iron soaking tub. THR20-0004 TOT: 3699N

Top guest favourite
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.
Home in Glen Ellen
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.

Top guest favourite
Home in Glen Ellen
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

Top guest favourite
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.
Home in Glen Ellen
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

Top guest favourite
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
4.98 out of 5 average rating, 447 reviews

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.

Top guest favourite
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.
Guest suite in Glen Ellen
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!

Guest favourite
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.
Home in Glen Ellen
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

Guest favourite
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.
Guest house in Glen Ellen
4.92 out of 5 average rating, 574 reviews

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 holiday rentals

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Quick stats about holiday rentals in Glen Ellen

  • Total holiday rentals

    Explore 40 holiday rentals in Glen Ellen

  • Nightly prices starting at

    Glen Ellen holiday rentals start at £90 per night before taxes and fees

  • Verified guest reviews

    Over 3,190 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Glen Ellen holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Glen Ellen rentals

  • 4.8 Average rating

    Glen Ellen stays are highly rated by guests – averaging 4.8 out of 5!

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