Holiday rentals in Glen Ellen

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Top-rated holiday rentals in Glen Ellen

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Two turquoise chairs are positioned near a serene creek, surrounded by lush greenery. The water reflects the surrounding trees, creating a calm and tranquil atmosphere. A wooden deck of a nearby cabin is visible above, adding to the natural setting.
Cottage in Glen Ellen
4.9 out of 5 average rating, 113 reviews

Cozy Sonoma Creekside Escape: Couples Retreat

Peaceful retreat in Glen Ellen, right on Sonoma Creek. Sleep to the sound of bubbling water! 1BR/1BA with a full kitchen, smart TV, washer/dryer, big office, and fast Wi-Fi. Relax on the deck with creek views, BBQ, and loungers. Pet-friendly, self check-in and great restaurants. Close to wineries and hiking. Perfect for couples, digital nomads, and nature lovers. You're just minutes from wineries, scenic hikes, and the charm of Glen Ellen — but you might find it hard to leave this peaceful spot.

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, 257 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 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, 147 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
A round table with two chairs is positioned on lush green grass, overlooking a misty landscape at sunrise. The fog blankets the valley, enhancing views of rolling hills and distant trees. A potted plant adorns the table, creating a serene outdoor dining space.
Flat in Penngrove
4.97 out of 5 average rating, 469 reviews

Valley View-Sonoma Mountain Terrace

Take your wine country tour to a new level with a visit to Sonoma Mountain Terrace, a unique agri-tourism stay on a luxurious, non-traditional dairy farm. Nestled in the foothills of wine country, Sonoma Mountain provides a farm experience like none other, with the opportunity to feed a baby calf, observe milking our elite show cows, or just enjoy "being unplugged." Take a stroll through our extensive gardens, or enjoy million-dollar sunsets each night overlooking Petaluma & Rohnert Park.

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, 450 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!

Top guest favourite
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
4.99 out of 5 average rating, 323 reviews

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. 🌌💦

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

When is the best time to visit Glen Ellen?

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Avg. price$270 SGD$293 SGD$309 SGD$516 SGD$447 SGD$449 SGD$387 SGD$412 SGD$574 SGD$419 SGD$365 SGD$445 SGD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Glen Ellen?

    Yes! Work meets play with ease at over 20 vacation rentals in Glen Ellen featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Glen Ellen?

    Four-legged friends are welcome in Glen Ellen. Choose from more than 20 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Glen Ellen?

    Experience the best of Glen Ellen with our house rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Glen Ellen have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Glen Ellen. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Glen Ellen have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Glen Ellen. Enjoy a tailored experience with all the comforts you desire.

  • Are there Glen Ellen house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Glen Ellen, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Glen Ellen have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Glen Ellen. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Glen Ellen?

    Glen Ellen has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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 $157 SGD 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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