Holiday houses in Glen Ellen

5 out of 5 average rating, 145 reviews

Tuscan Wine Country Villa with Pool sleeps 6

Picturesque and beautifully appointed villa on acreage with heated (seasonally) pool. Hot tub spa open year 'round. Gourmet kitchen, fireplace, stone work, patio and vistas. Ideal location for luxuriating in the beautiful Sonoma Valley; near wineries and quaint village of Glen Ellen. Discount for 7+nights not blocking both weekends. When requesting a reservation, please tell us about yourselves and confirm you understand our house rules: no additional visitors or parties of any kind. Thank you!

4.99 out of 5 average rating, 233 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

4.93 out of 5 average rating, 251 reviews

Cottage in Glen Ellen

Glen Ellen Creek House/ Heart of Sonoma Valley

Nestled in quiet and quaint Glen Ellen, Ca. This luxury open floor plan welcomes you to the epitome of Wine Country! Watch wildlife and hear the relaxing babble of the creek from the gourmet kitchen or redwood deck. Bbq with views of the creek. I own a concierge designated driving service to wineries and offer discounts. Our family also owns a fun local donut cafe called Harvey’s Donuts and offer complimentary mini donuts to our guests that are made to order. Ask me for open hours! TOT 2485N

4.99 out of 5 average rating, 134 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.

4.93 out of 5 average rating, 175 reviews

Guesthouse in Sonoma

Cozy Sonoma Studio Nearby Wineries and Restaurants

Our super cozy Sonoma studio nestled on a twelve acre parcel has a welcoming living area, a comfortable king size bed, kitchen, and a recently refreshed bathroom. Self check in for privacy and social distancing. Home is cleaned and disinfected for 24 hours between guests, including all surfaces, sheets, towels, bedspreads, etc. This studio is a perfect wine country retreat, located about 4.4 miles from Sonoma Square, 3.7 miles to Glen Ellen, and surrounded by a multitude of wineries.

4.97 out of 5 average rating, 418 reviews

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

4.95 out of 5 average rating, 261 reviews

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.

Guest suite in Glen Ellen

4.95 out of 5 average rating, 204 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!

4.92 out of 5 average rating, 551 reviews

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

4.96 out of 5 average rating, 187 reviews

Wine Country Retreat

My 3 bedroom, 1.5 bath home has high-end finishes and designer details. Bedroom #3 can also be used as an office with designated work space. Bedroom #1 & 3 are separated by the shared 1/2 bath. The beautifully landscaped backyard, with outdoor shower, is a quiet oasis with complete privacy. The kitchen is fully stocked for your cooking needs. Close to amazing restaurants, wineries and hiking trails.

4.91 out of 5 average rating, 293 reviews

Cottage in Glen Ellen

Cozy Creekside Retreat in Sonoma Wine Country

Perched on the bank of the Sonoma Creek this cottage strikes a balance between small town charm, a bit of nature, and accessibility to incredible wineries. Sitting on the back porch while popping open a bottle of wine as the sun sets, your main squeeze in your arms, and maybe see some otters paddling by makes this place special. We offer a clean, cute accommodation and simple bliss.

4.97 out of 5 average rating, 707 reviews

Cabin in Glen Ellen

Wine Country Cabin in the Woods

Enjoy our family owned historic cabin and the beautiful area. Our gas fireplace, hot spa, fine bedding, and high speed wi-fi await. We're 5-10 min from wineries/dining in Kenwood and Glen Ellen in the heart of Sonoma Valley, adjacent to Napa Valley, with fantastic wineries, restaurants, breweries and 4 state parks with a free pass! We welcome friendly people of all backgrounds!

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Other great holiday rentals in Glen Ellen

4.92 out of 5 average rating, 62 reviews

Wine Country Creekside Retreat With Hot Tub

KurtRating, 5 stars1 month ago

Mia was great and super responsive! The place is lovely. The deck in the back provides a great place to listen to the babbling creek and sip your wine. Kitchen has everything you could need. Location is central for all Sonoma vineyards. Would definitely come back!

5 out of 5 average rating, 6 reviews

Cottage in Glen Ellen

Modern Cottage on Sonoma Creek

KathleenRating, 5 stars1 week ago

Jena is a great host. Accommodations great for a weekend, would return for a longer trip. she answered all my questions and the place had everything I needed and more.

4.97 out of 5 average rating, 34 reviews

Cottage in Kenwood

Zoë Creekside-Tranquil Redwoods in Kenwood

JessicaRating, 5 stars6 days ago

Wow! This property is absolutely stunning. Private and peaceful, it’s straight out of a magazine! Just 6 minutes from the most beautiful hiking trail, Goodlove Trail and just minutes to drive to some of the most beautiful wineries! We truly enjoyed our stay and would love to visit again!

4.91 out of 5 average rating, 34 reviews

Apartment in Glen Ellen

Spacious Studio Apt. Glen Ellen

KennyRating, 5 stars2 weeks ago

Kate was a great host and made sure to answer all of my questions in a timely manner!

5 out of 5 average rating, 36 reviews

Fireside Sips & Oak Dreams in Sonoma Valley

ShayneRating, 5 stars6 days ago

I cannot rave enough about Tara's charming, secluded, peaceful home. we felt right at home. Everything was considered. clean house, comfortable beds, great amenities, including a fantastically appointed coffee bar. even the TP was top shelf! :-). Her communication was also first class. For the area, her price is beyond reasonable. If we make it back this way again, we will absolutely stay again.

5 out of 5 average rating, 9 reviews

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

EricRating, 5 stars2 weeks ago

Heather’s home is wonderful. The pool area, sheltered by majestic elms is so special. The home is new and feels very contemporary and comfortable. The outdoor, built-in, high-end grill, bar top dining table and kitchen were used several times during our stay. The path to and the stream was a hidden gem. We had an amazing stay and can’t wait to return.

4.93 out of 5 average rating, 30 reviews

Guesthouse in Glen Ellen

Sunrise Studio - panoramic views

AshlynRating, 5 stars4 weeks ago

Somehow even more gorgeous than in photos. Brandi and Damien were great hosts and it showed in the details. From the wine they left for us to the projector provided to play movies from our devices to the slippers left out for us the whole stay was thought through. The views were stunning and the location serene.