Vacation rentals in Glen Ellen

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Top-rated vacation rentals in Glen Ellen

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Guest favourite

Guesthouse in Glen Ellen

4.91 out of 5 average rating, 932 reviews

Crow Cottage ~ 3 min walk to town - restaurants

Crow Cottage is newly rebuilt and decorated in an eclectic whimsical style by the artist owners. It is light and airy with a private shade deck and sunny patio. The Cottage has a queen bed. There is a portable A/C. The cottage is well insulated so it doesn't get too hot in the summer. There is also a fan. Set on a country lane just a 3 min walk to great restaurants & a gourmet market. While we do have rescued cats in our yard we don't let them in any of the rooms. If highly allergic, reconsider.

Sep. 9 – 16

$214 CAD per night

Guest favourite

Guesthouse in Kenwood

4.94 out of 5 average rating, 199 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 queen size bed. TOT (Transient Occupancy Tax) included. TOT #3720N

Jul. 12 – 19

$222 CAD per night

Guest favourite

Home in Glen Ellen

5.0 out of 5 average rating, 173 reviews

Walk Everywhere! Quiet Wine County Retreat! Views!

Central wine country location Walk 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

Jul. 22 – 29

$1,237 CAD per night

Guest favourite

Cottage in Glen Ellen

4.94 out of 5 average rating, 199 reviews

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

Apr. 19 – 26

$442 CAD per night

Guest favourite

Home in Glen Ellen

5.0 out of 5 average rating, 127 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!

Dec. 31 – Jan. 7

$1,339 CAD per night

Guest favourite

Guest suite in Sonoma

4.91 out of 5 average rating, 344 reviews

Wildwood Retreat and Pool

The Wildwood Retreat is located on a wooded 2 acre country property in the hills above Sonoma just minutes from the Historic Downtown Sonoma Plaza. The newly remodeled studio apt is very private on a separate level below the main house conveniently close to the pool. Amenities include a king size bed, kitchenette, private bath,sunny deck,pool access and convenient parking. Great walks are just outside your door. This tranquil retreat is ideally located for enjoying all the Wine Country offers.

Nov. 21 – 28

$230 CAD per night

Guest favourite

Home in Kenwood

4.99 out of 5 average rating, 271 reviews

Sonoma Vineyard Home With Pool & Stunning Views

In one of the loveliest spots in Sonoma Valley. Stunning views of vineyards and mountains beyond. New, modern swimming pool and hot tub. Bocce Ball court through olive trees. Interior designer furnishings. New gourmet kitchen overlooking pool and vineyard. Dozens of wineries nearby. Beautiful lawn surrounding pool. Two acres. Fully updated with all new furniture. Fire pit overlooking vineyards. Perfect for friends & families in town for lazy weekends or Wine Country weddings.

Feb. 6 – 13

$1,615 CAD per night

Guest favourite

Guesthouse in Sonoma

4.94 out of 5 average rating, 139 reviews

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.

Jan. 4 – 11

$246 CAD per night

Guest favourite

Guest suite in Sonoma

4.96 out of 5 average rating, 101 reviews

Cozy 1 bedroom place with indoor fireplace & patio

Enjoy a relaxing experience as you unwind in our centrally-located place while exploring the Sonoma and Napa wine country, as well as a short drive (2.5mi) to the Sonoma Square. This newly-renovated and freshly decorated 1 bedroom, 1 bath feels like your favorite sweater featuring everything you would want in a home away from home! New Beautyrest bed, flat screen TV, private entrance & patio. You may even meet Ethel when you arrive, our sweet Vizsla pup who loves to say hello.

Feb. 27 – Mar. 6

$231 CAD per night

Guest favourite

Guest suite in Glen Ellen

4.96 out of 5 average rating, 193 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.

Aug. 19 – 26

$228 CAD per night

Guest favourite

Guest suite in Glen Ellen

4.94 out of 5 average rating, 181 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!

Dec. 9 – 16

$260 CAD per night

Guest favourite

Cottage in Glen Ellen

4.98 out of 5 average rating, 146 reviews

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.

Oct. 22 – 29

$1,046 CAD per night