Holiday houses in Glen Ellen

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Top-rated holiday rentals in Glen Ellen

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Guest favourite

Guesthouse in Glen Ellen

4.91 out of 5 average rating, 931 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.

12 – 19 Aug

$1,682 AUD total

Guest favourite

Guesthouse in Kenwood

4.94 out of 5 average rating, 198 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

29 May – 5 June

$1,768 AUD total

Guest favourite

Home in Glen Ellen

5.0 out of 5 average rating, 171 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

19 – 26 July

$9,714 AUD total

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.

19 – 26 Mar

$1,806 AUD total

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

15 – 22 Feb

$3,466 AUD total

Guest favourite

Guesthouse in Sonoma

4.93 out of 5 average rating, 138 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.

28 July – 4 Aug

$1,983 AUD total

Guest favourite

Guest suite in Sonoma

4.91 out of 5 average rating, 200 reviews

Heart Suite...for a private, comfortable stay.

You’ll love our NEW little getaway, with private entrance, kitchenette (microwave, toaster oven and fridge), bathroom with shower, AC and private deck. We are walking distance to great restaurants and an elegant spa, a short drive to the Sonoma Plaza with wine tasting rooms, near the beautiful Sonoma Coast and world class wineries. Weekly stays available. Your enjoyable stay is of utmost importance to us! HEART SUITE is close to: Sonoma Plaza~10min drive The Pacific Coast~45min drive

23 – 30 Sept

$1,491 AUD total

Guest favourite

Guest suite in Sonoma

4.96 out of 5 average rating, 649 reviews

Wine Country Thyme

Your peaceful private suite in the heart of Sonoma Valley awaits, just 5 minutes from Sonoma Plaza. Super comfy king bed in a completely private, peaceful space. Kitchenette equipped with Nespresso coffee maker, toaster oven, mini fridge. Close to many wineries and the world famous Fairmont Sonoma Mission Inn and Spa. Suite is attached to our home; separate entrance, no shared space, designated parking space steps from private entrance. Zoning Permit ZPE15-0391 Quiet time 9pm-7am

18 – 25 Dec

$2,018 AUD total

Guest favourite

Guest suite in Glen Ellen

4.96 out of 5 average rating, 191 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.

11 – 18 June

$1,866 AUD total

Guest favourite

Guest suite in Glen Ellen

4.94 out of 5 average rating, 180 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!

16 – 23 Apr

$2,059 AUD total

Guest favourite

Cottage in Glen Ellen

4.98 out of 5 average rating, 145 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.

3 – 10 Sept

$8,209 AUD total

Guest favourite

Cabin in Glen Ellen

4.97 out of 5 average rating, 625 reviews

Wine Country Cabin in the Woods

Enjoy the beautiful wooded area and our family owned historic cabin. Our gas fireplace, hot spa, fine bedding, and high speed wi-fi await. We're 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!

23 – 30 Jan

$2,170 AUD total