Glen Ellen Holiday Rentals

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Holiday Rentals in Glen Ellen

Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
10.0 out of 10, Exceptional, (50)
"We celebrated a 50th Birthday and 20 year anniversary with 12 people and this was the perfect place. Randy and Seth were very accommodating and always available for any requests. We had dinner one night with chef Lisa in the wine cave and the food was absolutely amazing with a wonderful touch! Highly recommend!!"
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
Valley of the Moon Getaway
10.0 out of 10, Exceptional, (190)
"Awesome"
Valley of the Moon Getaway
RiverPointe Napa Valley Resort
3.0 star property
8.6 out of 10, Excellent, (1112)
"Nice"
The price is NZ$328
includes taxes & fees
11 Jun - 12 Jun
RiverPointe Napa Valley Resort
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St Helena ~ Best Views Over Both Famous Valleys ~ Blair Spangler Design Group
10.0 out of 10, Exceptional, (15)
"12 of us traveled to Napa for my 40th birthday and we had THE BEST trip ever. The accommodations were lovely, spacious, clean and luxurious. The concierge was so responsive and helpful. The chefs were fantastic. I'd highly recommend this property. As a frequent traveler, I've stayed in many luxury rentals and this was by far my favorite."
St Helena ~ Best Views Over Both Famous Valleys ~ Blair Spangler Design Group
Sonoma's Best Cottages
3.5 star property
9.6 out of 10, Exceptional, (52)
"What an adorable spot! Will definitely stay again. "
Sonoma's Best Cottages
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
10.0 out of 10, Exceptional, (199)
"It was great and very spacious. It was hard to tell from the listing pictures on the two upper rooms on the third level that share a bathroom but we made it all work between 10 of us. The air conditioning was a little wonky the first day just getting it to stay on but once we figured it out it was totally fine!"
The price is NZ$3,460
includes taxes & fees
10 Jun - 11 Jun
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Safari West
2.0 star property
9.4 out of 10, Exceptional, (219)
"Incredible experience!"
The price is NZ$887
includes taxes & fees
10 Jun - 11 Jun
Safari West
The Corner Cottage ~ Downtown out your door with Private Vineyard
10.0 out of 10, Exceptional, (194)
"We were very fortunate to find this relaxing retreat in Napa. We enjoyed walks around town and easy access to wineries."
The Corner Cottage ~ Downtown out your door with Private Vineyard
Spacious Home Near Downtown Napa
9.8 out of 10, Exceptional, (99)
"Super easy to check in. Lots of space for a group. Extremely clean and well stocked with kitchen and bath items. Great gas stove if you like to cook. Only negative is street noise with front bedrooms. And, not to seem picky but it really needs a professional sprayer for the kitchen sink."
Spacious Home Near Downtown Napa
The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018
10.0 out of 10, Exceptional, (210)
"We loved staying here. The openness of the property and our luck in great weather provided an idyllic place to enjoy the company of our group. We walked to dinner each night and gazed at the night sky upon return."
The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018
Romantic Getaway
10.0 out of 10, Exceptional, (60)
"This property was super clean and very comfortable. Great location would love to stay here again!!"
Romantic Getaway
Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country
9.6 out of 10, Exceptional, (69)
"We very much enjoyed our respite for a couple of nights here at this condo that is well-positioned location-wise. It is clean, with coffee maker, comfortable bed, with respectfully quiet neighbors. The resort's store/gift shop/bakery has a good selection of food and drink and other items one might need. Would stay here again."
The price is NZ$647
includes taxes & fees
30 Jun - 1 Jul
Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country
Pool, Spa, Huge Backyard, 3 Miles from Sonoma Square and 1 mile from Wineries
10.0 out of 10, Exceptional, (187)
"We had a wonderful time! Place was clean, pool was amazing! Definitely go back"
Pool, Spa, Huge Backyard, 3 Miles from Sonoma Square and 1 mile from Wineries
Beautiful Home in Northwest Napa
10.0 out of 10, Exceptional, (8)
"Great property, would stay here again."
Beautiful Home in Northwest Napa
Cozy Retreat, Studio Apartment, City Permit VR09-0038.
9.6 out of 10, Exceptional, (245)
"Very centrally located. It’s a little oasis. The studio is spacious and comfortable. The hot tub was a plus. Beverly was very responsive. Highly recommended."
Cozy Retreat, Studio Apartment, City Permit VR09-0038.
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2
9.8 out of 10, Exceptional, (176)
"This weekend was great for my big group of friends visiting and celebrating in the Sonoma and Napa. The hot tub was always warm, the house was stocked and the hosts were very accommodating!"
The price is NZ$1,859
includes taxes & fees
24 Jun - 25 Jun
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2
Napa Valley home with a HOT TUB & POOL! Sleeps 12! Pets welcome!
9.0 out of 10, Wonderful, (2)
"The home was a good size for 9 people with games, everyone was entertained. We didn't use the hottub or pool but they were also there. We really enjoyed ourselves & it was a quiet family neighborhood. It was near a lot of markets & not too far from napa for any wine tours folks wanna do. Would totally recommend. Only a few minor issues, pots & pans seem old or just not taken care of well so werent great for cooking. Beds were also very firm, so weren't comfy for most of us. The sofabed...
The price is NZ$1,478
includes taxes & fees
12 Jun - 13 Jun
Napa Valley home with a HOT TUB & POOL! Sleeps 12! Pets welcome!
Luxury Napa Valley Estate Surrounded by Vineyards
9.8 out of 10, Exceptional, (24)
"Blown away with this home and property. Couldn’t have imagined how beautiful and spacious it was. The grounds were gorgeous"
Luxury Napa Valley Estate Surrounded by Vineyards
Lovely 6 acre property near charming Sonoma Square, Napa Valley and all wineries
10.0 out of 10, Exceptional, (47)
"It was such a great place for our family of 6 to stay at the property and enjoyed our Thanksgiving holiday. The property is beautiful and has a lot to offer for everyone. We had such a wonderful time! We look forward to come back and visit again soon. Hopefully in the summer time, so we will get to enjoy the pool. The hosts were very friendly and responsive, we are really thankful for the whole experience! JC"
Lovely 6 acre property near charming Sonoma Square, Napa Valley and all wineries
Cottage home near the Russian River; county parks; numerous wineries
10.0 out of 10, Exceptional, (79)
"Our family had a wedding to attend in the area and the accommodations were perfect for us! Close to everything. We appreciated having some staples available too (coffee!). Would stay there again for sure!"
Cottage home near the Russian River; county parks; numerous wineries
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See all available properties in Glen Ellen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Glen Ellen you may be interested in

Kenwood Inn and Spa
4.0 star property
9.6 out of 10, Exceptional, (543)
"The property itself is gorgeous and I felt like I was in an exclusive villa in Italy! Other than the spectacular grounds, first rate spa, the all inclusive delicious breakfast, wine and apps every night, what stood out the most was the worldclass service. Lim Ann, the Superstar concierge, truly made our stay super memorable! She is so knowledgeable and got us into all the perfect restaurants and wineries, even during one of the busiest times of the year. She was always available to answer...
The price is NZ$774
includes taxes & fees
10 Jun - 11 Jun
Kenwood Inn and Spa
The Jack London Lodge
2.5 star property
8.8 out of 10, Excellent, (1002)
"Great place to stay for the money - has a nice pool that we didn't use this visit but will next time. Like that is has the Saloon that is open late for food, drinks. Everyone very nice."
The price is NZ$296
includes taxes & fees
16 Jun - 17 Jun
The Jack London Lodge
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
10.0 out of 10, Exceptional, (50)
"We celebrated a 50th Birthday and 20 year anniversary with 12 people and this was the perfect place. Randy and Seth were very accommodating and always available for any requests. We had dinner one night with chef Lisa in the wine cave and the food was absolutely amazing with a wonderful touch! Highly recommend!!"
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Glen Ellen holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Glen Ellen. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Glen Ellen. Seeing all the best attractions is bound to make you fall in love with Glen Ellen. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Glen Ellen short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Glen Ellen?

Yes, there are holiday rentals close to the most popular sights in Glen Ellen, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Glen Ellen has a good selection of wineries and top-notch restaurants. Allow lots of time to check out the parks and local cheese shops during your visit.

What are some of the best holiday rentals that Glen Ellen has to offer?

Sonoma's Best Cottages: This holiday home rental outside of Glen Ellen has air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Our travellers also rate Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella as a favourite home for rent in Glen Ellen.

How many holiday rentals are there in Glen Ellen?

With 74 Expedia holiday rentals, you're guaranteed to find just the right place for your Glen Ellen stay.

What can I see and do in Glen Ellen?

Jack London State Historic Park and Sonoma Valley Regional Park are a couple of lovely local spots to get outside and enjoy nature. You’ll find favourite places to visit such as Sonoma Plaza and Napa Valley Wine Train in the wider area.

What are holiday rentals like in Glen Ellen?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Glen Ellen. Holiday rentals offer amenities such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family trips or small group gatherings.

Recent reviews of Glen Ellen properties
Expedia verified reviews