Glen Ellen Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Glen Ellen

As featured on CBS's Staycation! Luxury Retreat Overlooking Sonoma Valley

9.8 out of 10, Exceptional, (89)
"The house was phenomenal and we truly enjoyed our stay. The bedrooms all have large beds and bathrooms and are separate which provided nice privacy. The hot tub, common areas, and view were all amazing."
As featured on CBS's Staycation! Luxury Retreat Overlooking Sonoma Valley

Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

10.0 out of 10, Exceptional, (65)
"Smooth check-in process. Close to plenty of vineyards. Very friendly staff. "
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

When in Glen | Sonoma | Panoramic Views | 3bed / 3bath

10.0 out of 10, Exceptional, (10)
"Beautiful homeSpacious Well appointedVery comfortable beds"
The price is NZ$1,422
includes taxes & fees
3 Sept - 4 Sept
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath

WineCountry Retreat + Casita,Bocce & Sunset Views!

2.0 star property
10.0 out of 10, Exceptional, (6)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The space was filled with natural light and felt so warm and welcoming the moment we walked in. Immaculately clean and beautifully decorated with such attention to detail. The kitchen had everything we needed, making it easy to feel right at home....
WineCountry Retreat + Casita,Bocce & Sunset Views!

Valley of the Moon Getaway

10.0 out of 10, Exceptional, (244)
"We had a wonderful experience staying here again! Close to both Napa and Sonoma with wonderful accommodations and views!"
Valley of the Moon Getaway

Glen Ellen Wine Country Getaway With Pool, Hot Tub, Garden, Views, Location!

9.8 out of 10, Exceptional, (131)
"We had an incredible stay at this lovely home in Glen Ellyn! The house easily and comfortably sleeps up to 12. Very clean with a beautiful kitchen. The grounds are incredible. The pool is delightful and so is the rock waterslide. We loved dining on the Tuscan inspired outdoor table each evening and listened to music around the pit fire afterward. The gardens are so pretty. Our host was just lovely to work with! We will be back next year."
Glen Ellen Wine Country Getaway With Pool, Hot Tub, Garden, Views, Location!

Private Hilltop Vineyard Views! Luxury Home 6 Acres with private Pool & Hot Tub

10.0 out of 10, Exceptional, (125)
"We had a very nice stay. The outside pool area was superlative. The house itself was set up nicely and game room added bonus "
Private Hilltop Vineyard Views! Luxury Home 6 Acres with private Pool & Hot Tub

RiverPointe Napa Valley Resort

3.0 star property
8.8 out of 10, Excellent, (1305)
"The trail nearby along the river was nice. "
The price is NZ$240
includes taxes & fees
1 Sept - 2 Sept
RiverPointe Napa Valley Resort

Historic Cuneo Cottage Downtown Sonoma

9.4 out of 10, Exceptional, (85)
"We enjoyed staying in your Cuneo Cottage. Loved the history and pictures throughout the house and the proximity to the Plaza, hiking trail and Sebastiani Winery!! "
The price is NZ$1,395
includes taxes & fees
6 Sept - 7 Sept
Historic Cuneo Cottage Downtown Sonoma

Casa Bella Estate in Wine Country w/ New Pool!

9.6 out of 10, Exceptional, (130)
"Great place to celebrate family members birthdays and Mother’s Day. Excellent location in Sonoma County close to wineries and easy access to SFO and Santa Rosa Airports. Walking distance to a great coffee shop and two wine tasting rooms. Nice large fenced area with pool, jacuzzi, outdoor grill and gathering area. We also enjoyed the covered front porch for relaxing and enjoying the outdoors."
The price is NZ$7,215
includes taxes & fees
20 Sept - 21 Sept
Casa Bella Estate in Wine Country w/ New Pool!

Private Sonoma Sanctuary 6 bed retreat with POOL and SPA

9.8 out of 10, Exceptional, (106)
"Great stay from start to finish. We booked this for a trip with friends to celebrate my husband's 50th birthday. Communication with Tom was great. Was able to checkin a little early and allowed us to have ballons delivered before our arrival for a surpise for my husband. Plenty of space for 11 adults. Overall a great time."
The price is NZ$2,584
includes taxes & fees
21 Sept - 22 Sept
Private Sonoma Sanctuary 6 bed retreat with POOL and SPA

Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

9.8 out of 10, Exceptional, (190)
"Comfortable and easy flow of kitchen, living and dining areas. Close to wineries and Sonoma Square."
The price is NZ$1,487
includes taxes & fees
22 Sept - 23 Sept
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

Luxury Retreat in Napa Valley – Two Stunning Homes on a Private Gated Estate

10.0 out of 10, Exceptional, (9)
"The property was great for a decent sized group! Nicely located and provided excellent space and amenities."
The price is NZ$2,810
includes taxes & fees
6 Sept - 7 Sept
Luxury Retreat in Napa Valley – Two Stunning Homes on a Private Gated Estate

Charm and Modern Luxury in Heart of Wine Country

10.0 out of 10, Exceptional, (138)
"We had a great time, place was definitely roomy for the four of us. Great kitchen to cook in."
Charm and Modern Luxury in Heart of Wine Country

Beautiful Napa Valley Home on Golf Course - Perfect Wine Country Retreat

9.8 out of 10, Exceptional, (202)
"Stunning home on a beautiful property. "
Beautiful Napa Valley Home on Golf Course - Perfect Wine Country Retreat

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.6 out of 10, Exceptional, (22)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is NZ$695
includes taxes & fees
1 Sept - 2 Sept
Escape to Wine County in your independant Cottage in Downtown Calistoga

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

10.0 out of 10, Exceptional, (239)
"Wonderful accommodations for a family weekend in the wine country!"
The price is NZ$3,826
includes taxes & fees
30 Aug - 31 Aug
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

Spectacular Stone Pool/Spa. Views to The Bay. Near Sonoma Plaza. Ambiance plus!

10.0 out of 10, Exceptional, (82)
"Had a great time!"
Spectacular Stone Pool/Spa. Views to The Bay. Near Sonoma Plaza. Ambiance plus!

Downtown Napa Cottage- walking distance to City Center

9.8 out of 10, Exceptional, (129)
"Amazing downtown Napa cottage, host was responsive and thoughtful!"
The price is NZ$918
includes taxes & fees
31 Aug - 1 Sept
Downtown Napa Cottage- walking distance to City Center

Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

10.0 out of 10, Exceptional, (234)
"The property was stunning and made for the perfect stay! William was a wonderful host and was super quick to respond to my questions. Would highly recommend! "
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Glen Ellen Hotel Reviews

Find out more about Glen Ellen

Find out more about Glen Ellen

Everything you need to know about Glen Ellen holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Glen Ellen holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Glen Ellen holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Glen Ellen holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Glen Ellen. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Glen Ellen holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Glen Ellen holiday rentals we have selected for you start as low as NZ$240 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Glen Ellen rentals

At Expedia, we put the best Glen Ellen holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Glen Ellen rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Glen Ellen holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Glen Ellen. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Glen Ellen?

Yes, you can find holiday rentals where you'll be just 13.7 mi (22.1 km) from Napa Valley Wine Train, providing a more remote option if you'd like a quiet spot to 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?

As featured on CBS's Staycation! Luxury Retreat Overlooking Sonoma Valley: This highly rated holiday home rental in Glen Ellen is located in the mountains, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday. 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 85 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. While here, Jack London Village and Benziger Family Winery are other places worth a visit.

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.