Glastenbury Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Glastenbury vacation rentals

Outdoor spa tub

Aparthotel in Stratton

Long Trail House at Stratton Mountain Resort
3.0 star property
8.6 out of 10, Excellent, (79 reviews)
"The building and the units are old and tired. Early attic decorating. And the walls are paper thin. We could hear all neighbors. I would not go back. "
United States
Doug
The price is ￥59,275
￥73,676 total
includes taxes & fees
Jan 28 - Jan 29
Long Trail House at Stratton Mountain Resort
Property grounds

Apartment in Whitingham

Lake Whitingham & Mount Snow Area Village Apartment
10.0 out of 10, Exceptional, (1 review)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
United States
Anicia K.
The price is ￥21,798
￥47,781 total
includes taxes & fees
Jan 27 - Jan 28
Lake Whitingham & Mount Snow Area Village Apartment
Smart TV, fireplace, Netflix, streaming services

Chalet in Dover

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
9.8 out of 10, Exceptional, (22 reviews)
"Decently-sized rooms, great lighting, plenty of space for families with kids to relax, enjoy the outdoor space, easy drive to Stratton and Wilmington. "
United States
SZU YIN C.
The price is ￥21,524
￥73,409 total
includes taxes & fees
Feb 10 - Feb 11
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Fridge, microwave, stovetop, dishwasher

Apartment in Whitingham

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
10.0 out of 10, Exceptional, (2 reviews)
"as advertised."
United States
Joshua G.
The price is ￥55,351
￥99,487 total
includes taxes & fees
Jan 27 - Jan 28
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Outdoor pool, a heated pool

Apartment in Dover

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
9.2 out of 10, Wonderful, (20 reviews)
"So cute and in such a great area! It was a perfect stay"
United States
Jaden F.
The price is ￥11,266
￥50,909 total
includes taxes & fees
Feb 1 - Feb 2
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dining

Mobile Home in Cambridge

Sowilo Retreat All-Inclusive Maple House
10.0 out of 10, Exceptional, (1 review)
The price is ￥46,523
￥86,018 total
includes taxes & fees
Feb 1 - Feb 2
Sowilo Retreat All-Inclusive Maple House
Children's area

Apartment in Bromley Mountain

Cozy Bromley Retreat
9.4 out of 10, Exceptional, (10 reviews)
"As always, an excellent stay. Wonderful unit, very nicely stocked in a perfect location. Communication was quick and easy. Easily my favorite place to stay!"
United States
Vanessa P.
The price is ￥14,754
￥51,378 total
includes taxes & fees
Jan 27 - Jan 28
Cozy Bromley Retreat
TV

Vacation Home in Florida

Florida Mountain Log Cabin
10.0 out of 10, Exceptional, (4 reviews)
"Place was super clean. Beds were comfortable. Location was great."
United States
Tristan e.
The price is ￥28,610
￥53,109 total
includes taxes & fees
Jan 27 - Jan 28
Florida Mountain Log Cabin
Exterior

Cabin in Newfane

Wellness Getaway with a Personal Sauna, and Private River Beach!
10.0 out of 10, Exceptional, (2 reviews)
"The folks are SUPER and made me feel very welome"
United States
Mark
The price is ￥21,020
￥39,586 total
includes taxes & fees
Feb 3 - Feb 4
Wellness Getaway with a Personal Sauna, and Private River Beach!
Terrace/patio

Chalet in Wardsboro

Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
10.0 out of 10, Exceptional, (16 reviews)
"We had an awesome time here. The property was well stocked with essentials, affordable us some opportunity to unwind, explore the creek, and hang out with the fire pit, board games, and the kids enjoyed the ridge racer arcade. Would absolutely come back!"
United States
Joseph R.
The price is ￥25,691
￥64,395 total
includes taxes & fees
Jan 27 - Jan 28
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
Interior

Vacation Home in Sunderland

Bear Pass - Mountain View by RedAwning
9.6 out of 10, Exceptional, (5 reviews)
"We loved our stay at Bear Pass! The kitchen was more than adequately stocked. The hous was great for our extended family and our 3 dogs"
United States
Megan G.
The price is ￥39,154
￥105,513 total
includes taxes & fees
Jan 27 - Jan 28
Bear Pass - Mountain View by RedAwning
Terrace/patio

Chalet in Stratton

Green Mountain Chalet w/ Hot Tub, Sauna, Treehouse on 4 acres
10.0 out of 10, Exceptional, (5 reviews)
"We had an amazing stay. It was the perfect location for 4 couples. The owners were super responsive. Amenities were great (our only kitchen recommendation is a non-glass cutting board and individual salt and pepper shakers). Would love to stay again in the summer next time! "
United States
Nicholas D.
The price is ￥52,782
￥115,593 total
includes taxes & fees
Jan 27 - Jan 28
Green Mountain Chalet w/ Hot Tub, Sauna, Treehouse on 4 acres
Exterior

Cabin in Winhall

The Vermont A-Frame Mountain Retreat
9.8 out of 10, Exceptional, (27 reviews)
"This was the perfect cabin to set up base for exploring the area on my New England road trip. Its vintage charm with modern upgrades set the mood perfectly to kick off October! It’s slightly off the main road, but the cabin is tucked away enough that I didn’t even notice. Great location for the local tourist attractions!"
United States
AmyC
The Vermont A-Frame Mountain Retreat
Interior

Chalet in Wardsboro

The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
10.0 out of 10, Exceptional, (5 reviews)
"Impressively clean house! The owners were great to deal with and very responsive. Would certainly recommend to anyone traveling in the area."
United States
Kristen T.
The price is ￥29,583
￥77,238 total
includes taxes & fees
Jan 27 - Jan 28
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
Exterior

Chalet in East Dover

Chalet Mount Snow/Stratton Skiing/hiking
9.8 out of 10, Exceptional, (10 reviews)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
The price is ￥22,545
￥73,291 total
includes taxes & fees
Jan 29 - Jan 30
Chalet Mount Snow/Stratton Skiing/hiking
Beach

Condo in West Dover

Cozy 3 bedroom condo 2.5 miles to Mount Snow
9.0 out of 10, Wonderful, (47 reviews)
"Great quiet location, kitchen had enough essentials for basic cooking to be easy. The king bed was comfortable and the living room is a great hangout spot."
United States
Franklin C.
The price is ￥14,013
￥45,393 total
includes taxes & fees
Feb 3 - Feb 4
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Exterior

Vacation Home in Florida

The Greylock Cabin
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful view, peaceful quiet area, cosy cabin."
United States
Anonymous traveler
The price is ￥36,784
￥63,376 total
includes taxes & fees
Feb 17 - Feb 18
The Greylock Cabin
House, 4 Bedrooms | View from property

Vacation Home in Arlington

Bear Pass - Mountain View 4 Bedroom Home by RedAwning
3.0 star property
8.0 out of 10, Very Good, (1 review)
"Cozy cottage. Very clean and everything you need is there. Nice kitchen and fireplace. Lots of room and 3 bathrooms as well. Reasonably close to the ski mountains. "
United States
Manish
The price is ￥38,076
￥105,101 total
includes taxes & fees
Feb 2 - Feb 3
Bear Pass - Mountain View 4 Bedroom Home by RedAwning
Exterior

Chalet in West Dover

8 Minutes to ski Mount Snow, Hot Tub, Game Room, Fire Pit, Dog friendly
10.0 out of 10, Exceptional, (21 reviews)
"Whole hearted recommend this property for anyone looking to stay in the area. Great location, great atmosphere and most importantly great house. 10/10 hidden gem. "
United States
Joshua L.
The price is ￥38,396
￥108,486 total
includes taxes & fees
Feb 2 - Feb 3
8 Minutes to ski Mount Snow, Hot Tub, Game Room, Fire Pit, Dog friendly
Exterior

Apartment in Stamford

Getaway Near Mass MoCA, Great Hiking, Scenic Views
10.0 out of 10, Exceptional, (28 reviews)
"Nice property for a quick and simple check-in. Near MassMOCA, the Clark Art Institute and much more."
United States
Mario R.
The price is ￥10,510
￥22,236 total
includes taxes & fees
Jan 27 - Jan 28
Getaway Near Mass MoCA, Great Hiking, Scenic Views
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.
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Top Glastenbury Hotel Reviews

Hampton Inn Bennington

Hampton Inn Bennington

10/10 Excellent
"Room was great - no huge fee for pet"
Stacey 1-night trip
Posted 1 day ago
Hampton Inn Bennington

Find out more about Glastenbury

Search for holiday rentals in Glastenbury on Expedia! You can easily find your home rentals, villas, holiday apartments in Glastenbury using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Glastenbury?

Yes, you can find vacation rentals near top local attractions in Glastenbury, or you can select a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Glastenbury has to offer?

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms: This vacation home rental near Glastenbury is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 9 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in Glastenbury?

Explore the area and family-friendly sights such as Sugar Shack, or get out into nature at a spot like Lake Shaftsbury State Park. Other popular places to visit in the area include Mount Snow and Stratton Mountain Resort.

What’s a vacation rental in Glastenbury like?

Vacation rentals are private accommodations you can stay in for a couple days or more in Glastenbury. Vacation rentals offer extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family getaway.