Bennington Vacation Rentals

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Vacation Rentals in Bennington

Peaceful Stay at Birds of a Feather Farm & Spa

Shaftsbury
9.8 out of 10, Exceptional, (28)
"We absolutely loved this stay. The space was gorgeous and cozy. Fully equipped kitchen we were able to cook dinner in. The location about 45 minutes from Stratton where we skied, but was well worth the drive. Would absolutely stay here again. Thanks again Laurie! "
United States
Cassidy L.
The price is ¥12,519
¥34,447 total
includes taxes & fees
Nov 18 - Nov 19
Peaceful Stay at Birds of a Feather Farm & Spa

Long Trail House at Stratton Mountain Resort

3.0 star property
Stratton
8.6 out of 10, Excellent, (77)
"Nice, clean room in prime location"
United States
Kristin
The price is ¥49,704
¥61,784 total
includes taxes & fees
Nov 18 - Nov 19
Long Trail House at Stratton Mountain Resort

Cozy Bromley Retreat

Bromley Mountain
9.8 out of 10, Exceptional, (7)
"There is no place I’d rather stay in VT. It’s a perfect condo and the recent renovations are really nice. It’s got all the comforts of home and great touches throughout. Bromley is a great community to be in, it’s close to town, obviously the slopes, and just a overall stay!"
United States
Vanessa P.
The price is ¥14,008
¥50,244 total
includes taxes & fees
Nov 18 - Nov 19
Cozy Bromley Retreat

Mountain Dream Escape

2.0 star property
Sandgate
10.0 out of 10, Exceptional, (1)
"Beautiful location and home! The apartment was beautifully decorated and so cozy. The hot tub was a great place for stargazing! It was wonderful for our anniversary weekend but would also be great for a longer stay.Great communication with hosts and they were super helpful when we had a minor issue with check in."
United States
Morgan C.
The price is ¥18,101
¥70,055 total
includes taxes & fees
Nov 18 - Nov 19
Mountain Dream Escape

Lovely ski-in/out condo steps from ski lift with trails and amazing views

Stratton
8.4 out of 10, Very Good, (26)
"Great location close to lift. Condo is clean and well appointed."
United States
Grace Ann B.
The price is ¥11,900
¥44,300 total
includes taxes & fees
Nov 20 - Nov 21
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton
7.8 out of 10, Good, (52)
"We had a great time at Stratton resort. Suprised my husband with a 9am, 70 min UTV ride up the summit. We were the only ones with our tour guide and had the entire mountain to ourselves. Lily our tour guide was great. She was knowledgeable and informativable."
United States
Diana V.
The price is ¥11,900
¥39,518 total
includes taxes & fees
Nov 20 - Nov 21
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Bennington
8.6 out of 10, Excellent, (34)
"We had a lovely stay. The brook on the property is beautiful and peaceful. It was close to town but felt miles away."
United States
Sarah P.
The price is ¥15,455
¥41,648 total
includes taxes & fees
Nov 18 - Nov 19
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Bromley Aframe - King Master Bed, Wood Fireplace

Peru
9.6 out of 10, Exceptional, (14)
"This house was great for my family's spring vacation. The stream was beautiful and relaxing. "
United States
Loni N.
The price is ¥26,873
¥63,333 total
includes taxes & fees
Nov 30 - Dec 1
Bromley Aframe - King Master Bed, Wood Fireplace

Spacious apartment in beautiful, historic Arlington VT

Arlington
10.0 out of 10, Exceptional, (57)
"Perfect place to stay outside Manchester. The place is so spacious and quiet! Extremely responsive and friendly. "
United States
Grace M.
The price is ¥26,428
¥33,407 total
includes taxes & fees
Nov 18 - Nov 19
Spacious apartment in beautiful, historic Arlington VT

Bear Pass - Mountain View 4 Bedroom Home by RedAwning

3.0 star property
Arlington
8.0 out of 10, Very Good, (1)
"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 ¥37,678
¥98,485 total
includes taxes & fees
Nov 19 - Nov 20
Bear Pass - Mountain View 4 Bedroom Home by RedAwning

Stratton Mtn Studio | Renovated | Walk to Lifts

Stratton Mountain
10.0 out of 10, Exceptional, (30)
"Great location."
United States
Jeffrey
The price is ¥27,680
¥64,809 total
includes taxes & fees
Nov 18 - Nov 19
Stratton Mtn Studio | Renovated | Walk to Lifts

The Birchwood Cabin - Stunning Mountain Views

2.0 star property
Sunderland
10.0 out of 10, Exceptional, (2)
"This cabin was everything we could have asked for! Great, peaceful location with a beautiful view. Tastefully decorated and wonderful open concept for kitchen and living room set-up. We really enjoyed the game room downstairs, too. We will definitely be back soon."
United States
Shannon C.
The price is ¥41,061
¥105,879 total
includes taxes & fees
Dec 9 - Dec 10
The Birchwood Cabin - Stunning Mountain Views

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Jamaica
9.6 out of 10, Exceptional, (21)
"Good spot for catching up with friends for the weekend. Hot tub was perfect and everything was comfortable."
United States
Ross P.
The price is ¥29,816
¥102,676 total
includes taxes & fees
Nov 19 - Nov 20
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Ski in Ski out Condo! Pool access

Stratton
8.8 out of 10, Excellent, (3)
"Great location with plenty of space for the whole family. Highly recommend!"
United States
Joseph S.
The price is ¥27,698
¥83,481 total
includes taxes & fees
Nov 18 - Nov 19
Ski in Ski out Condo! Pool access

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

Stratton
7.4 out of 10, Good, (20)
"Great clean, modern condo with in a short walk to Stratton Village and the chair lifts. Upgraded huge TV in the living room. Great place to relax after a long day of skiing. Parking spot located under the complex that is heated. The parking area also has carts to bring all your stuff up the condo in one trip. We would definitely book this place again on our next trip to Stratton to Ski."
United States
John M.
The price is ¥21,173
¥55,529 total
includes taxes & fees
Nov 30 - Dec 1
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

Green Mountain Getaway

2.0 star property
Bennington
9.6 out of 10, Exceptional, (17)
"The inside was nice and met our needs. The lawn and landscaping could use some attention. If you love large screen tvs, you will love this house."
United States
Jim K.
The price is ¥31,837
¥62,401 total
includes taxes & fees
Nov 18 - Nov 19
Green Mountain Getaway

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Winhall
9.6 out of 10, Exceptional, (30)
"Family ski weekend. Our stay was very comfortable. Communication with host was phenomenal, always prompt and courteous Location is nice , very close to the ski resorts "
United States
Virginia A.
The price is ¥29,633
¥97,300 total
includes taxes & fees
Nov 18 - Nov 19
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!

Jamaica
9.8 out of 10, Exceptional, (27)
"Clean place, lots of amenities, super smooth process and the host was responsive and friendly. Highly recommend"
United States
Philippe K.
The price is ¥31,782
¥104,549 total
includes taxes & fees
Nov 18 - Nov 19
Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!

Two Brooks Lodge

3.0 star property
Bennington
4.8 out of 10, (3)
"Strong dog smell, dirty shabby condition of interior surfaces. Obvious makeshift repairs, spongy floors, torn, flaking couch. Kitchen counter had multiple burn marks and some sticky substance, corner held down with duct tape. Screen door off tracks, laying against wall. Wife was stung by insect in the unit, had to go to hospital. We moved out after only 3 hours, and literally slept in the car rather than go back. Owner uncaring, rude and greedy. Slow to return security deposit. I've...
United States
John
Two Brooks Lodge

New! Vermont Getaway! Stratton - close to skiing!

2.0 star property
Winhall
The price is ¥38,638
¥70,727 total
includes taxes & fees
Nov 18 - Nov 19
New! Vermont Getaway! Stratton - close to skiing!
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 Bennington Hotel Reviews

Find out more about Bennington

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

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Frequently asked questions

Can I find a vacation rental in Bennington?

Yes, we have vacation rentals close to popular attractions in Bennington, or you can go with a more secluded option if you want a relaxing place to stay. Tourists who visit Bennington speak highly of the ski slopes and array of shops. While you're in the area, you can also enjoy the majestic mountain landscape and museums.

What are some of the best vacation rentals in Bennington?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: Visitors like this Bennington vacation home rental. It 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 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals will I find in Bennington?

With 15 Expedia vacation rentals, you're sure to find just the right place for your Bennington stay.

What’s there to see and do in Bennington?

Enjoy the outdoors at Green Mountain National Forest and Harmen Hills Trail, or simply take in cultural attractions like Bennington Museum and Robert Frost Stone House Museum. While here, Old First Congregational Church and Bennington Battle Monument are other places worth a visit.

What’s a vacation rental in Bennington like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Bennington. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family trip.