Bennington Vacation Rentals

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Our top choices for Bennington vacation rentals

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

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Stratton
7.8 out of 10, Good, (58 reviews)
"Location was great, pool, hot tubs and sauna were great"
United States
Lin M.
The price is ¥11,318
¥38,668 total
includes taxes & fees
Apr 30 - May 1
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

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

Lovely ski-in/out condo steps from ski lift with trails and amazing views
Stratton
8.4 out of 10, Very Good, (34 reviews)
"We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great."
United States
John N.
The price is ¥11,318
¥48,239 total
includes taxes & fees
Apr 29 - Apr 30
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Cozy Bromley Retreat

Cozy Bromley Retreat
Bromley Mountain
9.6 out of 10, Exceptional, (12 reviews)
"The best stay ever!!! Very clean, great location, super cozy, all the amenities you would need. 5/5 stars, we will be coming back :)"
United States
Carolina I.
The price is ¥14,446
¥50,922 total
includes taxes & fees
May 11 - May 12
Cozy Bromley Retreat

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

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Stratton
7.4 out of 10, Good, (21 reviews)
"A great weekend. The property was clean and comfortable."
United States
Joan P.
The price is ¥21,202
¥61,759 total
includes taxes & fees
Apr 29 - Apr 30
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
Stratton
8.0 out of 10, Very Good, (1 review)
"Great location and covered parking. "
United States
Jonathan M.
The price is ¥11,956
¥34,202 total
includes taxes & fees
Apr 29 - Apr 30
Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

Stratton Mtn Studio | Renovated | Walk to Lifts

Stratton Mtn Studio | Renovated | Walk to Lifts
Stratton Mountain
10.0 out of 10, Exceptional, (31 reviews)
"Great location."
United States
Jeffrey
The price is ¥24,390
¥62,326 total
includes taxes & fees
Apr 29 - Apr 30
Stratton Mtn Studio | Renovated | Walk to Lifts

Peaceful getaway at birds of a feather

Peaceful getaway at birds of a feather
Shaftsbury
9.8 out of 10, Exceptional, (32 reviews)
"Great place!!"
United States
Margaret D.
The price is ¥14,347
¥37,315 total
includes taxes & fees
May 11 - May 12
Peaceful getaway at birds of a feather

Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT
Arlington
10.0 out of 10, Exceptional, (61 reviews)
"Love staying here! Kate is so friendly, and the place is the perfect spot to rest and recover after ski days. Spacious kitchen allows us to cook and enjoy our own meals. We will book again!"
United States
Eric W.
The price is ¥27,259
¥38,207 total
includes taxes & fees
Apr 29 - Apr 30
Spacious apartment in beautiful, historic Arlington VT

Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
3.0 star property
Stratton
8.6 out of 10, Excellent, (83 reviews)
"Nice place and great location!!!"
United States
William
The price is ¥47,845
¥59,472 total
includes taxes & fees
May 12 - May 13
Long Trail House at Stratton Mountain Resort

Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (2 reviews)
"This home is super cozy and had all the amenities I needed after a long drive. I will be staying here again."
United States
Jess M.
The price is ¥18,508
¥32,512 total
includes taxes & fees
Apr 30 - May 1
Cozy Home in Pownal VT

Green Mountain Getaway

Green Mountain Getaway
Bennington
9.6 out of 10, Exceptional, (18 reviews)
"Very clean property. The location was very convenient to the Main Street of Bennington. Easy check in process. Would definitely stay here again! "
United States
Meredith Y.
The price is ¥26,271
¥55,711 total
includes taxes & fees
Apr 29 - Apr 30
Green Mountain Getaway

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Winhall
9.4 out of 10, Exceptional, (37 reviews)
"Our family had a wonderful time staying in this home."
United States
Meghan C.
The price is ¥31,454
¥105,672 total
includes taxes & fees
May 11 - May 12
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Historic Home with Colonial Charm in Manchester

Historic Home with Colonial Charm in Manchester
Manchester
The price is ¥17,202
¥63,391 total
includes taxes & fees
Apr 29 - Apr 30
Historic Home with Colonial Charm in Manchester

Cozy 3 Bedroom Condo in the Heart of Manchester VT

Cozy 3 Bedroom Condo in the Heart of Manchester VT
Manchester
10.0 out of 10, Exceptional, (1 review)
"Beautiful place Very spacious and super organized we love our stay "
United States
Rafael
The price is ¥36,345
¥88,960 total
includes taxes & fees
Apr 30 - May 1
Cozy 3 Bedroom Condo in the Heart of Manchester VT

The Birchwood Cabin - Stunning Mountain Views

The Birchwood Cabin - Stunning Mountain Views
Sunderland
10.0 out of 10, Exceptional, (4 reviews)
"Excellent host very responsive. Beautiful cozy cabin with all the amenities you need. Highly recommend! "
United States
Robert V.
The price is ¥34,433
¥98,554 total
includes taxes & fees
May 5 - May 6
The Birchwood Cabin - Stunning Mountain Views

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

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft
Jamaica
9.6 out of 10, Exceptional, (25 reviews)
"Easy booking, clean home, great location and the owner very easy to get in touch with."
United States
Chris M.
The price is ¥34,895
¥142,828 total
includes taxes & fees
May 19 - May 20
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Modern Mountain Retreat w/ Chef’s Kitchen

Modern Mountain Retreat w/ Chef’s Kitchen
Manchester
The price is ¥22,241
¥69,986 total
includes taxes & fees
May 5 - May 6
Modern Mountain Retreat w/ Chef’s Kitchen

Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Winhall
10.0 out of 10, Exceptional, (12 reviews)
"Comfortable accommodations, with responsive and helpful hosts! We had a lovely stay as a large family group for a wedding weekend in Manchester. "
United States
Colleen H.
The price is ¥43,033
¥122,468 total
includes taxes & fees
May 11 - May 12
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

New! Vermont Getaway! Stratton - close to skiing!

New! Vermont Getaway! Stratton - close to skiing!
Winhall
10.0 out of 10, Exceptional, (1 review)
"The place was perfect for us! Easy stay. Very clean and the wood burning fireplace was great. Would def recommend!"
United States
Carolyn K.
The price is ¥39,845
¥72,937 total
includes taxes & fees
May 11 - May 12
New! Vermont Getaway! Stratton - close to skiing!

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

Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
Jamaica
9.6 out of 10, Exceptional, (29 reviews)
"EXCELLENT location managed by an amazing host who was very communicative and helpful!Hottub was perfect, plenty of sleeping and activities available at the house and in the immediate area (local food was AWESOME)."
United States
s w.
The price is ¥34,895
¥144,810 total
includes taxes & fees
May 26 - May 27
Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
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 in Bennington close to Bennington Center for the Arts, or you can select a more remote option if you'd like 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?

Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!: Visitors like this Bennington vacation home rental. It is located in the mountains and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals will I find in Bennington?

With 12 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.