Bennington 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 Bennington 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
$433 nightly
The price is $489
Jan 27 - Jan 28
Total with taxes and fees
Long Trail House at Stratton Mountain Resort
Terrace/patio

Vacation Home in Shaftsbury

Peaceful Stay at Birds of a Feather Farm & Spa
9.8 out of 10, Exceptional, (30 reviews)
"Great place!!"
United States
Margaret D.
$220 nightly
The price is $246
Jan 25 - Jan 26
Total with taxes and fees
Peaceful Stay at Birds of a Feather Farm & Spa
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.
$294 nightly
The price is $332
Jan 26 - Jan 27
Total with taxes and fees
Cozy Bromley Retreat
Living area

Apartment in Bennington

Green Mountain Getaway
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.
$332 nightly
The price is $353
Jan 25 - Jan 26
Total with taxes and fees
Green Mountain Getaway
Exterior

Vacation Home in Bennington

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
8.6 out of 10, Excellent, (34 reviews)
"The location was quite and peaceful. We enjoyed our stay and were suprised how great the wifi was for the location."
United States
Malika R.
$254 nightly
The price is $269
Jan 28 - Jan 29
Total with taxes and fees
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Smart TV, fireplace, books, computer monitors

Condo in Winhall

6 Guest 3BR, 2 BA Stratton Condo with Fireplace and forest views.
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful location close to ski resorts and towns. Well maintained property with all the amenities of home. Had a wonderful time staying here! "
United States
Caroline F.
$355 nightly
The price is $401
Jan 28 - Jan 29
Total with taxes and fees
6 Guest 3BR, 2 BA Stratton Condo with Fireplace and forest views.
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
$473 nightly
The price is $508
Feb 3 - Feb 4
Total with taxes and fees
The Vermont A-Frame Mountain Retreat
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
$624 nightly
The price is $690
Feb 1 - Feb 2
Total with taxes and fees
Bear Pass - Mountain View 4 Bedroom Home by RedAwning
Property grounds

Condo in Stratton

Lovely ski-in/out condo steps from ski lift with trails and amazing views
8.6 out of 10, Excellent, (28 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.
$361 nightly
The price is $408
Feb 4 - Feb 5
Total with taxes and fees
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Smart TV, fireplace

Vacation Home in Stratton

Luxury Condo Stratton Mountain
10.0 out of 10, Exceptional, (1 review)
"Katherine was a perfect host. The house is beautiful and had everything we needed for our family vacation. Thank you so much! "
United States
Katryn B.
$2,607 nightly
The price is $2,647
Jan 26 - Jan 27
Total with taxes and fees
Luxury Condo Stratton Mountain
Terrace/patio

Cabin in Sunderland

The Birchwood Cabin - Stunning Mountain Views
10.0 out of 10, Exceptional, (2 reviews)
"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.
$643 nightly
The price is $720
Feb 2 - Feb 3
Total with taxes and fees
The Birchwood Cabin - Stunning Mountain Views
Property grounds

Apartment in Arlington

Spacious apartment in beautiful, historic Arlington VT
10.0 out of 10, Exceptional, (59 reviews)
"This home was spacious, super clean, and in a great location. "
United States
Des C.
$217 nightly
The price is $243
Jan 25 - Jan 26
Total with taxes and fees
Spacious apartment in beautiful, historic Arlington VT
Property grounds

Condo in Stratton

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
7.4 out of 10, Good, (20 reviews)
"A great weekend. The property was clean and comfortable."
United States
Joan P.
$388 nightly
The price is $439
Jan 26 - Jan 27
Total with taxes and fees
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Interior

Vacation Home in Stratton

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
7.6 out of 10, Good, (54 reviews)
"Location was great, pool, hot tubs and sauna were great"
United States
Lin M.
$327 nightly
The price is $369
Jan 28 - Jan 29
Total with taxes and fees
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Fridge, microwave, oven, stovetop

Condo in Stratton Mountain

Stratton Mtn Studio | Renovated | Walk to Lifts
10.0 out of 10, Exceptional, (30 reviews)
"Great location."
United States
Jeffrey
$526 nightly
The price is $594
Jan 27 - Jan 28
Total with taxes and fees
Stratton Mtn Studio | Renovated | Walk to Lifts
Exterior

Vacation Home in Bennington

Two Brooks Lodge
3.0 star property
4.8 out of 10, (3 reviews)
"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...
United States
Hunter
$240 nightly
The price is $250
Jan 28 - Jan 29
Total with taxes and fees
Two Brooks Lodge
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.
$604 nightly
The price is $677
Jan 25 - Jan 26
Total with taxes and fees
Bear Pass - Mountain View by RedAwning
Exterior

Vacation Home in Manchester Center

6 bed 7 Bath close to ski & shop w/ hot tub at Greybourne House in Manchester VT
10.0 out of 10, Exceptional, (51 reviews)
"Had a great time."
United States
Neetesh B.
$1,825 nightly
The price is $2,062
Feb 3 - Feb 4
Total with taxes and fees
6 bed 7 Bath close to ski & shop w/ hot tub at Greybourne House in Manchester VT
Indoor pool

Apartment in Manchester Village Historic District

Queen's Quarters | 2 Queen Room + Mountain View
$251 nightly
The price is $277
Jan 25 - Jan 26
Total with taxes and fees
Queen's Quarters | 2 Queen Room + Mountain View
Pool

Aparthotel in Manchester Village Historic District

Cozy Queen Suite with Fireplace & Kitchen
$258 nightly
The price is $290
Jan 25 - Jan 26
Total with taxes and fees
Cozy Queen Suite with Fireplace & Kitchen
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

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent
"The warm welcome and awesome customer service shown to us by Richard that was the highlight of our stay. The hotel is centrally located, clean, affordable and roomy. We would definitely stay here again if ever in Bennington."
Carol 2-night trip
Posted 6 days ago
Hotel Vervana, Trademark Collection by Wyndham

Find out more about Bennington

Everything you need to know about Bennington vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Bennington vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Bennington vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Bennington vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $269 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Bennington rentals

At Expedia, we put the best Bennington vacation 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 Bennington 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 Bennington vacation.

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

Explore a world of travel with Expedia

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?

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms: 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 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.

How many vacation rentals will I find in Bennington?

With 14 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.