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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Bennington apartments

Children’s area

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 £244
includes taxes & fees
31 May - 1 Jun
Cozy Bromley Retreat
Dining

Historic Home with Colonial Charm in Manchester

Historic Home with Colonial Charm in Manchester
Manchester
10.0 out of 10, Exceptional, (1 review)
"This rental perfectly met our short term rental needs. Our two dogs enjoyed the spacious yard and we enjoyed the charms of an older home. Host was very flexible and responded timely to any inquiries. Would recommend."
United States
John Q.
The price is £295
includes taxes & fees
2 Jun - 3 Jun
Historic Home with Colonial Charm in Manchester
Living area

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 £293
includes taxes & fees
29 Jun - 30 Jun
Green Mountain Getaway
Smart TV

Long Trail House South Wing 2B2B Condo

Long Trail House South Wing 2B2B Condo
Stratton
The price is £295
includes taxes & fees
31 May - 1 Jun
Long Trail House South Wing 2B2B Condo
Property grounds

Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT
Arlington
10.0 out of 10, Exceptional, (62 reviews)
"This home was spacious, super clean, and in a great location. "
United States
Des C.
The price is £179
includes taxes & fees
9 Jun - 10 Jun
Spacious apartment in beautiful, historic Arlington VT
Private kitchen

Modern Mountain Retreat w/ Chef’s Kitchen

Modern Mountain Retreat w/ Chef’s Kitchen
Manchester
The price is £356
includes taxes & fees
16 Jun - 17 Jun
Modern Mountain Retreat w/ Chef’s Kitchen
Outdoor pool, a heated pool

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Location was excellent, hosts were responsive, cozy little place with the fireplace, great stay!"
United States
Tania J.
The price is £242
includes taxes & fees
31 May - 1 Jun
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Exterior

Getaway Near Mass MoCA, Great Hiking, Scenic Views

Getaway Near Mass MoCA, Great Hiking, Scenic Views
Stamford
10.0 out of 10, Exceptional, (32 reviews)
"Perfect for our weekend getaway. Close to the activities we wanted in North Adams, Mass, but just across the state line in a lovely rural setting. A very nice apartment... just as described. So happy to have chosen this for our stay!"
United States
Bill
The price is £109
includes taxes & fees
31 May - 1 Jun
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Property grounds

Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown

Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
North Adams
The price is £141
includes taxes & fees
31 May - 1 Jun
Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
Fridge, microwave, oven, stovetop

Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.

Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.
Wallingford
10.0 out of 10, Exceptional, (1 review)
"Great stay as always. "
United States
debbie r.
The price is £133
includes taxes & fees
30 May - 31 May
Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.
Property grounds

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (6 reviews)
"It was great experience and we loved the ammenities."
United States
Carrie C.
The price is £166
includes taxes & fees
1 Jun - 2 Jun
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Interior

Cozy apt in beautiful secluded spot 15 mins from Mt Snow

Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Dover
10.0 out of 10, Exceptional, (4 reviews)
"Cozy little spot that had everything we needed. Peaceful, quiet, and once the rain let up on our stay we walked out to the gorgeous little pond on the property. So serene. Catherine was great!"
United States
Erica H.
The price is £154
includes taxes & fees
31 May - 1 Jun
Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Outdoor dining

2-Bdr Apt In Town, By the Water

2-Bdr Apt In Town, By the Water
Williamstown
9.6 out of 10, Exceptional, (12 reviews)
"Location was very good-close to campus. Host was responsive. Accommodations were just right"
United States
Dan R.
The price is £211
includes taxes & fees
31 May - 1 Jun
2-Bdr Apt In Town, By the Water
Outdoor dining

New Studio In Town, By the Water

New Studio In Town, By the Water
Williamstown
10.0 out of 10, Exceptional, (12 reviews)
"Great location, we really enjoyed our stay! "
United States
Lydia J.
The price is £201
includes taxes & fees
31 May - 1 Jun
New Studio In Town, By the Water
Gift shop

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Hancock
10.0 out of 10, Exceptional, (5 reviews)
"We had a great stay! The kids absolutely loved the room. Great location and lots to do. Thanks again!!"
United States
Jen B.
The price is £166
includes taxes & fees
1 Jun - 2 Jun
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Gift shop

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (3 reviews)
"Stayed one night at one of my favorite ski spots. Will be back again!"
United States
Neil J.
The price is £166
includes taxes & fees
1 Jun - 2 Jun
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Indoor pool

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Hancock
9.8 out of 10, Exceptional, (22 reviews)
"Great skiing and proximity to mountain. Great for families"
United States
John F.
The price is £166
includes taxes & fees
1 Jun - 2 Jun
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Pool

Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor

Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (3 reviews)
"Quiet location"
United States
Alicia S.
The price is £166
includes taxes & fees
1 Jun - 2 Jun
Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor
Outdoor dining

Downtown | Waterfront | Walk to Shops

Downtown | Waterfront | Walk to Shops
Williamstown
10.0 out of 10, Exceptional, (7 reviews)
"Perfect setup for anyone visiting Williamstown."
United States
Michael P.
The price is £216
includes taxes & fees
14 Jun - 15 Jun
Downtown | Waterfront | Walk to Shops
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

South Shire

South Shire

10/10 Excellent
"Talk about charm...this is a beautiful and well-maintained Victorian home. The bed was comfortable and the room was clean and well appointed. The Thai restaurant inside the inn was excellent, and there was a live pianist on Friday evening to add to the charm."
Stephen 1-night trip
Posted 1 day ago
South Shire

Find out more about Bennington

Bennington Apartments information

Number of reviews
218
Accommodation
40 Apartments
Lowest Price
£109
Highest Price
£356

Frequently asked questions

What's it like to stay at an apartment in Bennington?
There are 8 apartments to choose from in Bennington for your holiday. Why not visit the area's ski slopes and take time to enjoy its majestic mountain landscape while you're here?
Are you considering apartments over traditional hotel rooms?
An apartment features a kitchen for convenient meals, and often has more space than a traditional hotel room. Apartments are a good option for couples who want to live like locals, but also for families who want the conveniences of home.
What's a favourite apartment for a stay in Bennington?
Listed below are some of the top apartments in the area: Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown: Includes free WiFi, a dining area and a Smart TV . Access to on-site laundry facilities is available on site . Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton: Located in Dalton , 28.5 mi/45.8 km away. Includes free WiFi, a dining area and a Smart TV . Access to on-site laundry facilities is available on site . Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake: Located 18 mi/29 km away in Whitingham . A balcony, a fireplace and a Smart TV are included . Free breakfast and on-site laundry facilities are on site . FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!: Located in Pownal , 6.2 mi/10 km from Bennington. Includes a private pool, free WiFi and a patio . On-site laundry facilities and an outdoor pool are on site .
How many apartments will I find in Bennington?
Expedia has 8 apartments to book in Bennington.
What will the weather be like during my trip to Bennington?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Bennington. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Bennington are January, March, February and December, with each month seeing an average of 21 cm of snowfall.
What are the must-see places to visit in Bennington?
Bennington is well regarded for its mountains and ski slopes. 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 Center for the Arts are other places worth a visit.
What's the best way to get to and around Bennington?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Albany, NY (ALB-Albany Intl.), which is located 31.7 mi (51 km) from the city centre. Otherwise, look for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 31.9 mi (51.4 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.