Search Apartments in Bennington

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Bennington apartments

Property grounds

Apartment in Arlington

Spacious apartment in beautiful, historic Arlington VT
10.0 out of 10, Exceptional, (60 reviews)
"This home was spacious, super clean, and in a great location. "
United States
Des C.
The price is AED 628
AED 889 total
includes taxes & fees
6 Mar - 7 Mar
Spacious apartment in beautiful, historic Arlington VT
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 AED 390
AED 1,270 total
includes taxes & fees
30 Mar - 31 Mar
Cozy Bromley Retreat
Property grounds

Apartment in Stratton

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
The price is AED 338
AED 795 total
includes taxes & fees
10 Mar - 11 Mar
Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
Dining

Apartment in Manchester

Historic Home with Colonial Charm in Manchester
The price is AED 516
AED 1,571 total
includes taxes & fees
24 Mar - 25 Mar
Historic Home with Colonial Charm in Manchester
Private kitchen

Apartment in Manchester

Modern Mountain Retreat w/ Chef’s Kitchen
The price is AED 593
AED 1,707 total
includes taxes & fees
31 Mar - 1 Apr
Modern Mountain Retreat w/ Chef’s Kitchen
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, (22 reviews)
"Highly recommend clean beautiful stay!"
United States
Douglas D.
The price is AED 226
AED 1,169 total
includes taxes & fees
11 Mar - 12 Mar
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Outdoor dining

Apartment in Williamstown

2-Bdr Apt In Town, By the Water
9.6 out of 10, Exceptional, (12 reviews)
"Clean, close to town, very convenient. On a busy road, so just be aware of that. But overall a good place to stay. "
United States
Brian L.
The price is AED 441
AED 1,037 total
includes taxes & fees
6 Mar - 7 Mar
2-Bdr Apt In Town, By the Water
Exterior

Apartment in Stamford

Getaway Near Mass MoCA, Great Hiking, Scenic Views
10.0 out of 10, Exceptional, (29 reviews)
"We enjoyed our stay "
United States
Lydia T.
The price is AED 248
AED 525 total
includes taxes & fees
9 Mar - 10 Mar
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Outdoor dining

Apartment in Williamstown

New Studio In Town, By the Water
10.0 out of 10, Exceptional, (10 reviews)
"Great location, we really enjoyed our stay! "
United States
Lydia J.
The price is AED 441
AED 987 total
includes taxes & fees
6 Mar - 7 Mar
New Studio In Town, By the Water
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 AED 514
AED 1,127 total
includes taxes & fees
5 Apr - 6 Apr
Lake Whitingham & Mount Snow Area Village Apartment
Property grounds

Apartment in Hancock

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
10.0 out of 10, Exceptional, (5 reviews)
"It was great experience and we loved the ammenities."
United States
Carrie C.
The price is AED 433
AED 915 total
includes taxes & fees
11 Mar - 12 Mar
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Outdoor dining

Apartment in Williamstown

Downtown | Waterfront | Walk to Shops
10.0 out of 10, Exceptional, (7 reviews)
"Perfect setup for anyone visiting Williamstown."
United States
Michael P.
The price is AED 477
AED 1,062 total
includes taxes & fees
8 Mar - 9 Mar
Downtown | Waterfront | Walk to Shops
Gift shop

Apartment in Hancock

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
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 AED 433
AED 915 total
includes taxes & fees
11 Mar - 12 Mar
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Gift shop

Apartment in Hancock

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
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 AED 433
AED 915 total
includes taxes & fees
11 Mar - 12 Mar
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Golf

Apartment in Ludlow

Efficient condo near slopes with kitchenette & great location
8.6 out of 10, Excellent, (32 reviews)
"Nice place close to mountain easy in easy out"
United States
Aaron B.
The price is AED 393
AED 845 total
includes taxes & fees
10 Mar - 11 Mar
Efficient condo near slopes with kitchenette & great location
Beach

Apartment in Stephentown

2 Bed Berkshire Apt minutes to Jiminy Peak Ski
8.4 out of 10, Very Good, (12 reviews)
"Great location and property. thank you"
United States
Christine P.
The price is AED 482
AED 964 total
includes taxes & fees
8 Mar - 9 Mar
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Exterior

Apartment in Hancock

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
10.0 out of 10, Exceptional, (11 reviews)
"Room was perfect location for skiing. Able to see slopes and a few of the chairlifts from room. Beds were super comfortable. Parking was close by and in private area which helped avoid parking in huge resort parking lot. Owner was very responsive."
United States
Charles
The price is AED 433
AED 915 total
includes taxes & fees
11 Mar - 12 Mar
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Exterior

Apartment in Hancock

Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
10.0 out of 10, Exceptional, (2 reviews)
"The one-bedroom aparment is spacious, very clean, nice and funtional furniture and a perfectly well equipped kitchen area. Our 2 grandchildren had a fun time. And the apartament is footsteps from the ski lifts - a real treat! I highly recommend it!Ps. And the owner is always at hand, very helpful, and concerned that all is perfect for the guest's stay."
United States
Antonio S.
The price is AED 433
AED 915 total
includes taxes & fees
11 Mar - 12 Mar
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
Indoor pool

Apartment in Hancock

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
9.8 out of 10, Exceptional, (22 reviews)
"Great place to spend the new years holiday! Perfect location for skiing!"
United States
Alexandra D.
The price is AED 433
AED 915 total
includes taxes & fees
11 Mar - 12 Mar
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Indoor pool

Apartment in Dover

Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
9.6 out of 10, Exceptional, (5 reviews)
"Amazing experience at Mount Snow! Leah is the best owner! Attentive and accessible. "
United States
Jayanne S.
The price is AED 505
AED 1,471 total
includes taxes & fees
5 Apr - 6 Apr
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
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.
View all properties

Eid al-Fitr Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bennington Hotel Reviews

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

6/10 Okay
"Accommodations were tires Breakfast staff was surly "
Andreas 1-night trip
Posted 8 hours ago
The Equinox Golf Resort & Spa

Frequently asked questions

What's it like to stay at an apartment in Bennington?
You can search through 8 apartments in Bennington for your vacation. Why not visit the area's ski slopes and take time to enjoy its majestic mountain landscape while you're here?
Are you thinking about an apartment instead of a traditional hotel?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples who want a more local feel, but also for families who want the conveniences of home.
What's the best apartment I should consider for a stay in Bennington?
Listed below are some of the favorite apartments in the area: Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK: Located in Ludlow, 44 mi/70.7 km from the heart of Bennington. Includes laundry facilities, free WiFi, and private patios. A fitness center and onsite laundry facilities are on site. Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside: Located 28.9 mi/46.5 km away in Dorset. Free WiFi, private balconies, and fireplaces are included. Access to onsite laundry facilities is available on site. Stratton South Long Trail Studio Adjacent to the Village and Lifts: Located in Stratton, 22.3 mi/35.9 km away. Includes private balconies, fireplaces, and sofa beds. Onsite laundry facilities and an outdoor pool are on site. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den: Located 16.8 mi/27 km away in West Dover. Free WiFi, fireplaces, and Smart TVs are included. A fitness center and an outdoor pool are on site. Long Trail House Studio at Stratton Mountain Resort: Located in Stratton, 22.3 mi/35.9 km from Bennington. Includes fireplaces and sofa beds. Onsite laundry facilities and a hot tub are on site.
How many apartments can I expect to find in Bennington?
Expedia has 8 apartments to book in Bennington.
What will the weather be like when I travel 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 temp of 66°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Bennington are January, March, February, and December, with each month seeing an average of 8 inches 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 Battle Monument 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 Intl. Airport (ALB), which is located 31.7 mi (51 km) away from the heart of the city. 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, consider renting a car to take in more sights.

Explore a world of travel with Expedia