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Compare 31 Apartments in Bennington with updated reviews, rates, and availability.

Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside
Exterior
Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside
10.0 out of 10, Exceptional, (4)
"We adored this place! Such a peaceful getaway while still close to town. We (stupidly) did not save the access instructions which was only an issue as there is no cell service while there. Thankfully I was able to pull up the email anyways but just a heads up for those visiting! Would 110% come back!"
Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside
Traveler Dream Space in the Center of Downtown Bennington Steps From Everything!
Sweet dreams in this queen size ornate iron bed.
Traveler Dream Space in the Center of Downtown Bennington Steps From Everything!
9.4 out of 10, Exceptional, (15)
"Great location in downtown Bennington"
Traveler Dream Space in the Center of Downtown Bennington Steps From Everything!
Luxe 'Green Barn' Near Skiing w/ Mt Equinox Views!
Manchester Center Vacation Rental | 1BR | 1BA | 2,000 Sq Ft | Stairs Required
Luxe 'Green Barn' Near Skiing w/ Mt Equinox Views!
10.0 out of 10, Exceptional, (32)
"We loved staying at this cozy barn! The beds are so comfortable and the location was ideal! Will definitely be coming back for a longer stay! Highly recommend!"
Luxe 'Green Barn' Near Skiing w/ Mt Equinox Views!
Cozy private apartment with winter views of Mt Equinox
Dining
Cozy private apartment with winter views of Mt Equinox
10.0 out of 10, Exceptional, (16)
"First time traveling East & we picked a perfect spot to stay. Plenty of room for myself & husband. Great kitchen & kitchen ware for meals. We especially enjoyed the deck outside. Good location to town, that we walked & explored around town. Bed was comfortable as well as having plenty of seating room. Easy check in process & communication."
Cozy private apartment with winter views of Mt Equinox
Renovated Ski-in/ski-out Peru Condo at Bromley Mtn
Terrace/patio
Renovated Ski-in/ski-out Peru Condo at Bromley Mtn
3.0 star property
Renovated Ski-in/ski-out Peru Condo at Bromley Mtn
Sunny Stratton Townhome ~ 1 Mi to Skiing!
Living area
Sunny Stratton Townhome ~ 1 Mi to Skiing!
3.0 star property
Sunny Stratton Townhome ~ 1 Mi to Skiing!
Long Trail House Studio at Stratton Mountain Resort
Living room with view of bar seating and kitchen
Long Trail House Studio at Stratton Mountain Resort
10.0 out of 10, Exceptional, (55)
"Perfect "
Long Trail House Studio at Stratton Mountain Resort
Stratton South Long Trail Studio Adjacent to the Village and Lifts
Bar seating area adjacent to living room
Stratton South Long Trail Studio Adjacent to the Village and Lifts
9.4 out of 10, Exceptional, (56)
"Right across the road from Stratton Mountain. Check in was easy. Place was clean and comfortable. Much nicer and roomier than a typical hotel room. Highly recommended"
Stratton South Long Trail Studio Adjacent to the Village and Lifts
Studio style farm stay
Exterior
Studio style farm stay
9.0 out of 10, Wonderful, (28)
"Nice use of old barn ā€¦ fun arty touches. Quite and clean and very convenient for exploring around North Bennington and surrounding country."
Studio style farm stay
Spacious apartment in beautiful, historic Arlington VT
Exterior
Spacious apartment in beautiful, historic Arlington VT
10.0 out of 10, Exceptional, (34)
"Great quiet location. Huge apt. Would definitely stay again!"
The price is AEDĀ 698
AEDĀ 893 total
includes taxes & fees
24 Sep - 25 Sep
Spacious apartment in beautiful, historic Arlington VT
Manchester Center Retreat w/ Mtn View, Near Skiing
Manchester Center Vacation Rental | 2BR | 1BA | 900 Sq Ft | Stairs Required
Manchester Center Retreat w/ Mtn View, Near Skiing
9.6 out of 10, Exceptional, (24)
"The location was wonderful- close to where we wanted to go. The apartment was clean and the perfect size for the four of us. Hosts were very helpful."
Manchester Center Retreat w/ Mtn View, Near Skiing
2 block walk to Manchester shops! Short drive to slopes! Pet friendly.
Interior
2 block walk to Manchester shops! Short drive to slopes! Pet friendly.
8.0 out of 10, Very Good, (1)
"My family and I stayed at this property and really enjoyed our time overall. It is in a great location, check in was easy, the host was very nice, parking easy. When we checked in, all of the windows were open. Deducting one star because some of the windows in the space didnā€™t have a screen attached and since I was traveling with two small children, I was worried about them. I know my situation is not the norm. It would be a perfect stay for a couple or family with older children!"
2 block walk to Manchester shops! Short drive to slopes! Pet friendly.
Ambient Manchester Hideaway w/ Deck & Pond!
Manchester Vacation Rental | 2BR | 1BA | 850 Sq Ft | Steps Required to Access
Ambient Manchester Hideaway w/ Deck & Pond!
10.0 out of 10, Exceptional, (2)
"The carriage house apartment was cozy. The location is within walking distance to good restaurants. The hosts were friendly and welcoming. "
Ambient Manchester Hideaway w/ Deck & Pond!
Peaceful farm stay with mountain views, sunny patio, & firepit - near skiing
Peaceful farm stay with mountain views, sunny patio, & firepit - near skiing
8.0 out of 10, Very Good, (1)
"Everything was very clean for my family. It was a bit musty and because the space is over a garage they were woken up every morning between 5:30-6am when the owners would leave. Otherwise everything was great"
Peaceful farm stay with mountain views, sunny patio, & firepit - near skiing
Unexpected Style in a Cosy, Convenient In-Town Apartment
The bar is open. Help yourself and just replenish what you use. Honor system.
Unexpected Style in a Cosy, Convenient In-Town Apartment
9.6 out of 10, Exceptional, (61)
"Walking distance to all of the downtown shops. Clean quaint attached apartment, small restroom but overall a great property"
Unexpected Style in a Cosy, Convenient In-Town Apartment
Quiet, spacious, private, beautiful views above art studio
Exterior
Quiet, spacious, private, beautiful views above art studio
9.6 out of 10, Exceptional, (19)
"Unique property, has all you need. Perfect for our 2 night stay. Sleeps 2 in a bedroom & 2- snugly in a pullout bed. However my sons needed space- so one of them slept in the pullout bed & the other one slept on the rest of the massive sectional couch. Both were comfy. There is a k cup coffee maker and complimentary coffee pods, very nice! No regular coffee maker though if thatā€™s your style. The bathroom is large & the washer dryer is a great feature to have on a trip. check out the shaftsbury...
Quiet, spacious, private, beautiful views above art studio
Manchester Center Retreat w/ Mtn View, Near Skiing
Living area
Manchester Center Retreat w/ Mtn View, Near Skiing
3.0 star property
Manchester Center Retreat w/ Mtn View, Near Skiing
Bright Bromley Mountain Condo With 2 Balconies!
Living area
Bright Bromley Mountain Condo With 2 Balconies!
3.0 star property
6.0 out of 10, (1)
"The property is low cost in a nice area of Peru seconds from Bromley Mtn. BUT the property needs some serious updating -No AC. The host was more than accomodating. "
Bright Bromley Mountain Condo With 2 Balconies!
Downtown Victorian House
Antique brass for full bed for peaceful nights sleep.
Downtown Victorian House
10.0 out of 10, Exceptional, (5)
"Great experience staying at this apartment for 3 months in summer/fall of 2021. Itā€™s very convenient to everything, walking distance to downtown and 30-45 minutes from more outdoor adventures than we could squeeze into 3 months. Duane is an attentive host and takes great care of the property. He made sure it was fully stocked with everything we needed to feel at home."
Downtown Victorian House
Above the Mat- Downtown Apartment
Interior
Above the Mat- Downtown Apartment
10.0 out of 10, Exceptional, (1)
"We had a great time staying here to attend a local wedding. It was perfect location to access everything in town. The apartment was spacious and clean and the hosts went above and beyond to make us feel comfortable and happy! Would definitely recommend staying here."
Above the Mat- Downtown Apartment
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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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Other property types in Bennington

Perfect for Leaf Peeping w/Bar Room, Hot Tub
Bar Room
Perfect for Leaf Peeping w/Bar Room, Hot Tub
9.8 out of 10, Exceptional, (10)
"We had 15 members of my family in this old house. Another 5 at another VRBO , and 4 others that joined us all day Saturday. Good weather and the annual recognition of the Battle of Bennington was a wonderful surprise The house needs many repairs. The kitchen was a big disappointment "
Perfect for Leaf Peeping w/Bar Room, Hot Tub
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat
Nighttime view
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat
9.0 out of 10, Wonderful, (25)
"The vacation rental was perfect. Loved sitting outside on the porch listening the water in the brook, watching birds, seeing deer and the bunnies. "
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat
Great Place to get away and have clean fresh air surround you!
Book now for a magical & peaceful fall stay before its too late!
Great Place to get away and have clean fresh air surround you!
9.8 out of 10, Exceptional, (130)
"We enjoyed our stay. It was a beautiful cottage on a very nice pond. We enjoyed kayaking, eating our meals on the deck overlooking the water, and enjoying a fire every night. It also was only a couple hours away from Fort Ticonderoga, so we enjoyed going there one day. "
Great Place to get away and have clean fresh air surround you!
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.

Frequently asked questions

What's it like to stay at an apartment in Bennington?
You can choose from 6 apartments in Bennington for your stay. Why not visit the areaā€™s ski slopes and take time to enjoy its majestic mountain landscape while youā€™re here? Make time to visit the regionā€™s top sights such as Mount Snow.
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?
Here are some of the top apartments in the area: Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly: Located in Ludlow, 44 mi/70.7 km from the heart of Bennington. Includes private patios and sofa beds. Access to a spa tub is available on site. Long Trail House Studio at Stratton Mountain Resort: Located in Stratton, 22.3 mi/35.9 km away. Includes fireplaces and sofa beds. A spa tub and a sauna are on site. Studio style farm stay: Itā€™s located in North Bennington, 4 mi/6.4 km from Bennington. Includes free WiFi, private patios, and Smart TVs.
How many apartments can I expect to find in Bennington?
Expedia has 6 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 66Ā°F, while the coldest months are January and February with an average of 26Ā°F. The snowiest months in Bennington are January, April, March, and February, with each month seeing an average of 11 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 Woodford State Park and Harmen Hills Trail, or simply take in cultural attractions like Bennington Museum and Robert Frost Stone House Museum. While here, Bennington Battle Monument and Hemmings Motor News Car Loverā€™s Convenience Store & Vehicle Display 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 youā€™d like to venture out around the area, consider renting a car to take in more sights.