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

Find holiday rentals that suit your style

Apartment image
Apartments
Apartments
cabin image
Cabins
Cabins

Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Bennington apartments

Property grounds

1. Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT
Arlington
10.0 out of 10, Exceptional, (66 reviews)
"Excellent place, fantastic hosts, highly recommend."
United States
Mike K.
The price is AU$370
includes taxes & fees
8 Nov - 9 Nov
Spacious apartment in beautiful, historic Arlington VT
A building with a sign reading 'Fire Tower Restaurant & Tavern.'

2. Fourth-floor Stratton Village studio with valley-view balcony

Fourth-floor Stratton Village studio with valley-view balcony
Stratton
The price is AU$326
includes taxes & fees
19 Nov - 20 Nov
Fourth-floor Stratton Village studio with valley-view balcony
A dining room with a wooden table, four chairs, a vase with flowers, and a view of greenery outside.

3. Historic Home with Colonial Charm in Manchester

Historic Home with Colonial Charm in Manchester
Manchester
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful old historic house, a pleasure and treasure to get to stay there!"
United States
Mary Ann E.
The price is AU$544
includes taxes & fees
10 Nov - 11 Nov
Historic Home with Colonial Charm in Manchester
A playground with slides and climbing structures surrounded by trees.

4. Cozy Bromley Retreat — Ski-In, Ski-Out

Cozy Bromley Retreat — Ski-In, Ski-Out
Bromley Mountain
9.4 out of 10, Exceptional, (21 reviews)
"The place was clean and had all the essentials. Right across from pool and great stay."
United States
Andrew P.
The price is AU$618
includes taxes & fees
19 Nov - 20 Nov
Cozy Bromley Retreat — Ski-In, Ski-Out
A modern kitchen with a central island, stainless steel appliances, pendant lighting, and a view to the dining area.

5. Modern Mountain Retreat w/ Chef’s Kitchen

Modern Mountain Retreat w/ Chef’s Kitchen
Manchester
10.0 out of 10, Exceptional, (1 review)
"Communication with Caroline was top notch and speedy! Very clear instructions for accessing the property and check out. Even though this place is connected with two other rooms/units ( I think that is what it is) we never heard them and hopefully we didn't bother them either!The house was amazing inside and out. The location was exceptional!Thank you for a beautiful stay!"
United States
Eva G.
The price is AU$604
includes taxes & fees
10 Nov - 11 Nov
Modern Mountain Retreat w/ Chef’s Kitchen
A living room with a television, sofa, and coffee table.

6. Long Trail House South Wing 2B2B Condo

Long Trail House South Wing 2B2B Condo
Stratton
10.0 out of 10, Exceptional, (8 reviews)
"Very clean 2br 2ba condo in excellent location. Host provided detailed important information that helped us find property and how to access unit. I would definitely recommend staying here."
United States
Eileen R.
Long Trail House South Wing 2B2B Condo
A large indoor swimming pool with wooden beams and a central decorative structure.

7. Equinox Getaway | Queen Guest Room w/ Sauna & Spa

Equinox Getaway | Queen Guest Room w/ Sauna & Spa
Manchester Village Historic District
The price is AU$360
includes taxes & fees
23 Nov - 24 Nov
Equinox Getaway | Queen Guest Room w/ Sauna & Spa
A large indoor swimming pool with wooden beams and a central decorative structure.

8. Equinox Haven | King Room w/ Pool & Spa Access

Equinox Haven | King Room w/ Pool & Spa Access
Manchester Village Historic District
The price is AU$389
includes taxes & fees
23 Nov - 24 Nov
Equinox Haven | King Room w/ Pool & Spa Access
A large indoor swimming pool with wooden beams and a central decorative structure.

9. Queen's Quarters | 2 Queen Room + Mountain View

Queen's Quarters | 2 Queen Room + Mountain View
Manchester Village Historic District
The price is AU$421
includes taxes & fees
23 Nov - 24 Nov
Queen's Quarters | 2 Queen Room + Mountain View
A large indoor swimming pool with wooden beams and a central decorative structure.

10. Enchanting Equinox | 2 Queen Room + Pool & Spa

Enchanting Equinox | 2 Queen Room + Pool & Spa
Manchester Village Historic District
The price is AU$405
includes taxes & fees
23 Nov - 24 Nov
Enchanting Equinox | 2 Queen Room + Pool & Spa
A large indoor swimming pool with wooden beams and a central decorative structure.

11. Accessible Guest Room | King + Mountain View

Accessible Guest Room | King + Mountain View
Manchester Village Historic District
The price is AU$459
includes taxes & fees
11 Nov - 12 Nov
Accessible Guest Room | King + Mountain View
A large indoor swimming pool with wooden beams and a central decorative structure.

12. Accessible Retreat | King Room + Mountain View

Accessible Retreat | King Room + Mountain View
Manchester Village Historic District
The price is AU$459
includes taxes & fees
11 Nov - 12 Nov
Accessible Retreat | King Room + Mountain View
A large indoor swimming pool with wooden beams and a central decorative structure.

13. Majestic Equinox | King Room + Mountain View

Majestic Equinox | King Room + Mountain View
Manchester Village Historic District
The price is AU$459
includes taxes & fees
11 Nov - 12 Nov
Majestic Equinox | King Room + Mountain View
A large indoor swimming pool with wooden beams and a central decorative structure.

14. Oversized Retreat | King Suite + Pool & Spa Access

Oversized Retreat | King Suite + Pool & Spa Access
Manchester Village Historic District
The price is AU$496
includes taxes & fees
11 Nov - 12 Nov
Oversized Retreat | King Suite + Pool & Spa Access
A large indoor swimming pool with wooden beams and a central decorative structure.

15. Cozy Quarters | 2 Queen + Mountain View

Cozy Quarters | 2 Queen + Mountain View
Manchester Village Historic District
The price is AU$496
includes taxes & fees
11 Nov - 12 Nov
Cozy Quarters | 2 Queen + Mountain View
A large indoor swimming pool with wooden beams and a central decorative structure.

16. Grand Equinox | 2 Queen Room + Pool & Spa Access

Grand Equinox | 2 Queen Room + Pool & Spa Access
Manchester Village Historic District
The price is AU$517
includes taxes & fees
11 Nov - 12 Nov
Grand Equinox | 2 Queen Room + Pool & Spa Access
"The best part of this place is the backyard. Sitting next to the river, watching the fire was real FUN! It felt like camping without the inconvenience of real camping.." ...Lina (no fee for firewood)

17. New Studio In Town, By the Water

New Studio In Town, By the Water
Williamstown
10.0 out of 10, Exceptional, (21 reviews)
"Great location, we really enjoyed our stay! "
United States
Lydia J.
The price is AU$406
includes taxes & fees
15 Nov - 16 Nov
New Studio In Town, By the Water
A wicker sofa with a floral cushion, a wicker table with magazines, and a standing fan in a room with large windows and wooden floors.

18. 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
8.0 out of 10, Very good, (2 reviews)
"Excellent accommodations. Outside patio with grill was very nice. Private parking is a plus. Would definitely rent this apartment again."
United States
Ruthie K.
The price is AU$285
includes taxes & fees
9 Nov - 10 Nov
Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
A rectangular pool with a brick deck, surrounded by lounge chairs and umbrellas.

19. 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 AU$437
includes taxes & fees
8 Nov - 9 Nov
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
"The best part of this place is the backyard. Sitting next to the river, watching the fire was real FUN! It felt like camping without the inconvenience of real camping.." ...Lina (no fee for firewood)

20. Downtown | Waterfront | Walk to Shops

Downtown | Waterfront | Walk to Shops
Williamstown
9.8 out of 10, Exceptional, (13 reviews)
"Great location, very clean, included washer dryer, picnic area by river, large parking space."
United States
Douglas
The price is AU$427
includes taxes & fees
15 Nov - 16 Nov
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.
View all properties

Bennington and related destinations

Stroll through the charming city centre, where the Bennington Museum showcases local art and the famous 'Bennington Flag.' Hike up to the Bennington Battle Monument for panoramic views, then explore the covered bridges and Robert Frost's grave in nearby North Bennington.

See all hotels in Bennington
A mountainous landscape with autumn foliage, a prominent church spire, and a winding road.

Top reviews in Bennington

A room with two single beds, a desk, and a radiator.
Colonel Williams Inn

Colonel Williams Inn

Colonel Williams Inn
Brattleboro

8/10 Good

The hosts were very welcoming and helpful and made us feel comfortable from the outset. The property is more than 200years old and in surprisingly good condition although the stairs to the accomodation floor on level one a
Australia
Peter
Reviewed September 20, 2018
Colonel Williams Inn

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?

Below are some of the top apartments in the area: Cozy Loft steps from VT Downtown: Includes free WiFi, a balcony and a Smart TV . Access to on-site laundry facilities is available on site . Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna: Located 22.3 mi/35.9 km away in Stratton . Free WiFi, a balcony and a fireplace are included . A fitness centre and 1 hot tub 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 Harmon Hill, or simply take in cultural attractions like Bennington Museum and Robert Frost Stone House Museum. While here, Prospect Mountain Cross-Country Ski Center and Woodford State Park 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.