Holiday homes & B&B in Bennington
Choose the right place for you
REVIEWS
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9+ Exceptional
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8+ Fabulous
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7+ Very Good
DISTANCE FROM CENTRE
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Less than 1 km
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Less than 3 km
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Less than 5 km
Vacation rental deals in Bennington
We have selected the best vacation rentals in Bennington. Save money with Bluepillow by comparing the best deals from major travel websites in Bennington
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Bennington - United States
Studio Retreat
- 2 Guests 0Bedroom
10 Exceptional (97)My spacious studio is halfway between the ski slopes of southern Vermont and the cultural centers of Williamstown and North Adams, MA. The studio offers a quiet, countryside location while offering easy ...Check Availability -
Bennington - United States
1800s Schoolhouse in prime Vermont location.
- 4 Guests 1Bedroom
10 Exceptional (169)(Phone number hidden by Airbnb) ’s Schoolhouse located in the Historic Old Bennington. This amazing house has been newly remodeled with all the modern necessities needed combined with unmatched history ...Check Availability -
Bennington - United States
Romantic Private Vermont Cottage
- 4 Guests 1Bedroom
9.9 Exceptional (207)Welcome to beautiful southern VT! This is a private cottage located in Bennington, VT. The setting is picturesque, on a private lake with diverse wildlife, waterfall and covered bridge. Full kitchen, ...Check Availability -
Bennington - United States
Bennington Guest Barn 3 Bedrooms
- 7 Guests 3Bedrooms
10 Exceptional (73)Really sweet three bedroom apartment completely new & decorated in typical Vermont decor. Many amenities provided to make your stay feel like home. Convenient location: 1 mile to Bennington College, ...Check Availability -
Bennington - United States
Character House with 9’ first floor ceilings.
- 2 Guests 2Bedrooms
10 Exceptional (23)1906 house. Simple, bright and clean. In-town location near shops, attractions, and restaurants. 6 miles to National Forest trails. White Rocks trail down the street. Owner very knowledgeable about the ...Check Availability -
Bennington - United States
Milk House Cottage in Farm Setting
- 2 Guests 1Bedroom
10 Exceptional (22)Taraden Bed & Breakfast is nestled on 20 acres of southwest Vermont farmland in the beautiful and serene Village of North Bennington. OF NOTE: The Cottage is particularly suited for business travelers. ...Check Availability
Save on Bed & Breakfast in Bennington
Are you looking for an accommodation in Bennington and do you want to save money? Choose from 18 Bed & Breakfasts in Bennington
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Bennington - United States
Paradise Inn
- Hotel
8.1 Fabulous (443)Featuring an outdoor pool, tennis, shuffleboard, pickleball courts and a restaurant, Paradise Inn is located in Bennington and offers free WiFi. All rooms have splendid pool and garden views. Providing ...Check Availability -
Bennington - United States
Four Chimneys Inn
- Hotel
9.6 Exceptional (54)Housed in a mansion on an 11-acre estate with extensive gardens, Four Chimneys Inn is located in Old Bennington, Vermont, just 1.2 miles from the center of town. WiFi access is provided free of charge. Each ...Check Availability -
Bennington - United States
Bennington Motor Inn
- Hotel
7.5 Very Good (335)The Bennington Motor Inn attracts its guests with an appealing country-inn atmosphere. Situated on a gentle hillside, Bennington Motor Inn is just 3 1/2 blocks from Downtown Bennington, and so, ...Check Availability -
Bennington - United States
Starlight Inn
- Hotel
7.2 Very Good (224)This Bennington motel features an on-site fitness centre and offers complimentary breakfast and rooms with a TV. The downtown area is just 2 minutes' drive away. A microwave and refrigerator are ...Check Availability -
Bennington - United States
The Autumn Inn
- Hotel
6.7 Pleasant (226)This charming family-owned and operated motel is situated in the town of Bennington near local attractions and leisure activities and provides an on-site restaurant and comfortable guestrooms. Thoughtful ...Check Availability -
Bennington - United States
West Road Motel
- Hotel
6.4 Pleasant (162)This Vermont motel is just 2 miles from Old Towne Bennington. The motel offers fully non-smoking rooms and features free Wi-Fi access throughout the property. Rooms at West Road Motel showcase solid ...Check Availability
Farmhouse or Hotel? Choose from the best offers
Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?
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![Farmstays in Bennington]()
Farmstays in Bennington -
![Hotels in Bennington]()
Hotels in Bennington
The best places to stay in Bennington
Book an apartment in Bennington and choose the right accommodation for your needs
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Bennington - United States
Peaceful room in 1820s Farmhouse
- 2 Guests 1Bedroom
10 Exceptional (19)Light, peaceful room with queen bed and shared bath in a blissfully quiet 1820s Vermont farmhouse on a five-acre tree farm with a fresh spring and stream frontage. Beautiful rural setting, yet only a mile ...Check Availability -
Bennington - United States
Sunny Room on Tree Farm
- 3 Guests 1Bedroom
10 Exceptional (18)Sunny room with shared bath in blissfully quiet 1820s Vermont farmhouse on a five-acre tree farm with a fresh spring and stream frontage. Beautiful rural setting, yet only a mile to town! Cool off in the ...Check Availability -
Bennington - United States
BEAUTIFUL studio <0.5 mile from Bennington College
- 2 Guests 0Bedroom
10 Exceptional (16)Our newly renovated studio apartment is located minutes from Bennington College, and sits on 7 acres of land in the Green Mountain National Forest. It's on the second floor of our home through a private ...Check Availability -
Bennington - United States
VT Shangri la
- 4 Guests 1Bedroom
10 Exceptional (31)Create your own retreat at my lovely VT home, the last house on a dead end street; situated on 10 acres. Sit on the deck and take in the sunrise; walk to the Bennington Monument, 1/2 hour from amazing ...Check Availability -
Bennington - United States
Christmas Tree Farmhouse
- 9 Guests 5Bedrooms
10 Exceptional (91)This 1820, beautifully renovated Vermont colonial farmhouse with all the amenities of the 21st century is on a stunning 5 acre Christmas tree farm. It's 1.5 miles from downtown Bennington and has fine ...Check Availability -
Bennington - United States
Amazing 2nd Floor Apt in the Heart of Town
- 6 Guests 2Bedrooms
10 Exceptional (35)Our place is a 30 min drive to Mt Snow & Bromley. Prospect Mt X-Country skiing is a 10 min ride. We are a short walk to the Village of Bennington with dining, shops, galleries, breweries, Old Castle Theatre ...Check Availability
