This cosy two-bedroom home is located just a short walk from Bennington's town centre, with its shops, restaurants and attractions, and is within easy driving distance of popular ski resorts like Mt Snow, Bromley, Stratton, and Prospect Mountains. The property has received excellent ratings for its location, cleanliness, and overall experience. The house provides a comfortable living space for up to six guests, with a private master bedroom, a spacious living room with a fold-out bed, and a garden with a deck. Amenities include a fully equipped kitchen, air conditioning, Wi-Fi, and parking, although a washing machine and dryer are not available for guest use.
9.8 52 reviews
Bennington, VT
15/10 – 26/10
SG$314/nighttotal: SG$3454 (11 )
Green Mountain Getaway
1 2
apartment , Bennington
The Green Mountain Getaway is a three-bedroom house in Bennington, Vermont, offering easy access to Bennington's museums and the Green Mountains' hiking trails, distances varying depending on the precise location within the town. This self-catering property sleeps six, boasting a fully equipped kitchen with fridge, microwave, and dishwasher, plus a washing machine, air conditioning, Wi-Fi, garden, and parking.
10 96 reviews
Bennington, VT
01/07 – 08/07
SG$198/nighttotal: SG$1386 (7 )
Modern Rustic Hideaway In Town
1 1
apartment , Bennington
This one-bedroom flat is located in the centre of Bennington, just a 0.8km walk from the town's main attractions and amenities. It has received excellent ratings for its location, cleanliness and overall experience. The flat has a modern kitchen, a comfortable living space and can accommodate up to two guests. It includes a range of amenities such as air conditioning, a fitness centre, parking, and laundry facilities.
9.7 27 reviews
Bennington, VT
13/08 – 22/08
SG$348/nighttotal: SG$3132 (9 )
Green Mountain Getaway
3 3
apartment , Bennington
This Bennington apartment is situated less than 1.6km from Green Mountain National Forest, Bennington Potters Yard, and Fiddlehead at Four Corners, offering easy access to local attractions. This three-bedroom property boasts 135 square metres of floor space, sleeping up to six guests and including a fully equipped kitchen, in-unit laundry, free parking, and complimentary Wi-Fi.
9.8 60 reviews
Bennington, VT
15/10 – 26/10
SG$296/nighttotal: SG$3256 (11 )
Walkable Modern 2br In Downtown - Right Unit
1 2
apartment , Bennington
This two-bedroom flat is situated in a central Bennington neighbourhood, just a short walk from Walmart, Hannaford, and other shops, making it a convenient base for exploring the area. The flat has consistently received excellent ratings for its location, cleanliness, and overall experience. The flat comfortably sleeps up to six guests and features a well-equipped kitchen with a fridge and freezer. Amenities include air conditioning, a garden, parking, and free Wi-Fi, allowing you to relax and enjoy your stay.
10 1 review
Bennington, VT
01/07 – 08/07
SG$278/nighttotal: SG$1946 (7 )
< 1 Mi To Historic District! Retreat In Bennington
1 1
apartment , Bennington
This charming flat is situated in Bennington, just a short walk from Hemmings Motor News Car Lover's Convenience Store & Vehicle Display and a 14.5km drive from Bennington Potters Yard. The area is known for its car enthusiasts and pottery lovers, offering a unique blend of modern and historical attractions. The apartment spans 93 square metres and comfortably accommodates up to 4 guests, with one bedroom and one bathroom. It comes equipped with a kitchen, a washing machine, a dryer, and free parking, ensuring a comfortable and convenient stay.
8.5 27 reviews
Bennington, VT
01/07 – 08/07
SG$192/nighttotal: SG$1344 (7 )
Historic Downtown Apartment Near Skatepark
1 1
apartment , Bennington
This four-bedroom flat is located in downtown Bennington, Vermont, just a short walk from the new walking trail that connects to North Bennington and Main Street, where you'll find local restaurants and shops. The apartment can accommodate up to six guests and has a laundry/breezeway area, a kitchen with a fridge and microwave oven, and air conditioning. The apartment also has parking and internet access, making it a convenient and comfortable choice for your stay.
9.7 49 reviews
Bennington, VT
15/10 – 26/10
SG$295/nighttotal: SG$3245 (11 )
Walkable Modern 2br In Downtown - Left Unit
1 2
apartment , Bennington
This Bennington apartment is conveniently located just a short distance from supermarkets like Walmart and Hannaford, as well as a range of shops, making it easy to pick up essentials and explore the local area. The surrounding area also offers opportunities for outdoor recreation, with ski areas, mountains, hiking trails and lakes all within easy reach. This comfortable self-catering property is ideal for families or groups of up to six people. The apartment has a kitchen with a fridge, freezer and microwave oven, as well as air conditioning, parking, and internet access.
9.7 6 reviews
Bennington, VT
13/08 – 22/08
SG$385/nighttotal: SG$3465 (9 )
Large Country Ranch On 2 Acres
4 3
apartment , Bennington
This charming four-bedroom house is located in Bennington, Vermont, just an hour from Saratoga Springs and its horse races, and within easy reach of ski resorts like Mt. Snow and Bromley Mountain. The property has consistently received excellent ratings for its cleanliness, location, and overall experience. The house features a spacious living area with a fireplace, a large wraparound deck with stunning mountain views, and a fully equipped kitchen. Guests can enjoy a range of amenities, including WiFi, a laundry room, a large parking lot, and easy access to various outdoor activities like skiing, hiking, and horse shows in nearby towns.
10 131 reviews
Bennington, VT
01/07 – 08/07
SG$509/nighttotal: SG$3563 (7 )
White Rock Farm
1 1
gîte , Bennington
This family-friendly farmhouse is situated just 4.7km from Bennington Potters Yard and within 10km of several other attractions including Fiddlehead at Four Corners, Howard Park, Robert Frost Stone House Museum, and the Bennington Museum. The property has received excellent ratings for its location, cleanliness, and overall user experience. This spacious farmhouse spans 223 square metres, comfortably accommodating up to 12 guests across five bedrooms and three bathrooms. Guests can enjoy a range of amenities including air conditioning, a terrace, a garden, and parking, as well as a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher.
Bennington, VT
15/10 – 26/10
SG$364/nighttotal: SG$4004 (11 )
Cozy Cottage Heaven
1 2
apartment , Bennington
This secluded cottage is situated on 8 hectares of private land, 1.6 kilometres from downtown Bennington's dining establishments. This apartment offers a private setting with a kitchen and capacity for two guests, ideal for romantic retreats or as a base for exploring the area.
9.7 187 reviews
Bennington, VT
15/10 – 26/10
SG$399/nighttotal: SG$4389 (11 )
Bennington Guest Farmhouse
1 2
apartment , Bennington
This Victorian farmhouse is located just a mile outside of Bennington, Vermont, making it a convenient base for exploring the town and surrounding countryside. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The farmhouse offers spacious accommodation for up to nine guests, with five bedrooms and two bathrooms spread across 251 square metres. Guests can enjoy a range of amenities, including a fully equipped kitchen, a terrace, a garden, and parking, as well as a gas fireplace and air conditioning for comfort.
Best family friendly Bennington, VT lodging
Among the 50 accommodations in Bennington, VT, here are the 4 best for families
9.9 109 reviews
Bennington, VT
13/08 – 22/08
SG$238/nighttotal: SG$2142 (9 )
Suite Sunset
311 Rice Lane
Bennington Vt
1 3
apartment , Bennington
This Bennington apartment is situated on a private 50-acre property, less than 1.6 kilometres from Bennington College and close to the town centre. The self-contained apartment offers a private entrance, spacious living areas, and a fully equipped kitchen, comfortably accommodating up to three guests.
10 59 reviews
Bennington, VT
13/08 – 22/08
SG$454/nighttotal: SG$4086 (9 )
Awesome 3 Bedroom Apartment Close To It All
1 3
apartment , Bennington
This three-bedroom apartment is located above The Elm Street Market in downtown Bennington, putting you within easy walking distance of restaurants, historical sights, and the town centre. The apartment consistently receives excellent ratings for its location, cleanliness, and overall experience. The flat has a spacious living room, a well-equipped kitchen, and a three-season porch, comfortably accommodating up to five guests. You'll have access to a range of modern amenities, including Wi-Fi, a smart TV, and a gourmet deli downstairs, offering everything from breakfast sandwiches to gourmet espresso.
9.0 172 reviews
Bennington, VT
15/10 – 26/10
SG$302/nighttotal: SG$3322 (11 )
Two Brooks Lodge
1 2
house , Bennington
Two Brooks Lodge is situated just 8.9 kilometres from the Bennington Battle Monument and 6.9 kilometres from the Bennington Museum, in a peaceful location ideal for exploring the area's history and attractions. The property has received consistently high ratings for its cleanliness, location, and overall experience. This three-bedroom lodge offers 125 square metres of space, comfortably accommodating up to eight guests. Enjoy the convenience of a fully equipped kitchen, a relaxing Jacuzzi, and a terrace with stunning river and mountain views, perfect for soaking up the Bennington atmosphere.
9.6 201 reviews
Bennington, VT
13/08 – 22/08
SG$317/nighttotal: SG$2853 (9 )
1920's Bennington Vermont Guest Barn
1 3
apartment , Bennington
This spacious apartment is situated in a peaceful rural setting just outside Bennington, Vermont, within easy reach of the Bennington Museum and Robert Frost Museum, and a short drive from popular ski resorts. It enjoys excellent ratings for location, cleanliness, and overall user experience. The apartment has three bedrooms and one bathroom, spanning 90 square metres and comfortably accommodating up to seven guests. It comes equipped with a range of modern amenities, including a fully equipped kitchen, a private terrace and garden, and a spa, offering everything you need for a relaxing and enjoyable stay.
Best Bennington, VT accommodations with a kitchen
9.6 127 reviews
Bennington, VT
01/07 – 08/07
SG$175/nighttotal: SG$1225 (7 )
1 Bedroom Guest House On Dead-end Rd
1 1
apartment , Bennington
This one-bedroom flat is situated in a peaceful residential area in Bennington, just 5km from the Southwestern VT Medical Center, 40km from Mount Snow, 25km from MassMoca, and a 15-minute walk from the town centre. Guests consistently rate the apartment highly for its cleanliness, location, and overall experience. The self-contained flat has a private patio and can accommodate up to two guests. Amenities include a fully equipped kitchen, on-site parking, and easy access to a range of attractions in the surrounding area.
9.9 95 reviews
Bennington, VT
01/07 – 08/07
SG$172/nighttotal: SG$1204 (7 )
Cozy Loft Steps From Vt Downtown
1 1
apartment , Bennington
This one-bedroom loft apartment in Bennington is located within walking distance of the historic Old Bennington district, offering easy access to shops, restaurants, and historical landmarks. The apartment features a private balcony with views of Mount Anthony and the Bennington Monument, as well as a spacious living area with high vaulted ceilings and a large bay window.
9.4 7 reviews
Bennington, VT
12/10 – 23/10
SG$233/nighttotal: SG$2563 (11 )
< 1 Mi To Historic District! Retreat In Bennington
1 2
apartment , Bennington
This holiday home in Bennington, Vermont is conveniently located just a short drive from the Bennington Museum, the Robert Frost Trailhead, and the Bradford Putnam Wetlands. Enjoy the peace and quiet of the surrounding area, with easy access to local attractions. The property has one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy the well-equipped kitchen, dedicated workspace, mountain views, and outdoor seating, perfect for a relaxing stay.
9.6 5 reviews
Bennington, VT
12/10 – 23/10
SG$215/nighttotal: SG$2365 (11 )
Cozy Loft Steps From Vt Downtown
1 2
apartment , Bennington
This renovated Bennington loft apartment, situated in the town centre, offers easy walking access to Historic Old Bennington and its amenities, with major highways and nearby ski resorts also conveniently accessible. The third-floor flat features a high-vaulted ceiling, a private balcony with Mount Anthony and the Bennington Monument views, accommodating two guests with one bedroom, one bathroom, fiber Wi-Fi, and Chromecast with YouTube TV.
Frequently asked questions about accommodations in Bennington, VT
What are the most characteristic landscapes and terrains found in Bennington, Vermont?
Bennington is characterised by its rolling hills, typical of Vermont's landscape. The Green Mountains provide a dramatic backdrop, and the area features a mix of forests, farmland, and charming villages. The Walloomsac River also winds its way through the area.
What are the best accommodations in Bennington, VT?
What are the best outdoor activities in Bennington, Vermont?
Hiking and biking trails abound in and around Bennington. The Green Mountain National Forest is nearby, offering many opportunities for exploring the wilderness. The area is also popular for scenic drives, offering beautiful views of the Vermont countryside. There are several parks within Bennington itself perfect for picnics and relaxing.
What are the best accommodations with a pool in Bennington, VT?
What is the best time of year to visit Bennington, Vermont with kids?
Summer (June-August) offers warm weather perfect for outdoor activities like hiking and exploring. Autumn (September-October) provides stunning foliage, creating a picturesque setting for family outings. However, both seasons can be busy, so consider shoulder seasons for a less crowded experience.
What are the best accommodations with a jacuzzi in Bennington, VT?
Are there any local customs to be aware of in Bennington, Vermont?
Bennington is a friendly and welcoming community. A general politeness and respect for the environment are appreciated. Being mindful of the pace of life, which tends to be more relaxed than in larger cities, will contribute to a pleasant experience.
What are the best accommodations for families and kids in Bennington, VT?
What are the best ways to interact with locals and learn about their culture in Bennington, Vermont?
Visiting local businesses, such as independent shops and restaurants, provides opportunities to chat with residents. Attending local events and festivals offers a chance to engage with the community. The Bennington Museum can also provide insight into the local history and culture.
What are the best pet friendly accommodations in Bennington, VT?
What are some lesser-known attractions or hidden gems in Bennington, Vermont?
The Park McCullough House is a beautiful example of Victorian architecture, offering guided tours. Exploring the smaller villages surrounding Bennington, such as Shaftsbury, can reveal charming shops and scenic landscapes. The Emerald Lake is a beautiful spot for a quiet walk.
What are the best accommodations with parking in Bennington, VT?
What are some must-try local dishes in Bennington, Vermont?
Maple syrup features prominently in many Vermont dishes, from pancakes to ice cream. Local cheeses and craft beers are also must-tries. Many restaurants in Bennington showcase seasonal ingredients, offering fresh and delicious meals. Look for restaurants featuring locally sourced produce.
Nearby regions
Best Bennington, VT lodgings with a pool
Among the 50 accommodations in Bennington, VT, here are the 1 best ones with a pool
9.3 21 reviews
Bennington, VT
12/10 – 23/10
SG$314/nighttotal: SG$3454 (11 )
Sold. Not Taking Any Stays
5 2
apartment , Bennington
This five-bedroom home is located in a friendly neighbourhood in Bennington, just a short drive from the town centre and the Bennington Museum. The property has consistently received excellent ratings for its cleanliness, location and overall experience. This spacious house can comfortably accommodate up to seven guests and features a large living area, a well-equipped kitchen, a charming three-season porch and a large deck with a barbecue grill. Guests can enjoy access to a shared garden, a fitness centre, parking and a wood-burning stove.
Best Bennington, VT accommodations with a balcony
9.0 172 reviews
Bennington, VT
15/10 – 26/10
SG$302/nighttotal: SG$3322 (11 )
Two Brooks Lodge
1 2
house , Bennington
Two Brooks Lodge is situated just 8.9 kilometres from the Bennington Battle Monument and 6.9 kilometres from the Bennington Museum, in a peaceful location ideal for exploring the area's history and attractions. The property has received consistently high ratings for its cleanliness, location, and overall experience. This three-bedroom lodge offers 125 square metres of space, comfortably accommodating up to eight guests. Enjoy the convenience of a fully equipped kitchen, a relaxing Jacuzzi, and a terrace with stunning river and mountain views, perfect for soaking up the Bennington atmosphere.
9.6 5 reviews
Bennington, VT
12/10 – 23/10
SG$215/nighttotal: SG$2365 (11 )
Cozy Loft Steps From Vt Downtown
1 2
apartment , Bennington
This renovated Bennington loft apartment, situated in the town centre, offers easy walking access to Historic Old Bennington and its amenities, with major highways and nearby ski resorts also conveniently accessible. The third-floor flat features a high-vaulted ceiling, a private balcony with Mount Anthony and the Bennington Monument views, accommodating two guests with one bedroom, one bathroom, fiber Wi-Fi, and Chromecast with YouTube TV.