This Bennington apartment, a luxurious conversion of a historic building on the state register, enjoys a prime downtown location, within walking distance of restaurants and shops, and a short drive (approximately 30-60 km depending on the resort) from Mount Snow, Bromley, Stratton, and Prospect Mountains. The two-bedroom, one-bathroom flat offers guests the entire top floor, sleeping up to four, and includes a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, air conditioning, parking, and excellent guest reviews.
9.7 49 reviews
Bennington, VT
05/10 – 07/10
£214/nighttotal: £428 (2 )
Walkable Modern 2br In Downtown - Left Unit
2 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.
10 1 review
Bennington, VT
05/10 – 07/10
£195/nighttotal: £390 (2 )
< 1 Mi To Historic District! Retreat In Bennington
1 2
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.
10 6 reviews
Bennington, VT
01/07 – 08/07
£95/nighttotal: £665 (7 )
A Cozy Taste Of Vermont
1 2
apartment , Bennington
This Bennington flat offers easy access to downtown, located just a short walk from local amenities. This one-bedroom flat accommodates two guests and features a kitchen, air conditioning, internet, parking, and a gaming system, with unique design considerations for guests of mid-size stature.
9.6 5 reviews
Bennington, VT
01/07 – 08/07
£113/nighttotal: £791 (7 )
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.
9.8 7 reviews
Bennington, VT
05/10 – 07/10
£123/nighttotal: £246 (2 )
Charming 2-bedroom Apartment In Superb Bennington With Wifi
2 2
apartment , Bennington
This Bennington apartment, ideally located near Bennington Potters Yard and Fiddlehead at Four Corners, offers easy access to Green Mountain National Forest and Lake Shaftsbury State Park, though precise distances aren't specified. The 93 square metre (approx. 1000 sq ft) self-catering flat sleeps up to four guests comfortably in two bedrooms, with a queen, twin, and full bed, and includes a fully equipped kitchen with fridge, microwave, and dishwasher, plus WiFi, a washing machine, and on-site parking.
9.7 55 reviews
Bennington, VT
05/10 – 07/10
£124/nighttotal: £248 (2 )
Quiet Apartment Getaway
1 2
apartment , Bennington
This Bennington apartment, ideally situated in southern Vermont, offers easy access to attractions in Vermont, New York, and Massachusetts. The two-bedroom, one-bathroom flat sleeps five guests and boasts a fully equipped kitchen including a dishwasher, plus free parking and Wi-Fi; a unique birch forest wall feature adds character to this comfortable home-from-home.
9.4 10 reviews
Bennington, VT
27/06 – 04/07
£712/nighttotal: £4984 (7 )
Serene Getaway In The Vermont National Forrest
4 2
apartment , Woodford
This four-bedroom apartment is located near Williamstown, Vermont, just a short distance from the Appalachian Trail, MASS MOCA, the Clark Art Museum, the Williamstown Summer Theater, and a world-class Nordic centre. The apartment has received excellent user and location ratings, and a very good cleanliness rating. The property is a spacious home with two bathrooms, suitable for up to eight guests. The apartment comes with a fully equipped kitchen, a Jacuzzi, a garden, a sauna, parking, and internet access, making it ideal for families or groups seeking a relaxing and comfortable stay.
10 61 reviews
Bennington, VT
05/10 – 07/10
£275/nighttotal: £550 (2 )
Awesome 3 Bedroom Apartment Close To It All
1 2
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.
10 9 reviews
Bennington, VT
05/10 – 07/10
£269/nighttotal: £538 (2 )
Vermont Downtown Oasis - Two Bedroom In Picturesque Downtown
2 2
apartment , Bennington
This Bennington apartment, situated above Haberdasher Wine and Provisions in the town centre, is within walking distance of restaurants, shops, and breweries, and a short drive from the Green Mountain National Forest and several ski resorts including Mount Snow. The self-catering flat, occupying the entire second floor of a historic building on the state historic register, offers two bedrooms, one bathroom, and sleeps four, complete with a fully equipped kitchen including a fridge, microwave, and dishwasher, plus air conditioning, parking and internet access.
9.3 32 reviews
Bennington, VT
27/06 – 29/06
£1360/nighttotal: £2720 (2 )
Private Home On 37 Acres With Stunning Mountain Views
5 2
apartment , Shaftsbury
This private house is located in Shaftsbury, Vermont, just 18 kilometres from the Bennington Battle Monument and 67 kilometres from Albany International Airport. The property has excellent user, location, and cleanliness ratings, making it a popular choice for travellers. The five-bedroom property can accommodate up to twelve guests, offering ample space for families or groups. Guests can enjoy a range of amenities, including a fully equipped kitchen, a terrace with a barbecue, a jacuzzi, a spa, a tennis court, a garden, and free parking and Wi-Fi.
9.4 7 reviews
Bennington, VT
01/07 – 08/07
£142/nighttotal: £994 (7 )
< 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.
Best family friendly Bennington, VT Holiday Apartments and Self Catering Accommodations
Among the 31 accommodations in Bennington, VT, here are the 4 best family friendly holiday apartments
10 63 reviews
Bennington, VT
27/06 – 04/07
£155/nighttotal: £1085 (7 )
3-bedroom Country Home With Mountain Views
3 2
apartment , Shaftsbury
This three-bedroom Shaftsbury apartment, ideal for families, enjoys a peaceful countryside setting near mountains perfect for hiking and skiing, with nearby lakes for boating and streams for fishing, all within easy reach of local golf courses, museums and shops. Sleeping six guests, this self-catering property boasts a fully equipped kitchen (fridge, microwave), air conditioning, a garden, parking, and excellent guest reviews; enjoy the tranquil atmosphere and scenic farm views.
10 82 reviews
Bennington, VT
01/07 – 08/07
£304/nighttotal: £2128 (7 )
Dreamy & Stylish Log Cabin Near Town W/ Fast Wifi
1 2
apartment , Bennington
This log cabin is tucked away in the woods near Bennington, Vermont, less than an hour from the New York Thruway, 40 minutes from Mount Snow, 30 minutes from Manchester Center, and 30 minutes from Mass MOCA. This highly-rated property boasts excellent reviews for its location, cleanliness, and overall experience. The home has two bedrooms and two bathrooms, comfortably accommodating up to six guests. The property boasts modern amenities, including a fully-equipped kitchen, super-fast Wi-Fi, and a basement entertainment area with a pool table, pinball machine, darts, and ping pong table.
9.7 82 reviews
Bennington, VT
01/07 – 08/07
£97/nighttotal: £679 (7 )
North Bennington, Vt Conveniently Located Unit.
1 2
apartment , Bennington
This ground-floor flat is located in the quiet town of North Bennington, just a short walk from the Park McCullough Mansion and less than 1.6km from Bennington College. The property consistently receives excellent ratings for its cleanliness, location, and overall experience. The flat is fully furnished and can accommodate up to four guests, making it perfect for families or groups of friends. Enjoy the peace and quiet of the private patio with a fire pit, explore the nearby lake with the provided kayak, or take advantage of the convenient proximity to local restaurants, shops, and attractions.
9.6 201 reviews
Bennington, VT
01/07 – 08/07
£172/nighttotal: £1204 (7 )
1920's Bennington Vermont Guest Barn
1 2
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 apartment rentals with a garden
9.7 62 reviews
Bennington, VT
05/10 – 07/10
£214/nighttotal: £428 (2 )
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.
9.8 52 reviews
Bennington, VT
05/10 – 07/10
£202/nighttotal: £404 (2 )
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.
9.6 129 reviews
Bennington, VT
01/07 – 08/07
£115/nighttotal: £805 (7 )
1 Bedroom Guest House On Dead-end Rd
1 2
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 97 reviews
Bennington, VT
05/10 – 07/10
£181/nighttotal: £362 (2 )
Cozy Loft Steps From Vt Downtown
1 2
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.
Frequently asked questions about apartment rentals in Bennington, VT
When should one visit Bennington, Vermont, for the best experience?
The best time to visit is during the autumn, for the spectacular foliage. Summer offers pleasant weather for outdoor activities, while winter is ideal for skiing and snowboarding at nearby resorts. Spring can be unpredictable, but offers a quieter experience.
What is the average daily budget one should plan for (accommodation, food, transportation, activities) in Bennington, Vermont?
A daily budget of £150-£300 per person should comfortably cover accommodation, meals, local transportation and entry fees to attractions. This is just an estimate, and costs can vary depending on your choices. Budget-friendly options are available, but luxury accommodation will increase the cost significantly.
What are the best apartments with a jacuzzi in Bennington, VT?
Are there any cultural festivals unique to Bennington, Vermont?
Bennington doesn't have a large-scale, internationally renowned festival. However, the town hosts several smaller events throughout the year, often related to the arts and local history. Checking local event listings closer to your travel dates would be advisable.
What are the best apartments for families and kids in Bennington, VT?
What sports or recreational activities are a big draw in Bennington, Vermont?
Hiking and mountain biking are popular in the area, with trails around Mount Anthony offering various difficulty levels. Nearby ski resorts cater to winter sports enthusiasts, and the area also offers opportunities for fishing and other outdoor pursuits.
What are the best pet friendly apartments in Bennington, VT?
How can one best interact with locals to learn about Bennington, Vermont's traditions?
The best way to learn about local traditions is by striking up conversations with people at local businesses, such as restaurants, shops, or the Bennington Museum. Many locals are happy to share their knowledge and insights about the town's history and culture. Attending local events can also provide opportunities for interaction.
What are the best apartments with parking in Bennington, VT?
What are the best local dishes to try in Bennington, Vermont?
Maple syrup features heavily in many local dishes, from pancakes to more sophisticated desserts. Vermont cheddar cheese is also a must-try, often used in local cuisine. Many restaurants offer hearty New England-style meals, featuring locally sourced ingredients.
What specific items should one pack for a trip to Bennington, Vermont?
Pack comfortable walking shoes, as you'll likely be doing a fair bit of exploring on foot. Layers of clothing are essential, as the weather can be unpredictable. Don't forget a raincoat, especially if travelling during the autumn or spring. In winter, warm clothing and appropriate footwear for snow and ice are vital.
What are the top sights to visit in Bennington, Vermont?
The Bennington Battle Monument is a must-see, offering panoramic views. The Bennington Museum provides a fascinating insight into the region's history and art. Exploring the charming downtown area and visiting the shops and restaurants is also highly recommended. For outdoor enthusiasts, Mount Anthony offers incredible hiking opportunities.
Nearby regions
Best Bennington, VT holiday apartments with a kitchen
10 56 reviews
Bennington, VT
05/10 – 07/10
£266/nighttotal: £532 (2 )
The Old Pine House
1 2
apartment , Bennington
This renovated 1830s house is centrally located in downtown Bennington, Vermont, within walking distance of shops, restaurants, a dispensary, and a brewery. This 2,000 square foot property boasts three bedrooms, two bathrooms, and sleeps six, featuring an updated kitchen with modern appliances, in-house laundry, and spacious porches.
9.9 111 reviews
Bennington, VT
05/10 – 07/10
£153/nighttotal: £306 (2 )
Modern Retreat In Heart Of Town
1 2
apartment , Bennington
This Bennington apartment, a short walk from the town centre and close to The Blue Benn diner, offers easy access to Bennington's amenities and the local bike path. The two-bedroom, one-bathroom flat sleeps four, features a fully equipped kitchen with high-top table, king-size and twin beds, ample storage, a three-season porch with mountain views, and private off-street parking.
9.9 35 reviews
Bennington, VT
01/07 – 08/07
£262/nighttotal: £1834 (7 )
Vermont🍁🌲
3 2
apartment , Bennington
This apartment is located just outside Bennington, within a couple of kilometres of shops and restaurants, offering a peaceful retreat in the woods. It consistently receives excellent ratings for its cleanliness, location, and overall experience. The apartment has three bedrooms and two bathrooms, comfortably accommodating up to four guests. It features a fully equipped kitchen, internet access, and a garden, making it an ideal choice for families or groups looking for a relaxing and convenient base in Bennington.
10 96 reviews
Bennington, VT
05/10 – 07/10
£123/nighttotal: £246 (2 )
Modern Rustic Hideaway In Town
1 2
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.
Best Bennington, VT holiday apartments with air conditioning
9.7 27 reviews
Bennington, VT
05/10 – 07/10
£243/nighttotal: £486 (2 )
Green Mountain Getaway
3 2
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.
8.5 27 reviews
Bennington, VT
01/07 – 08/07
£126/nighttotal: £882 (7 )
Historic Downtown Apartment Near Skatepark
4 2
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 6 reviews
Bennington, VT
01/07 – 08/07
£183/nighttotal: £1281 (7 )
Large Country Ranch On 2 Acres
4 2
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.