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.
9.9 35 reviews
Bennington, VT
01/07 – 08/07
A$441/nighttotal: A$3087 (7 )
Vermont🍁🌲
1 1
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 59 reviews
Bennington, VT
05/10 – 07/10
A$524/nighttotal: A$1048 (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.
9.0 2 reviews
Bennington, VT
27/06 – 29/06
A$1582/nighttotal: A$3164 (2 )
Charming Restored Log Cabin In Hoosick Falls Ny On The Vermont Border
4 2
farm , Hoosick Falls
This four-bedroom Vermont farmhouse, near Bennington, offers a family-friendly escape, situated approximately 5km from the Green Mountain National Forest and 10km from Bennington Battlefield Park. Sleeping up to ten guests, this self-catering property boasts a fully equipped kitchen with dishwasher and microwave, air conditioning, a terrace, garden, parking, and Wi-Fi; barbecue facilities are also available for outdoor dining.
9.6 127 reviews
Bennington, VT
05/10 – 07/10
A$203/nighttotal: A$406 (2 )
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 95 reviews
Bennington, VT
01/07 – 08/07
A$191/nighttotal: A$1337 (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.
8.5 27 reviews
Bennington, VT
01/07 – 08/07
A$212/nighttotal: A$1484 (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.
10 9 reviews
Bennington, VT
05/10 – 07/10
A$514/nighttotal: A$1028 (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.
10 6 reviews
Bennington, VT
01/07 – 08/07
A$160/nighttotal: A$1120 (7 )
A Cozy Taste Of Vermont
1 1
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.
9.7 49 reviews
Bennington, VT
05/10 – 07/10
A$408/nighttotal: A$816 (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.
Bennington, VT
27/06 – 29/06
A$1036/nighttotal: A$2072 (2 )
New Log Cabin - Privacy, Views, Trails
1 2
cabin , Searsburg
This secluded mountain lodge in Searsburg, Vermont, offers breathtaking views and is situated 3 kilometres from the towns of Bennington and Wilmington, with close proximity to Woodford State Park and Molly Stark State Park. This rustic yet modern lodge accommodates 16 guests, featuring 2 bathrooms, a cosy fireplace with large windows, a spacious deck, and direct access to snowmobile trails, with nearby Nordic ski trails at Woodford State Park and opportunities for hiking, fishing, and swimming, as well as convenient access to Stratton and Mount Snow ski resorts.
9.8 7 reviews
Bennington, VT
05/10 – 07/10
A$234/nighttotal: A$468 (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.
Best family friendly Bennington, VT holiday rentals
Among the 37 accommodations in Bennington, VT, here are the 4 best family friendly rentals
9.8 60 reviews
Bennington, VT
01/07 – 08/07
A$214/nighttotal: A$1498 (7 )
Walkable Modern 2br In Downtown - Right Unit
1 1
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.
9.6 201 reviews
Bennington, VT
01/07 – 08/07
A$278/nighttotal: A$1946 (7 )
1920's Bennington Vermont Guest Barn
1 1
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.
9.7 55 reviews
Bennington, VT
05/10 – 07/10
A$235/nighttotal: A$470 (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.
10 82 reviews
Bennington, VT
01/07 – 08/07
A$512/nighttotal: A$3584 (7 )
Dreamy & Stylish Log Cabin Near Town W/ Fast Wifi
1 1
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.
Best pet friendly Bennington, VT holiday rentals
Among the 37 accommodations in Bennington, VT, here are the 4 best pet friendly rentals
10 131 reviews
Bennington, VT
01/07 – 08/07
A$564/nighttotal: A$3948 (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.
10 3 reviews
Bennington, VT
27/06 – 29/06
A$499/nighttotal: A$998 (2 )
Modern, Stylish Apartment On Stunning Horse Farm In Shaftsbury Vermont.
1 2
apartment , Shaftsbury
This Shaftsbury apartment, ideally situated near Harmon Hill and Prospect Mountain Cross-Country Ski Centre, offers convenient access to both outdoor pursuits and local shopping at Bennington Potters Yard and Fiddlehead at Four Corners. The one-bedroom flat sleeps four guests, boasting a queen-size bed, a luxurious shower, a living room with a futon, and a private outdoor sitting area, plus shared access to gazebos, gardens, and a pond.
10 90 reviews
Bennington, VT
05/10 – 07/10
A$301/nighttotal: A$602 (2 )
Guest Cottage - Mountain Views, History & Hiking
1 2
house , Bennington
This renovated cottage is situated in Old Bennington, a short walk from the Bennington Monument, First Church, Robert Frost's grave, and the Bennington Museum, offering a peaceful and historic setting. The property has received excellent ratings for user experience, location, and cleanliness. The cottage is a private and secluded dwelling with its own entrance, accommodating up to two guests. Amenities include a fully equipped kitchen, air conditioning, a garden, a fitness centre, parking, and internet access, along with sustainable practices and charming design features.
9.8 52 reviews
Bennington, VT
05/10 – 07/10
A$385/nighttotal: A$770 (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.
Frequently asked questions about holiday rentals in Bennington, VT
What essentials should you bring along for a trip to Bennington, Vermont?
Pack for all types of weather, as Vermont experiences distinct seasons. Comfortable walking shoes are a must for exploring the town and its trails. Layers of clothing are recommended, including a waterproof jacket and warm sweater, even in summer. Don't forget insect repellent, especially during warmer months.
What are the best Airbnb and holiday rentals in Bennington, VT?
What famous events or festivals are happening in Bennington, Vermont?
Bennington hosts several local events throughout the year. The Bennington Battle Day Parade is a significant annual event commemorating the battle. Many smaller, local festivals and craft fairs occur throughout the summer and autumn, celebrating local produce and artistry. Check local listings for specific dates.
What are the most popular Airbnbs in Bennington, VT?
What is the average daily budget you should plan for (accommodation, food, transportation, activities) in Bennington, Vermont?
A daily budget of approximately £150-£300 per person should comfortably cover accommodation, meals, local transportation (consider car rental for exploring the surrounding areas), and entry fees for attractions. This is just an estimate, and costs can vary depending on your choices.
What are the best holiday rentals with a pool in Bennington, VT?
Where can you find the best restaurants serving local dishes in Bennington, Vermont, and what are the must-try specialties?
The Walloomsac Inn is a popular choice, known for its refined New England cuisine. For a more casual dining experience, try the Four Corners Restaurant, which offers classic American fare with a Vermont twist. Be sure to sample local cheeses, maple syrup products, and hearty stews – quintessential Vermont flavours.
What are the best rentals for families and kids in Bennington, VT?
What are some less-famous attractions in Bennington, Vermont that are worth a visit?
The Bennington Museum, while not entirely unknown, often gets overlooked. It houses a significant collection of Vermont art and history. Exploring the town's charming streets and discovering local shops and galleries can also be a rewarding experience. Consider a hike on a less-traveled trail in the nearby Green Mountains.
What are the best rentals or Airbnbs with a jacuzzi in Bennington, VT?
What are the best activities for engaging with locals and understanding their culture in Bennington, Vermont?
Visiting local farmers' markets is a great way to interact with residents and learn about local produce and traditions. Attending a local event or festival allows for immersion in the community spirit. Striking up conversations with staff at local businesses can also lead to interesting insights into the local culture.
What unique natural landscapes and terrain features can travellers explore in Bennington, Vermont?
Bennington's location in the Green Mountains offers opportunities for hiking, with trails ranging in difficulty. The area features rolling hills, forests, and scenic overlooks. Exploring the Mount Anthony State Park provides access to stunning views and hiking opportunities.
How many days are ideal for a visit to Bennington, Vermont, and what are some itinerary suggestions?
Two to three days provide enough time to explore Bennington's key attractions and enjoy some of the surrounding natural beauty. A possible itinerary could include a day exploring the town's historical sites, a day hiking in the Green Mountains, and a day relaxing and enjoying local cuisine.
Nearby regions
Best Bennington, VT holiday rentals with a pool
Among the 37 accommodations in Bennington, VT, here are the 1 best rentals with a pool
10 1 review
Bennington, VT
05/10 – 07/10
A$373/nighttotal: A$746 (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.
Best Bennington, VT holiday rentals with parking
9.6 5 reviews
Bennington, VT
01/07 – 08/07
A$206/nighttotal: A$1442 (7 )
Cozy Loft Steps From Vt Downtown
1 1
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.
9.7 27 reviews
Bennington, VT
05/10 – 07/10
A$463/nighttotal: A$926 (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.
Bennington, VT
01/07 – 08/07
A$298/nighttotal: A$2086 (7 )
Bennington Gem W/ Smart Tv Near Historic District!
1 1
, Bennington
This Bennington cottage offers contactless check-in and is within walking distance of Bennington's town centre, close to the Bennington Arts Guild Gallery and Hemmings Motor News. The self-catering property sleeps two, includes a kitchen with fridge, microwave, and dishwasher, one bathroom, free on-site parking, and Wi-Fi; guests can easily explore Harmon Hill from this convenient location.
10 56 reviews
Bennington, VT
05/10 – 07/10
A$508/nighttotal: A$1016 (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.