Best apartment offers in Bennington, VT

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Bennington, VT apartments
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40 Best apartments in Bennington, VT

Best family friendly Bennington, VT Holiday Apartments and Self Catering Accommodations

Among the 40 accommodations in Bennington, VT, here are the 4 best family friendly holiday apartments

Walkable Modern 2br In Downtown - Left Unit - Bennington, VT
9.7 54 reviews

Walkable Modern 2br In Downtown - Left Unit

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.
Cozy Summer Retreat With Great Pet  Yard And Upgrades! Close To  Hiking Areas! - Bennington, VT
9.8 111 reviews

Cozy Summer Retreat With Great Pet Yard And Upgrades! Close To Hiking Areas!

apartment, Hoosick Falls
This apartment is situated in Hoosick Falls, a rural area bordering New York and Vermont, just 48-97 kilometres from several ski areas, offering a peaceful escape from city life. It has received excellent user ratings for its comfortable and well-equipped accommodation.
The apartment has three bedrooms, two bathrooms, and a floor area of 111 square meters, comfortably accommodating up to five guests. It offers a range of amenities, including a fully equipped kitchen, a Jacuzzi, a terrace, a garden, and a pet-friendly yard, making it ideal for families and groups looking for a relaxing and enjoyable stay.
Vermont Downtown Oasis - Two Bedroom In Picturesque Downtown - Bennington, VT
10 12 reviews

Vermont Downtown Oasis - Two Bedroom In Picturesque Downtown

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.
Bennington Guest Barn 3 Bedrooms - Bennington, VT
9.6 207 reviews

Bennington Guest Barn 3 Bedrooms

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

1769 Henry House/tavern / Near Manchester - Bennington, VT
10 79 reviews

1769 Henry House/tavern / Near Manchester

apartment, Bennington
The Henry House is a historic home situated on 25 acres of meadows and mountains, overlooking the Walloomsac River and the Henry Covered Bridge, a short distance from Bennington's historic downtown area. This property has received excellent ratings for its location, cleanliness and overall experience.
The house has a variety of rooms, including a cozy first-floor room, a grand ballroom/bridal suite, and a spacious upstairs room with exposed woodwork, accommodating up to 10 guests. Amenities include a fully equipped kitchen, a garden, parking, and a private bathroom for several rooms.
A Cozy Taste Of Vermont - Bennington, VT
10 15 reviews

A Cozy Taste Of Vermont

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.
Comfortable 2 Bedroom Home In Center Of Town. - Bennington, VT
9.6 179 reviews

Comfortable 2 Bedroom Home In Center Of Town.

apartment, Bennington
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.
Cozy Loft Steps From Vt Downtown - Bennington, VT
9.9 104 reviews

Cozy Loft Steps From Vt Downtown

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

  • What is Bennington, Vermont, famous for?

    Bennington, Vermont is known for its rich history, particularly its role in the American Revolution. The Battle of Bennington was fought nearby, and the town boasts historical sites like the Bennington Battle Monument. It's also renowned for its arts and culture scene, including the Bennington Museum and the vibrant arts community at Southern Vermont College. Finally, its stunning natural beauty and proximity to the Green Mountains make it a popular destination for outdoor enthusiasts.
  • What are some off-the-beaten-path spots to check out in Bennington, Vermont?

    For something less conventional, explore the Oldcastle Theatre Company for a unique theatrical experience. The Robert Hull Fleming Museum on the campus of Bennington College often has intriguing smaller exhibits. A hike up to Mount Anthony for panoramic views is also a rewarding, though somewhat strenuous, option. Finally, the smaller, local shops and galleries tucked away on Main Street often hold hidden gems.
  • When should one visit Bennington, Vermont for the best experience?

    The best time to visit Bennington is during the autumn (September-October) for the spectacular foliage, or during the summer (June-August) for pleasant temperatures and outdoor activities. Spring can be lovely, but it's a little unpredictable weather-wise. Winter offers a quieter experience with opportunities for skiing and snowboarding in nearby resorts.
  • Are there any cultural festivals unique to Bennington, Vermont?

    Bennington doesn't have a large-scale, internationally renowned festival specifically tied to it. However, the town participates in many regional events related to Vermont's heritage. Check local listings closer to your travel dates to see what smaller events might be happening during your visit.
  • What sports or recreational activities are a big draw in Bennington, Vermont?

    Hiking and mountain biking in the Green Mountains are very popular. Nearby ski resorts offer winter sports such as skiing and snowboarding. The area also provides opportunities for rock climbing and fishing in the region's rivers and streams.
  • How can one best interact with locals to learn about Bennington, Vermont's traditions?

    The best way to learn about Bennington's traditions is by striking up conversations with locals at the many independent shops and restaurants around town. Attending local events or visiting the Bennington Museum can offer insights into the area's history and culture. Many residents are happy to share their knowledge and experiences.
  • What are the best local dishes to try in Bennington, Vermont?

    Bennington boasts several excellent restaurants featuring classic New England fare. Maple syrup is a regional staple, often featured in various dishes and treats. Look for restaurants serving locally sourced ingredients and traditional Vermont recipes. Many establishments offer hearty, home-style meals.
  • What specific items should one pack for a trip to Bennington, Vermont?

    Pack comfortable walking shoes for exploring the town and hiking trails. Layers of clothing are essential, as the weather in Vermont can be unpredictable. For outdoor activities, bring appropriate gear, including rain gear, sunscreen, and insect repellent. Remember a camera to capture the stunning scenery.
  • What are the top sights to visit in Bennington, Vermont?

    The Bennington Battle Monument offers breathtaking views and historical significance. The Bennington Museum showcases the region's art and history. Exploring the charming downtown area with its unique shops and restaurants is a must. For nature lovers, a visit to the Green Mountain National Forest is highly recommended.

Nearby regions

Best Bennington, VT holiday apartments with a kitchen

1865 Farmhouse: Mountain, Monument & Meadow Views - Bennington, VT
9.9 28 reviews

1865 Farmhouse: Mountain, Monument & Meadow Views

apartment, Bennington
This private cottage, formerly the caretaker's residence of Colgate's Filmore Farms, offers secluded accommodation on 10 hectares of land at the base of Mount Anthony, providing direct access to hiking trails and a mere 500 metres from the Bennington Monument.
This three-bedroom, one-bathroom flat accommodates up to three guests and features a kitchen, air conditioning, parking, and internet, with expansive views of fields and mountains from its porch, ideal for those seeking winter sports or proximity to downtown Bennington's amenities.
< 1 Mi To Historic District! Retreat In Bennington - Bennington, VT
9.4 7 reviews

< 1 Mi To Historic District! Retreat In Bennington

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.
Large Country Ranch On 2 Acres - Bennington, VT
9.7 6 reviews

Large Country Ranch On 2 Acres

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.
The Old Pine House - Bennington, VT
10 61 reviews

The Old Pine House

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.

Best Bennington, VT holiday apartments with air conditioning

Bennington Guest Farmhouse 5 Bedrooms - Bennington, VT
9.7 190 reviews

Bennington Guest Farmhouse 5 Bedrooms

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.
Walkable Modern 2br In Downtown - Right Unit - Bennington, VT
9.7 65 reviews

Walkable Modern 2br In Downtown - Right Unit

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.
Cozy Loft Steps From Vt Downtown - Bennington, VT
9.8 7 reviews

Cozy Loft Steps From Vt Downtown

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.
Vermont Downtown Oasis - Bennington, VT
10 88 reviews

Vermont Downtown Oasis

apartment, Bennington
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.
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