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

"The Victorian" - Bennington, VT
9.9 185 reviews

"The Victorian"

apartment, Pownal
This charming apartment is situated at the crossroads of Routes 7 & 346 in Pownal, Vermont, making it a convenient base for exploring both Williams College and the many attractions of southern Vermont and western Massachusetts. The property has received excellent ratings for location, cleanliness, and overall experience.
The apartment offers a spacious layout with 5 bedrooms, 2 full bathrooms, kitchens, dining rooms, and living rooms, providing ample space for families or groups of friends. It is equipped with modern amenities like Wi-Fi and satellite TV, and guests have access to the entire house and property, including ample parking, a garden, and a historic charm.
North Bennington, Vt Conveniently Located Unit. - Bennington, VT
9.7 88 reviews

North Bennington, Vt Conveniently Located Unit.

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.
Foliage Haven | Lake & Trails | Green Mountain - Bennington, VT
9.7 29 reviews

Foliage Haven | Lake & Trails | Green Mountain

apartment, Woodford
This charming cottage is located in Woodford, Vermont, just 3km from cross-country skiing trails and 14km from Bennington and Manchester for shopping and dining. The property has received excellent ratings for its cleanliness, location, and overall experience.
The cottage is perfect for families and groups of up to 10 guests, with a master bedroom, a full-bed room, a queen-bed room, and a bunk room. Guests can enjoy a private lake for swimming, paddle boating, paddle boarding, and kayaking, a fully equipped kitchen, a spacious living area, a washer and dryer, and a deck and yard.
The Cozy Cottage @ Woodford Lake - Bennington, VT
9.3 16 reviews

The Cozy Cottage @ Woodford Lake

apartment, Woodford
This charming cottage is situated on the shores of Woodford Lake, just a short drive from the town centre and within easy reach of the surrounding hills. The cottage has received excellent ratings for its cleanliness, location and overall experience, making it a popular choice for families and groups.
The cottage offers three bedrooms and one bathroom, comfortably accommodating up to five guests. Enjoy stunning lake views, a cosy living room with a gas fireplace, a fully equipped kitchen, and a private outdoor space perfect for relaxing and enjoying the fresh air.

Best Bennington, VT apartment rentals with a garden

1 Bedroom Guest House On Dead-end Rd - Bennington, VT
9.6 151 reviews

1 Bedroom Guest House On Dead-end Rd

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.
200 Yr Old Farmhouse On 45 Acres - Bennington, VT
9.8 175 reviews

200 Yr Old Farmhouse On 45 Acres

apartment, Shaftsbury
This charming gîte is situated in a peaceful rural setting just six miles from Arlington Town Forest, New Skete Monastery, and the Shaftsbury Historical Society Museum. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
This spacious two-bedroom holiday home can comfortably accommodate six guests and spans 209 square metres. The gîte features a fully equipped kitchen, a terrace, a garden, and parking, as well as air conditioning and internet access, making it ideal for families and groups looking for a relaxing and enjoyable stay.
Getaway Near Mass Moca, Great Hiking, Scenic Views - Bennington, VT
9.8 353 reviews

Getaway Near Mass Moca, Great Hiking, Scenic Views

apartment, Stamford
This Stamford, Vermont flat offers a peaceful base, just 16 kilometres from North Adams, Massachusetts, and within 800 metres of Clarksburg and Natural Bridge State Parks, with ski resorts like Mount Snow and Jiminy Peak a 56-64 kilometre drive away.
Guests can enjoy a private entrance to this one-bedroom flat, featuring a kitchenette with a fridge, freezer, and microwave, air conditioning, free WiFi, off-street parking for two cars, and an in-unit washer and dryer, accommodating up to two people.
Serene Getaway In The Vermont National Forrest - Bennington, VT
9.4 10 reviews

Serene Getaway In The Vermont National Forrest

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.

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 are the best apartments in Bennington, VT?

    Among the apartments in Bennington, VT, The Octopus's Garden, Victorian Home In Bennington - Vermont and Scenic Vermont Studio are the most popular ones.

  • 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?

    Victorian Home In Bennington - Vermont, Scenic Vermont Studio and Cooper's Place 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

Woodford Mountain - Bennington, VT
9.7 23 reviews

Woodford Mountain

apartment, Woodford
This charming Vermont house is located in Woodford, offering stunning lake views and easy access to Route 9, Mount Snow ski resort, and Bennington College. The property has consistently received excellent ratings from previous guests for its location, cleanliness, and overall experience.
The apartment has two bedrooms, two bathrooms, and a pull-out couch, comfortably accommodating up to six guests. Guests can enjoy a fully equipped kitchen, a front porch, and a new back deck, perfect for relaxing and enjoying the fresh Vermont air.
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.
Quiet, Cozy, Conveniently Located - Bennington, VT
No reviews

Quiet, Cozy, Conveniently Located

apartment, Shaftsbury
This one-bedroom flat in Shaftsbury, Southern Vermont, offers a prime location for exploring the region's year-round attractions, including skiing and hiking opportunities.
This stylish apartment accommodates two guests and features a kitchen and internet, serving as an excellent base for outdoor enthusiasts and those seeking a comfortable and memorable stay.
Year-round Vt Getaway/direct Vast Trail Access - Bennington, VT
No reviews

Year-round Vt Getaway/direct Vast Trail Access

apartment, Woodford
This apartment is situated in a private community in Woodford, offering direct access to nature trails perfect for outdoor activities.
This four-bedroom, two-bathroom flat accommodates up to 14 guests and features a fully equipped kitchen, air conditioning, and parking, with pets welcome.

Best Bennington, VT holiday apartments with air conditioning

Cozy Lake Escape, Peaceful Vermont Stay - Bennington, VT
9.9 34 reviews

Cozy Lake Escape, Peaceful Vermont Stay

apartment, Woodford
The Mountaintop Lake House—close To Mt Snow Ski Resort is a secluded lakefront property in Woodford, Vermont, situated approximately 32km from Mt Snow, 3km from Prospect Mountain, and within 8km of Woodford State Park and access to the Appalachian and Long Trails.
This three-bedroom, two-bathroom house sleeps eight, offering a full kitchen, grill, private parking, porches, a fire pit, lake access, and stunning Green Mountain views; nearby activities include snowmobiling on Woodford Snowbusters and VAST trails.
1920's Bennington Vermont Guest Barn - Bennington, VT
9.6 207 reviews

1920's Bennington Vermont Guest Barn

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.
Cozy 1-bedroom In Historic Bennington - Bennington, VT
No reviews

Cozy 1-bedroom In Historic Bennington

apartment, Bennington
This one-bedroom flat is centrally located in Bennington's historic Jefferson Heights district, just 320 metres from the Southern Vermont Medical Centre and a short drive from Prospect, Bromley, Mount Snow, Magic Mountain, and Stratton ski resorts, offering convenient access to local amenities and outdoor pursuits.
This pet-friendly accommodation for up to four guests includes air conditioning, Wi-Fi, and a kitchen with fridge and freezer, making it an ideal base for exploring the region's hiking trails and attractions.
Suite Sunset
311 Rice Lane
Bennington Vt - Bennington, VT
9.9 115 reviews

Suite Sunset 311 Rice Lane Bennington Vt

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.
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