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.
Quaint Hoosick Getaway - Bennington, VT
9.8 85 reviews

Quaint Hoosick Getaway

apartment, Hoosick Falls
This apartment is located in Hoosick Falls, just a short drive from Bennington, Vermont, Williamstown, Massachusetts, Manchester, Vermont, and Saratoga Springs, New York, making it a great base for exploring the region. The apartment has received excellent ratings for cleanliness, location, and overall experience.
The apartment is a comfortable and spacious home away from home, sleeping up to 5 people. Guests can enjoy a fully equipped kitchen, a private patio with a gas grill, and a cozy living area with wifi and TVs with Roku.
Love The Outdoors?  This Is The Place For You! - Bennington, VT
9.6 114 reviews

Love The Outdoors? This Is The Place For You!

apartment, Woodford
This charming cottage is situated in the Green Mountains, just 1.5km from Big Pond, 30km from Mount Snow and 5km from Prospect Mountain. The property has been consistently rated excellent for its location, cleanliness, and overall user experience.
The five-bedroom property comfortably sleeps up to 14 guests and includes a spacious living area, a front and back deck, a small yard, and a laundry room. Guests can enjoy a range of activities, including kayaking, canoeing, hiking, biking, and snowmobiling, as well as convenient amenities such as a charcoal grill, storage for bikes and kayaks, and a Jacuzzi.
The Crik House: Modern Digs, American Farm Country - Bennington, VT
10 44 reviews

The Crik House: Modern Digs, American Farm Country

apartment, Hoosick Falls
The Crik House, a newly renovated self-catering property in White Creek's historic farming district, is situated 8 minutes from Bennington College and 15 minutes (approx. 13 and 24 km respectively) from the Southwestern Vermont Medical Center.
This single-storey holiday home, sleeping four in two bedrooms and one bathroom, boasts a Scandinavian-modern design, high-speed internet, a fully equipped kitchen, EV charging, and is within walking distance of the White Creek Country Store; accessibility features include a low-threshold entry and walk-in shower.

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.
Vermont Vermont Vermont - Bennington, VT
No reviews

Vermont Vermont Vermont

apartment, Bennington
This two-bedroom flat in Bennington offers central access to local events and the Green Mountains, blending historic New England character with modern comforts.
This property, ideal for leaf-peeping and exploring the Green Mountains, accommodates up to six guests and features a garden, parking, air conditioning, and internet, providing a peaceful retreat.
A Cozy Taste Of Vermont - Bennington, VT
10 16 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.
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

The Ravens Nest - Bennington, VT
No reviews

The Ravens Nest

apartment, Woodford
The Raven's Nest, a three-bedroom flat, offers a secluded retreat within the woods of Woodford, Vermont, providing a peaceful escape surrounded by natural beauty. This newly remodelled dwelling accommodates up to six guests and features a propane fireplace, a fully equipped kitchen with a fridge, freezer, and microwave oven, along with internet access and parking.
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 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.
Vt Hilltop Retreat, Views, Fireplace, Near Mt Snow - Bennington, VT
No reviews

Vt Hilltop Retreat, Views, Fireplace, Near Mt Snow

apartment, Stamford
This southern Vermont hilltop lodge offers panoramic Green Mountain views, situated 35 kilometres from Mount Snow and close to Stratton, hiking trails, and the Massachusetts Museum of Contemporary Art.
This 418 square metre holiday home features 3 bedrooms, a bonus sleeping room, and a capacity for 8 guests, with amenities including a private in-ground swimming pool, a floor-to-ceiling stone fireplace, a den with a bar, and fast WiFi.

Best Bennington, VT holiday apartments with air conditioning

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.
Private Indoor Heated Pool + Hot Tub + Fire Pit + Pond, On 35 Acres - Sleeps 20 - Bennington, VT
9.4 9 reviews

Private Indoor Heated Pool + Hot Tub + Fire Pit + Pond, On 35 Acres - Sleeps 20

apartment, Hoosick Falls
This six-bedroom property is situated in Hoosick Falls, a short drive from the Berkshires and Vermont Mountains, offering a peaceful escape in the scenic countryside. The property has received excellent reviews from previous guests.
The spacious home can accommodate up to 20 guests, making it perfect for large families or groups of friends. Guests can enjoy a range of amenities, including an indoor heated pool and hot tub, a game room, a fishing pond, and a fire pit, ensuring a comfortable and entertaining stay.
Cozy Loft Steps From Vt Downtown - Bennington, VT
9.9 101 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.
< 1 Mi To Historic District! Retreat In Bennington - Bennington, VT
10 1 review

< 1 Mi To Historic District! Retreat In Bennington

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.
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