Vacation Rentals in Bennington, VT

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Bennington, VT holiday rentals
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37 Holiday rentals and Airbnb in Bennington, VT

Best family friendly Bennington, VT holiday rentals

Among the 37 accommodations in Bennington, VT, here are the 4 best family friendly rentals

Walkable Modern 2br In Downtown - Right Unit - Bennington, VT
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.
1920's Bennington Vermont Guest Barn - Bennington, VT
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.
Quiet Apartment Getaway - Bennington, VT
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.
Dreamy & Stylish Log Cabin Near Town W/ Fast Wifi - Bennington, VT
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

White Rock Farm - Bennington, VT
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.
Modern, Stylish Apartment On Stunning Horse Farm In Shaftsbury Vermont. - Bennington, VT
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.
Guest Cottage - Mountain Views, History & Hiking - Bennington, VT
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.
Green Mountain Getaway - Bennington, VT
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?

    Cozy Modern Sugar House With Spectacular Views, Victorian Home In Bennington - Vermont and Scenic Vermont Studio are the most popular Airbnb and holiday rentals in Bennington, VT among travellers.

  • 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?

    Among the Airbnbs in Bennington, VT, Cozy Modern Sugar House With Spectacular Views, Scenic Vermont Studio and Cooper's Place are the most popular ones.

  • 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?

    The best holiday rental with a pool in Bennington, VT is Historic Home In Old Bennington - Vermont.

  • 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?

    The best rentals for families and kids in Bennington, VT are Suite Sunset 311 Rice Lane Bennington Vt, Two Brooks Lodge and Awesome 3 Bedroom Apartment Close To It All.

  • 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?

    The best holiday rentals or Airbnb with a jacuzzi in Bennington, VT are Two Brooks Lodge, Perfect For Leaf Peeping W\/bar Room - Hot Tub and Historic Inn Wbar Room - Hot Tub - 6 Bedrooms.

  • 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

< 1 Mi To Historic District! Retreat In Bennington - Bennington, VT
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

Cozy Loft Steps From Vt Downtown - Bennington, VT
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.
Green Mountain Getaway - Bennington, VT
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 Gem W/ Smart Tv Near Historic District! - Bennington, VT
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.
The Old Pine House - Bennington, VT
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.
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