Holiday Rentals in Bennington

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Bennington holiday rentals
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Bennington holiday rentals: compare the best deals

Best family friendly Bennington holiday rentals

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

Charming Restored Log Cabin In Hoosick Falls Ny On The Vermont Border - Bennington
9.0 2 reviews
Bennington
06/27 – 06/29
HK$8716/nighttotal: HK$17432 (2 )

Charming Restored Log Cabin In Hoosick Falls Ny On The Vermont Border

4 2
cabin , 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.
Dreamy & Stylish Log Cabin Near Town W/ Fast Wifi - Bennington
10 82 reviews
Bennington
07/01 – 07/08
HK$3195/nighttotal: HK$22365 (7 )

Dreamy & Stylish Log Cabin Near Town W/ Fast Wifi

1 2
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.
Vermont Downtown Oasis - Two Bedroom In Picturesque Downtown - Bennington
10 10 reviews
Bennington
10/05 – 10/07
HK$2829/nighttotal: HK$5658 (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.
3-bedroom Country  Home With Mountain Views - Bennington
10 63 reviews
Bennington
06/27 – 07/04
HK$1624/nighttotal: HK$11368 (7 )

3-bedroom Country Home With Mountain Views

3 2
apartment , Shaftsbury
This three-bedroom Shaftsbury apartment, ideal for families, enjoys a peaceful countryside setting near mountains perfect for hiking and skiing, with nearby lakes for boating and streams for fishing, all within easy reach of local golf courses, museums and shops.
Sleeping six guests, this self-catering property boasts a fully equipped kitchen (fridge, microwave), air conditioning, a garden, parking, and excellent guest reviews; enjoy the tranquil atmosphere and scenic farm views.

Best pet friendly Bennington holiday rentals

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

Private Home On 37 Acres With Stunning Mountain Views - Bennington
9.3 33 reviews
Bennington
06/27 – 06/29
HK$14285/nighttotal: HK$28570 (2 )

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.
White Rock Farm - Bennington
10 132 reviews
Bennington
07/01 – 07/08
HK$3422/nighttotal: HK$23954 (7 )

White Rock Farm

1 2
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.
Green Mountain Getaway - Bennington
9.9 55 reviews
Bennington
10/05 – 10/07
HK$2120/nighttotal: HK$4240 (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.
Walkable Modern 2br In Downtown - Left Unit - Bennington
9.7 49 reviews
Bennington
07/01 – 07/08
HK$1280/nighttotal: HK$8960 (7 )

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.

Frequently asked questions about holiday rentals in Bennington

  • What essentials should you bring along for a trip to Bennington, Vermont?

    Pack for all types of weather, as Vermont's climate can be unpredictable. Comfortable walking shoes are a must for exploring the town and surrounding areas. Layers of clothing are essential, as temperatures can fluctuate significantly, especially during shoulder seasons. Don't forget sunscreen, insect repellent, and a rain jacket.
  • What are the best Airbnb and vacation rentals in Bennington?

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

  • What famous events or festivals are happening in Bennington, Vermont?

    Bennington hosts several events throughout the year. The Bennington Battle Day Parade is a significant annual event commemorating a pivotal Revolutionary War battle. Check local listings for smaller, community-based events and festivals that might coincide with your visit.
  • What are the most popular Airbnbs in Bennington?

    Among the Airbnbs in Bennington, 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 £150-£300 per person should cover accommodation, meals, local transport, and entry fees to attractions. This is a broad estimate, and costs can vary depending on your choices of accommodation, dining, and activities.
  • What are the best vacation rentals with a pool in Bennington?

    The best vacation rental with a pool in Bennington 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 setting, try the Four Chimneys Inn, which offers hearty, traditional dishes. Maple syrup, cheddar cheese, and locally sourced produce are regional staples you should definitely sample.
  • What are the best rentals for families and kids in Bennington?

  • What are some less-famous attractions in Bennington, Vermont that are worth a visit?

    The Grandma Moses House and Studio is a fascinating look into the life of the renowned folk artist. The Monument and its grounds provide a tranquil escape, and exploring the nearby trails offers a chance to connect with nature. Many smaller galleries and craft shops in the town centre are worth browsing.
  • What are the best rentals or Airbnbs with a jacuzzi in Bennington?

  • 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 meet residents and sample local produce. Attending community events or festivals provides opportunities for interaction. Striking up conversations with staff at local businesses can also offer insights into the local culture.
  • What unique natural landscapes and terrain features can travellers explore in and around Bennington, Vermont?

    The Green Mountains offer a variety of landscapes, from rolling hills to steeper, more challenging terrain. Hiking trails abound, providing opportunities to explore forests, streams, and scenic overlooks. Mount Equinox offers panoramic views and various hiking trails to suit different fitness levels.
  • How many days are ideal for a trip to Bennington, Vermont, and what are some itinerary suggestions?

    Two to three days allow for a good exploration of Bennington and its surroundings. A possible itinerary could include a day exploring the town's historical sites, a day hiking in the Green Mountains, and a day dedicated to relaxing and enjoying local cuisine. Adjust this based on your interests and available time.

Nearby regions

Best Bennington holiday rentals with a pool

Among the 37 accommodations in Bennington, here are the 1 best rentals with a pool

< 1 Mi To Historic District! Retreat In Bennington - Bennington
9.4 7 reviews
Bennington
07/01 – 07/08
HK$1332/nighttotal: HK$9324 (7 )

< 1 Mi To Historic District! Retreat In Bennington

1 2
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.

Best Bennington holiday rentals with parking

The Old Pine House - Bennington
10 56 reviews
Bennington
10/05 – 10/07
HK$2798/nighttotal: HK$5596 (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.
< 1 Mi To Historic District! Retreat In Bennington - Bennington
10 1 review
Bennington
07/01 – 07/08
HK$1661/nighttotal: HK$11627 (7 )

< 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.
Awesome 3 Bedroom Apartment Close To It All - Bennington
10 61 reviews
Bennington
10/05 – 10/07
HK$2888/nighttotal: HK$5776 (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.
Green Mountain Getaway - Bennington
9.7 27 reviews
Bennington
10/05 – 10/07
HK$2553/nighttotal: HK$5106 (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.
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