Holiday Rentals in Bennington

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Bennington holiday rentals
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Best family friendly Bennington holiday rentals

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

1920's Bennington Vermont Guest Barn - Bennington
9.6 201 reviews
Bennington
07/01 – 07/08
HK$1534/nightTotal: HK$10738 (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.
North Bennington, Vt Conveniently Located Unit. - Bennington
9.7 81 reviews
Bennington
07/01 – 07/08
HK$978/nightTotal: HK$6846 (7 )

North Bennington, Vt Conveniently Located Unit.

1 1
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.
Charming 2-bedroom Apartment In Superb Bennington With Wifi - Bennington
9.8 7 reviews
Bennington
10/05 – 10/07
HK$1290/nightTotal: HK$2580 (2 )

Charming 2-bedroom Apartment In Superb Bennington With Wifi

2 2
apartment , Bennington
This Bennington apartment, ideally located near Bennington Potters Yard and Fiddlehead at Four Corners, offers easy access to Green Mountain National Forest and Lake Shaftsbury State Park, though precise distances aren't specified.
The 93 square metre (approx. 1000 sq ft) self-catering flat sleeps up to four guests comfortably in two bedrooms, with a queen, twin, and full bed, and includes a fully equipped kitchen with fridge, microwave, and dishwasher, plus WiFi, a washing machine, and on-site parking.
Vermont Downtown Oasis - Two Bedroom In Picturesque Downtown - Bennington
10 9 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.

Best pet friendly Bennington holiday rentals

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

Walkable Modern 2br In Downtown - Right Unit - Bennington
9.8 60 reviews
Bennington
07/01 – 07/08
HK$1179/nightTotal: HK$8253 (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.
Modern, Stylish Apartment On Stunning Horse Farm In Shaftsbury Vermont. - Bennington
10 3 reviews
Bennington
06/27 – 06/29
HK$2747/nightTotal: HK$5494 (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.
New Log Cabin - Privacy, Views, Trails - Bennington
Bennington
06/27 – 06/29
HK$5706/nightTotal: HK$11412 (2 )

New Log Cabin - Privacy, Views, Trails

1 2
cabin , Searsburg
This secluded mountain lodge in Searsburg, Vermont, offers breathtaking views and is situated 3 kilometres from the towns of Bennington and Wilmington, with close proximity to Woodford State Park and Molly Stark State Park.
This rustic yet modern lodge accommodates 16 guests, featuring 2 bathrooms, a cosy fireplace with large windows, a spacious deck, and direct access to snowmobile trails, with nearby Nordic ski trails at Woodford State Park and opportunities for hiking, fishing, and swimming, as well as convenient access to Stratton and Mount Snow ski resorts.
Walkable Modern 2br In Downtown - Left Unit - Bennington
9.7 49 reviews
Bennington
10/05 – 10/07
HK$2245/nightTotal: HK$4490 (2 )

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 1
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

< 1 Mi To Historic District! Retreat In Bennington - Bennington
10 1 review
Bennington
07/01 – 07/08
HK$1696/nightTotal: HK$11872 (7 )

< 1 Mi To Historic District! Retreat In Bennington

1 1
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.
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.
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.
Cozy Loft Steps From Vt Downtown - Bennington
9.6 5 reviews
Bennington
07/01 – 07/08
HK$1135/nightTotal: HK$7945 (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.
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