Holiday Rentals in Bennington, VT

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

Best family friendly Bennington, VT holiday rentals

Among the 48 accommodations in Bennington, VT, here are the 4 best family friendly rentals

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.
Historic 1769 Vermont Home Near Manchester - Bennington, VT
10 79 reviews

Historic 1769 Vermont Home Near Manchester

apartment, Bennington
The Henry House is a historic home situated on 25 acres of meadows and mountains, overlooking the Walloomsac River and the Henry Covered Bridge, a short distance from Bennington's historic downtown area. This property has received excellent ratings for its location, cleanliness and overall experience.
The house has a variety of rooms, including a cozy first-floor room, a grand ballroom/bridal suite, and a spacious upstairs room with exposed woodwork, accommodating up to 10 guests. Amenities include a fully equipped kitchen, a garden, parking, and a private bathroom for several rooms.
Walkable Modern 2br In Downtown - Right Unit - Bennington, VT
9.7 65 reviews

Walkable Modern 2br In Downtown - Right Unit

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.
Cozy Summer Retreat With Great Pet  Yard And Upgrades! Close To  Hiking Areas! - Bennington, VT
9.8 111 reviews

Cozy Summer Retreat With Great Pet Yard And Upgrades! Close To Hiking Areas!

apartment, Hoosick Falls
This apartment is situated in Hoosick Falls, a rural area bordering New York and Vermont, just 48-97 kilometres from several ski areas, offering a peaceful escape from city life. It has received excellent user ratings for its comfortable and well-equipped accommodation.
The apartment has three bedrooms, two bathrooms, and a floor area of 111 square meters, comfortably accommodating up to five guests. It offers a range of amenities, including a fully equipped kitchen, a Jacuzzi, a terrace, a garden, and a pet-friendly yard, making it ideal for families and groups looking for a relaxing and enjoyable stay.

Best pet friendly Bennington, VT holiday rentals

Among the 48 accommodations in Bennington, VT, here are the 4 best pet friendly rentals

Two Brooks Lodge - Bennington, VT
9.1 190 reviews

Two Brooks Lodge

house, Bennington
Two Brooks Lodge is situated just 8.9 kilometres from the Bennington Battle Monument and 6.9 kilometres from the Bennington Museum, in a peaceful location ideal for exploring the area's history and attractions. The property has received consistently high ratings for its cleanliness, location, and overall experience.
This three-bedroom lodge offers 125 square metres of space, comfortably accommodating up to eight guests. Enjoy the convenience of a fully equipped kitchen, a relaxing Jacuzzi, and a terrace with stunning river and mountain views, perfect for soaking up the Bennington atmosphere.
Mountain Sanctuary Dome Rustic Solitude 5br - Bennington, VT
9.8 11 reviews

Mountain Sanctuary Dome Rustic Solitude 5br

apartment, Bennington
This five-bedroom Pownal house, perfect for large groups, is situated near Green Mountain National Forest, with Taconic Ridge State Forest and Southern Vermont College within 9.6km.
Sleeping up to 12 guests, this property boasts two bathrooms, a fully equipped kitchen including a fridge and stovetop, free Wi-Fi, a terrace, garden, parking, and on-site barbecue grills; enjoy the in-house fireplace and proximity to outdoor activities.
One Of A Kind Cozy Renovated Vt Barn- Where Family, Friends, Couples Gather - Bennington, VT
9.8 17 reviews

One Of A Kind Cozy Renovated Vt Barn- Where Family, Friends, Couples Gather

apartment, Shaftsbury
The Barn Retreat, a self-catering farmhouse near Bennington, Vermont, offers a rural escape approximately 72km from Manchester, providing easy access to local attractions and outdoor activities.
This 195 square metre property sleeps up to 10 guests in three bedrooms and two bathrooms, boasting a rustic-chic interior, a fitness centre, and a spacious great room with a fireplace; nearby activities include skiing at Stratton and Bromley mountains (approx. 72km).
5br Rustic Mountain Sanctuary Dome Home - Bennington, VT
9.9 136 reviews

5br Rustic Mountain Sanctuary Dome Home

bubble, Bennington
This unique dome-shaped dwelling is situated just 10km from Bennington, offering a secluded retreat in a scenic mountainous area. The property has received excellent ratings for its cleanliness, location, and overall guest experience.
This unusual accommodation sleeps up to 12 guests and features a fully equipped kitchen, two bathrooms, and a comfortable living space. Enjoy the peaceful surroundings, explore the nearby swimming holes, and take advantage of the on-site steward who can provide local tips and assistance.

Frequently asked questions about holiday rentals in Bennington, VT

  • What are the must-see sights in Bennington, Vermont?

    Bennington boasts several must-see attractions. The Old First Church, a beautiful example of New England architecture, is a popular spot. The Bennington Battle Monument, a towering structure commemorating a pivotal Revolutionary War battle, offers stunning views. The Robert Hull Fleming Museum at the University of Vermont's Bennington campus showcases diverse art and exhibits. For history buffs, the Bennington Museum is a great choice, detailing the area's rich past.
  • 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.

  • Are there any unique natural phenomena in Bennington, Vermont?

    While Bennington doesn't have dramatic, unique natural phenomena like geysers, its landscape itself is quite distinctive. The Green Mountains provide breathtaking scenery, offering hiking trails with varied difficulty levels and panoramic views. The area's numerous forests and rivers also provide opportunities for nature lovers to enjoy the peaceful surroundings. Specific locations like Mount Anthony State Park offer great hiking and scenic overlooks.
  • 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 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, including a waterproof jacket and warm sweater, even during summer. Don't forget sunscreen, insect repellent, and a hat for sun protection. A reusable water bottle is also highly recommended.
  • 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.

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

    Bennington hosts several events throughout the year. The Bennington Battle Day Parade, a significant historical commemoration, is a notable annual event. Local farmers' markets offer a taste of regional produce and crafts. Check local listings for smaller, community-based events that may be happening during your visit.
  • What are the best rentals for families and kids in Bennington, VT?

    The best rentals for families and kids in Bennington, VT are Two Brooks Lodge, Suite Sunset 311 Rice Lane Bennington Vt and Perfect For Leaf Peeping W\/bar Room - Hot Tub.

  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) in Bennington, Vermont?

    A daily budget will vary greatly depending on your travel style. Accommodation costs can range from £50 to £200 per night, food can range from £25 to £75 per day, and activities and transportation can add another £20 to £50 per day. Therefore, a reasonable daily budget could range from £100 to £300 per person, depending on your choices.
  • What are the best rentals or Airbnbs with a jacuzzi in Bennington, VT?

  • Where can you find the best restaurants serving local dishes in Bennington, Vermont, and what are the must-try specialties?

    Bennington has several charming restaurants. The Walloomsac Inn is a well-regarded option, known for its upscale dining experience. For more casual fare, there are various cafes and pubs around town. Local specialties often feature Vermont cheese, maple syrup, and seasonal produce. Look for dishes incorporating these ingredients for an authentic taste of the region.
  • What are some less-famous attractions in Bennington, Vermont that are worth a visit?

    Beyond the main attractions, explore the charming streets of downtown Bennington. Discover hidden gems like local art galleries and independent shops. The Bennington College campus is architecturally interesting and worth a stroll. Consider visiting some of the smaller, local museums or historical societies in the area.
  • 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 community events or local festivals allows for engaging with the community. Striking up conversations with staff at local businesses or restaurants is another easy way to learn about daily life in Bennington.
  • What unique natural landscapes and terrain features can travellers explore in Bennington, Vermont?

    Bennington's landscape is characterised by the Green Mountains, offering hiking trails and scenic overlooks. The area's forests and rivers provide opportunities for outdoor activities such as hiking, fishing, and kayaking. Mount Anthony State Park is a great starting point for exploring the natural beauty of the area.
  • How many days are ideal for a visit to Bennington, Vermont, and what are some itinerary suggestions?

    Two to three days is a good amount of time to experience Bennington's highlights. Day one could focus on historical sites like the Bennington Battle Monument and the Bennington Museum. Day two could involve exploring the natural surroundings, perhaps with a hike in Mount Anthony State Park. A third day could be dedicated to exploring the town, visiting local shops and restaurants.

Nearby regions

Best Bennington, VT holiday rentals with a pool

Among the 48 accommodations in Bennington, VT, here are the 1 best rentals with a pool

Karin's Place: Unique And Grand Guest House W/pool - Bennington, VT
9.8 51 reviews

Karin's Place: Unique And Grand Guest House W/pool

apartment, Pownal
This charming apartment is situated in Bennington, Vermont, just 6.5 kilometres from the town of Bennington and 14.5 kilometres from Williamstown, Massachusetts, offering a peaceful retreat in the Vermont countryside. The property has received excellent ratings for its location, cleanliness, and overall guest experience.
The spacious home can comfortably accommodate up to 12 guests in its four bedrooms and two bathrooms. Enjoy a range of amenities including a private pool, hot tub, sauna, a pirate ship playground, a fireplace, and a large backyard, perfect for relaxing and entertaining.

Best Bennington, VT holiday rentals with parking

Walkable Modern 2br In Downtown - Left Unit - Bennington, VT
9.7 54 reviews

Walkable Modern 2br In Downtown - Left Unit

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.
Cozy, Bright 3-bedroom Cottage With Fireplace. - Bennington, VT
10 122 reviews

Cozy, Bright 3-bedroom Cottage With Fireplace.

apartment, Bennington
This brook-side cottage, near Bennington, Vermont, offers a secluded retreat on a 382-acre property, approximately 16-24km from Bennington town centre and within easy driving distance of Mount Snow (51km), MASS MoCA (35km), Tanglewood (79km), and the Manchester Outlets (51km).
This three-bedroom, two-bathroom holiday home sleeps six, boasting a fully equipped kitchen, cosy fireplace, and access to hiking trails on the extensive grounds; recent renovations (Autumn 2021) ensure high-end furnishings and luxury linens.
< 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.
Charming 3-bedroom Vermont House With Outdoor Sauna And Mountain Views - Bennington, VT
9.8 7 reviews

Charming 3-bedroom Vermont House With Outdoor Sauna And Mountain Views

apartment, Stamford
This renovated three-bedroom flat in Stamford offers an excellent user rating and is situated 48 kilometres from the ski slopes, with the North Adams Public Library and East Hoosac Quaker Meetinghouse within easy reach.
This accommodation, suitable for up to seven guests, features a sauna, internet, kitchen, and parking, and is conveniently located near North Adams Centre and North Adams Gateway Centre for shopping, as well as Hopkins Observatory and the 62 Centre for Theatre and Dance.
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