Discover Your Perfect Bennington College Vacation Homes

Best Vacation Homes in Bennington College

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7.8 (165 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
8.6 (234 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
9.0 (37 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
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9.4 (280 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV

Why Choose Rent By Owner for your Bennington College Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Bennington College

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience and ensure you find the perfect vacation rental, as the area's seasons offer unique opportunities for relaxation and exploration throughout the year.

Peak Season Highlights

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Summer (June to August)

During this peak season, you'll enjoy warm weather and longer daylight hours, making it ideal for exploring the scenic surroundings of the area.

Average Temperature Daytime: 75-85°F - Nighttime: 50-60°F
autumn
Fall (September to October)

This time of year offers vibrant foliage and pleasant temperatures, perfect for experiencing the region’s natural beauty and outdoor activities.

Average Temperature Daytime: 65-75°F - Nighttime: 40-50°F

Off-Season Highlights

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Winter (December to February)

In the colder months, this destination transforms into a peaceful retreat with fewer visitors, providing a quiet atmosphere for cozy getaways.

Average Temperature Daytime: 20-35°F - Nighttime: 0-15°F
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Spring (March to May)

As the region awakens from winter, you can enjoy fewer crowds and the early signs of blooming flora, creating a serene setting for your stay.

Average Temperature Daytime: 45-60°F - Nighttime: 25-35°F

Weekly Weather Forecast for Bennington College

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor patio or deck to relax and take in the scenic views surrounding the area.
  • Take advantage of well-maintained gardens or landscaped yards that offer tranquil outdoor spaces.
  • Make use of outdoor grilling facilities for delightful barbecues amid the natural setting.
  • Benefit from spacious lawns perfect for outdoor activities or family gatherings.
  • Access nearby hiking trails or nature paths directly from your rental, immersing you in the region's natural beauty.
  • Utilize outdoor dining areas suitable for breakfast or sunset dinners while enjoying the fresh air.
  • Find parking options with convenient access to the property’s outdoor amenities, ensuring ease during your stay.
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Family Activities

  • Bennington Museum: Explore engaging exhibits and hands-on activities that delight children and adults alike, offering a cultural experience in the area.
  • Old First Congregational Church Gardens: Enjoy a relaxing stroll through beautiful gardens perfect for family photos and picnics when staying nearby.
  • Nature Walks at Mount Anthony Park: Embark on family-friendly trails that showcase scenic views and native Vermont flora just a short drive from your rental.
  • Local Farm Visits: Experience Vermont’s farm life by visiting local farms where you can participate in seasonal activities and learn about regional agriculture.
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Adult Activities

  • Bennington Museum Visit: Expand your appreciation of local art and history with a visit to this notable museum nestled near the area, offering engaging exhibits that enrich your stay.
  • Historical Walking Tours: Discover the region's rich heritage on guided walking tours that take you through charming streets and historic landmarks in Bennington and nearby towns.
  • Nature Excursions in Green Mountain National Forest: Explore scenic trails and breathtaking vistas within this expansive forest, perfect for outdoor enthusiasts seeking adventure close to their accommodation.
  • Local Farm and Artisan Markets: Experience the region’s farm-to-table culture by visiting markets where you can sample fresh produce and handcrafted goods during your stay.

Bennington College Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visit During Off-Peak Seasons: Visiting during less busy times can offer a more relaxed experience and better availability in local vacation rentals.
  • Explore Local Attractions at Your Own Pace: Take advantage of the region's scenic beauty by arranging flexible itineraries that allow you to discover hidden gems around here.
  • Prioritize Comfort and Convenience in Your Accommodation: Choose well-reviewed vacation rentals that provide the amenities needed for a comfortable stay in this destination.
  • Discover Local Dining and Cultural Experiences: Engage with the area's community by sampling local cuisine and participating in regional events whenever possible.

Transportation Options

  • Bennington Transportation Services: Local bus routes provide convenient access around the area, connecting you to key destinations within and beyond this region.
  • Private Car Rentals: Renting a car here offers the flexibility to explore the surrounding scenic landscapes at your own pace, with numerous rental agencies available nearby.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing options are readily accessible for quick trips within the vicinity, making transportation easy during your stay.
  • Airport Transfers: Several transfer services operate between the regional airports and here, ensuring comfortable and efficient travel to your accommodations.

Local Customs Options

  • Respect for the Civil War History: Locals in this area value its historical significance, and it’s customary to honor the region’s Civil War heritage during visits.
  • Community Coffee Gatherings: Participating in local coffee hours at community centers or cafes is a common way to engage with residents and learn about regional traditions.
  • Celebration of Local Arts and Craftsmanship: Supporting local artisans by visiting galleries and craft fairs is an appreciated custom that reflects the area's artistic spirit.
  • Embracing Seasonal Festivals: Attending seasonal festivals and parades offers insight into the region’s customs and provides a warm connection with locals who take pride in their traditions.

Frequently Asked Questions About Bennington College?

2. How many Rentbyowner vacation rentals are available in Bennington College?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 34 in the Bennington College area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Bennington College. 

3. What is the cancellation policy for vacation rentals near Bennington College?

Cancellation policies vary by listing, so it’s important to review the specific terms on each property’s page or contact the host directly. This destination often offers flexible options, but details will depend on the individual owner.

4. How do I confirm my booking at a vacation rental in the area?

Booking confirmation typically occurs after you complete the reservation process and receive a confirmation email. Be sure to check the listing details for any additional verification steps required by the host.

5. Are there any additional fees or deposits for staying in North Bennington vacation rentals?

Additional fees such as cleaning charges or security deposits are common and should be clearly listed on the property’s page. Review these details carefully before finalizing your booking.

6. What amenities are usually included in vacation rentals here?

Most properties offer essential amenities like Wi-Fi, kitchen facilities, and parking. Specific features will vary, so check each listing for the available amenities to ensure they meet your needs.

7. How close are the vacation rentals to local attractions and transportation options?

Many rentals are conveniently located within easy reach of local attractions and transportation routes, making it simple to explore the region. Exact proximity details are provided on each listing.

Best Vacation Homes in Bennington College

9.0 (37 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly