Bennington Summer Rental
1650 ft²
8 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $279/Night
For 7 Nights US $1,953
1550 ft²
7 Guests
1 Bedroom
3 Bathrooms
Free Cancellation
House
- Skiing
- Fireplace/Heating
- Air Conditioner
US $793/Night
For 7 Nights US $5,549
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $182/Night
For 7 Nights US $1,271
2500 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $566/Night
For 7 Nights US $3,963
2497.23 ft²
5 Guests
2 Bedrooms
2 Bathrooms
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $478/Night
For 7 Nights US $3,349
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $271/Night
For 7 Nights US $1,898
241.59 ft²
44 Guests
18 Bedrooms
18 Bathrooms
Ocean View
Bed & Breakfast
- Oceanfront
- Skiing
- Fireplace/Heating
US $185/Night
For 7 Nights US $1,295
950 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $250/Night
For 7 Nights US $1,750
365.97 ft²
6 Guests
8 Bedrooms
2 Bathrooms
Ocean View
Cabin
- Oceanfront
- Skiing
- Fireplace/Heating
US $196/Night
For 7 Nights US $1,374
720 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $401/Night
For 7 Nights US $2,810
243.98 ft²
14 Guests
21 Bedrooms
4 Bathrooms
Bed & Breakfast
- Skiing
- Fireplace/Heating
- Pool
US $175/Night
For 7 Nights US $1,225
950 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $231/Night
For 7 Nights US $1,614
Why Choose Rent By Owner for your Bennington Summer Rental?
What makes our Summer Rental special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Bennington
How to Book Your Bennington Summer Rental
What's our booking process?
Our platform allows you to browse a curated selection of summer rental. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Bennington
Common Summer Rental Amenities
What amenities can you expect?
Our Summer Rental are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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
Other Places to Stay in Bennington, VT
Manchester
Bondville
Manchester Center
Pownal
Sandgate
Sunderland
Woodford
Arlington
Dorset
East Dorset
Winhall
Bennington Summer Rental Frequently Asked Questions
1. What are the top Summer Rentals in Bennington?
There are a lot of options in Bennington. If you plan on staying in the Bennington area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Summer Rentals in Bennington:
- Charming Vermont Home on 7 Acres w/Hot Tub, Pond, Bonfire Pit & 3 Fireplaces!
- Historic 1820s Homestead on Battenkill River!
- Luxury home in the heart of Manchester. Walk to shops; minutes to mountains.
- Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing
- MANCHESTER HOME - BREATHTAKING VIEWS! LOCATION! GOLF! SKIING! SHOPPING! HOT TUB!
- 3 minute drive to the heart of Manchester! Peaceful 5 bedroom home on 5 acres.
- Victorian Home in Bennington, Vermont
- Log Cabin In The Woods
- Mountain views. Ski Bromley, Stratton. Minutes to restaurants, Equinox, Ekwanok.
- Minutes from Manchester Village/Center; near Stratton and Bromley Mtns
2. How many Summer Rentals are available in Bennington?
Currently, the total number of properties listed by RBO in 2026 is over 569 in the Bennington area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Summer Rentals in Bennington.
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1797.57 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Spa
- Skiing
- Fireplace/Heating
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2000 ft²
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- Fireplace/Heating
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900 ft²
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2 Guests
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- Fireplace/Heating
- Balcony/Terrace
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4 Guests
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- Fireplace/Heating
- Balcony/Terrace
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1000 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $271/Night
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1200 ft²
6 Guests
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Family Friendly
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- Hot Tub
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- Fireplace/Heating
- Balcony/Terrace
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850 ft²
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Family Friendly
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- Fireplace/Heating
- Balcony/Terrace
- Kitchen
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For 7 Nights US $2,373
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- Hot Tub
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