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Bennington Vacation Rentals

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Bedrooms

Bathrooms

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Distinctive Features

Distance from

5 mi
28 rentals in Bennington.
Studio style farm stay, vacation rental in Bennington
Studio style farm stay, vacation rental in Bennington
Studio style farm stay, vacation rental in Bennington

Studio style farm stay

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Two Brooks Lodge, vacation rental in Bennington
Two Brooks Lodge, vacation rental in Bennington
Two Brooks Lodge, vacation rental in Bennington

Two Brooks Lodge

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Bennington Guest Farm, vacation rental in Bennington
Bennington Guest Farm, vacation rental in Bennington
Bennington Guest Farm, vacation rental in Bennington

Bennington Guest Farm

Rental Home
5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Large House, Near Hiking and Biking w/HotTub, Renovated Bar Room, vacation rental in Bennington
Large House, Near Hiking and Biking w/HotTub, Renovated Bar Room, vacation rental in Bennington
Large House, Near Hiking and Biking w/HotTub, Renovated Bar Room, vacation rental in Bennington

Large House, Near Hiking and Biking w/HotTub, Renovated Bar Room

Rental Home
6 bedrooms
7 bathrooms
Sleeps 22
Match: Sleeps
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Victorian Home in Bennington, Vermont, vacation rental in Bennington
Victorian Home in Bennington, Vermont, vacation rental in Bennington
Victorian Home in Bennington, Vermont, vacation rental in Bennington

Victorian Home in Bennington, Vermont

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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The Henry House & Authentic Red Covered Bridge!, vacation rental in Bennington
The Henry House & Authentic Red Covered Bridge!, vacation rental in Bennington
The Henry House & Authentic Red Covered Bridge!, vacation rental in Bennington

The Henry House & Authentic Red Covered Bridge!

Rental Home
6 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Best Western Bennington - Deluxe King Bed #4, vacation rental in Bennington
Best Western Bennington - Deluxe King Bed #4, vacation rental in Bennington
Best Western Bennington - Deluxe King Bed #4, vacation rental in Bennington

Best Western Bennington - Deluxe King Bed #4

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Best Western Bennington - Deluxe King Bed #5, vacation rental in Bennington
Best Western Bennington - Deluxe King Bed #5, vacation rental in Bennington
Best Western Bennington - Deluxe King Bed #5, vacation rental in Bennington

Best Western Bennington - Deluxe King Bed #5

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Best Western Bennington - Deluxe King Bed #1, vacation rental in Bennington
Best Western Bennington - Deluxe King Bed #1, vacation rental in Bennington
Best Western Bennington - Deluxe King Bed #1, vacation rental in Bennington

Best Western Bennington - Deluxe King Bed #1

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Best Western Bennington - Deluxe King Bed #3, vacation rental in Bennington
Best Western Bennington - Deluxe King Bed #3, vacation rental in Bennington
Best Western Bennington - Deluxe King Bed #3, vacation rental in Bennington

Best Western Bennington - Deluxe King Bed #3

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Best Western Bennington - Deluxe King Bed #2, vacation rental in Bennington
Best Western Bennington - Deluxe King Bed #2, vacation rental in Bennington
Best Western Bennington - Deluxe King Bed #2, vacation rental in Bennington

Best Western Bennington - Deluxe King Bed #2

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Traveler Dream Space in the Center of Downtown Bennington Steps From Everything!, vacation rental in Bennington
Traveler Dream Space in the Center of Downtown Bennington Steps From Everything!, vacation rental in Bennington
Traveler Dream Space in the Center of Downtown Bennington Steps From Everything!, vacation rental in Bennington

Traveler Dream Space in the Center of Downtown Bennington Steps From Everything!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Cozy 1 Bedroom farm stay cottage, vacation rental in Bennington
Cozy 1 Bedroom farm stay cottage, vacation rental in Bennington
Cozy 1 Bedroom farm stay cottage, vacation rental in Bennington

Cozy 1 Bedroom farm stay cottage

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Lake life at Woodford Cottage, vacation rental in Bennington
Lake life at Woodford Cottage, vacation rental in Bennington
Lake life at Woodford Cottage, vacation rental in Bennington

Lake life at Woodford Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Downtown Victorian House, vacation rental in Bennington
Downtown Victorian House, vacation rental in Bennington
Downtown Victorian House, vacation rental in Bennington

Downtown Victorian House

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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3 bedroom duplex, private setting close to town, vacation rental in Bennington
3 bedroom duplex, private setting close to town, vacation rental in Bennington
3 bedroom duplex, private setting close to town, vacation rental in Bennington

3 bedroom duplex, private setting close to town

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spacious 2nd floor apartment steps from popular corner market., vacation rental in Bennington
Spacious 2nd floor apartment steps from popular corner market., vacation rental in Bennington
Spacious 2nd floor apartment steps from popular corner market., vacation rental in Bennington

Spacious 2nd floor apartment steps from popular corner market.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Escape to Serenity: Cozy 3 bedroom apartment, vacation rental in Bennington
Escape to Serenity: Cozy 3 bedroom apartment, vacation rental in Bennington
Escape to Serenity: Cozy 3 bedroom apartment, vacation rental in Bennington

Escape to Serenity: Cozy 3 bedroom apartment

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Bennington Cabin w/ Deck & Views of 3 States!, vacation rental in Bennington
Bennington Cabin w/ Deck & Views of 3 States!, vacation rental in Bennington
Bennington Cabin w/ Deck & Views of 3 States!, vacation rental in Bennington

Bennington Cabin w/ Deck & Views of 3 States!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Woodford Lakefront Cottage, vacation rental in Bennington
Cozy Woodford Lakefront Cottage, vacation rental in Bennington
Cozy Woodford Lakefront Cottage, vacation rental in Bennington

Cozy Woodford Lakefront Cottage

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Two Brooks Lodge, Beautiful Waterfront Vermont Retreat, vacation rental in Bennington
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat, vacation rental in Bennington
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat, vacation rental in Bennington

Two Brooks Lodge, Beautiful Waterfront Vermont Retreat

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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1920's Bennington Vermont Guest Barn, vacation rental in Bennington
1920's Bennington Vermont Guest Barn, vacation rental in Bennington
1920's Bennington Vermont Guest Barn, vacation rental in Bennington

1920's Bennington Vermont Guest Barn

Rental Home
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
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Luxury Living High Above the Center of Town., vacation rental in Bennington
Luxury Living High Above the Center of Town., vacation rental in Bennington
Luxury Living High Above the Center of Town., vacation rental in Bennington

Luxury Living High Above the Center of Town.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Bright 3-Bedroom Historical Cottage w/ pool table, vacation rental in Bennington
Bright 3-Bedroom Historical Cottage w/ pool table, vacation rental in Bennington
Bright 3-Bedroom Historical Cottage w/ pool table, vacation rental in Bennington

Bright 3-Bedroom Historical Cottage w/ pool table

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Historic Home in Old Bennington, Vermont, vacation rental in Bennington
Historic Home in Old Bennington, Vermont, vacation rental in Bennington
Historic Home in Old Bennington, Vermont, vacation rental in Bennington

Historic Home in Old Bennington, Vermont

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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Phenomenal Guest House! Secluded Luxury In The Country, Close To Culture, vacation rental in Bennington
Phenomenal Guest House! Secluded Luxury In The Country, Close To Culture, vacation rental in Bennington
Phenomenal Guest House! Secluded Luxury In The Country, Close To Culture, vacation rental in Bennington

Phenomenal Guest House! Secluded Luxury In The Country, Close To Culture

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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A Real Farm Vacation, vacation rental in Bennington
A Real Farm Vacation, vacation rental in Bennington
A Real Farm Vacation, vacation rental in Bennington

A Real Farm Vacation

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Beautiful Farmhouse in Southern Vermont, vacation rental in Bennington
Beautiful Farmhouse in Southern Vermont, vacation rental in Bennington
Beautiful Farmhouse in Southern Vermont, vacation rental in Bennington

Beautiful Farmhouse in Southern Vermont

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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Showing results 1-28 of 28
Frequently Asked Questions about Bennington


Yes, here are some popular vacation rentals in Bennington that have internet access:See all vacation rentals in Bennington on Tripadvisor