Vacation Rentals in Bennington, VT

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Bennington, VT

Book a vacation rental in Bennington that has the highest visitor rating. Here are 6 of the best vacation rentals in Bennington.
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat
10

Excellent

·
Bennington
·
3 br
·
Sleeps 8
·
Wifi · Kitchen · Outdoor Space ·
From
$156/night
Check availability
Property
House · 3 Beds · 1 bath
Amenities
Wifi
Furnished
Air Conditioning
Oven
In Unit Laundry
Dishwasher
Other spaces
Kitchen, Workspace, Balcony
Price drop
Traveler Dream Space in the Center of Downtown Bennington Steps From Everything!
10

Excellent

·
Bennington
·
Studio
·
Sleeps 3
·
Wifi · Furnished · Air Conditioning ·
From
$159/night
Check availability
Property
Apartment · Studio · 1 bath
Amenities
Wifi
Furnished
Air Conditioning
Ski In Ski Out
Fitness Center
Oven
In Unit Laundry
Other spaces
Kitchen
Price drop
Large House, Near Hiking and Biking w/HotTub, Renovated Bar Room
10

Excellent

·
Bennington
·
6 br
·
Sleeps 22
·
Dishwasher · Hot Tub · Air Conditioning ·
From
$817/night
Check availability
Property
House · 6 Beds · 7 baths
Amenities
Dishwasher
Hot Tub
Air Conditioning
Wheelchair Accessible
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Workspace, Kitchen, Balcony
Price drop
Bennington Cabin w/ Deck & Views of 3 States!
10

Excellent

·
Bennington
·
2 br
·
Sleeps 6
·
Kitchen · Dishwasher · Oven ·
From
$359/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Dishwasher
Oven
Furnished
Ceiling Fan
Wifi
Mountains
Central Heat
Other spaces
Kitchen, Workspace
Phenomenal Guest House! Secluded Luxury In The Country, Close To Culture
10

Excellent

·
Bennington
·
4 br
·
Sleeps 12
·
Hot Tub · Furnished · Air Conditioning ·
From
$629/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Hot Tub
Furnished
Air Conditioning
In Unit Laundry
Wifi
Dishwasher
Private Pool
Swimming Pool
Other spaces
Workspace, Kitchen
Short walk to Four Corners and Medical Center. 40 minute drive to Stratton.
10

Excellent

·
Bennington
·
2 br
·
Sleeps 4
·
Furnished · In Unit Laundry · Kitchen ·
From
$220/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
Furnished
In Unit Laundry
Air Conditioning
Dishwasher
Oven
Wifi
Other spaces
Kitchen, Workspace

Budget-Friendly Vacation Rentals in Bennington, VT

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Bennington starting at $109. Use the price filter at the top of the page to search for more specific prices.
Two Brooks Lodge
7

Very good

·
Bennington
·
3 br
·
Sleeps 8
·
Mountains · Carpet · Wifi ·
From
$109/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
Mountains
Carpet
Wifi
Oven
Dishwasher
Ski In Ski Out
Free Parking
Smoking Allowed
Other spaces
Workspace, Balcony, Kitchen
Luxury Living High Above the Center of Town.
10

Excellent

·
Bennington
·
2 br
·
Sleeps 6
·
Wifi · Furnished · Central Heat ·
From
$187/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Wifi
Furnished
Central Heat
In Unit Laundry
Air Conditioning
Dishwasher
Oven
Fitness Center
Other spaces
Kitchen
Spacious 2nd floor apartment steps from popular corner market.

No rating

·
Bennington
·
2 br
·
Sleeps 4
·
In Unit Laundry · Wifi · Furnished ·
From
$198/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
In Unit Laundry
Wifi
Furnished
Mountains
Air Conditioning
Oven
Other spaces
Kitchen
Downtown Victorian House
10

Excellent

·
Bennington
·
1 br
·
Sleeps 4
·
Fitness Center · Furnished · Oven ·
From
$199/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Fitness Center
Furnished
Oven
Wifi
In Unit Laundry
Hardwood Floor
Air Conditioning
Walk In Closets
Other spaces
Kitchen
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Updated: October 4, 2023