A covered bridge with a sign reading "Silk Road Bridge" and a height restriction of 10 feet 6 inches.

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Check prices for these dates

In two weeks
10 July - 12 July
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Bennington cottages

Cottage (1 Bedroom) | Interior

< 6 Mi to Arlington: 'whimsical Stone Abode!'

< 6 Mi to Arlington: 'whimsical Stone Abode!'
3.0 star property
Arlington
10.0 out of 10, Exceptional, (1 review)
"We came into town for a few days to visit friends. This was a perfect place. The home was clean and very inviting! Quiet location. Fully stocked kitchen with all the appliances and cooking ware you may need. You will not regret staying here. We loved the photo album of how the home was built! "
United States
Dale
The price is AU$498
includes taxes & fees
29 June - 30 June
< 6 Mi to Arlington: 'whimsical Stone Abode!'
Exterior

Perfect for a peaceful get away in clean fresh Vermont air!

Perfect for a peaceful get away in clean fresh Vermont air!
Woodford
10.0 out of 10, Exceptional, (83 reviews)
"We had the most wonderful stay! The house and the property were beautiful, the amentities were excellent, and Linda Jane was an incredibly generous and accommodating host. We visit Bennington every year for Thanksgiving with family and we hope to rent with Linda Jane again in the future."
United States
Karissa A.
The price is AU$553
includes taxes & fees
30 June - 1 July
Perfect for a peaceful get away in clean fresh Vermont air!
Exterior

< 6 Mi to Arlington: 'Whimsical Stone Abode!'

< 6 Mi to Arlington: 'Whimsical Stone Abode!'
Sandgate
10.0 out of 10, Exceptional, (2 reviews)
"This was an amazing property! Great location, comfortable furnishings, and wonderful hosts! "
United States
Karla P.
The price is AU$517
includes taxes & fees
29 June - 30 June
< 6 Mi to Arlington: 'Whimsical Stone Abode!'
Exterior

Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont

Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
Stratton
The price is AU$714
includes taxes & fees
28 June - 29 June
Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
House (2 Bedrooms) | Interior

Hiking Trails On-site: Cozy Falls Brook Cabin

Hiking Trails On-site: Cozy Falls Brook Cabin
3.0 star property
Brattleboro
10.0 out of 10, Exceptional, (2 reviews)
"This is exactly how it’s described- perfect cozy spot- babbeling brook to keep you company while sitting on the porch - fire pit for cozy evenings and cabin inside is perfection- cozy cozy cozy!! Matt was the perfect host and readily available- hoping to return!! 15 mins from farmers markets, covered bridges, shops, food, drinks and entertainment ❤️"
United States
sarah
The price is AU$594
includes taxes & fees
27 June - 28 June
Hiking Trails On-site: Cozy Falls Brook Cabin
Exterior

Quaint, friendly cottage with lakefront location & water views

Quaint, friendly cottage with lakefront location & water views
Poultney
9.4 out of 10, Exceptional, (59 reviews)
"The cottage is in a nice spot on the lake. It is accurately depicted in the listing and was great for our trip"
United States
Jim V.
The price is AU$611
includes taxes & fees
28 June - 29 June
Quaint, friendly cottage with lakefront location & water views
Exterior

Quaint lakefront home with great views & full kitchen

Quaint lakefront home with great views & full kitchen
Poultney
The price is AU$611
includes taxes & fees
30 June - 1 July
Quaint lakefront home with great views & full kitchen
Exterior

Comfy Cottage with Private Hot Tub in Historic East Poultney

Comfy Cottage with Private Hot Tub in Historic East Poultney
Poultney
10.0 out of 10, Exceptional, (13 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
The price is AU$552
includes taxes & fees
6 July - 7 July
Comfy Cottage with Private Hot Tub in Historic East Poultney
Exterior

Terrific 3-bedroom cottage with AC in charming Cavendish

Terrific 3-bedroom cottage with AC in charming Cavendish
Cavendish
10.0 out of 10, Exceptional, (2 reviews)
"Such a beautiful place and we loved the area. It was our first trip to Vermont. "
United States
Mark G.
The price is AU$883
includes taxes & fees
29 June - 30 June
Terrific 3-bedroom cottage with AC in charming Cavendish
House (3 Bedrooms) | Interior

Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Charming Wilmington Cabin, 8 Mi. to Mt Snow!
3.0 star property
Wilmington
10.0 out of 10, Exceptional, (1 review)
"The house was everything we wanted and more. Loaded with space, kitchen supplies, comfort, a grill, gorgeous stone fireplace. The location on. sleepy back road in the woods was beautiful and quiet. The only complaint is that they make you take your trash with you when you go. There was a pass for the local dump which helped offset the inconvenience. Otherwise, A+"
United States
Mark
The price is AU$630
includes taxes & fees
29 June - 30 June
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
House (2 Bedrooms) | Interior

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
The price is AU$647
includes taxes & fees
26 June - 27 June
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
House (3 Bedrooms) | Interior

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is AU$803
includes taxes & fees
28 June - 29 June
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
House (4 Bedrooms) | Interior

3 Mi to Mount Snow: Spacious West Dover Home

3 Mi to Mount Snow: Spacious West Dover Home
3.0 star property
West Dover
The price is AU$947
includes taxes & fees
28 June - 29 June
3 Mi to Mount Snow: Spacious West Dover Home
House (5 Bedrooms) | Interior

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is AU$2,678
includes taxes & fees
26 June - 27 June
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Bennington Hotel Reviews

The Autumn Inn

The Autumn Inn

8/10 Good
"Heat didn't work but I didn't really need it. WiFi unavailable but that's probably the service provider's fault and water didn't run hot enough - took me a while to figure out the tap situation in the shower."
Trudy 1-night trip
Posted 2 days ago
The Autumn Inn

Find out more about Bennington

Bennington Cottages information

Number of reviews
161
Accommodation
36 Cottages
Lowest Price
AU$498
Highest Price
AU$2,678

Frequently asked questions

How much do cottages in Bennington cost?
Cottages in Bennington range between AU$498 and AU$2,678 per night. These properties offer a chance to touch base with nature — at a price you can afford. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What is there to do in Bennington near my cottage?
Whatever your interests, Bennington has loads to keep you busy. Prospect Mountain Cross-Country Ski Centre, Woodford State Park and Prospect Mountain Nordic Ski Centre are on most travellers' sightseeing plans. Don't forget about Old First Congregational Church, Robert Frost Stone House Museum and Southern Vermont College either. With Expedia's hotel deals in Bennington, you can discover even more wonderful attractions like these with the money you save.