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Browse Select Old Bennington Cottages

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

8.8 out of 10, Excellent, (3)
"Definitely not worth the cost of stay. Location was beautiful, but many issues with safety hazards & cleanliness of property.I think most of the pictures speak for themselves. Cleanliness items not pictured were unvacuumed carpet with pet hair, unmade beds & one bed with incomplete linens. Safety items not pictured included multiple soft spots in deck about to rot through (we placed deck furniture over these areas to avoid them) & the outside hose was set to hot water only - a definite burn...
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Peaceful Cottage Retreat

9.8 out of 10, Exceptional, (44)
"This property was a great stay for our vacation. It was separate from their house, that we never heard them and forgot we were on the same property lot. It was clean, well stocked, with modern amenities. It has two in wall air conditioners that work very well, even in the 90 degree heat. There's a nice private sitting area outside, and a large TV with Roku built-in and a Netflix account made available to you. All in all it was a great stay for our trip, being able to make meals there and...
Peaceful Cottage Retreat

Lake life at Woodford Cottage

9.6 out of 10, Exceptional, (15)
"Perfect getaway for a family ski trip."
Lake life at Woodford Cottage

Rare new Home on Lake Whitingham. Semi-priv beach

10.0 out of 10, Exceptional, (3)
"Very nice place."
Rare new Home on Lake Whitingham. Semi-priv beach

Bennington Gem w/ Smart TV Near Historic District!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We liked staying at the place as it had good amenities (washer, dryer, dishwasher, fridge with a freezer, fan, inflatable bed, wifi, cable, free parking spots. etc) and a lot of space. Where there is no central AC, it had a window unit which worked well - we had a comfortable stay in mid-July."
Bennington Gem w/ Smart TV Near Historic District!

Cozy Country Cottage

10.0 out of 10, Exceptional, (6)
"Absolutely amazing place to stay property owner was so nice and easy to get along with very gorgeous property looking forward to staying again!! "
Cozy Country Cottage

Near Hiking & Skiing: Home in Wilmington!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Owner Brent was helpful and quick to respond to questions. The house is near Mount Snow great for skiing! Very nice place to stay, we will definitely stay again when booking for next year."
Near Hiking & Skiing: Home in Wilmington!

Cozy Wilmington Home: 6 Mi to Mount Snow!

3.0 star property
Cozy Wilmington Home: 6 Mi to Mount Snow!

Luxury Vacation Rental in the Berkshires!

3.0 star property
Luxury Vacation Rental in the Berkshires!

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

10.0 out of 10, Exceptional, (74)
"Enjoyed the cozy cabin feel. Property was extremely clean and when hit with snow the plow service was totally on top of it! A lovely stay!"
Perfect for a peaceful get away in clean fresh Vermont air!

Wilmington Vacation Rental Near Hiking and Skiing!

3.0 star property
Wilmington Vacation Rental Near Hiking and Skiing!

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

3.0 star property
10.0 out of 10, Exceptional, (1)
"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! "
< 6 Mi to Arlington: 'whimsical Stone Abode!'

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

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

'john's Farmhouse in Mount Snow' on 120 Acres!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful home. Great for a family get away. Hosts were top notch. I stay in rentals all the time for work and this was great. I will bring my grand kids next time. "
'john's Farmhouse in Mount Snow' on 120 Acres!

Modern Home Overlooking Mt. Greylock, Williamstown!

Modern Home Overlooking Mt. Greylock, Williamstown!

West Dover Vacation Rental w/ Hot Tub Near Mt Snow

3.0 star property
West Dover Vacation Rental w/ Hot Tub Near Mt Snow

Manchester Center Home w/ Green Mtn Views!

3.0 star property
Manchester Center Home w/ Green Mtn Views!

2 Mi to Hoosic River: 'the Moss House' w/ Deck!

3.0 star property
2 Mi to Hoosic River: 'the Moss House' w/ Deck!

Ski, Golf & Hike: Spacious Dover Retreat!

3.0 star property
Ski, Golf & Hike: Spacious Dover Retreat!

Cozy Getaway: Private Hot Tub, Near Skiing!

3.0 star property
Cozy Getaway: Private Hot Tub, Near Skiing!
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 Old Bennington Hotel Reviews