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22 Aug - 24 Aug
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12 Sept - 14 Sept
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Featured Cottages in East Dorset

Near Skiing & Hiking: Quiet Home in West Wardsboro
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Near Skiing & Hiking: Quiet Home in West Wardsboro

3.0 star property
Near Skiing & Hiking: Quiet Home in West Wardsboro
< 6 Mi to Arlington: 'whimsical Stone Abode!'
Front of property

< 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!'
'mount Pine' Getaway Near Green Mtn Nat'l Forest!
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'mount Pine' Getaway Near Green Mtn Nat'l Forest!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing place! Super clean and cozy, and host was extremely nice and communicative. Highly recommend."
'mount Pine' Getaway Near Green Mtn Nat'l Forest!
Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!
Interior

Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great place "
Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!
Spacious Home Near Bromley Mountain Ski Resort!
Exterior

Spacious Home Near Bromley Mountain Ski Resort!

3.0 star property
Spacious Home Near Bromley Mountain Ski Resort!
Idyllic Wallingford Retreat - Near Skiing & Hiking
Interior

Idyllic Wallingford Retreat - Near Skiing & Hiking

3.0 star property
8.0 out of 10, Very good, (2)
"This was the perfect place for 2 people to stay for a trip to Okemo. Everything we could have needed was available on the property, it was very clean and comfortable, and the hostess was great at communicating details ahead of time. Thanks for allowing us to use your property - I would love to return!"
Idyllic Wallingford Retreat - Near Skiing & Hiking
Chester Farmhouse on 100 Acres, 15 Min to Okemo!
Front of property

Chester Farmhouse on 100 Acres, 15 Min to Okemo!

3.0 star property
Chester Farmhouse on 100 Acres, 15 Min to Okemo!
Londonderry Chalet w/ Deck, Fire Pit & Views!
Front of property

Londonderry Chalet w/ Deck, Fire Pit & Views!

3.0 star property
Londonderry Chalet w/ Deck, Fire Pit & Views!
Manchester Center Home w/ Green Mtn Views!
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Manchester Center Home w/ Green Mtn Views!

3.0 star property
Manchester Center Home w/ Green Mtn Views!
Beautiful Winter Escape on Bromley Mountain!
Exterior

Beautiful Winter Escape on Bromley Mountain!

3.0 star property
Beautiful Winter Escape on Bromley Mountain!
Londonderry Retreat ~ 3 Mi to Lowell Lake!
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Londonderry Retreat ~ 3 Mi to Lowell Lake!

3.0 star property
Londonderry Retreat ~ 3 Mi to Lowell Lake!
Enchanting Dorset Mountain Home w/ Stunning Views!
Property grounds

Enchanting Dorset Mountain Home w/ Stunning Views!

3.0 star property
6.0 out of 10, (1)
"The property was clean but run down compared to online photos. It would be helpful to have supplies such as wastebaskets in bathrooms, hand towels, dish clothes, pot holders, juice glasses/cups, extra towels, and paper towels and/or tissues. "
Enchanting Dorset Mountain Home w/ Stunning Views!
Lakefront Paradise Near Okemo & Killington
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Lakefront Paradise Near Okemo & Killington

3.0 star property
Lakefront Paradise Near Okemo & Killington
Cozy Cabin Between Stratton Resort & Mount Snow
Exterior

Cozy Cabin Between Stratton Resort & Mount Snow

3.0 star property
Cozy Cabin Between Stratton Resort & Mount Snow
Weston Vacation Rental - Close to Ski Resorts!
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Weston Vacation Rental - Close to Ski Resorts!

3.0 star property
Weston Vacation Rental - Close to Ski Resorts!
Mountain & Sunset Views: Upstate Family Home
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Mountain & Sunset Views: Upstate Family Home

3.0 star property
Mountain & Sunset Views: Upstate Family Home
Renovated 1800s Brick Farmhouse in Granville
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Renovated 1800s Brick Farmhouse in Granville

3.0 star property
Renovated 1800s Brick Farmhouse in Granville
Home 2 Mi to Mt Snow: Ski, Fish & Hike!
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Home 2 Mi to Mt Snow: Ski, Fish & Hike!

3.0 star property
Home 2 Mi to Mt Snow: Ski, Fish & Hike!
Hike, Ski & Unwind: Cabin w/ Deck in Chester!
Interior

Hike, Ski & Unwind: Cabin w/ Deck in Chester!

3.0 star property
Hike, Ski & Unwind: Cabin w/ Deck in Chester!
Wardsboro Family Home: 7 Mi to Mount Snow!
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Wardsboro Family Home: 7 Mi to Mount Snow!

3.0 star property
Wardsboro Family Home: 7 Mi to Mount Snow!
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 East Dorset Hotel Reviews

Aspen At Manchester

Aspen At Manchester

10/10 Excellent
"Quiet, clean rooms very convenient to town center and the green mountain bluegrass festival. Would definitely stay here again. "
Carrie 1-night trip
Posted 20 hours ago
Aspen At Manchester

Frequently asked questions

How much do cottages in East Dorset cost?
Expect to pay between and per night for cottages in East Dorset. No matter your budget, an awesome stay is only a few clicks away on Expedia. These prices were 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.
How many cottages are there in East Dorset?
You can choose from 72 cottages in East Dorset. Whether you're taking a trip with the kids or organising a weekend retreat with your friends, Expedia can help you find the right place to enjoy nature's beauty.
Why book your cottage in East Dorset with Expedia?
Expedia has some excellent cottages in East Dorset, so start packing your bags for a memorable holiday close to nature. If you have a certain budget, select how much you'd like to spend and the star rating of your property. Or, use our filters to search for cottages with a hot tub or free WiFi. We'll help you find the perfect fit whatever your trip looks like.