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Check prices for these dates

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5 Sep - 7 Sep
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12 Sep - 14 Sep
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26 Sep - 28 Sep
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24 Oct - 26 Oct

Browse Select Londonderry Cottages

Rustic Marlboro Cottage: 4 Mi to Lake Raponda!
Interior

Rustic Marlboro Cottage: 4 Mi to Lake Raponda!

3.0 star property
Rustic Marlboro Cottage: 4 Mi to Lake Raponda!
Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!
House (3 Bedrooms) | 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!
Near Skiing & Hiking: Quiet Home in West Wardsboro
Interior

Near Skiing & Hiking: Quiet Home in West Wardsboro

3.0 star property
Near Skiing & Hiking: Quiet Home in West Wardsboro
Wilmington Vacation Rental Near Hiking and Skiing!
House (4 Bedrooms) | Interior

Wilmington Vacation Rental Near Hiking and Skiing!

3.0 star property
Wilmington Vacation Rental Near Hiking and Skiing!
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
House (2 Bedrooms) | Interior

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

3.0 star property
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Cozy Wilmington Home: 6 Mi to Mount Snow!
House (4 Bedrooms) | Interior

Cozy Wilmington Home: 6 Mi to Mount Snow!

3.0 star property
Cozy Wilmington Home: 6 Mi to Mount Snow!
Wilmington Retreat Near Trails, Skiing & Festivals
House (3 Bedrooms) | Interior

Wilmington Retreat Near Trails, Skiing & Festivals

3.0 star property
10.0 out of 10, Exceptional, (2)
"Great location and awesome house. Owners were easy to communicate with. "
Wilmington Retreat Near Trails, Skiing & Festivals
West Dover Vacation Rental w/ Hot Tub Near Mt Snow
House (4 Bedrooms) | Interior

West Dover Vacation Rental w/ Hot Tub Near Mt Snow

3.0 star property
West Dover Vacation Rental w/ Hot Tub Near Mt Snow
'mount Pine' Getaway Near Green Mtn Nat'l Forest!
House (3 Bedrooms) | Interior

'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!
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Wilmington Home on 18 Acres ~ 9 Mi to Skiing!

3.0 star property
10.0 out of 10, Exceptional, (1)
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
Peaceful Marlboro Vacation Rental w/ Sauna & Yard!
House (2 Bedrooms) | Interior

Peaceful Marlboro Vacation Rental w/ Sauna & Yard!

3.0 star property
Peaceful Marlboro Vacation Rental w/ Sauna & Yard!
Chester Farmhouse on 100 Acres, 15 Min to Okemo!
House (5 Bedrooms) | Interior

Chester Farmhouse on 100 Acres, 15 Min to Okemo!

3.0 star property
Chester Farmhouse on 100 Acres, 15 Min to Okemo!
4 Mi to Mount Snow: West Dover Cabin w/ Game Room
House (5 Bedrooms) | Interior

4 Mi to Mount Snow: West Dover Cabin w/ Game Room

3.0 star property
4 Mi to Mount Snow: West Dover Cabin w/ Game Room
Londonderry Chalet w/ Deck, Fire Pit & Views!
House (3 Bedrooms) | Interior

Londonderry Chalet w/ Deck, Fire Pit & Views!

3.0 star property
Londonderry Chalet w/ Deck, Fire Pit & Views!
Lakefront Paradise Near Okemo & Killington
House (6 Bedrooms) | Interior

Lakefront Paradise Near Okemo & Killington

3.0 star property
Lakefront Paradise Near Okemo & Killington
Charming Putney Home: Porch, Grill & Hiking Trails
House (4 Bedrooms) | Interior

Charming Putney Home: Porch, Grill & Hiking Trails

3.0 star property
Charming Putney Home: Porch, Grill & Hiking Trails
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
House (1 Bedroom) | 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
Spacious Dover Home w/ Sauna < 5 Miles to Ski!
Games room

Spacious Dover Home w/ Sauna < 5 Miles to Ski!

3.0 star property
10.0 out of 10, Exceptional, (1)
"we enjoyed all of the space and the location a short distance from the resort. very comfortable stay for a group of five."
Spacious Dover Home w/ Sauna < 5 Miles to Ski!
Londonderry Retreat ~ 3 Mi to Lowell Lake!
House (4 Bedrooms) | Interior

Londonderry Retreat ~ 3 Mi to Lowell Lake!

3.0 star property
Londonderry Retreat ~ 3 Mi to Lowell Lake!
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 Londonderry Hotel Reviews

Find out more about Londonderry

Find out more about Londonderry

Londonderry Cottages information

Number of reviews
Accommodation
116 Cottages
Lowest Price
Highest Price

Frequently asked questions

Why book your cottage in Londonderry with Expedia?
Expedia has some wonderful cottages in Londonderry, so get ready for an unforgettable holiday on nature's doorstep. If you need to stick to a budget, click on how much you're willing to spend and the star rating of your property. Or, try out our filters to search for cottages with a pool or a hot tub. We'll help you find a suitable place whatever your bank balance or plans.
How can I find cheap cottages in Londonderry?
A great way to find cheap cottages in Londonderry is with Expedia's filter tool. Refine your search by budget, star rating and amenities to nab awesome rates in a few clicks.
What is there to do in Londonderry near my cottage?
If you want to discover the best of Londonderry, make tracks to Taylor Farm. It's a winner with locals and visitors alike.