Londonderry Vacation Rentals

Compare 8 vacation rentals.
USA > Vermont > Londonderry

Make Londonderry your next getaway

Once a quaint, picturesque town to pass through, Londonderry has blossomed into a beloved vacation destination. With its stunning landscapes, rich history, and an array of attractions, this Vermont gem is perfect for family vacations and romantic getaways alike. Many of our Londonderry vacation rentals offer a cozy, bed-and-breakfast feel, located conveniently near the heart of town, just a short distance from all the activities and sights.

Explore Londonderry house rentals, condo rentals, and more

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House rentals

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Condo rentals

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Popular amenities for Londonderry vacation rentals

Popular
Dog-friendly Hot tub Internet
Magical Holiday
4 Bedroom | 2.5 Bath | Sleeps 8

Magical Holiday - Londonderry, VT

$341 avg / night
2.5 (2)
Justin Lake Lodge
8 Bedroom | 4 Bath | Sleeps 15

Justin Lake Lodge - Londonderry, VT

$998 avg / night
4.54 (26)
Cozy Cabin in the Woods
4 Bedroom | 3 Bath | Sleeps 8

Cozy Cabin in the Woods - Londonderry, VT

$279 avg / night
3.0 (4)
Beauchamp Hill
4 Bedroom | 3.5 Bath | Sleeps 8

Beauchamp Hill - Londonderry, VT

$378 avg / night
4.5 (2)
Haven on the Hill
5 Bedroom | 3.5 Bath | Sleeps 8

Haven on the Hill - Londonderry, VT

$399 avg / night
4.92 (12)

View 3 more homes

Recent Londonderry guest reviews

And I has a great view to boot.
Chris K. | Feb 2025
The house was very clean and the views were fantastic (multiple mountains in the background). The hot tub was a highlight! I would definitely rent again. Being only 17 mins from Stratton mountain, this place was a gem.
Michael D. | Feb 2025
Great house in a great location with a great view. We enjoyed our time there on a quick ski trip to stratton. We ran into a few issues: 1) Our car fell into a ditch off the side of the driveway TWICE (first on our arrival - we had to walk the bags up to the house). We were able to get it out the first time, but had to call a tow truck for the 2nd. When it snows be sure to stay in the middle of the driveway as snow plow end us plowing off the side of the driveway so you can't see where it sinks. 2) tell vacasa to contact the local property manager to make sure the hot tub is running. We inquired about it ahead of time but they did not contact the local manager and we were unable to use it on our trip. The local manager Mitch is great. He promtply came to fix another small issue where there was leak in the house (and did everything he could to try to get the hot tub running).
Hiten M. | Feb 2025
Londonderry vacation rental FAQ

Yes, 40 of our Londonderry homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 179 of our Londonderry vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Londonderry vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Londonderry team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Londonderry, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

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24/7 guest service
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Seamless check-in
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Professional cleaning

Where is Londonderry, VT?

Nestled in the Green Mountains of southern Vermont, Londonderry provides a peaceful escape from the hustle and bustle of everyday life. It’s about 30 miles from Brattleboro and 100 miles from Albany, NY. While Londonderry offers a serene, secluded atmosphere, its proximity to major cities makes it an accessible retreat for travelers seeking both relaxation and adventure.

Things to Do in Londonderry

History enthusiasts will love exploring Londonderry's historical sites, such as the Londonderry Historical Society and the West River Railroad Museum. These attractions offer a glimpse into the town's rich past and the stories of its early settlers. Our Londonderry cabin rentals, from charming cottages to historic homes filled with antiques, reflect the town's unique architectural heritage.

Outdoor lovers will find plenty of activities in Londonderry. Hit the slopes at Magic Mountain Ski Resort, enjoy a hike through Lowell Lake State Park, or explore the beautiful trails of the Green Mountain National Forest. For those who prefer a more leisurely pace, a round of golf at the Stratton Mountain Golf Course or a stroll through the Farmers Market are excellent options.

After a day of adventure, unwind at one of Londonderry's dining spots. Enjoy a delicious meal at the New American Grill or sample local brews at the Londonderry Inn & Tavern. Whether you're seeking outdoor adventures, historical exploration, or simply a relaxing getaway, Londonderry has something for everyone.