Londonderry Vacation Rentals
Compare 8 vacation rentals.
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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.
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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 >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 >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.
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.
