Londonderry Vacation Rentals

Compare 9 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
The Alpine Outlook
1 Bedroom | 1 Bath | Sleeps 4

The Alpine Outlook - Londonderry, VT

$156 avg / night
Sherwood Escape
3 Bedroom | 2 Bath | Sleeps 8 (4 Adults Max)

Sherwood Escape - Londonderry, VT

$223 avg / night
Justin Lake Lodge
8 Bedroom | 4 Bath | Sleeps 15

Justin Lake Lodge - Londonderry, VT

$1,091 avg / night
Sherwood Forest
3 Bedroom | 1.5 Bath | Sleeps 6

Sherwood Forest - Londonderry, VT

$180 avg / night
Haven on the Hill
5 Bedroom | 3.5 Bath | Sleeps 12

Haven on the Hill - Londonderry, VT

$458 avg / night

View 4 more homes

Browse more vacation rental amenities in Londonderry

Pool | Riverfront | Ski-in/ski-out | Sound view | Water view | Waterfront | A/C | Elevator | Fireplace | Washer/dryer

Recent Londonderry guest reviews

My wife and I stayed here along with several adult children and their spouses. We really enjoyed our stay here and were very impressed. First, the house is very spacious with an open floor plan. The kitchen / dining / room living room are all open and flow into each other. And there is a large new Trex wrap-around deck with lots of chairs off the dining room; deck has a propane grill but we didn't use it. There are two bedrooms (most of them also very spacious) on each floor (ground, 1st, 2nd) which is nice to provide some spacing for various members of the family. In addition to the main floor living room, the ground floor has a TV / lounge room and the 2nd floor has an office / lounge room. The beds and furniture are quite comfortable. Upstairs bedrooms (maybe others too but didn't check) had wall-to-wall carpeting. Bathroom /shower on each floor. Again, to emphasize, the house has a lot of space. The house is very convenient to Magic Mountain (wedding venue); it is also very close to Londonderry which has an excellent grocery market and a few takeout restaurants all in one shopping plaza. We also were able to go to Manchester for wedding events in about 25 minutes. Other family members rented houses in the general vicinity and theirs were much “older” - this house was clearly the best!
James T. | Aug 2024
They say pictures paint a thousand words, but in this case they don’t do Justin Lake Lodge justice. The beauty of the property is astounding. The 5 min walk on the trail down to lake is rewarded by the view of all that awaits. Our family of 17 ranged in ages from 4-72. Every one of us spent hours swimming, diving off the 40ft dock. We loved using the water floats, canoe, stand up paddle board and 4 person peddle boat to explore the serene private lake. Many used the supplied fishing rods and caught huge big mouthed bass! The loons entertained us and the giant blue heron wowed us. We couldn’t believe this was all ours! We brought our own floating foam island and anchored it in the middle of the lake. What fun. Having a boat house to store all the water toys was great. We intended to use the fire pit by the water, but never got a chance because we were having so much fun. When we arrived add walked in the beautiful lodge we were greeted with peaceful music playing and fresh flowers on the table. There were welcome notes and tips all through the house. The property managers Patty and Fred were fabulous hosts. Some of their touches were supplying numerous start up supplies such as paper towels, toiletries, detergent (laundry and dish). The kitchen was stocked with fresh staples, more than enough dishes, glasses, pots & pans and cutlery for our big family. We easily had seating at the two large dining tables and all the sofas. The kitchen has a huge Volcan stove and oven but the only part of it that was consistently working were the burners. But there is a toaster oven and air fryer the we put to good use. In the living room we watched Olympics on the large TV (Dish) Even during the wild winds from the remnant of Hurricane Debby e never lost power or WiFi. There are lots of small tables that were perfect for puzzles, paint by number, and computer work. The huge deck had lots of seating and a gas grill. It’s unbelievable that all of this was just on the first floor along with three bedrooms, two baths, and a laundry room. The only AC was in the master bedroom so it was a bit too hot for comfort although the multiple fans helped. The second floor was beyond belief with a game room that had a pool table, ping pong, TV, numerous toys for the little ones, 5 bedrooms and two more baths. The high ceilings and walls of gorgeous pine were a work of art. The teens, younger kids, and toddler were in their glory. There was never even a whisper of “I’m bored” The yard was huge! Big enough to practice short iron golf shots! We set up many yard games and Olympics with 5 separate venues and never had to move any of the things we used. We kept them up all week so they could be used. Daily bike rides and runs were challenging but so beautiful. Justin Lake State Park is 1 mile down the road and has a trail system that goes 3 1/2 miles around Justin Lake. I could go on and on. 5 star week. Thank you Patty and Fred.
Sally P. | Aug 2024
I stayed here with a big group and it was perfect - a great place in a lovely setting.
Maureen L. | Aug 2024
Londonderry vacation rental FAQ

Yes, 37 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. 190 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 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 worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Londonderry, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

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24/7 guest service
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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.

Nearby destinations

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