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Londonderry Holiday Rentals

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Holiday Rentals in Londonderry

VT Cabin overlooking the West River and Village
10.0 out of 10, Exceptional, 19 reviews
"The cabin was perfect for a getaway! Felt secluded however walkable to small village, and within 20 minutes to Stratton. Perfectly stocked to stay in for meals!"
The price is NZ$554
per night
8 Jun - 9 Jun
VT Cabin overlooking the West River and Village
Hike, Explore, Swim ~ Adventure in Vermont!
9.6 out of 10, Exceptional, 40 reviews
"The owner had the place ready to go when we arrived. It was a late arrival, but there were outside lights that were warm and inviting. Plenty of space for our party of 12 (6 adults and 6 kids). Kitchen was welled stocked with cooking necessities, great hangout spaces in the basement and first floor, and a convenient space for ski boots and outer gear in the basement near parking. Kids absolutely loved the pool - and have the pruned hands to prove it. The location couldn't have been better, ~25...
Hike, Explore, Swim ~ Adventure in Vermont!
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
9.6 out of 10, Exceptional, 179 reviews
"My husband and I loved this little cottage , we will definitely be back."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
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Long Trail House at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very good, 69 reviews
"Amazing! Cannot get a better location! So close to everything! Quick walk to village shops and slopes. Very clean. Lots more room than I was expecting for two big 17 year old boys and parents. Kids had their own bedroom, bathroom and storage area on main floor, adult had master suite with own bathroom upstairs. Plenty of room in kitchen and family room. The only complaint is that hotels hot tubs and pool were over run with too many little kids. "
The price is NZ$606
per night
18 Jun - 19 Jun
Long Trail House at Stratton Mountain Resort
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
9.6 out of 10, Exceptional, 30 reviews
"My family really enjoyed this Lake House. The beautiful views of the lake were breathtaking. The house had everything we needed for preparing meals. The kitchen was functional and generally well equipped. The beds in the house were particularly comfortable. We enjoyed early morning coffee on the deck with perfect views of the lake. The location was great. Lots of wonderful hiking trials in close proximity. My only suggestion to the owners is to give the house a good deep cleaning. Nonetheless,...
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
9.4 out of 10, Exceptional, 47 reviews
"We loved our stay at the chalet. It's perfectly situated in the cutest little neighborhood, while also feeling very secluded. The chalet had everything we needed for our stay. While visiting we walked a few of the trails nearby, part of the Valley Trail and the Hoot, Toot and Whistle. They were both perfect for our pups, especially during hunting season. We gave our pups an extra squeeze in honor of Scarlet. Thank you for sharing your place with us! We would love to stay again!!"
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, 175 reviews
"This was a great stay- thank you so much! The property was clean and serene, the house adorable and cozy and the hot tub is always a plus! It was a great area, we’ll have to visit again sometime :)"
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
9.8 out of 10, Exceptional, 157 reviews
"The place is beautiful and the stay was fantastic. It is up a couple mile hill/road from the center of town, just long enough to make you feel you are out of the hustle. The property presents very well. The rooms are large for private space with 2 common rooms that are just as large for group time. The one suggestion would be to add a check in book of information, including necessary passwords (WIFI) and local attractions/restaurants. We had much of this in the interaction with the host through...
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
9.6 out of 10, Exceptional, 140 reviews
"Great little house to enjoy spending time with family and all that VT has to offer. Wonderful host, we will be back."
The price is NZ$580
per night
10 Jun - 11 Jun
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
10.0 out of 10, Exceptional, 145 reviews
"Booked this terrific log cabin for its closeness to Slate Valley Trails for our annual Memorial Day Weekend mountain bike getaway. Terrific location, quiet spot on a gravel road with woods and farmlands. Great kitchen, lots of space to spread out. Very comfortable! So quiet at night, all we heard were a pair of barred owls calling to each other. Highly recommend!"
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
Lakefront home with amazing views, fireplace, firepit, & gas grill
9.8 out of 10, Exceptional, 58 reviews
"Awesome house. Great location. I would stay there again for sure!"
Lakefront home with amazing views, fireplace, firepit, & gas grill
Idyllic Lakefront House Suited Two Families
9.8 out of 10, Exceptional, 142 reviews
"Perfect family weekend ,! House clean & plenty of room for 5 adults & 1 child. Picture perfect, boating fishing, Crowley's cheese factory 10 minutes away. Definitely would love to return !"
The price is NZ$828
per night
22 Jun - 23 Jun
Idyllic Lakefront House Suited Two Families
TRAILSIDE, Huge, Newly Renovated, 6 bedroom condo ski-on ski-off, sleeps 18
9.6 out of 10, Exceptional, 69 reviews
"This was our second stay at the condo. Can’t beat the convenience of ski in ski out and coming home for lunch. The owner, Ralph, is very quick at getting back with any questions. Highly recommend!"
TRAILSIDE, Huge, Newly Renovated, 6 bedroom condo ski-on ski-off, sleeps 18
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
9.8 out of 10, Exceptional, 29 reviews
"Spacious and well kept....everything needed for for a fantastic group ski trip! Check in a breeze with communication from the owner. We look forward to a return trip!"
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Quaint mountain retreat with a gas fireplace, balcony, central AC - dog-friendly
9.2 out of 10, Wonderful, 16 reviews
"Amazing, as was listing. Views spectacular"
Quaint mountain retreat with a gas fireplace, balcony, central AC - dog-friendly
Dog-friendly, lakefront home with large yard, firepit, canoe, and fireplace
9.6 out of 10, Exceptional, 4 reviews
"Really enjoyed our stay. Beautiful location and truly relaxing"
Dog-friendly, lakefront home with large yard, firepit, canoe, and fireplace
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
10.0 out of 10, Exceptional, 116 reviews
"Great place to stay for an early spring ski trip and eclipse viewing (we drove north after checking out). Clean, cozy place and pet friendly for our small dog. Located on a quiet dirt road but close to Ludlow town center and Okemo for skiing. Not too far from Killington either (which is where we went to ski). Minor issue for me was the bed was a bit too soft for my liking but otherwise, great place and would consider again in future."
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
9.8 out of 10, Exceptional, 188 reviews
"We had a lovely stay, the kayaks and canoe were the feature of one afternoon and we greatly enjoyed paddling around Lake Pauline and checking out both dam areas. The house is very clean and well maintained, we fell in love with all the windows and light coming in the bedroom across from the bathroom. The quick walk to the sugar house was a feature for my kids, they also loved having the wii in their room and playing Mario kart with their aunt/uncle."
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
9.4 out of 10, Exceptional, 17 reviews
"Our experience was average overall."
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
8.8 out of 10, Excellent, 38 reviews
"The home location, layout were awesome. Pics must be older as there was maintenance needed on the basketball/tennis court, pool, and shuffleboard room. Our bachelor party had a good time, once some updates are done, could be a 5 start spot."
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
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See all available properties in Londonderry
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.

Other types of properties in Londonderry you may be interested in

The Upper Pass Lodge at Magic Mountain
2.5 star property
8.4 out of 10, Very good, 561 reviews
"It was fine, clean and tidy. It was a bit dated and the beds were a little hard. They did have snacks in the rooms and we did figure out how to change the tv to a different language. What I didn’t like is the limited check in time. It really ruled over our day, and we didn’t do as much sight seeing as we would have liked because of their time limit. "
The price is NZ$159
per night
9 Jun - 10 Jun
The Upper Pass Lodge at Magic Mountain
VT Cabin overlooking the West River and Village
10.0 out of 10, Exceptional, 19 reviews
"The cabin was perfect for a getaway! Felt secluded however walkable to small village, and within 20 minutes to Stratton. Perfectly stocked to stay in for meals!"
The price is NZ$554
per night
8 Jun - 9 Jun
VT Cabin overlooking the West River and Village
Hike, Explore, Swim ~ Adventure in Vermont!
9.6 out of 10, Exceptional, 40 reviews
"The owner had the place ready to go when we arrived. It was a late arrival, but there were outside lights that were warm and inviting. Plenty of space for our party of 12 (6 adults and 6 kids). Kitchen was welled stocked with cooking necessities, great hangout spaces in the basement and first floor, and a convenient space for ski boots and outer gear in the basement near parking. Kids absolutely loved the pool - and have the pruned hands to prove it. The location couldn't have been better, ~25...
Hike, Explore, Swim ~ Adventure in Vermont!
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Londonderry holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Londonderry. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Londonderry. Seeing all the best attractions is bound to make you fall in love with Londonderry. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Londonderry short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Londonderry?

Yes, there are holiday rentals close to the most popular sights in Londonderry, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Londonderry is known for its ski slopes and mountain landscape. While you're in the area, grab a bite or have a drink at the bars and coffee shops.

What are some of the best holiday rentals that Londonderry has to offer?

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly: This holiday home rental outside of Londonderry is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many holiday rentals will I find in Londonderry?

Choose from 31 Expedia holiday rentals in Londonderry for a memorable holiday.

What’s there to see and do in Londonderry?

Lowell Lake State Park and West River are a couple of scenic spots to enjoy the outdoors, whereas Taylor Farm is one of the cultural attractions. While here, Magic Mountain Ski Resort and West River Farmers Market are other places worth a visit.

What’s a holiday rental in Londonderry like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Londonderry. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for families.

Recent reviews of Londonderry properties
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