
House vacation rentals in Londonderry
Find and book unique houses on Airbnb
Quick stats about house rentals in Londonderry

Total vacation rentals
Explore 100 vacation rentals in Londonderry

Nightly prices starting at
Londonderry vacation rentals start at G$25,063 GYD per night before taxes and fees

Verified guest reviews
Over 4,140 verified reviews to help you choose

Family-friendly vacation rentals
100 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
100 of Londonderry vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Londonderry rentals

4.9 Average rating
Londonderry stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Londonderry
Guests agree: these houses are highly rated for location, cleanliness, and more.

Lovers Honey Pond Treehouse with hot tub & sauna
Guest Favorite VERY romantic abode…The Honey Pond Treehouse is made for you and yours! It’s constructed of all natural materials, has breathtaking views, and is outfitted with absolutely everything you need! Lifted high over a stocked trout pond way up in the birch trees…Enjoy private hot tubbing, sauna time, swimming & hammock time. Skylight was designed for stargazing in bed!! Just minutes to the slopes or enjoy our own groomed trails for Xcountry & snowshoes & nature walks!! High speed WiFi 🐣

Stylish Vermont Cabin | Views · Trails · Luxe
Combining sweeping views of distant hills with complete privacy and wraparound porches on two sides, the Red House is a custom cabin built for couples and smaller families. Surrounded by working farms and within easy reach of trailheads to hike or bike Mt Ascutney, or to visit Woodstock, Hanover, Ludlow and the Upper Valley, the Red House sits among some of the best restaurants in Vermont and awaits the discerning traveler who has earned the right to do absolutely nothing and experience it all.

Vermont Mirror House
Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

VT Cabin sitting above the West River and Village
Converted in 1967 this 1 bedroom, 1 bathroom cozy cabin was once a tractor shed for the historical William's Mills along the West River. It now sits on 12 acres on a country dirt road overlooking the river and the Village. Amenities (stores, dining) are a 1-minute drive, and there are walking trails at the end of the road. It's a great Vermont getaway with ski mountains, Stratton, Bromley, and Magic just minutes away! Cross-country skiing, snowshoeing, and the VT Country store nearby!Yes, Wi-fi!

Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly
Reilly's Rest is a private home located on its own 6 acres in a prime location to SKI, HIKE, FISH, SWIM, KAYAK, WALK, + RELAX in the Green Mtns! 11/19 New floors-windows-appliances! The home is just 7 miles to Magic, 10-Bromley, 15-Stratton , and under 20 to both Okemo & Manchester. Reilly's Rest provides a peaceful + cozy stay on 6 acres with Mtn. views. Our Vermont contemporary-style home is sure to impress with warm wood interiors and an upstairs with open floor plan and beautiful views!

Modern Cabin with Hot Tub & EV Charging Station
Welcome to the Tea House - a retreat in the woods of Vermont. Set on nearly 5 acres, the location is private and peaceful without feeling remote. Just minutes to skiing at Stratton Mountain, Bromley and Magic. A short drive to Manchester with shops and restaurants. Relax and unwind in a cozy, modern space that lends itself to mindful living. Vinyl records, good books, stargazing from the hot tub. Your Vermont adventure awaits. - Private Hot Tub Open All Year - EV Charging Station - AC/Heat

Clean, Captivating VT Farmhouse near Stratton!
Let us welcome you to our beautifully appointed, circa 1901 Vermont farmhouse resting on four acres of lush, rolling pastures--the quintessential Vermont experience! The house exudes warmth, coziness and tranquility with no detail left untouched. 4 BR 2 bath with huge family room. Minutes to 3 of the best ski-mountains on the east coast - Stratton, Bromley, Magic Mtn and close to Manchester shopping. A few miles from renowned Solo Farm & Table, HoneyPie and West River Farmer's market.

Charming Vermont Schoolhouse
Kick back and relax in this calm, stylish space. A beautifully restored schoolhouse circa 1860 welcomes you. Situated on a quiet country road this adorable home on one wooded acre has lovely mountain views and a peaceful setting. Nearby you will find skiing, hiking trails and quaint Vermont towns with shops and restaurants. Manchester and Rutland are 30 min. drives, Dorset is just 20 min. Granville NY has a large grocery store and other shops and is only a 15 min. drive.

Modern 3-bedroom A-frame in Londonderry w/ Pond
This 1970s A-Frame has been newly renovated and is ready to host guests. This home is located on a 2.6 acre property complete with a swimmable pond , outdoor firepit (snow dependent) and dining al fresco. It's located only a few minutes away from amenities such as Londonderry Market, Pingree Park, Lowell Lake and several restaurants. For skiing, this home is in proximity to Magic (8min), Bromley (9min), Okemo (25 min) and Stratton (20 min).

The Architect's Cabin, on 10 Secluded Acres
Nestled on a rise in a woodland clearing is this intriguing cubist design reminiscent of Post and Beam ambiance. Stone and wood materials from the property have been assimilated into intriguing modern design features throughout. Walls of windows share the tranquil and private outdoor setting with the indoor livings areas. We require all guests have a verified account and positive host reviews. There is no Air Conditioning.

Wild Blossom Farmhouse - a lovely family getaway
Welcome to Wild Blossom Farmhouse! Conveniently located near Magic, Bromley, Stratton, and Okemo! At our little piece of Vermont, you will find farmhouse-style decor and furnishings, beautiful bright daytime light, and a delightful garden complete with treehouse, tree swing, and fire pit! ***Longterm Stays Allowed*** Four-legged friends welcome with an additional $75 per pet fee.

Stunning mid-century house on 2.5 private acres
Stay at our relaxing, mid-century retreat! The house was built in the 60s but has modern amenities. A 4-wheel-drive vehicle is recommended. Our house is conveniently located 7 miles from Stratton and 12 miles from the outlets/restaurants in Manchester. Floor to ceiling windows provide a stunning view of the property. Please note, the house has a non-working fireplace.
Popular amenities for Londonderry house rentals
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

The 1770 House

Steps to Golf and Mountain Biking

Ranch at Mendon Mt Orchards

SugarBear- Pool, AC, Sauna, Gym, Tennis!

The Brick House on Washington Street

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Hollywood Bungalow in the Berkshires #C0191633410
Weekly house rentals

Stratton Summer House | Trails + Swim Holes + AC

Highland Haus: stunning ski getaway with hot tub

Cozy Modern Sugar House with spectacular views.

Winterbee House

Birdie's Nest Guesthouse

Pettengill Schoolhaus scenic 2 min to main village

Close to 4 mnts. Private stream! King bed. Dogs OK

Black Star Barn, Mountain Retreat w/ Hot Tub
Private house rentals

Bright & Vibrant Mountain Home

Modern cabin close to all mountains

Luxury VT Retreat. Breathtaking Views & Sunsets

2-Bedroom Home, 7 Minutes From Stratton Mountain

Scandinavian Serenity Close to Okemo

The Looking Glass, a modernistic escape

Vermonts Best Cabin at Trail End Ranch

The Nest at Bromley Knolls
When is the best time to visit Londonderry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$88,765 GYD | G$89,600 GYD | G$76,442 GYD | G$59,525 GYD | G$58,480 GYD | G$62,031 GYD | G$65,790 GYD | G$57,436 GYD | G$59,733 GYD | G$61,822 GYD | G$62,449 GYD | G$86,885 GYD |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
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- Rentals with a patio Londonderry
- Rentals with a washer and dryer Londonderry
- Rentals with a fire pit Londonderry
- Rentals with an EV charger Londonderry
- Rentals with a sauna Londonderry
- Rentals with a hot tub Londonderry
- Rentals with a fireplace Londonderry
- Rentals with outdoor seating Londonderry
- Fitness-friendly rentals Londonderry
- Family-friendly rentals Londonderry
- Ski-in/ski-out rentals Londonderry
- Pet-friendly rentals Londonderry
- House rentals Windham County
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- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Berkshire East Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- West Mountain Ski Resort
- Dartmouth College
- Killington Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Montshire Museum of Science
- National Museum of Racing and Hall of Fame
- Mount Sunapee Resort
- Mount Monadnock
- Emerald Lake State Park
- Massachusetts Museum of Contemporary Art
- Camp Plymouth State Park





