
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 $130 per night before taxes and fees

Verified guest reviews
Over 3,850 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 40 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 🐣
ValueFamilySleep quality

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!
FamilyValueSolo travel

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!
FamilyValueHeating

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!
LocationFamilyWalkability

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
ValueFamilyIndoor spaces

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.
LocationFamilySleep quality

Charming Chester Farmhouse Near VT Slopes
Unplug at our spacious 4-bed Chester farmhouse, a four-season retreat minutes from Okemo, Magic & Bromley. Highlights: *Chef’s kitchen & coffee bar *Fast Wi-Fi, dedicated workspace & Smart TV *Spacious backyard for dining & stargazing *Easy 10–20 min to skiing, hiking & local towns *Pet-friendly, family-ready Spend your days hiking, swimming, leaf peeping, or exploring nearby towns. In winter, hit the slopes, then gather for games and a movie. Book your Vermont getaway today!
ValueFamilySkiing

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.
LocationFamilyComfort

Heated Pool, EV Charging, Hot Tub & Barrel Sauna
Experience comfort and convenience at Wandering Moose, a modern retreat perfect for groups of friends and families with older children. Nestled in the serene woods of Winhall, this spacious home features a private heated pool, a stone fireplace, and a large living space. Enjoy easy access to Stratton Mountain's shuttle and nearby outdoor activities year-round. With ample sleeping arrangements and high-speed internet, it's an ideal base for your adventures!
LocationFamilyBackyard

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).
LocationValueBathroom

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.
LocationFamilyHeating

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.
FamilyValueRiver
Popular amenities for Londonderry house rentals
House rentals with a pool

Magical Farm Getaway - a must visit!
ValueFamilyIndoor spaces

The 1770 House
LocationFamilyGetting around

Golf and Mountain Biking outside the door!
FamilyValueView

Ranch at Mendon Mt Orchards
ValueLocationWalkability

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

The Brick House on Washington Street
ValueLocationSleep quality

Classic VT Ski Chalet - Walkable to Okemo Ski Lift
ValueLocationCleanliness

Woodsy Retreat Near Skiing, Private Pool in Summer
LocationValueHospitality
Weekly house rentals

Cozy Modern Sugar House with spectacular views.
FamilyValueQuiet

Modern Chalet: Magic Mountain
LocationFamilyQuiet

Pettengill Schoolhaus scenic 2 min to main village
FamilyLocationComfort

Black Star Barn, Mountain Retreat w/ Hot Tub
LocationFamilyBathroom

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

Serene & Pristine Vermont Home
ValueFamilyCleanliness

4 Bedroom Family Ski House w/ WiFi, cable!
ValueFamilyComfort

Mountain Retreat | 9 Acres | Views
FamilyLocationAmenities
Private house rentals

Luxury VT Retreat. Breathtaking Views & Sunsets
LocationFamilyHiking

2-Bedroom Home, 7 Minutes From Stratton Mountain
FamilyLocationLayout

Scandinavian Serenity Close to Okemo
LocationFamilyAccuracy

Stunning VT Farm House minutes to Stratton/Bromley
FamilyValueAmenities

West River Farmhouse in Weston, VT
LocationFamilyRiver

Spectacular 'Cape Cod' in Vermont!
LocationFamilyDecor

Four bedroom retreat in Vermont’s golden triangle.
LocationFamilyIndoor spaces

The MountainTop | Stratton & Mt Snow | Fire Pit
LocationValueKitchen
When is the best time to visit Londonderry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $425 | $429 | $366 | $295 | $311 | $300 | $315 | $275 | $286 | $296 | $299 | $416 |
| Avg. temp | 23°F | 25°F | 33°F | 46°F | 56°F | 64°F | 69°F | 67°F | 60°F | 49°F | 39°F | 29°F |
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- Mount Monadnock
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Massachusetts Museum of Contemporary Art
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- Mount Greylock
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