
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$27,152 GYD 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.

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!
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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!
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The Mushroom House of Manchester Vermont
Welcome to The Mushroom House. Located at the end of a private road, the house is less than 4 miles from Manchester's outlet shopping, gorgeous hiking and unmatched dining. Our property features an open floor plan main floor with a kitchen, dining and living area that neighbors the master bedroom and bath. The back deck is a accented with string lights, a grill and comfortable outdoor furniture. Down stairs has two guest rooms with queens beds, a full bathroom and a den with full futon and tv.
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4 Bedroom Family Ski House w/ WiFi, cable!
This family heirloom sits tucked away in the trees just off of Chester Mountain Road. Short trips to Bromley, Okemo, Stratton and Magic Mountains. Sleeps 8 comfortably with room for up to 10 on pull out couches. You will fall in love with the retro feel of this house, it's straight out of the 1980's, and has kept that charm over the years. We have consistently updated it with all of the amenities needed to relax, including Air Conditioning, High Speed wifi, Cable, big screen TV and sound bar.
ValueFamilyWalkability

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
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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.
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3BR 2BA Stratton Condo w/ Fireplace & Forest Views
Newley renovated 3 bed 2 full bath condo on Stratton, just minutes to Stratton's base lodge. Kitchen is well equipped for cooking. Private balcony with forest views. All new appliances. Wood burning fireplace & firewood included. All beds & baths are on 2nd floor up spiral staircase which may be difficult for elderly or young children. Stairs are required. Master bed has en suite full bath and smart tv. Free parking. Living room has an 86" smart TV. Poker set, & board games.
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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!
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Shred Shack: A/C | Hot Tub | Sauna | EV charger
Escape to the Shred Shack by 42 North LP, your ultimate mountain escape in Vermont! The Shred Shack offers stunning mountain & valley views from its expansive great room. Relax & recharge by the grand fireplace, in the private indoor sauna, or the mountain-view hot tub. Entertain effortlessly in the open-concept kitchen, dining, and living area – perfect for memorable meals & gatherings. Kids will love the unique indoor swing! Your perfect blend of adventure and comfort awaits!
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Serene & Pristine Vermont Home
Perfect for a staycation, as a work-from-home alternative, or for family vacations. Situated on the edge of picturesque 120 acre New Spring Farm that borders the Green Mountain National Forest, is this up to date charming home awaiting your visit. With brilliant natural light and rolling pasture views, the quiet dead end dirt road provides privacy, while still being only a mile from J.J. Hapgood general store and centrally located to multiple towns and ski areas.
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Artistic Southern Vt Countryside Home at Windham
Escape to 3.5 private acres in the Green Mountains. Art-filled spaces, Tempur-Pedic beds, A/C, two living rooms, full kitchen with gas stove. Groomed trails and berry foraging outside your door. Fire pit with valley views. Minutes from waterfalls, swimming holes, the Appalachian Trail, and Londonderry dining. Magic Mountain under 10 min, 4 more ski areas nearby. Pellet stove, generator, dedicated workspace — perfect for remote work or a mountain reset.
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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).
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Popular amenities for Londonderry house rentals
House rentals with a pool

Luxury Mid-Century Modern Vermont Home, Okemo View
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Beautiful Bromley/Manchester VT Retreat w/hot tub
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Ski Mountain View Estate
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Historic Farm Stay | Heated Pool + Hot Tub
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The Brick House on Washington Street
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Family-friendly 4BR | Pools Hot Tub | Near Mt Snow
LocationFamilyOutdoor spaces

The 1770 House
LocationFamilySkiing

Hollywood Bungalow in the Berkshires #C0191633410
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Weekly house rentals

Cozy private cabin near Okemo! Large Hot tub!
LocationFamilyBackyard

Cape Cod Home in Woodstock, Pet-Friendly & Wooded
LocationFamilyCleanliness

The Green Mountain Chapel
LocationFamilyKitchen

Modern Chalet: Magic Mountain
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Spectacular 'Cape Cod' in Vermont!
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Book Now For Leaf-Peeping!
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Black Star Barn, Mountain Retreat w/ Hot Tub
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Close to 4 mnts. Private stream! King bed. Dogs OK
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Private house rentals

Modern cabin close to all mountains
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Winterbee House
LocationFamilyGetting around

Luxury VT Retreat. Breathtaking Views & Sunsets
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West River Farmhouse in Weston, VT
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Mountain House between Stratton, Bromley, Magic
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Cozy and Private Mountain Lodge
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2-Bedroom Home, 7 Minutes From Stratton Mountain
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Pettengill Schoolhaus scenic 2 min to main village
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When is the best time to visit Londonderry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$88,767 GYD | G$89,603 GYD | G$76,444 GYD | G$61,615 GYD | G$64,957 GYD | G$62,659 GYD | G$65,792 GYD | G$57,438 GYD | G$59,735 GYD | G$61,824 GYD | G$62,450 GYD | G$86,887 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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- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Berkshire East Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth College
- West Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Killington Resort
- Mount Monadnock
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Massachusetts Museum of Contemporary Art
- Montshire Museum of Science
- Mount Sunapee Resort
- National Museum of Racing and Hall of Fame
- Mount Greylock
- Camp Plymouth State Park
- The Montague Bookmill
- Quechee Gorge





