
Ski-in/Ski-out vacation rentals in Londonderry
Find and book unique ski-in/ski-out homes on Airbnb
Quick stats about vacation rentals that are ski-in ski-out in Londonderry

Total vacation rentals
Explore 10 vacation rentals in Londonderry

Nightly prices starting at
Londonderry vacation rentals start at G$20,905 GYD per night before taxes and fees

Verified guest reviews
Over 660 verified reviews to help you choose

Wi-Fi availability
10 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 ski-in/ski-out rentals in Londonderry
Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.

Beautiful Bromley/Manchester VT Retreat w/hot tub
"Manchester Moose!" Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester, Beautifully remodeled VT vacation getaway nestled in the Green Mountains. Closest skiing to quaint Manchester VT, minutes from snowmobiling, hiking, fine dining and shopping. This home features 5 bedrooms, 3 with queen beds including 2 Masters, and 2 bedrooms with double bunks. Perfect for 2 or 3 families to enjoy any season in Southern Vermont's beautiful Green Mountains! YouTube video link @GreenMountainStay
LocationFamilySkiing

Freemans Grove Benevolent Society Walk to MoCA
Welcome to the Freeman's Grove Benevolent Society! Artist's apartment/gallery with kitchen, bath, one bedroom, and a sleeping nook. It is an open floor plan, for heating purposes there are curtains (no doors) on the bedroom and sleeping nook. Sleeps 4 people comfortably. The walk from MASS MoCA to the house is flat except the last block which is STEEP! The apartment is a flight and a half off the street, so be prepared for some stairs. A truly unique apartment and cabinet of curiosities. #fgbs
FamilyValueAccess

MtSnow HotTub Pool Table AirHockey PingPong *Darts
Welcome to our ❄newly listed❄lodge style home! HOT TUB✅ Our home is located on private 2.6 acre lot with beautiful views of Mount Snow in the distance. Our home offers easy access to night life/restaurants and much more. Whether you are skiing, hiking, biking, kayaking or just enjoying the fresh Vermont air, you'll love the comfort of our home. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in southern Vermont!
FamilyValueLaundry

Midcentury Hillside Retreat - Summer Paradise
Enjoy this peaceful retreat in the heart of the Green Mtns and surrounded by 130+ acres of private woodland. Dramatic field stone fireplace and spectacular panoramic views of Mt Ascutney into New Hampshire from the entire living space. Large chef's kitchen. Private master suite and two guest bedrooms. The perfect get-away for relaxing with family and friends. Exceptional hiking, biking and Connecticut River adventures. Near GMHA and Woodstock. Great restaurants, fun village shopping nearby.
ValueFamilyLong stay

Suite 23 - Spacious Sunny 2-BR with Mountain view
Our happy place is a 5 minute walk to Berkshire East/Thunder Mountain . An 8 minute walk to the Deerfield River for guided fishing tours with Hilltown Anglers, kayaks, ,whitewater rafting. 10 minute walk to town and shuttle for tubing. A 5 minute drive to local wedding venues. We provide a full kitchen with all cooking essentials, a private picnic area with charcoal grill (charcoal provided). We reside at the single family home on property and we’re excited to share our Suite 23 !
FamilyLocationRiver

Alpine Condo - AC & Pool - Golf & Bike
Updated 1-bedroom Whiffletree condo with stylish alpine feel—steps from Killington Resort, golf course, and access road. Thoughtfully stocked with essentials, plus a private gear locker for convenience. Relax at the onsite outdoor pool (open Memorial Day–Labor Day). Sleeps 4 with a king bed and queen pullout sofa. Portable AC unit in the living room helps keep the condo comfortable Pack & Play crib, mattress and sheets available upon request for $25 per stay. Reg #007718
ValueLocationGetting around

Cabin on the Hill
Enjoy a stay in the hills of Vermont - glamping at its finest! A 5-10 minute hike UPhill to a secluded getaway in the heart of Vermont. Amenities include a quaint outhouse, a unique outdoor shower, a 2 burner outdoor gas stovetop and a fire pit to roast marshmallows. The 12x14 screened in cabin with ladder accessed loft sleeps 2 comfortably. Don't worry about bringing pots and pans - cabin is equipped with dishes and a water supply. Adjustable LED lights to light up the night.
FamilyValueAccuracy

The Grateful Barn
THE GRATEFUL BARN is a SW Vermont classic. Renovated 1800's Vermont barn. Located on a National Forest Rd. & land locked by the entire Green National Forest The home is a cozy converted barn located next to a seasonal country home. The Barn offers a private bedroom with a queen sized bed, 2 single beds in a loft area & a pull out double bed in living room. This remote VT location is steps from the Long Trail, 7 minute drive to Bromley & 20 minutes to Stratton or Magic MT.
ValueLocationWifi

Yurt In The Woods - Come to the Yurt.
The Yurt In The Woods is 30 ft in diameter - 700 spacious sq. ft. It's surrounded by trees and has a yard. In October, I require a two night stay with the exception of October 4, 11 & 15th. There is a "one" night stay fee of $50 - charged as extra services Allowed 2 dogs with the agreement to my animal policy & $50 fee WiFi 1,000 megabits per second a fiber network AC, Outdoor Gas Grill , Outdoor Fire Circle, and Outdoor Shower available June - October
ValueFamilyView

400+ Airbnb Visits: Incredible Mountain Cabin
Our cabin is off the grid, NO running water (read this twice) or indoor bathroom, but it’s comfortable and has been enjoyed by 100’s of Airbnb travelers. There is electricity, but this cabin takes an adventurer in the winter months. Winter Stays take work! Don’t be surprised of shoveling and bringing in your gear! Our reviews speak for how great rental is for people, thank you for considering a stay at our cabin.
ValueFamilyParks

Okemo Ski-in/Ski-out, Steps to lift Condo
Just steps of walk to the amazing Okemo slopes, C Building is the closest property to the A-Quad/B-Quad lift and this building offers convenient parking right downstairs and free wi-fi (dedicated Xfinity modem, no issue video conference). You’ll love this cozy place with hardwood floor and private balcony and sunshine after skiing. Great sun exposure. Please note there is no AC at this condo complex summer time
ValueLocationCleanliness

CozyDen - AC, Grill, Bike to Mountain, Porch!
Welcome to our cozy 1-bedroom condo in Killington, VT! Ski off and shuttle on, close to everything including biking and golfing. Enjoy the wood-burning stove, comfortable furnishings, and well-equipped kitchen. Rest well in the king bed and explore the slopes, trails, and golf courses nearby. Relax on the porch or by the fire. Your perfect Killington getaway awaits!
FamilyLocationParking
Popular amenities for Londonderry ski-in/ski-out rentals
Ski-in/ski-out house rentals

Hollywood Bungalow in the Berkshires #C0191633410
LocationFamilyParking

The Sugarhouse
FamilyLocationGetting around

Golf and Mountain Biking outside the door!
ValueFamilyWalkability

1st floor, Okemo contemporary country 3 BR 2 BA
FamilyValueHospitality

Modern Chalet: Magic Mountain
FamilyLocationWalkability

Stratton walk on/ski off, Kings, hot tub, shuttle
FamilyLocationSkiing

Game Room, near skiing and lake, walk to downtown
FamilyLocationTV

Vintage Vermont
LocationValueHot tub
Family-friendly, ski-in/ski-out home rentals

Great Amenities-Season Condo gym-sport center-pool
FamilyLocationBathroom

On Pico Hike out back door 1 Bedrm 1 night okay
FamilyValueSkiing

Beautiful 2 Bedrooms in Mountains w/ full kitchen
FamilyValueWifi

Killington-Pico ski in/out Studio at base of Pico
FamilyLocationNearby

Ski-In/Out, AC, Pools, Hot Tub, Pet-Friendly
ValueFamilyQuiet

Winterplace - Steps away from Slopes
FamilyLocationGrill

Beautiful Spacious Condo at Killington Resort
FamilyValueAccuracy

Large Chalet; Sauna, Hot Tub; Walk to Trail
LocationFamilyHiking
Ski-in/ski-out cabin rentals

The Cozy Little Red Cabin
LocationFamilyView

The Run-In - Beautiful Country Cabin with Hot Tub
LocationFamilyHiking

Ski-In/Ski-Out Log Cabin on Great Eastern Trail

THE CABIN....a Vermont log home
FamilyValueParking

Summit Retreat:2BR/2Bath Rustic Beauty + Yoga Room
LocationFamilyKitchen

Blue Cozy Ski House
ValueLocationKitchen

Wrong Turn Cabin

Beautiful Art Studio with hot tub/sauna #1 Airbnb
FamilyValueShared spaces
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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
- Pico Mountain Ski Resort
- Dartmouth College
- Six Flags Great Escape Lodge & Indoor Water park
- West Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Killington Resort
- Fox Run Golf Club
- Mount Monadnock
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Massachusetts Museum of Contemporary Art
- Mount Sunapee Resort
- Montshire Museum of Science
- National Museum of Racing and Hall of Fame
- Mount Greylock
- Camp Plymouth State Park





