
Ski-in/Ski-out holiday rentals in Londonderry
Find and book unique ski-in/ski-out homes on Airbnb
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.

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 🐣

Killington-Pico ski in/out Studio at base of Pico
At the base of Pico and 10 minutes from Killington. Free shuttle service from my place to Killington. I have a free ski locker and free wood for the fireplace. There is a laundry room with coin operated machines. There is a brand new 50” flat screen tv with cable. It’s a smart tv, that’s hooked up to WiFi, so you can use your Netflix, Amazon or Hulu account if you want. The kitchen is fully equipped. Towels, soap, shampoo and conditioner provided for 1 day. No daily cleaning service. No parties.

Base of M.S. All Seasons Fun. Deck/HotT/Pool/Sauna
Sunsil Loft @ MountSnow, your ideal Getaway. Walk to the Base. Unbeatable access to skiing, hiking, biking. Vermont never stops to surprise you with its outdoor adventures, great food and views. The loft offers a cozy gas fireplace, private deck. The kitchen has all you need to prep meals. You also have access to the pool (Summer), sauna, hot tub and GYM. Whether you’re skiing, hiking and biking in summer, or enjoying the fall foliage, our loft is your perfect home base in the Green Mountains.

Summit View Ski and Golf Retreat w/hot tub & Sauna
Summit View Chalet @ Stratton is the ideal VT retreat, Minutes from Manchester, directly across the entrance from Stratton's 27 Hole Championship Golf Course. Beautifully remodeled! Relax in the hot tub on the deck with direct summit views in any season. Enjoy shuttle access to lifts, minutes from snowmobiling, hiking, fine dining and shopping. Comfortable accommodations for 6 adults and 5 children. Perfect for 2 families to enjoy any season in Southern Vermont's beautiful Green Mountains!

Cozy Mountain Condo
Updated 1 Bdr Whiffletree condo in the heart of Killington minutes from everything. The condo is fully stocked with all of the essentials you will need for your Vermont get away. Ski locker for all your gear! Sleeps up to 4 with a king bed and queen pullout sofa. Baby Pack & Play crib, mattress and sheets available upon request for $50 per stay. Shuttle in/out service available weekends (Dec–April), or ski home when conditions allow (check Killington trail status). Killington Reg #004858

All Season Lovely and Zen Okemo Mt Lodge Condo
Tired of city life and want a fresh breath? Feel the call from nature while also desiring some sporty fun? Come enjoy our lovely and Zen Condo right at the foot of beautiful Okemo! True ski-in/ski-out in the winter. Enjoy your warm ski day lunch by sitting next to the wood-burning fireplace*, while watching all the activities on the slope. In the warm weather, enjoy the beautiful hiking trails and golf course that Okemo offers, as well as water activities at the nearby lakes and rivers.

Okemo Clock Tower Base Ski-in/Ski-out Condo
Large family friendly 1-bedroom condo with 1 King and 1 Sofa bed that is just steps away from Okemo Base lodge. Please note there is no AC at this condo complex summer time, fan will be provided. - Dedicated Xfinity modem and AP in the unit. Video conference friendly. - Free parking - Coin operated washer/dryer facilities in the building - Super quite neighborhood during Summer/Fall season, and Ski in and out in Winter season. Fireplace has been updated to electric fireplace.

Ski Back to Trail Creek!
Enjoy Killington at competitive pricing without sacrificing comfort! Located in Trail Creek Condo Association. • Ski, hike, bike, or golf just steps away • Cozy up by the wood fireplace (free wood) • Pool, hot tubs, sauna, and game room at community center • 6-minute walk to Snowshed or shuttle (winter weekends/holidays) • Ski home trail (snow-dependent) • Minutes to restaurants, bars, and shops • Convenient bus stop Adventure and relaxation await!

Winterplace - Steps away from Slopes
Newly updated condo at Winterplace Okemo. This sunny corner 3 bedroom unit is just steps to the top of the A-B Quad. Completely renovated from floors to ceiling The delightful fireplace place will keep you toasty in the cozy living area. Outdoor ski locker just outside back door. Front door parking, and firewood included. Pool is open and available to renters all year. Hot tub in winter months and tennis courts in summer.

Cozy 1BR, Shuttle/Walk to Lifts, Covered Parking
Our bright and cozy 1-bedroom condo in Building 3 at Mountain Green Resort is the perfect home base for your Killington getaway. Walk to Snowshed Base Lodge or hop on the winter shuttle that runs every 15 minutes. Enjoy a renovated kitchen, dedicated Wi-Fi, and smart TVs for easy streaming. Resort amenities include an indoor pool, hot tub, sauna, and gym year-round, plus an outdoor pool from Memorial Day through mid-September.

Beautiful Spacious Condo at Killington Resort
This cozy and spacious Sunrise Mountain Village condo is perfectly situated to nearby mountain sports at Killington Ski Resort. It welcomes up to eight guests for an unforgettable stay in the Green Mountains! Exceptional access to year round outdoor activities, great community amenities, and a comfortable condo to come home to - what more could you ask for? Book Timberline K4 today for a thrilling Vermont getaway!

Vermont Getaway Apartment
A 2 bedroom apartment attached to our home, close to Stratton, Bromley, Magic, Okemo & Mt Snow Skiing, hiking, fishing, golfing, tennis, outlet shopping and fine dining all close by. Manchester a short drive. Hot tub available from 8am-8pm. Level 2 EV charger available for a $10 cash fee (and give us advance notice if possible so we can open the garage for you).
Popular amenities for Londonderry ski-in/ski-out rentals
Ski-in/ski-out house rentals

Ski-In/Ski-Out Hike Okemo Condo Solitude Village

CozyDen-Location, Fireplace, Ski Off/Shuttle On!

SnowBridge Stratton Ski in/Out Trailside 4 Bdrm

Topridge Ski-on/Ski-off | 4BR w Game Room!

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Modern Chalet: Magic Mountain

FULLY renovated 1 bed/1 bath ski in-out condo!

MtSnow* HotTub* Pool * AirHockey* PingPong * Darts
Family-friendly, ski-in/ski-out home rentals

Beautiful 2 Bedrooms in Mountains w/ full kitchen

Cute, Cozy Condo at the base of Mount Snow

Slopeside Haven with pool access!

Cozy 1BR/1BA Condo

Your Vermondo awaits: Steps to Lifts & Village.

Summit’s Stratton Sneak Away II

A Village location, Steps to the Lifts & Village

Walk to Ski Lifts & Village | Hot Tub & Sauna
Ski-in/ski-out cabin rentals

Killington Golf&Mtn Biking. Hot tub & Fireplace!

Beautiful Art Studio with hot tub/sauna #1 Airbnb

THE CABIN....a Vermont log home

400+ Airbnb Visits: Incredible Mountain Cabin

The Run-In - Beautiful Country Cabin with Hot Tub

Magic Mt Getaway - Close to Bromley Stratton Okemo

Adirondack Mountain Lake Retreat

The Grateful Barn
Quick stats about holiday rentals that are ski-in ski-out in Londonderry

Total holiday rentals
Explore 10 holiday rentals in Londonderry

Nightly prices starting at
Londonderry holiday rentals start at $216 NZD per night before taxes and fees

Verified guest reviews
Over 740 verified reviews to help you choose

Wi-Fi availability
10 of Londonderry holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Londonderry rentals

4.9 Average rating
Londonderry stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a patio Londonderry
- Rentals with an EV charger Londonderry
- Rentals with a fire pit Londonderry
- Rentals with a fireplace Londonderry
- Family-friendly rentals Londonderry
- Rentals with a washing machine and dryer Londonderry
- Rentals with a sauna Londonderry
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- Rentals with a hot tub Londonderry
- Ski-in/ski-out rentals Windham County
- Ski-in/ski-out rentals Vermont
- Ski-in/ski-out rentals United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Killington Resort
- Saratoga Race Course
- Monadnock State Park
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Pico Mountain Ski Resort
- West Mountain Ski Resort
- Mount Snow Ski Resort
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Crotched Mountain Ski and Ride
- National Museum of Racing and Hall of Fame
- Montshire Museum of Science
- Mount Sunapee Resort
- Dartmouth College
- Mount Monadnock
- Massachusetts Museum of Contemporary Art
- Southern Vermont Arts Center




