Ski-in/Ski-out vacation rentals in Windham County

Find and book unique ski-in/ski-out homes on Airbnb

Top-rated ski-in/ski-out rentals in Windham County

Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Dover

5.0 out of 5 average rating, 36 reviews

Four Seasons Slope-side Getaway at Mount Snow

Come stay at our lovely slopeside condominium at seasons of Mount Snow where you’ll be staying in spacious one bedroom unit with a comfortable king size bed and a wonderful pull out couch that comfortably sleeps 4. In winter we are right on the mountain giving you a true ski in ski out. In summer the rivers the mountain and hiking is right out our back door as we enjoy mountain biking hiking golfing and relaxing around the mountain environment. Our unit is well equipped for a wonderful vacation

Superhost

Apartment in Dover

4.86 out of 5 average rating, 7 reviews

Snow Tree Chalet- walk to lifts!

New to rental market- this two level Snow Tree Condo offers an ideal location at the base of Mount Snow. Walk to lifts, shuttles, skiing, base lodge, and snow tubing! The chalet is ideal for a family and can accommodate 2 adults and 2 children in a King memory foam bed and a twin futon. The unit has 2 bathrooms- a full bath with tub on the main level and a half bath with washer/dryer in the loft. Parking is free right in front of the condo building. Enjoy an easy ski vacation at Mount Snow!

Guest favorite

Condo in Stratton

4.95 out of 5 average rating, 19 reviews

Ski In/Out, Cozy 3BR Condo steps to Village

Mountain Watch is one of the most sought after locations in Stratton due to its proximity to the lifts, shops and restaurants. This comfortable ski-in, ski-out home is well suited for family getaways and ski trips with close friends. Tasteful furnishings, wood burning fireplace (free wood) and lift and mountain views from the deck and living room await your stay here. Comfortably sleeps 7, but can fit 8. "Single" bed in king bedroom is a sleeper chair, appropriate for a child or small adult.

Guest favorite

Condo in Dover

4.96 out of 5 average rating, 23 reviews

Ski in Ski out condo great location

True ski in ski out ground floor condo w/ private entrance. Wood burning fireplace, wood included! King size bed in master, true Queen murphy bed, 1-memory foam cot, plus air mattress. Fully stocked & functional kitchen, including Keurig & Mr. coffee. Full bath w/blow dryer. Seating; kitchen counter, expandable table, wine barrel bar top. Walk out the door & down the steps to the NEW Sundance high speed lift. Take the Seasons trail home. Brand new state of the art Sports Center included.

Guest favorite

Apartment in Dover

4.94 out of 5 average rating, 17 reviews

Dover VT Condo, Perfect For Remote Work!

We're long time Superhosts and excited to offer this condo to our Airbnb friends. This is a great 2 bdrm condo with a complete kitchen and large dining table. Guests have access to a heated indoor pool and sauna. We now have fiber internet and a dedicated office for remote work. It's only a 5 min free shuttle from our front door to Mt Snow base lodge. Besides great skiing there is Mountain Biking, Hiking, Fishing, Kayaking, Apple Orchards nearby. A wonderful spot to enjoy VT all year round!

Guest favorite

Home in Dover

5.0 out of 5 average rating, 19 reviews

Spring getaway@Mt snow, West Dover VT

Coveted Bears Crossing townhouse in the heart of Mount Snow. Less than 3 minutes to the main lodge with direct access to the complex from the ski-home private groomed trail. Offers direct shuttle service to Mt. Snow. You will have full access to the beautiful community center, which has a seasonal heated pool (open from Memorial Day- Labor Day), tennis courts, ping pong table, billiards, TV and fitness center for all year round use. There is also a BBQ area and a large gas fire pit.

Guest favorite

Condo in Stratton

4.94 out of 5 average rating, 138 reviews

Updated Ski in/Ski out Stratton Condo!

Enjoy our cozy ski-in ski -out condo in the Ober Tal complex at Stratton. This newly renovated condo offers a warm, welcoming stay with modern farm house charm! Located just above the base of the mountain, our condo is a stones throw from the nearest lift ( 200 ft) and a ski lovers dream. Unwind after a long day of skiing/snowboarding or take convenient 5 minute stroll to the Village for a bite to eat or some shopping. *Mountain biking & concerts offered in the summer season.*

Superhost

Home in Winhall

4.94 out of 5 average rating, 109 reviews

Beautiful Stratton-Manchester VT Retreat w/hot tub

Stratton VT Slopeside Ski Home with incredible summit views, Minutes from Manchester, Beautiful newly remodeled VT vacation getaway nestled in the Green Mountains. 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!

Guest favorite

Condo in Stratton

4.98 out of 5 average rating, 55 reviews

Stratton Mtn in Summer! Golf, tennis, bike, swim!

Cozy, roomy studio at base of Stratton Mtn is the perfect getaway for a weekend or a WFH extended stay! Vizio 4K smart TV, full kitchen, & 300+ Mbps Wifi. Building with with pool, hot tubs, and sauna. Long Trail House is directly across street from Stratton Village shops & restaurants, an easy walk to gondola & mountain bike trails, and near tennis, a gym, & golf. Secure indoor parking enables a half hour drive to the restaurants and shops of historic Manchester, VT.

Guest favorite

Apartment in Londonderry

4.96 out of 5 average rating, 27 reviews

Dog-friendly, 1-bedroom apartment w/ fireplace (A)

Have your next adventure at this convenient, newly renovated , dog-friendly apartment. Full kitchen with new appliances, large yard with firepit and mountain views. Hike or ski Magic Mtn right from your door, enjoy all that Vermont's Green Mountains have to offer. Nearby skiing at Okemo, Stratton and Bromely Mtns. Lowell Lake State Park, the Appalachian Trail are nearby. We are close to Weston's Vermont Country Store, Manchester's outlets and shops and great dining.

Guest favorite

Condo in Londonderry

4.95 out of 5 average rating, 44 reviews

Magical Ski-In/Ski-Out Condo at Magic w/ game room

Relax trailside at Magic Mountain at our ski in/ski out condo. Our 1 bedroom, 1 bath condo sleeps four with a queen size bed and a bunk bed. We have a couch if you add a few more and have a blow-up queen mattress for added sleeping space. The condo has a game room area just down the hall. On the lower level you have access to a locker room to store your skis etc. and a very small fitness area. Outside find picnic tables and fire pits all overlooking the mountain.

Superhost

Condo in Dover

4.94 out of 5 average rating, 53 reviews

Mt. Snow Dream Mtn View+Fireplace!

180-degree views of Mt. Snow in this spacious 2 bedroom, 2 bath open floor plan condo featuring central fireplace. Spread out under high ceilings in the quiet master suite and wake up to mountain sunrise on the private deck. Tuck your guests, friends, or kids away in the twin bedroom at the other end of the unit. Ski/Board at Mt. Snow accessed by foot, Moover Shuttle (winter), or car. An all-in-one getaway! New for 2023- second bathroom has been renovated!