
Ski-in/Ski-out vacation rentals in Stratton
Find and book unique ski-in/ski-out homes on Airbnb
Top-rated ski-in/ski-out rentals in Stratton
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 🐣

SKI IN/OUT @ Mount Snow (Hot Tub & Pool)
Escape to Seasons on Mount Snow & stay in our fully equipped 2 bedroom (ski in/out) condo. Our location is the best on the mountain ... right between the main face & Carinthia Freestyle Park! Enjoy the log burning fire (wood provided), smart TV & boardgames plus the fabulous Seasons on Mount Snow facilities where you can relax in a hot tub, pool or sauna. See below for info on activities in the warmer months including hiking, biking, scenic rides, lakes, golf, camp, a spa & the fall colors!

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

MtSnow* HotTub* Pool * 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!

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.

Cozy Mt Snow Ski In / Out
Directly on the mountain. Ski right back to door. Less than 2 minute walk to the trails. Full kitchen, dishwater, washer/dryer, microwave. Fireplace with free wood. Large screen TV in living room and 1 in each bedroom. Ground floor with private deck with tables and chairs for relaxing. Free parking. Condo across the hall is also available for larger groups. The pool (indoor & outdoor) and hot tubs are free to renters as is fully equipped gym (all year) and tennis courts in summer.

The Grateful Barn
THE GRATEFUL BARN IS BACK ! Renovated 1800's Vermont barn. Located on a National Forest Rd. & land locked by the entire Green National Forest. The Grateful Barn 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 just a few steps from the Long Trail …7 minute drive to Bromley & 20 minutes to Stratton or Magic MT.

Hollywood Bungalow in the Berkshires #C0191633410
Cool Cozy Rustic Country Bungalow with Screening Room on filmmakers/artists' enclave that's well-located in clean and beautiful Williamstown, near incredible Hiking Trails, Farms, Skiing, MASS MoCA, Clark Art Institute, Williams College, with Pool access, Cable & Smart TV, Porch and Patio, Grill, Fire Pit, Piano Bar Outbuilding with stereo & its own WIFI, First Floor Bathroom with Jacuzzi Bathtub, Laundry, fast WIFI, and lots of outlets in a quiet area on a quiet street.

Stratton walk on/off, walk to village, fireplace
This Obertal 1 bedroom 1 bathroom is PERFECT for your weekend and week long getaways to Stratton! After a long drive, park and unload your car and don't worry about her for the rest of your stay! With the mountain just steps away you can walk to skiing/riding, apres drinks, dinner, music, and shopping! • 1 bedroom (Queen) • 1 bathroom • 1 pullout sofa in the living room (Full/Queen) • Walk on/off skiing/riding • Walk to Village (food, drink, shops) • Fireplace

Luxury Stratton condo just steps to the lift!
Enjoy this beautifully renovated 1 bed/1 bath condo with a live fireplace conveniently located steps from the mountain and Stratton Village! The Tamarack chair lift is only a few hundred yards away! Washer and dryer in unit to warm up your wet clothes after a long day of skiing or mountain biking. Fully stocked kitchen, 50’ TV w/ AppleTV, cable, Amazon Alexa, 5G WiFi, Firewood and more! This is one of the nicest Ober Tal condos available for rent!

MountSnow ski on/off condo in Vermont
Pool and Sports Center is open. Hours vary by day BBQ available for use by the outdoor pool pavilion On Mount Snow, Across from the Tin Lizzy trail leading to the Sundance Base Lodge and access to the Seasons Pass trail leading back to the condo. Very unique Condo in seasons as it has high vaulted ceilings. Condo is a 2 bedroom, 2 bathroom with 2nd bedroom on 2nd floor. Plenty of tennis and pickleball courts Best parking on the mountain

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. Fireplace has been updated to electric fireplace starting from 2023-2024 season.
Popular amenities for Stratton ski-in/ski-out rentals
Ski-in/ski-out house rentals

Private chalet | hot tub, shuttle & ski home trail

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

SnowBridge Stratton Ski in/Out Trailside 4 Bdrm

Game Room, near skiing and lake, walk to downtown

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Modern Chalet: Magic Mountain

The Overlook - Manchester Mountain Masterpiece!

Peaceful condo at Okemo - Direct Ski Access
Family-friendly, ski-in/ski-out home rentals

Slopes N Seasons | Trailside Condo at Mount Snow

The Cozy Little Red Cabin

Okemo Mountain Retreat

Mt Snow 2 Bdrm Condo - Free Ski Shuttle

Luxury Duplex Condo·Stratton Ski in Ski Out

Ski in-out Seasons Condo on mtn-sports center-pool

Luxury Condo*3BD3BA*Walk/Shuttle to lift

Cozy Mount Snow 1 Bed : Hot tub, Sauna, Deck
Ski-in/ski-out cabin rentals

The Run-In - Beautiful Country Cabin with Hot Tub

Beautiful Art Studio with hot tub/sauna #1 Airbnb

Magic Mt Getaway - Close to Bromley Stratton Okemo

400+ Airbnb Visits: Incredible Mountain Cabin
When is the best time to visit Stratton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ2,938 | ﺩ.ﺇ3,026 | ﺩ.ﺇ2,387 | ﺩ.ﺇ1,333 | ﺩ.ﺇ1,036 | ﺩ.ﺇ1,091 | ﺩ.ﺇ1,105 | ﺩ.ﺇ1,161 | ﺩ.ﺇ1,087 | ﺩ.ﺇ1,285 | ﺩ.ﺇ1,487 | ﺩ.ﺇ2,806 |
| 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 |
Quick stats about vacation rentals that are ski-in ski-out in Stratton

Total vacation rentals
Explore 60 vacation rentals in Stratton

Nightly prices starting at
Stratton vacation rentals start at ﺩ.ﺇ735 per night before taxes and fees

Verified guest reviews
Over 1,210 verified reviews to help you choose

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

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 of Stratton vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Stratton rentals

4.9 Average rating
Stratton stays are highly rated by guests—averaging 4.9 out of 5!
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- Ski-in/ski-out rentals Windham County
- Ski-in/ski-out rentals Vermont
- Ski-in/ski-out rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Killington Resort
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Monadnock State Park
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- West Mountain Ski Resort
- Bousquet Mountain Ski Area
- Saratoga Spa State Park
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- National Museum of Racing and Hall of Fame
- June Farms
- Hancock Shaker Village
- Mount Sunapee Resort
- Rensselaer Polytechnic Institute
- Congress Park
- Emerald Lake State Park




