MARCH 2026 ONLY. Location, Stratton ski shuttle, style, and so much space: Welcome to your mountain home! This luxurious Strattonwald home offers bedrooms for the whole crew, plus loads of living space, light, a well-equipped, gourmet kitchen for cooking and entertaining, and a hot tub for après-ski memories. It is well-built, lovingly cared-for, and a rare opportunity to rent for just one month

Jamie Luke TPW Real Estate

Welcome home! This beautiful and well maintained 4 bedroom, 1.5-bath home is in the charming town of Dorset. It offers over 1,404 sq feet of single-story living. This very well thought out and comfortable floor plan features a bright, large living and dining room and many windows throughout the entire house. A separate dining area perfect for gatherings. Enjoy the outdoors on the large back deck

Martina Dvorak-Grattan Wohler Realty Group

Welcome to Okemo! This very nicely updated and conveniently located condo sits in the center of town in the iconic Mill Building. This open concept condo has two bedrooms with full sized beds and several options for extra sleeping arrangements for guests to include a trundle bed, a chair with a twin sized convertible bed and a sofa that sleeps an additional two people comfortably. You can't beat

Peggy O'neill Cummings & Co

Discover the charm of this delightful rental nestled along a quintessential river in Vermont! With its prime location on a major road, you're just 7 miles away from the slopes of the Stratton Mountain ski resort, making it the perfect getaway for winter sports enthusiasts. This spacious home boasts multiple living areas, ensuring everyone has their own space to relax and unwind. With four

Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

*Available for a partial season discount.* Stratton views, sunlight, space, and location: this ski chalet has it all! The open floor plan of the main level brings everyone together around the spacious kitchen, dining area, and living room, under a vaulted cathedral ceiling and with a wall of windows overlooking the forest below and Stratton's peak ahead. Front deck offers dining area and a grill

Jamie Luke TPW Real Estate

Charming Antique Home on 60 Acres – Hell’s Peak Road, Londonderry, Vermont Set on 60 rolling acres in the quaint hamlet of Londonderry, this beautiful antique home offers the perfect Vermont retreat. With availability for the upcoming 2025–26 ski season, it’s an ideal opportunity for those seeking both seasonal enjoyment and year-round serenity. Located near three premier ski areas with a direct

Bob Maisey Berkshire Hathaway HomeServices Stratton Home

GET THE BEST OF THE BEST. Just the 3 prime skiing months..JAN- MARCH. NOW AT A VERY REDUCED RATE!! Very Special rental opportunity... for 2 very lucky families. Sleeps 12+ easily. An amazing house, property, outbuildings, barns, land, total privacy.. to spend a totally fun enchanting winter together in Vermont heaven. This beautifully restored Vermont classic farmhouse has room for many, 2

Wilkie Bushby TPW Real Estate

Stunning expansive farmhouse ready for your winter enjoyment. Just ten minutes from Stratton's access road entrance . Located on a beautiful country road. 5 attractive bedrooms , 3 full baths, 2 half baths. Yoga room. Sauna. Wood burning fireplace. Garage. This decorator appointed home is the perfect winter vacation respite for you and your family and friends. Utilities , Owners's

Terry Hill Berkshire Hathaway HomeServices Stratton Home

Make the most of this ski season in this spacious 4-bedroom, 2.5-bath home, perfectly located just minutes from the slopes. With room to sleep family and friends comfortably, it’s the ideal spot to gather after a day on the mountain. The home offers a welcoming layout, plenty of space to relax, and all the essentials for a cozy Vermont winter getaway. Whether you’re looking for quick access to

Roger Danyew Diamond Realty

Location, location location..... This three-bedroom gem is located in one of the most desirable areas in the tri-mountain area. Centrally located between Stratton and Manchester; you will find yourself less than a 15-minute drive to each. Bromley is around the corner. The perfect chalet to come home to after a fun day of skiing. Sit by the roaring fire with a cup of cocoa and

Peggy O'neill Cummings & Co

This three-bedroom, three-bathroom cape is located in the exclusive rural town of Landgrove and it is absolutely darling. Situated on a huge parcel of land equipped with space for snowshoeing, cross-country skiing, and a pond. Enjoy your "tucked away" Norman Rockwell style winter/ski home this season and reap the benefits and ease of being just a short drive from Stratton, Bromely,

Peggy O'neill Cummings & Co

$28,000 Winter Rental Rate | Spend the winter in Vermont at this inviting 4-bedroom, 3-bath Strattonwald chalet, available mid-November through mid-April. Nestled among the woods yet just minutes from Stratton Mountain, this home offers a welcoming retreat and the perfect base for the ski season. The main living area features soaring vaulted ceilings and a pellet stove, creating a bright and cozy

Cheyanne Pugliese