Windham County, VT Homes for Rent

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

Seasonal Rental Available! Charming and cozy 1900 Cape available for winter rental from November through April. Located in a peaceful village setting, walk to the charming village of Jamaica. Only 15 minutes to Stratton Mountain. This 3-bedroom, 2-bath home offers the perfect ski-season escape with classic New England charm.

Christina Dryden Berkshire Hathaway HomeServices Stratton Home

Stunning, gorgeous, brand-new post-and-beam contemporary home for rent this season. Barely lived in, never rented. ALL NEW, EVERYTHING. 4 bedrooms, all with en-suite bathrooms. Huge living room with 2-story windows facing east and morning views of Magic. The house faces south, so it is sunny and gorgeous all day. Close to ALL 3 local ski areas! New Gourmet kitchen, marble counters, new

Wilkie Bushby TPW Real Estate

Adorable, Brand New/completely re done in 2023... new everything! Floors, ceilings, windows, furnishing, appliances, beds, TV's..paint. you name it-- NEW and perfect and gorgeously done. Tucked away in quaint idylic South Londonderry Vt., with a stunning view overlooking picturesque West River... this is an IDEAL Winter retreat, a perfect location in the heart of ski country- near Magic, Stratton

Wilkie Bushby TPW Real Estate

Welcome to your turn-key home for the '25-'26 ski season! Fully renovated with attention to detail, this cheerful, sunny Scandinavian Modern space welcomes and inspires. 15 minutes to Stratton Base, 14 minutes to Bromley Village, and 10 minutes to Magic Mountain, you are in the middle of it all, with your choice to either explore or stick to your home mountain. The main floor includes a

Jamie Luke TPW Real Estate

Best of the Best. Ski on Ski off. never rented before, pristine clean and original owners. Largest Treetops there is.. 4 bedroom/4 bath, den family room, amazing views, hot tub.. everything you want and need for an amazing winter season. Loads of room for family and guests and entertaining. Enjoy all that Stratton has to offer as well as all the other ski areas close by and Manchester shopping

Wilkie Bushby TPW Real Estate

Enjoy the natural beauty of the Wardsboro Brook right in your backyard while warming up after a day on the slopes by the firepit. After warming up, soothe any tension away in your muscles in the outdoor hot tub and top it off with time in the sauna.The open floor plan of the main living area has vaulted ceilings, a full kitchen and dining room with a partially opened wall equipped for a

Peggy O'neill Cummings & Co

This is a delightful Winter retreat...After a long fun day of skiing come home to this warm and cozy, meticulously maintained 4 bedroom home that is in great shape. Just 8 minutes from Stratton access Rd.Upstairs there are 2.5 bedrooms , kitchen, and living room with wood burning fireplace. Downstairs is another full bedroom and a 2nd kitchen, full bath, laundry and family room with TV,

Wilkie Bushby TPW Real Estate

Wonderful Norwegian style chalet available for seasonal rental in southern VT ski country. Watch the snow cats on Magic Mountain from the home. Magic Mountain is 1.5 miles/4 minutes from the home. Stratton and Bromley Mountains are 20 minutes away. Okemo is 25 minutes away, and Killington is 55 minutes away. The VAST system for snowmobiling is accessible from the house, no need to trailer

Bob Maisey Berkshire Hathaway HomeServices Stratton Home

Perfect private location only minutes to Ski resorts.Home could accommodate two families comfortably. Hot Tub, fireplace, towels and linens. Sleeping space for up to 10. Close to shopping and to Interstate 91. Beautiful home to spend the winter season at!

Bob Maisey Berkshire Hathaway HomeServices Stratton Home

SUMMER SEASONAL RENTAL!!Charming well kept log home tucked away in a country setting in Windham. Centrally located between Chester, Grafton and Londonderry. A great getaway to enjoy all of what VT has to offer (summer activities, wildlife and hiking trails to name a few). Fully furnished and all inclusive for $2,850.00 per month. Tenant pays trash removal. Available thru September 30, 2025.

Team BVA Rentals Barrett and Valley Associates Inc.

VACATION RENTAL. In the center of Grafton Village find the refined Phebe Frost house. Beautifully maintained and thoughtfully decorated, spend some special time in Vermont! Lovely features include wood floors, double sided fireplace in living and dining, comfortable family room/den and stocked pantry. Delightful master suite on main floor and two additional bedrooms bookend a full bath upstairs.

Jessica Landers Barrett and Valley Associates Inc.