Ukuvakasha okuqashisayo okunebhulakufesi e-Windham County

Plush Vermont ski + summer chalet in a great spot

When you stumble on Jamaica Vermont, during the crisp sun-filled summer swimming season, you'll find yourself promptly making plans to come back for ski season too! Whatever the season our place is a centrally located and easy to love 3 bedroom, 2 bath chalet. The house has been substantially renovated with new appliances, fresh furniture and modern tech, yet it still features your favorite old school amenities: fire pit and wood stove, deck, board games, heated mud room and a warm snuggly vibe.

Guilford Grove Cottage

Guilford Grove Cottage is a simple, comfortable small cottage on the threshold of the forest. A quiet and clean refuge with everything you need to relax in scenic southern Vermont. Prepare meals in the kitchen (breakfast supplies provided), relax on the loveseat, chill on the covered porch and enjoy being on the edge of nature; shoe-free and free from chemicals and artificial fragrances. Brand new construction. Easy access from I-91 & Route 2, 15 mins from Brattleboro and 20 to Greenfield, MA

Idyllic getaway with wrap-around deck

This one-of-a-kind accommodation was featured on Animal Planet’s Treehouse Masters! It offers a sizable sleeping loft with queen bed, living area, wrap around deck, bath with enclosed shower, and a kitchenette with mini-fridge, microwave, sink and dish-ware. It overlooks a gorgeous pond and is located in a village setting that can't be beat--enjoy the Rock River, hike in the Green Mountain National Forest, visit the nearby covered bridge, ski at Mount Snow, and do city things in Brattleboro.

Cook, eat, ski, hike and be merry!

A cook’s and family’s perfect getaway in beautiful Southern Vermont! We love to cook - and if you do too you’ll love cooking in this open floor plan while friends play games or read in front of the fire. In addition to fully stocked pots and pans you’ll find high-end cutlery, cast iron skillets, a paella pan, slow cooker, waffle iron, blender a Webber BBQ, Nespresso machine, French press and drip coffee maker, along with all of the utensils, spices and herbs needed for a gourmet meal.

River View apartment

Beautiful completely furnished 1 bedroom apartment with a private driveway and deck. Less than a half hour from skiing and 5 min away from snowmobile trails. It is located along the west river where every summer you can go tubing, swimming, or kayaking. Across the river is a bike/walking path that leads right to the Marina restaurant on Putney Rd in Brattleboro. Bakery/café, Art Gallery and Retreat Farm all close by A gorgeous view of the river and mountain across the street .

~Serene Barn Retreat~

Peaceful, romantic retreat in this stunningly large, 1850's remodeled barn apartment. The historic barn is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. If you'd like to book a healing retreat I offer Reiki sessions to guests. Inquire when you book. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.

Experience VT Fall Magic at The Lemondrop Lodge

Soak up the colors of autumn in our cozy townhouse. Step outside and find yourself surrounded by Green Mountain Forest. Hiking through crisp mountain air, scenic drives through the brilliant foliage, or browsing charming antique shops, every fall day here feels like a postcard. Perfect for a romantic getaway, a family adventure, or a restful escape. Lemondrop Lodge gives you front-row seats to Vermont’s most breathtaking season.

Stratton Mountain Getaway: Hot Tub, Firepit & Pond

Welcome to your perfect Vermont getaway! This spacious 5BR/4BA chalet in Strattonwald is just minutes from Stratton Mountain Resort, Bromley’s slopes, Manchester’s shops and dining, and scenic hikes. Whether you’re building snowmen with the kids, cozying up by the fire, or soaking in the hot tub with pond views, this home balances adventure and relaxation.

Apartment on Main Street

One bedroom apartment with kitchenette (mini-fridge, coffee maker, microwave, dishes etc.), full bathroom with laundry, and open living space. I am an English teacher, so there are lots of books! Apartment is located in the Village of Saxtons River- within easy walking distance from the Market, Vermont Academy, our new Park, and Main Street Arts.