Beachfront vacation rentals in Windham County

Cozy Riverfront Cabin-Ski, Swim, Fish, Float, Hike

The River Shack is a quintessential cozy cabin in the quiet woods of Southern Vermont. Surrounded by nature & close to ski mountains. Find yourself relaxing to the calming sounds of the West River just steps away from the back porch. The River Shack features A small sandy beach and 100 feet of sparkling river view. The water is crystal clear - perfect for a dip, snorkel, cast, or a lazy tube ride down river. You’ll find endless activities including hiking, waterfalls, swim, golf, fishing, ski.

Lakehouse Cabin on Lake Raponda

You Come and enjoy This stylish place that is perfect for group trips. Lake-House Cabin on Lake Raponda near Mt. Snow and Wilmington,VT It is 10min drive to Mt.Snow, Walk to Lake Raponda Beach Hiking, Distillery nearby. Bunk beds, great for families Fully equipped Kitchen to make you feel like home to prepare favorite meals. Wood stove for cozy nights Full Laundry for your convenience Deck and Covered Porch with pergola lights and gas fire pit for family gatherings Ping Pong Cozy Cabin

Pristine Magical Retreat Cottage 15 min to Mt Snow

15 min from Mt Snow, now with pristine frozen waterfalls and snowy fields with scenic forests all around. 25 min to Brattleboro. Reflecting the beauty of the Green Mountains, our eco-friendly retreat cottage was built in 2023 with soaring timber frame and glass construction. A perfect get-away for couples, families or remote workers with fast WiFi, cozy gas fireplace. Camping, swimming & hiking trails along river. Breweries, quaint restaurants, food co-op 25 min drive away. Vacation paradise!

The Round House on the Connecticut River

"River Round" offers guests the finest waterfront on the New Hampshire side of the Connecticut River with a private dock, panoramic views, and spectacular sunsets. A four-season destination close to skiing at Okemo, Stratton, Sunapee and more. Circular main floor with cathedral ceilings, exposed beams, and a fully-equipped chefs kitchen along with three bedrooms and three baths. Walk-out basement holds a large bar and kitchenette, two additional bedrooms and full bath. Enjoy life on the River!

Heller Hi Water

Wonderful lakefront property on Lake Raponda Road. Living room and dining area open directly to a large deck for relaxing or eating. Walk from the deck directly to the water for swimming out to the floating dock. Use our canoe or bring a kayak or sailboat with you. Lovely small town with shopping, restaurants, galleries, and antiquing nearby. Mt. Snow Ski Resort and golf course (mountain biking capital of VT) is 13 minutes away, Stratton Mountain ski area and golf course is 45 minutes.

50 Acres of solitude & 1/2 mile on the West River

A private oasis escape. Prindle Cottage is a 1,400sqft rustic countryside cottage nestled on 50 acres of historic farmland, offering captivating views that will impress first-time visitors. Cozy up by the fireplace with your furry friend, soak up the warmth in the sunroom, or explore the many trails along the West River. There are stunning long-range valley views that overlook the pastures, this pet-friendly cottage is the ideal retreat for both intimate getaways and grand gatherings.

Guest Suite in Greek Revival Farmhouse

The Guest Suite is a large sunny space on the main floor which has no other bedrooms. The suite includes private use of the Queen bedroom, and the living room, sofa, big leather chair, smart TV and fireplace, and use of the attached bathroom, (except when I use it for the washer/dryer, which is a rare, so unless guests are staying for an extended period, that will likely not happen during their stay). Guest suite also has own front door access and two parking spots in front of the house

Stratton Spa House with Man Cave

THIS HOUSE IS NOW MANAGED BY ONE OF OUR OTHER PARTNERS, YOU CAN FIND THE LISTING HERE: https://www.airbnb.com/rooms/1191414600115967026?guests=1&adults=1&s=67&unique_share_id=618e99c6-4832-4f91-b956-0bd7e40ba65c 3 fireplaces, man cave, home theater, hot tub, sauna, pool table, darts, poker, xbox room, big guest suite with wood burning stove, large dining table, fully equipped kitchen, Keurig, screened porch, 3 private acres, sun deck, bbq, 1/4m walk to water falls and swimming hole.

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 .

Riverside Farmhouse

The Riverside Farmhouse is a 20 minute drive from Brattleboro with its charming shops and hip bars and restaurants. Whether its summer swimming/fishing/kayaking/tubing from our private West River "beach" -- or heading to the glorious music of Marlboro or Manchester or Yellow Barn; or winter skiing at Stratton or Mt. Snow, sledding in our back yard, or just cozying up with board games; or playing the upright piano; or glorious fall bicycling or leaf peeping--Riverside has it all!!

Secluded Farmhouse Near Okemo, Bromley, Sunapee

Welcome to Three Streams, in the beautiful southern VT & NH borderlands. Nestled in a hollow between Parker & Coburn Hills in historic Rockingham, VT, our property is tranquil, rural and close to numerous area attractions (~30min. to skiing at Okemo & Magic; ~45min. to Bromley & Sunapee). We're a working tree farm, and have outfitted our c.1790 farmhouse with rustic and modern touches to provide a fun & cozy stay for our guests. We think you'll love it as much as we do!

Battlestags: The Imperial Stag

Welcome to the Imperial Stag, a fully furnished tent that has everything you need, including 2 full size beds that sleep four, electricity, wi-fi, heat and cooling as well as a mini fridge, coffee bar, towels and private deck. Relax with a refreshing beverage or toast marshmallows at your private fire pit under the stars Battlestags is a unique riverfront luxury camping experience surrounded by acres of Vermont forest and located within minutes of Grafton, Vermont.