Beachfront holiday rentals in Windham County

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

Magical Retreat Cottage - Waterfalls Everywhere

A perfect get-away - Surrounded by pristine pure waterfalls that you can hear even inside the cottage. 25 min to Brattleboro, 15 min from Mt Snow. Reflecting the beauty of the Green Mountains, our eco-friendly immaculate retreat cottage was built in 2023 with soaring timber frame and glass construction. A perfect get-away for couples. families or remote workers with very fast WiFi. Canoing, hiking trails along the river, breweries, quaint restaurants, co-op and boutiques within 25 min drive.

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!

Loon Lodge Lakefront Cottage

Location: Historic, spring-fed Spofford Lake is located 9 miles west of Keene, NH and 7 miles east of Brattleboro, VT, along Rt 9 & Rt 63, in the Monadnock Region. Lake Spofford received the State’s highest rating for clean water in 2005. Accommodations: Grey Rustic Victorian lakefront cottage on the west shore of Lake Spofford with 4 bedrooms and 1 bathroom (sleeps 4-8). The cottage is heated by a propane log stove in front of the old brick fireplace and area space heaters, as needed.

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 .

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 sun 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.

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!!

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.

Large Lakefront Ski Home in Wilmington Vermont.

Our lake/ski home on Lake Raponda is only 1.5-2 hours from the Boston suburbs and only four hours from NYC. The House features tons of warm open space and an open layout with a hot tub overlooking the lake. Walk down the path to the private lakefront dock where you can keep your own motorized boat. Mt. Snow is about 15 minutes away, while Stratton is about 40 minutes north. Willmington and its surroundings offer tons of outdoor, shopping, and dining experiences.