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 Autumn Colors & Waterfalls

Vermont cabin get-away amidst brilliant autumn colors, pristine waterfalls, swim holes right outside. 25 min to Brattleboro, 15 min from Mt Snow. 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. Canoeing, swimming & hiking trails along river. Breweries, quaint restaurants, food co-op within 25 min drive. 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!

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.

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 .

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.