Beachfront vacation rentals in Windham County

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Windham County

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Jamaica

4.85 out of 5 average rating, 88 reviews

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 1/2 mile of 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 favorite

Cabin in Dummerston

4.98 out of 5 average rating, 41 reviews

Cozy Riverfront Cabin-Ski, Swim, Fish & 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.

Cabin in Wilmington

4.8 out of 5 average rating, 5 reviews

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

Guest favorite

Home in Charlestown

4.99 out of 5 average rating, 72 reviews

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!

Superhost

Home in Wilmington

4.89 out of 5 average rating, 66 reviews

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.

Guest favorite

Tent in Townshend

5 out of 5 average rating, 20 reviews

Moose Rustic Camp on the Brook

Discover the gorgeous landscape that surrounds this brookside campsite in the southern mountains of Vermont. Endless hiking, swimming, kayaking,lake, covered bridge and so much more all within a short walk of the campsite. Rustic, remote off grid camping. Pets welcome. Enjoy staying in nature at its best! We do have bugs, spiders, ants, turtles, frogs, Garter snakes etc at camp. Please be aware you will see them from time to time. https://nvfarmsshedsandcabins.com/nv-farms-outfitters/

Guest favorite

Home in Newfane

4.98 out of 5 average rating, 66 reviews

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!!

Guest favorite

Home in Spofford

4.74 out of 5 average rating, 38 reviews

Penthouse

Enjoy vacationing at the Penthouse. With magnificent views from the covered porch, overlooking the largest private beach on a premier clean NH lake with great fishing. The Penthouse is a charming remodeled house with wood cabin charm. This unit includes a 60" TV, high speed internet services, and a pellet stove for heating in the winter months. Just for fun: see if you can find some old love notes on the wood walls. We provide linens, towels, trash bags, and paper supplies.

Guest favorite

Rental unit in Brattleboro

4.98 out of 5 average rating, 121 reviews

River View apartment

Beautiful completely furnished 1 bedroom apartment with a private driveway and deck. 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 half hour from skiing and 5 min away from snowmobile trails. A gorgeous view of the river and mountain across the street .

Guest favorite

Farm stay in Town of Rockingham

4.95 out of 5 average rating, 20 reviews

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!

Tent in Grafton

4.67 out of 5 average rating, 3 reviews

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.

Guest favorite

Home in Wilmington

5 out of 5 average rating, 5 reviews

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.