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

Cabin in Dummerston

5.0 out of 5 average rating, 27 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.

Dec 23 – 30

G$38,037 GYD per night

Guest favorite

Apartment in Brattleboro

4.99 out of 5 average rating, 74 reviews

River View apartment 30 minutes to Mt Snow.

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, Retreat Farm and Grafton Cheese are 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 .

Mar 16 – 23

G$28,846 GYD per night

Guest favorite

Home in Jamaica

5.0 out of 5 average rating, 100 reviews

Stratton Spa House with Man Cave

MANAGED BY A 5 STAR TEAM WITH MULTIPLE 5 STAR HOMES Perched on a babbling brook this 4700 square ft. contemporary has all your needs covered. Smart tech, 3 fireplaces, man cave, streaming entertainment, home theater, spa suite, hot tub, sauna, pool table, darts, poker room, dueling xbox room, giant master suite, 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.

May 28 – Jun 4

G$90,749 GYD per night

Guest favorite

Cottage in Jamaica

4.87 out of 5 average rating, 61 reviews

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

Direct river access. Prindle Cottage has consistently inspired comments of awe from first time visitors. 1,400 square feet with an open concept. Pet friendly and situated on 50 acres of old farm land. With over a 1/2 mile of solitude directly on the west river. Just minutes to Stratton Mountain resort. Easy access off the paved road. Deer, turkey frequent this property and are often visible from many of the long range views. Firewood is included. Discounts possible starting at 7 night stays.

Oct 27 – Nov 3

G$59,165 GYD per night

Guest favorite

Home in Charlestown

4.98 out of 5 average rating, 57 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!

Feb 23 – Mar 2

G$70,426 GYD per night

Superhost

Home in Wilmington

4.89 out of 5 average rating, 63 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.

May 10 – 17

G$91,416 GYD per night

Guest suite in Jamaica

4.77 out of 5 average rating, 110 reviews

Spring in Vermont River& Pond on Property

Stunning property in the country located on along the West River. Nature lovers paradise with the most beautiful perennials, shrubs and fruit trees that Vermont has to offer. Two ponds on the property that guests can fish. Conveniently located in between Mt. Snow, Stratton and Bromley Mountains. Close to Jamaica State Park, Townshend Damn and Manchester is 30 minutes away. Fire pit outside your back door to enjoy Vermont’s quite evenings while listening to the river. Come experience Vermont.

Mar 9 – 16

G$32,618 GYD per night

Superhost

Home in Newfane

New* Cozy 5 BR house -Rock River

Situated right on the beautiful Rock River the main house and the guest cottage offers 5 bedrooms and 3 bathrooms. It’s absolutely charming and is perfect for experience a quiet Vermont country vacation. Enjoy the views of the River from most of the rooms that can be calm or roaring at different times. Hiking trails, swimming holes and ponds, and walking distance to the nationally acclaimed Williamsville Eatery. For winter enthusiasts we are only 20 minutes to Mt. Snow and Brattleboro.

Dec 7 – 14

G$111,167 GYD per night

Guest favorite

Home in Newfane

4.98 out of 5 average rating, 61 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!!

Jan 11 – 18

G$41,215 GYD per night

Superhost

Home in Spofford

4.88 out of 5 average rating, 59 reviews

Main House

A beautiful recently remodeled 3 bedroom 2.5 bath house, large living room with an adjoining covered deck that has a stunning view of the lake, a dining room, & a fully equipped kitchen. The master bedroom has it's own private bath & a sunning deck overlooking the lake. The 2 other bedrooms are spacious & share the use of a full bath which includes a W/D. This unit also includes YouTube TV, high speed internet services, and 1 dock space which must be reserved with the unit.

Sep 7 – 14

G$99,264 GYD per night

Home in Wilmington

5.0 out of 5 average rating, 3 reviews

Large Ski Home in Wilmington Vermont

Our 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 or rent ours. 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.

May 21 – 28

G$205,660 GYD per night

Guest favorite

Home in East Dover

5.0 out of 5 average rating, 24 reviews

Magical Retreat Cottage - Vermont cabin getaway

15 min from Mt Snow - 30 min from Brattleboro. Magical retreat cottage designed to reflect the great peace and beauty of southern Green Mountains. Very fast WiFi 92mb/sec - Soaring timber frame and glass construction showcase the beauty of the forested hills and fields. Spacious deck for yoga/relaxation or preparing a feast on the grill. You can hear adjacent waterfalls / swim in the pools. Perfect for couples or families seeking to be recharged by nature.

Apr 11 – 18

G$39,659 GYD per night