Beachfront vacation rentals in Windham County

Find and book unique beachfront homes on Airbnb

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Popular amenities for Windham County beachfront rentals

Pet-friendly beachfront home rentals

Cabin in Wilmington
4.67 out of 5 average rating, 9 reviews

Lakehouse Cabin on Lake Raponda

DavidRating, 5 stars3 months ago
Stayed for a ski weekend at Mount Snow. Nice, clean comfortable place, and we enjoyed the wood stove after skiing. We would definitely recommend this location.
Superhost
Cabin in Brattleboro
4.89 out of 5 average rating, 37 reviews

“Dragonwood” Rustic Micro Cabin Retreat

MeganRating, 5 stars2 months ago
This little cabin is adorable. Sitting in the hot tub watching the snow fall is so peaceful, the property is just gorgeous. Sean is a great host, would definitely recommend.
Guest favorite
Tent in Townshend
4.94 out of 5 average rating, 33 reviews

Black Bear Rustic Camp on the Brook

KimRating, 5 stars7 months ago
Denise was wonderful! She was responsive and flexible with check in and out. Her camp was perfect for a night of “unplugging”, quiet, with plenty of supplies. We did have to share an outhouse with the “neighboring tent”, but it was not an issue. We are already thinking of coming back.
Guest favorite
Home in Wilmington
5 out of 5 average rating, 7 reviews

Large Lakefront Ski Home in Wilmington Vermont.

JohnRating, 5 stars3 months ago
A wonderful stay in Wilmington, short ride to Mt Snow. House was bright and airy; clean and all amenities you would need. Lake view a plus. Nothing to add, a really nice home; highly recommend.
Superhost
Cabin in Jamaica
4.76 out of 5 average rating, 237 reviews

Rustic Cabin in between MountSnow & Stratton

JeanRating, 5 stars3 weeks ago
Picture did not do this hidden gem justice. Went for a much needed getaway and everything was perfect. Lorenzo was great to communicate with and helpful. The house was clean and hot tub was so great / clean next to the water. Total zen. Will be booking again during the warmer months.
Guest favorite
Cottage in Jamaica
4.86 out of 5 average rating, 95 reviews

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

JonathanRating, 5 stars1 month ago
House was perfect for our short stay away. Roughly 15min to Stratton. Nice piece of property to walk around with our dog. Overall would stay again.
Top guest favorite
Cabin in Dummerston
4.96 out of 5 average rating, 48 reviews

Cozy Riverfront Cabin-Ski, Swim, Fish, Hike

KaterinaRating, 5 stars2 months ago
We hit the perfect time to spend few days in VT during February break. Lots of snow, clear blue skies and Lauren’s place was perfect for our little family of 4. The cabin was cozy with beautiful views of the river and easy access to nearby towns. Our kids enjoyed their own room with bunk beds and we were thrilled to find plenty of board games and puzzles for quality family entertainment. Would definitely return here again!
Cabin in Chesterfield
3.92 out of 5 average rating, 12 reviews

Loon Lodge Lakefront Cottage

LauraRating, 5 stars19 months ago
This weekend was so much fun thanks to the lake directly across the street from this home. The kayaks and paddle boat kept my whole family entertained from dawn to dusk!

Private beachfront home rentals

Superhost
Cabin in Brattleboro
4.89 out of 5 average rating, 37 reviews

“Dragonwood” Rustic Micro Cabin Retreat

MeganRating, 5 stars2 months ago
This little cabin is adorable. Sitting in the hot tub watching the snow fall is so peaceful, the property is just gorgeous. Sean is a great host, would definitely recommend.
Guest favorite
Tent in Townshend
4.94 out of 5 average rating, 33 reviews

Black Bear Rustic Camp on the Brook

KimRating, 5 stars7 months ago
Denise was wonderful! She was responsive and flexible with check in and out. Her camp was perfect for a night of “unplugging”, quiet, with plenty of supplies. We did have to share an outhouse with the “neighboring tent”, but it was not an issue. We are already thinking of coming back.
Top guest favorite
Apartment in Brattleboro
4.98 out of 5 average rating, 132 reviews

River View apartment

AnnaRating, 5 stars3 weeks ago
This property is definitely within the top five Airbnb’s that I’ve ever stayed at! The apartment is absolutely beautiful with no detail missed. The kitchen was impeccable with light snacks provided and coffee/creamer, which is a huge plus for me. The bathroom was spotless with beautiful, plush towels and a lovely washer and dryer set. The living room was very comfortable with a reclining couch. The bed was very comfortable with plush linens. I can’t wait to stay again when I’m working in town.
Superhost
Home in Wilmington
4.89 out of 5 average rating, 66 reviews

Heller Hi Water

FayeRating, 5 stars6 months ago
Quiet, cozy place to stay. Plenty of beds for our extended family to stay for the weekend. The lakeside location would be great for summer. We came in the fall, but it was lovely just to sit on the deck, have coffee, and enjoy the scenery. Kitchen is fully stocked. You’re less than 10 min to downtown Wilmington. Hope to stay again.
Top guest favorite
Home in East Dover
5 out of 5 average rating, 49 reviews

Magical Retreat Cottage - Waterfalls Everywhere

ManpreetRating, 5 stars1 month ago
Gene was the absolute best from before our trip started until the very end! His retreat was beautiful and very well kept with great amenities, looking forward to check it out in the summer!
Guest favorite
Home in Wilmington
5 out of 5 average rating, 7 reviews

Large Lakefront Ski Home in Wilmington Vermont.

JohnRating, 5 stars3 months ago
A wonderful stay in Wilmington, short ride to Mt Snow. House was bright and airy; clean and all amenities you would need. Lake view a plus. Nothing to add, a really nice home; highly recommend.
Superhost
Cabin in Jamaica
4.76 out of 5 average rating, 237 reviews

Rustic Cabin in between MountSnow & Stratton

JeanRating, 5 stars3 weeks ago
Picture did not do this hidden gem justice. Went for a much needed getaway and everything was perfect. Lorenzo was great to communicate with and helpful. The house was clean and hot tub was so great / clean next to the water. Total zen. Will be booking again during the warmer months.
Guest favorite
Cottage in Jamaica
4.86 out of 5 average rating, 95 reviews

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

JonathanRating, 5 stars1 month ago
House was perfect for our short stay away. Roughly 15min to Stratton. Nice piece of property to walk around with our dog. Overall would stay again.

Destinations to explore