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 stars4 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
4.9 out of 5 average rating, 39 reviews

“Dragonwood” Rustic Micro Cabin Retreat

SamRating, 5 stars1 month ago
I stayed in Dragonwood for a month just me and my dog and it was absolutely incredible. The place is so peaceful and Sean and the team are absolutely wonderful. Very responsive and friendly and the property cats are just the cutest. 10/10 would come back here any day.
Guest favorite
Tent in Townshend
4.94 out of 5 average rating, 33 reviews

Black Bear Rustic Camp on the Brook

KimRating, 5 stars8 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 stars5 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, 240 reviews

Rustic Cabin in between MountSnow & Stratton

SaraRating, 5 stars1 month ago
Great little spot on the river with a fantastic hot tub on the deck.
Guest favorite
Cottage in Jamaica
4.87 out of 5 average rating, 97 reviews

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

JessyRating, 5 stars1 week ago
We loved our stay at this cozy cottage! It was super clean, beautifully tucked away in nature, and the perfect spot to relax. If you’re into hiking or just being outside, it’s a dream—plus it’s not far from great trails in the Green Mountain National Forest. Would definitely come back!
Top guest favorite
Cabin in Dummerston
4.96 out of 5 average rating, 50 reviews

Cozy Riverfront Cabin-Ski, Swim, Fish, Float, Hike

JanessaRating, 5 stars1 week ago
This was our 2nd time staying here and it was lovely! The house is clean and cozy. Great location by the river — lovely spot for an evening fire and morning coffee. Well stocked with kitchen essentials, towels, linens, etc. Thank you! We will be back!
Cabin in Chesterfield
3.92 out of 5 average rating, 12 reviews

Loon Lodge Lakefront Cottage

LauraRating, 5 stars21 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
4.9 out of 5 average rating, 39 reviews

“Dragonwood” Rustic Micro Cabin Retreat

SamRating, 5 stars1 month ago
I stayed in Dragonwood for a month just me and my dog and it was absolutely incredible. The place is so peaceful and Sean and the team are absolutely wonderful. Very responsive and friendly and the property cats are just the cutest. 10/10 would come back here any day.
Guest favorite
Tent in Townshend
4.94 out of 5 average rating, 33 reviews

Black Bear Rustic Camp on the Brook

KimRating, 5 stars8 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
4.99 out of 5 average rating, 139 reviews

River View apartment

SophieRating, 5 stars4 days ago
was communicative and friendly! Cute place and comfortable bed :)
Superhost
Home in Wilmington
4.89 out of 5 average rating, 66 reviews

Heller Hi Water

FayeRating, 5 stars8 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 stars3 months 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!
Superhost
Cabin in Jamaica
4.76 out of 5 average rating, 240 reviews

Rustic Cabin in between MountSnow & Stratton

SaraRating, 5 stars1 month ago
Great little spot on the river with a fantastic hot tub on the deck.
Guest favorite
Cottage in Jamaica
4.87 out of 5 average rating, 97 reviews

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

JessyRating, 5 stars1 week ago
We loved our stay at this cozy cottage! It was super clean, beautifully tucked away in nature, and the perfect spot to relax. If you’re into hiking or just being outside, it’s a dream—plus it’s not far from great trails in the Green Mountain National Forest. Would definitely come back!
Top guest favorite
Cabin in Dummerston
4.96 out of 5 average rating, 50 reviews

Cozy Riverfront Cabin-Ski, Swim, Fish, Float, Hike

JanessaRating, 5 stars1 week ago
This was our 2nd time staying here and it was lovely! The house is clean and cozy. Great location by the river — lovely spot for an evening fire and morning coffee. Well stocked with kitchen essentials, towels, linens, etc. Thank you! We will be back!

Destinations to explore