Beachfront holiday rental 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, 41 reviews

“Dragonwood” Rustic Micro Cabin Retreat

Kayla-AnneRating, 5 stars2 weeks ago
So thankful we were able to get away for a few nights and visit camp! Absolutely beautiful location with gorgeous views. We loved having the summer camp feel and getting to be away from our devices. So many cute cats on property :) also loved the hot tub!!
Guest favourite
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 favourite
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, 241 reviews

Rustic Cabin in between MountSnow & Stratton

AllisonRating, 5 stars6 days ago
Amazing stay right on the stream! Dog loved it. Hot tub was incredible. Very peaceful and calm weekend away! Great for any season.
Guest favourite
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 stars2 weeks 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 favourite
Cabin in Dummerston
4.96 out of 5 average rating, 50 reviews

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

JanessaRating, 5 stars2 weeks 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, 41 reviews

“Dragonwood” Rustic Micro Cabin Retreat

Kayla-AnneRating, 5 stars2 weeks ago
So thankful we were able to get away for a few nights and visit camp! Absolutely beautiful location with gorgeous views. We loved having the summer camp feel and getting to be away from our devices. So many cute cats on property :) also loved the hot tub!!
Guest favourite
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 favourite
Apartment in Brattleboro
4.99 out of 5 average rating, 140 reviews

River View apartment

JohnRating, 5 stars1 day ago
If you are in the Brattleboro area, I highly recommend this listing. It was clean, comfortable, and quiet. We were there for just one night, but were very pleased with these accomodations.
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 favourite
Home in East Dover
5 out of 5 average rating, 50 reviews

Magical Retreat Cottage - Waterfalls Everywhere

DavidRating, 5 stars1 day ago
Gene’s house is a place of peaceful quiet and beauty. It’s well appointed and comfortable, with wireless and all the various conveniences, but it’s far more than that. The separation between the interior and the beautiful meadow and forest outside dissolves through Gene’s use of windows and glass doors, and the calming sound of falling water can be heard in every room. His use of color and symmetry create an environment that allows you to decompress, and as a result, you can’t help but to connect with the beauty of the forest. The waterfalls are wonderful to sit by; it was too early in the season for a swim in a cold mountain stream, but that’s just me. The design and setting of the home is a reflection of Gene. If you visit, I recommend that you get to know him a bit. His kind attentiveness makes him a first-rate host, but it’s part and parcel of his uncommon connection to the world around him. Gene was more than a host to us- he became a true friend. We will be back.
Superhost
Cabin in Jamaica
4.76 out of 5 average rating, 241 reviews

Rustic Cabin in between MountSnow & Stratton

AllisonRating, 5 stars6 days ago
Amazing stay right on the stream! Dog loved it. Hot tub was incredible. Very peaceful and calm weekend away! Great for any season.
Guest favourite
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 stars2 weeks 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 favourite
Cabin in Dummerston
4.96 out of 5 average rating, 50 reviews

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

JanessaRating, 5 stars2 weeks 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!

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