
Beachfront vacation rentals in Windham County
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Top-rated beachfront rentals in Windham County
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Popular amenities for Windham County beachfront rentals
Pet-friendly beachfront home rentals

Lakehouse Cabin on Lake Raponda
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.

“Dragonwood” Rustic Micro Cabin Retreat
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.

Black Bear Rustic Camp on the Brook
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.

Large Lakefront Ski Home in Wilmington Vermont.
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.

Rustic Cabin in between MountSnow & Stratton
Great little spot on the river with a fantastic hot tub on the deck.

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

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

Loon Lodge Lakefront Cottage
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

“Dragonwood” Rustic Micro Cabin Retreat
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.

Black Bear Rustic Camp on the Brook
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.

River View apartment
was communicative and friendly! Cute place and comfortable bed :)

Heller Hi Water
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.

Magical Retreat Cottage - Waterfalls Everywhere
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!

Rustic Cabin in between MountSnow & Stratton
Great little spot on the river with a fantastic hot tub on the deck.

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

Cozy Riverfront Cabin-Ski, Swim, Fish, Float, Hike
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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- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Mount Greylock Ski Club
- Berkshire East Mountain Resort
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- The Shattuck Golf Club
- Dorset Field Club
- Baker Hill Golf Club
- Pineridge Cross Country Ski Area
- Hildene, The Lincoln Family Home
- Clarksburg State Park
- Ekwanok Country Club
- Hooper Golf Course
- Bretwood Golf Course
- Brattleboro Ski Hill
- Fox Run Golf Club
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