
Beachfront vacation rentals in Windsor County
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Windsor County
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor County beachfront rentals
Pet-friendly beachfront home rentals

Four Season River Retreat: Private beaches & more!

20' yurt at creek

3BR lakefront with dock, swim platform, & firepit

Renovated Family Lake~Ski House w/ gas fireplace
Private beachfront home rentals

Kingsley Grist Mill, w/ Private Beach & Waterfall

Classic lakeside cottage with gorgeous sunset view

20' yurt at creek

Beautiful winter cabin near Jackson Gore

3BR lakefront with dock, swim platform, & firepit

Lake House near Ludlow/Okemo and Killington

Cheerful 4-br lakeside cottage- minutes to Okemo!

Four Season River Retreat: Private beaches & more!
Destinations to explore
- Rentals with a washer and dryer Windsor County
- Rentals with lake access Windsor County
- Rentals with outdoor seating Windsor County
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- Rentals with a fire pit Windsor County
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- Rentals with an EV charger Windsor County
- Rentals with an accessible height bed Windsor County
- Rentals with beach access Windsor County
- Apartment rentals Windsor County
- Pet-friendly rentals Windsor County
- Rentals with a patio Windsor County
- Villa rentals Windsor County
- Rentals with a kayak Windsor County
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- Bed and breakfasts Windsor County
- Tiny house rentals Windsor County
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- Rentals with breakfast Windsor County
- Rentals with a hot tub Windsor County
- Family-friendly rentals Windsor County
- Ski-in/ski-out rentals Windsor County
- Townhouse rentals Windsor County
- Rentals with an accessible height toilet Windsor County
- Rentals with a fireplace Windsor County
- Cottage rentals Windsor County
- Rentals with a sauna Windsor County
- Waterfront rentals Windsor County
- Fitness-friendly rentals Windsor County
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- Okemo Mountain Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Pats Peak Ski Area
- Ragged Mountain Resort
- Monadnock State Park
- Tenney Mountain Resort
- Mount Snow Ski Resort
- Mount Sunapee Resort
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Autumn Mountain Winery
- Ekwanok Country Club
- Cozy Cottages & Otter Valley Winery
- Fort Ticonderoga
- Brattleboro Ski Hill
- Crotched Mountain Ski and Ride
- Bretwood Golf Course
- Santa's Land USA
- Hooper Golf Course
- Bromley Mountain Ski Resort
- Country Club of New Hampshire
- Lake Sunapee Country Club
- Things to do Windsor County
- Food and drink Windsor County
- Things to do Vermont
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