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
Home in Cavendish
4.93 out of 5 average rating, 42 reviewsFour Season River Retreat: Private beaches & more!
Home in Peru
4.82 out of 5 average rating, 67 reviewsSecluded Estate with Lake, Pool, Hot Tub
Yurt in S. Strafford
4.67 out of 5 average rating, 27 reviews20' yurt at creek
Home in Strafford
New place to stayCharming Vermont Farmhouse
Cottage in Ludlow
4.81 out of 5 average rating, 26 reviews3BR lakefront with dock, swim platform, & firepit
Home in Plymouth
4.96 out of 5 average rating, 52 reviewsRenovated Family Lake~Ski House w/ new fireplace
Cabin in Ludlow
4.74 out of 5 average rating, 220 reviewsBeautiful Fall Retreat near Jackson Gore
Private beachfront home rentals
Castle in Clarendon
4.98 out of 5 average rating, 464 reviewsKingsley Grist Mill, Covered Bridge and Waterfall.
Cottage in Acworth
5 out of 5 average rating, 17 reviewsClassic lakeside cottage with gorgeous sunset view
Cabin in Ludlow
4.9 out of 5 average rating, 20 reviewsCabin less than 5 mins from Jackson Gore & Okemo
Yurt in S. Strafford
4.67 out of 5 average rating, 27 reviews20' yurt at creek
Cottage in Ludlow
4.81 out of 5 average rating, 26 reviews3BR lakefront with dock, swim platform, & firepit
Cabin in Ludlow
4.74 out of 5 average rating, 220 reviewsBeautiful Fall Retreat near Jackson Gore
Cabin in Mount Holly
4.98 out of 5 average rating, 41 reviewsLake House near Ludlow/Okemo and Killington
Cottage in Ludlow
5 out of 5 average rating, 10 reviewsCheerful 4-br lakeside cottage- minutes to Okemo!
Luxury beachfront home rentals
Cabin in Ludlow
4.9 out of 5 average rating, 20 reviewsCabin less than 5 mins from Jackson Gore & Okemo
Cottage in Ludlow
5 out of 5 average rating, 10 reviewsCheerful 4-br lakeside cottage- minutes to Okemo!
Home in Peru
4.82 out of 5 average rating, 67 reviewsSecluded Estate with Lake, Pool, Hot Tub
Cottage in Ludlow
4.81 out of 5 average rating, 26 reviews3BR lakefront with dock, swim platform, & firepit
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