Cheshire County beach rentals

We found 40 beach rentals — enter your dates for availability

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October 2025

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Explore Cheshire County beach rentals

Rainbow over Forest Lake Fall 2012

Beautiful lake side get away, quiet, and peaceful.

Sleeps 6 · 2 bedrooms · 1 bathroom

Castle in the Fall

Premier Host

Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!

Sleeps 22 · 8 bedrooms · 5+ bathrooms

family room with panoramic lake view

Spectacular lake house with private dock, beach area & gorgeous views

Sleeps 13 · 4 bedrooms · 2 bathrooms

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Holiday Rental options in Cheshire County

Holiday rentals with pool in Cheshire County

Lake holiday rentals in Cheshire County

Family-friendly holiday rentals in Cheshire County

Ski holiday rentals in Cheshire County

Holiday rentals with spa pool in Cheshire County

Pet-friendly holiday rentals in Cheshire County

Oceanfront holiday rentals in Cheshire County

Mountain holiday rentals in Cheshire County

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