Middlesex County pet-friendly rentals

We found 227 pet-friendly rentals — enter your dates for availability

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September 2025

October 2025

Explore Middlesex County pet-friendly rentals

Premier Host

Stunning Waterfront Home with Private Beach!

Sleeps 5 · 3 bedrooms · 2 bathrooms

Beachfront Classic New England Home With Direct Views Of Long Island Sound

Sleeps 12 · 5 bedrooms · 3+ bathrooms

Premier Host

Beach duplex—2 full homes with private access, backyard, and ocean views!

Sleeps 12 · 6 bedrooms · 2 bathrooms

Perfect day at the beach. View from the water

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

Sleeps 12 · 4 bedrooms · 1+ bathroom

Find spaces that suit your style

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Pet-friendly Rentals in Middlesex County

Pet-friendly Rentals in East Hampton

Pet-friendly Rentals in Deep River

Pet-friendly Rentals in Durham

Pet-friendly Rentals in Higganum

Pet-friendly Rentals in Chester

Pet-friendly Rentals in Clinton

Pet-friendly Rentals in Centerbrook

Pet-friendly Rentals in Essex

Pet-friendly Rentals in Portland

Pet-friendly Rentals in Middletown

Pet-friendly Rentals in Westbrook

Pet-friendly Rentals in Haddam

Pet-friendly Rentals in Moodus

Pet-friendly Rentals in Killingworth

Pet-friendly Rentals in Cromwell

Pet-friendly Rentals in Old Saybrook

Pet-friendly Rentals in East Haddam

Pet-friendly Rentals in Ivoryton

Holiday Rental options in Middlesex County

Monthly rentals in Middlesex County

Holiday rentals with spa pool in Middlesex County

Family-friendly holiday rentals in Middlesex County

Lake holiday rentals in Middlesex County

Ski holiday rentals in Middlesex County

Holiday rentals with pool in Middlesex County

Beach holiday rentals in Middlesex County

Mountain holiday rentals in Middlesex County

Oceanfront holiday rentals in Middlesex County

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