Middlesex County oceanfront rentals

We found 207 oceanfront rentals — enter your dates for availability

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November 2025

December 2025

Explore Middlesex County ocean view rentals

Luxury Waterfront Home-Now booking through Summer 2026

Sleeps 10 · 4 bedrooms · 2+ bathrooms

Premier Host

Upscale Beach Home!! PRIME WEEKS STILL AVAILABLE !! Discounted Rate of 200 off

Sleeps 10 · 4 bedrooms · 2+ bathrooms

Premier Host

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

Sleeps 12 · 6 bedrooms · 2 bathrooms

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Ocean View Rentals in Middlesex County

Ocean View Rentals in Haddam

Ocean View Rentals in Moodus

Ocean View Rentals in East Haddam

Ocean View Rentals in Portland

Ocean View Rentals in Old Saybrook

Ocean View Rentals in Centerbrook

Ocean View Rentals in Higganum

Ocean View Rentals in Westbrook

Ocean View Rentals in Chester

Ocean View Rentals in Ivoryton

Ocean View Rentals in Durham

Ocean View Rentals in Deep River

Ocean View Rentals in Cromwell

Ocean View Rentals in Killingworth

Ocean View Rentals in Essex

Ocean View Rentals in Clinton

Ocean View Rentals in East Hampton

Ocean View Rentals in Middletown

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

Pet-friendly holiday rentals in Middlesex County

Holiday rentals with pool in Middlesex County

Ski holiday rentals in Middlesex County

Mountain holiday rentals in Middlesex County

Beach holiday rentals in Middlesex County