Middlesex County oceanfront rentals

We found 215 oceanfront rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

September 2025

October 2025

Explore Middlesex County ocean view rentals

Luxury Waterfront Home-Labor Day Weekend is available

Sleeps 10 · 4 bedrooms · 2+ bathrooms

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

Sleeps 12 · 5 bedrooms · 3+ bathrooms

Find spaces that suit your style

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

It's easy to contact hosts and keep track of all your messages when you have a Stayz account

Explore Middlesex County ocean view rentals

Luxury Waterfront Home-Labor Day Weekend is available

Stunning Waterfront Home with Private Beach!

Charming Beach House - Steps to private beach! Sleeps 4

Romantic Cottage by the Sea, steps to private beach, sleeps 2!

Waterfront Escape

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

Find spaces that suit your style

Ocean View Rentals in Middlesex County

Holiday Rental options in Middlesex County