Coastal Connecticut Vacation Homes

A mountainous landscape with rocky outcrops and autumn-colored trees.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Coastal Connecticut holiday homes

Stareway to Heaven in Fairfield

Fairfield Beach

HK$9,830 total

includes taxes & fees

26 Aug - 27 Aug

Beechmont - Perfect for Family Retreat!

North End

HK$8,386 total

includes taxes & fees

27 Jul - 28 Jul

Modern Luxury Home w GameRoom & Parking

Southeast Yonkers

Liliana

HK$6,872 total

includes taxes & fees

27 Jul - 28 Jul

Summer Pool Oasis Custom Bar Arcade Pool Table

Ossining

HK$12,506 total

includes taxes & fees

27 Jul - 28 Jul

Luxury 3 BR Near NYC with Easy Parking

Bryn Mawr

HK$4,345 total

includes taxes & fees

1 Aug - 2 Aug

View all properties

Find holiday rentals that suit your style

Aparthotels

Cabins

Save an average of 15% on thousands of hotels when you're signed in

Top Coastal Connecticut Hotel Reviews

New Haven Hotel

8/10 Good

"The staff was very friendly and helpful with recommendations for where to eat in the nearby area."

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent

"Low cost clean older two story motel close to i95 but far enough from the noise. We were there on a weekday in the summer but I doubt it would be noisier on the weekend. One king bed, tiny microwave, under counter fridge could hold all the cooler stuff and freeze the blue ice packs. The lobby has a good selection of books that I was not expecting. There is a tea shop across the street that might have breakfast, and an Italian restaurant that you could also walk to, but instead we drove a couple miles to get all kinds of goodies at mystic market."

Find out more about Coastal Connecticut