Search Holiday Rentals in Coastal Connecticut

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • 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 rentals

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.0 star property
East Haddam
9.6 out of 10, Exceptional, (145 reviews)
"Great stay! "
United States
Tanitra
The price is 3.661.816 ₫
5.422.913 ₫ total
includes taxes & fees
29 Apr - 30 Apr
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (84 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
The price is 4.712.026 ₫
7.025.814 ₫ total
includes taxes & fees
10 May - 11 May
DUNE Fairfield Beach

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is 9.457.496 ₫
10.876.121 ₫ total
includes taxes & fees
10 May - 11 May
Guesthouse at Norwalk Inn

Easy Beach Access! Classic New London Charmer

Easy Beach Access! Classic New London Charmer
3.5 star property
New London
The price is 2.581.712 ₫
9.361.867 ₫ total
includes taxes & fees
14 May - 15 May
Easy Beach Access! Classic New London Charmer

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.6 out of 10, (110 reviews)
"Was very nice & clean. "
United States
Kelly
The price is 3.435.258 ₫
3.950.547 ₫ total
includes taxes & fees
28 Apr - 29 Apr
Stamford Suites

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is 23.510.371 ₫
36.257.327 ₫ total
includes taxes & fees
30 Apr - 1 May
Beechmont - Perfect for Family Retreat!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.0 star property
Greenwich
The price is 2.897.840 ₫
8.798.896 ₫ total
includes taxes & fees
13 May - 14 May
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,333 reviews)
"Incredible place to stay "
United States
melissa
The price is 3.983.213 ₫
5.067.006 ₫ total
includes taxes & fees
11 May - 12 May
Montauk Manor

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (251 reviews)
"Convenient parking and proximity to all."
United States
Rosemaria
The price is 3.793.536 ₫
5.478.762 ₫ total
includes taxes & fees
29 Apr - 30 Apr
Cliffside Resort Condominiums

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is 4.899.984 ₫
5.598.230 ₫ total
includes taxes & fees
28 Apr - 29 Apr
North Fork Cottages & RV Resort

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (423 reviews)
"Clean. Great location to beach and town."
United States
Cheryl
The price is 3.256.382 ₫
4.006.923 ₫ total
includes taxes & fees
28 Apr - 29 Apr
Montauk Oceanside Suites

Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
Bryn Mawr
The price is 7.064.407 ₫
11.828.561 ₫ total
includes taxes & fees
1 May - 2 May
Luxury 3 BR Near NYC with Easy Parking

Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking
2.0 star property
White Plains
The price is 7.903.200 ₫
12.964.542 ₫ total
includes taxes & fees
1 May - 2 May
Luxury 3BR Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
The price is 7.903.200 ₫
12.964.542 ₫ total
includes taxes & fees
1 May - 2 May
Luxury NYC Home Game Room Free Parking

Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is 9.879.000 ₫
14.977.387 ₫ total
includes taxes & fees
1 May - 2 May
Two Wash

Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
8.0 out of 10, Very good, (1 review)
"The house was very clean and the areas was quiet too. We had a nice spot to park the car. The staff was calling and checking on me if I didn’t have any issues with the check in. They were available all the time. The only thing we will need next time if possible is the washer and dryer and extra towels because we were 5 and only got 3 towels. But overall we enjoyed the stays."
United States
Adj Fatou
The price is 5.927.400 ₫
10.819.975 ₫ total
includes taxes & fees
1 May - 2 May
Uscale 2BR Escape in the Heart of NYC

Easy NYC Access! Yonkers Apt 1/2 Mi to Metro-north

Easy NYC Access! Yonkers Apt 1/2 Mi to Metro-north
3.5 star property
Southeast Yonkers
The price is 11.275.232 ₫
26.044.205 ₫ total
includes taxes & fees
28 Apr - 29 Apr
Easy NYC Access! Yonkers Apt 1/2 Mi to Metro-north

Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is 7.903.200 ₫
12.727.445 ₫ total
includes taxes & fees
1 May - 2 May
Prime Luxe 3-BR NYC - Free Parking

The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (280 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
The price is 4.415.781 ₫
6.477.726 ₫ total
includes taxes & fees
11 May - 12 May
The Surf Club

3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room
2.0 star property
Southeast Yonkers
8.0 out of 10, Very good, (1 review)
"We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms."
United States
Anonymous traveller
The price is 13.413.048 ₫
18.931.104 ₫ total
includes taxes & fees
28 Apr - 29 Apr
3BR Prime Luxury near NYC w Arcade Room
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Coastal Connecticut Hotel Reviews