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

Coastal Connecticut Holiday Rentals

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Our top choices for Coastal Connecticut holiday rentals

1. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (118 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is S$327
includes taxes & fees
6 Dec - 7 Dec
DUNE Fairfield Beach

2. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (217 reviews)
"Amazing stay, quiet, relaxing, will definitely do it again"
United States
Kelvin
The price is S$258
includes taxes & fees
6 Dec - 7 Dec
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

3. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is S$444
includes taxes & fees
1 Dec - 2 Dec
Guesthouse at Norwalk Inn

4. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (207 reviews)
"Very limited breakfast…bagels and coffee…help your self. One plus small kitchenette"
United States
Christine
The price is S$219
includes taxes & fees
12 Nov - 13 Nov
Stamford Suites

5. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
The price is S$1,183
includes taxes & fees
8 Nov - 9 Nov
4 Mi to Beach & Dtwn! Charming Fairfield Home

6. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is S$1,367
includes taxes & fees
6 Nov - 7 Nov
Beechmont - Perfect for Family Retreat!

7. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.5 star property
Greenwich
The price is S$646
includes taxes & fees
6 Nov - 7 Nov
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

8. Groton Home < 1 Mi to Beach on Long Island Sound!

Groton Home < 1 Mi to Beach on Long Island Sound!
3.0 star property
Groton
The price is S$1,032
includes taxes & fees
22 Nov - 23 Nov
Groton Home < 1 Mi to Beach on Long Island Sound!

9. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,419 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
The price is S$228
includes taxes & fees
30 Nov - 1 Dec
Montauk Manor

10. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is S$449
includes taxes & fees
15 Nov - 16 Nov
North Fork Resort

11. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.4 out of 10, Very good, (460 reviews)
"The room was very clean and well taken care of."
United States
Mitchell
The price is S$213
includes taxes & fees
8 Nov - 9 Nov
Montauk Oceanside Suites

12. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (299 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is S$389
includes taxes & fees
15 Nov - 16 Nov
Cliffside Resort Condominiums

13. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (305 reviews)
"Staff are nice"
United States
na
The price is S$400
includes taxes & fees
10 Nov - 11 Nov
The Surf Club

14. Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
8.4 out of 10, Very good, (5 reviews)
"What a memorable way to celebrate America’s 250th Anniversary and the Fourth of July at Offshore Montauk. The festive atmosphere, beautiful weather, beach days, and fireworks made for an unforgettable getaway. The property is beautifully designed with thoughtful room layouts, high-end appliances, and quality finishes that create a luxurious yet comfortable experience. The attention to detail throughout the property is impressive, and it's exciting to see the continued improvements being...
United States
Frank
The price is S$448
includes taxes & fees
15 Nov - 16 Nov
Offshore Spa & Residences

15. Trumbull Apartments

Trumbull Apartments
3.0 star property
Downtown Hartford
2.0 out of 10, (1 review)
"Terrible, worst stay ever . It was such a hassle to get in no clear instructions… never again"
United States
Nicolas
The price is S$393
includes taxes & fees
27 Nov - 28 Nov
Trumbull Apartments

16. Great Neck Basecamp: Steps to Downtown & Rail

Great Neck Basecamp: Steps to Downtown & Rail
3.0 star property
Great Neck
The price is S$511
includes taxes & fees
11 Nov - 12 Nov
Great Neck Basecamp: Steps to Downtown & Rail

17. Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1 review)
The price is S$1,828
includes taxes & fees
10 Nov - 11 Nov
Las Flores Villa

18. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is S$1,305
includes taxes & fees
9 Nov - 10 Nov
Summer Pool Oasis Custom Bar Arcade Pool Table

19. 3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking
2.0 star property
White Plains
6.0 out of 10, (1 review)
"Check-in was confusing and poorly organized, which made the start of the stay frustrating. The room itself was fine and comfortable, but the photos on the website were misleading and didn’t match what we saw in person. Overall, an okay room but not the experience we expected."
United States
Osmond
The price is S$1,472
includes taxes & fees
6 Nov - 7 Nov
3BR Prime Luxury NY - Free Parking

20. Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking
3.5 star property
Southeast Yonkers
5.0 out of 10, (12 reviews)
"Though the privous occupants refused to vacate the property in time but the landlord was suupportive went out of their way and provided a refund option and an alternative...we took the alternative which happen to be better than the originally booked property ... Will use this management and property owner in our upcoming short terms rentals....."
United States
abdelwahab
The price is S$1,927
includes taxes & fees
8 Nov - 9 Nov
Modern Luxury Home w GameRoom & Parking
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.
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Top Coastal Connecticut Hotel Reviews

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