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Holiday Rentals in Coastal Connecticut

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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, (115 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is €237
includes taxes & fees
29 Oct - 30 Oct
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, (209 reviews)
"My boyfriend and I looooved our stay and plan to come back next year for 2 night!"
United States
Joshelle
The price is €171
includes taxes & fees
23 Nov - 24 Nov
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 €369
includes taxes & fees
26 Oct - 27 Oct
Guesthouse at Norwalk Inn

4. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (198 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is €173
includes taxes & fees
2 Nov - 3 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 €826
includes taxes & fees
26 Oct - 27 Oct
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 €1,417
includes taxes & fees
26 Oct - 27 Oct
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 €451
includes taxes & fees
26 Oct - 27 Oct
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
Groton Home < 1 Mi to Beach on Long Island Sound!

9. Montville Retreat Near Mohegan Sun: 2-home Bundle!

Montville Retreat Near Mohegan Sun: 2-home Bundle!
3.0 star property
Montville
Montville Retreat Near Mohegan Sun: 2-home Bundle!

10. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,418 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
The price is €167
includes taxes & fees
17 Nov - 18 Nov
Montauk Manor

11. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (70 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is €328
includes taxes & fees
26 Oct - 27 Oct
North Fork Resort

12. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (297 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is €271
includes taxes & fees
12 Nov - 13 Nov
Cliffside Resort Condominiums

13. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (457 reviews)
"The room was very clean and spacious."
United States
Jadana
The price is €154
includes taxes & fees
26 Oct - 27 Oct
Montauk Oceanside Suites

14. 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 €265
includes taxes & fees
26 Oct - 27 Oct
Trumbull Apartments

15. 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 €279
includes taxes & fees
4 Nov - 5 Nov
The Surf Club

16. 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 €346
includes taxes & fees
19 Nov - 20 Nov
Offshore Spa & Residences

17. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
Oakville
The price is €481
includes taxes & fees
27 Oct - 28 Oct
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

18. Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1 review)
The price is €3,129
includes taxes & fees
26 Oct - 27 Oct
Las Flores Villa

19. Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
4.0 out of 10, (1 review)
"After flying in with four of us from Los Angeles on a Red Eye, we had to drive around for 4-5 hours until we were able to check in at 4pm, however after hours of trying to get into the property with no answer on the contact number ,we finally were able to have the local property manager come out and say that the property overbooked and had no room for us. I spent over 2 hours on the phone getting the run around by Expedia with mixed stories of our accommodations. FINALLY with now the story is...
United States
Jorge
The price is €638
includes taxes & fees
26 Oct - 27 Oct
Luxury NYC Home Game Room Free Parking

20. Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
9.0 out of 10, Wonderful, (2 reviews)
"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 €456
includes taxes & fees
26 Oct - 27 Oct
Uscale 2BR Escape in the Heart of NYC
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

Find out more about Coastal Connecticut

Everything you need to know about Coastal Connecticut holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Coastal Connecticut holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Coastal Connecticut holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Coastal Connecticut holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Coastal Connecticut. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Coastal Connecticut holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Coastal Connecticut holiday rentals we have selected for you start as low as €140 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Coastal Connecticut rentals

At Expedia, we put the best Coastal Connecticut holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Coastal Connecticut rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Coastal Connecticut holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Coastal Connecticut. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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