Coastal Connecticut Holiday Rentals

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Holiday Rentals in Coastal Connecticut

Aparthotel in Norwalk

2.5 star property
8.4 out of 10, Very good, (16)
"Lovely property in a gorgeous setting. Staff were very responsive and welcoming. "
United States
Holly
The price is AU$154
includes taxes & fees
3 Dec - 4 Dec
The Mansion Hotel-style

Cabin in East Haddam

2.0 star property
9.6 out of 10, Exceptional, (85)
"Very nice cabins "
United States
Jairo
The price is AU$263
includes taxes & fees
7 Dec - 8 Dec
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Apartment in Fairfield

3.0 star property
9.0 out of 10, Wonderful, (77)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach

Apartment in Old Lyme

2.0 star property
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is AU$300
includes taxes & fees
7 Dec - 8 Dec
The Stern at Soundview · Beach+Ocean+Sunrise

Cottage in Ledyard

9.8 out of 10, Exceptional, (191)
"There were stunning views, it was very relaxing, and we had excellent communication with the host. We couldn’t be happier, it was perfect! Kayaking was the best part. Plenty to see and do in the area as well."
United States
Heather S.
The price is AU$371
includes taxes & fees
3 Dec - 4 Dec
Lakeside cottage ON the water with beautiful views up the lake!

Holiday Home in Old Mystic

2.0 star property
10.0 out of 10, Exceptional, (7)
"Loved the personal touches!"
United States
Jenny
The price is AU$333
includes taxes & fees
16 Dec - 17 Dec
A Mystic Stay as Sweet as Apple Pie!

Apartment in Old Mystic

10.0 out of 10, Exceptional, (19)
"Host was very responsive and the room was really nice clean. Would definitely stay there again!"
United States
Pamela O.
The price is AU$328
includes taxes & fees
21 Dec - 22 Dec
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

Apartment in Westerly

9.4 out of 10, Exceptional, (11)
"It was sweet, small but roomy for 2.A C was wonderful in the hot day. All provisions served us well. "
United States
Mary Alice B.
The price is AU$193
includes taxes & fees
21 Dec - 22 Dec
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!

Apartment in Downtown Bridgeport

10.0 out of 10, Exceptional, (2)
"Ricardo’s place was perfect for our needs! A small, clean and cozy place, not far from our daytime destination, the apartment offers all the basics - kitchenette, nice bathroom and modern shower, a comfy Queen Size bed, and even some snacks and essentials for a comfortable stay. The area has some restraunts and bars nearby too, though we were happy to stay in and watch some Netflix. I would highly recommend this apartment to a friend, and Ricardo has been a pleasure. Thanks so much!"
United States
Anonymous traveller
The price is AU$253
includes taxes & fees
7 Dec - 8 Dec
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Apartment in East Rock

9.6 out of 10, Exceptional, (10)
"Thanks to the detailed information from the host check-in couldn’t have been easier. The home was clean and well-appointed. Great location with access to the Yale tram and local markets and restaurants. "
United States
Denyce D.
The price is AU$449
includes taxes & fees
5 Dec - 6 Dec
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

Apartment in Southbury

9.8 out of 10, Exceptional, (19)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is AU$192
includes taxes & fees
9 Dec - 10 Dec
New One Bedroom Apartment Centrally Located in Southbury

Cottage in Waterford

2.0 star property
10.0 out of 10, Exceptional, (14)
"The property was amazing. The house was very clean and the game room was really fun. It was a very cute place and the backyard was perfect for sitting outside in the afternoon. The beds were really soft and comfortable as well."
United States
Jorie M.
The price is AU$463
includes taxes & fees
3 Dec - 4 Dec
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Apartment in New London

10.0 out of 10, Exceptional, (7)
"We had a good experience staying with host, William. Going in and out of our unit was easy with the codes provided. The croissants provided for breakfast were large and delicious. We would stay there again."
United States
Ronald H.
The price is AU$188
includes taxes & fees
3 Dec - 4 Dec
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath

Apartment in Greenwich

3.0 star property
The price is AU$353
includes taxes & fees
7 Dec - 8 Dec
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

Apartment in Mystic

9.6 out of 10, Exceptional, (81)
"Intention of this place meant well. We felt safe and it was clean. Bed was super comfortable. The only downsides were the lack of AC that reached the bedroom and the dog smell from maybe earlier guests? There were many air purifiers for the pets but when we walked in that’s all we could smell. But host was kind and communicative. He left snacks and some waters for us. Again- place is very cute and a great location. "
United States
Brittani N.
The price is AU$310
includes taxes & fees
3 Dec - 4 Dec
Super Cute & Cozy Apartment in Downtown Mystic!

Apartment in West Haven

10.0 out of 10, Exceptional, (6)
"Quiet place with spacious living room perfect for movie nights. Also just a 10-minute drive from the beach and multiple dining options. Host was very accommodating and communicative. Would stay here again."
United States
Veronica
The price is AU$490
includes taxes & fees
3 Dec - 4 Dec
Angelica’s safe haven @ west haven

Apartment in Stonington

10.0 out of 10, Exceptional, (10)
"Nice location, easy access to downtown Mystic. Nice compliment of amenities. "
United States
Karen B.
The price is AU$300
includes taxes & fees
7 Dec - 8 Dec
Flemish Landing-#2 · walk Mystic-Train/EV Lvl-2 · aquarium

Apartment in Stonington

10.0 out of 10, Exceptional, (14)
"The place was very clean and had very great accommodations. Close drive to all the attractions. Host was very accommodating! Highly recommend for a cheap option. "
United States
Keenan L.
The price is AU$376
includes taxes & fees
3 Dec - 4 Dec
Private Apt 1 mile from Downtown Westerly. Short drive to Mystic & Casinos

Holiday Home in Stratford

9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is AU$227
includes taxes & fees
2 Jan - 3 Jan 2026
Business or Weekend escape

Holiday Home in Middletown

10.0 out of 10, Exceptional, (18)
"The house was great, the welcome snacks and balloons were thoughtful and the kitchen coffee, etc, was much appreciated. This was an excellent stay and I highly recommend it!"
United States
Cari M.
The price is AU$346
includes taxes & fees
15 Dec - 16 Dec
Family Stays: Middletown, CT
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, 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 favourite 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 depend 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 AU$188 per night. Entering your travel dates in the search wizard might find you 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.