Holiday Rentals in Coastal Connecticut

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Holiday Rentals in Coastal Connecticut

Stamford Suites

4.0 star property
5.6 out of 10, (54)
"Excellent sleep"
The price is €128
includes taxes & fees
29 Sept - 30 Sept
Stamford Suites

DUNE Fairfield Beach

3.0 star property
9.0 out of 10, Wonderful, (71)
"Incredible staff, friendly, helpful. "
DUNE Fairfield Beach

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

9.4 out of 10, Exceptional, (11)
"Perfect place to rest. Excellent service! "
The price is €236
includes taxes & fees
29 Sept - 30 Sept
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Amazing Ocean Front 2 Story Home, Steps Away From The Water

9.8 out of 10, Exceptional, (97)
"Beautiful home with lots of room. Many bathrooms and lots of storage for your belongings. The view and beach are amazing and the location to have fun is perfect. "
Amazing Ocean Front 2 Story Home, Steps Away From The Water

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

10.0 out of 10, Exceptional, (1)
"We recently had the pleasure of staying at the beautiful house with four cottages for our wedding party, and it was truly an unforgettable experience. From the moment we arrived, the breathtaking views of the sound captivated everyone. The serene waters, rolling hills in the distance, and the quiet, peaceful atmosphere set the perfect tone for a memorable celebration.The house itself was stunning—spacious, yet cozy, with modern amenities that didn’t take away from the charming, rustic feel of...
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

Guesthouse at Norwalk Inn

3.5 star property
8.4 out of 10, Very good, (39)
"it was amazing will stay again food was good comfort was great "
The price is €271
includes taxes & fees
22 Sept - 23 Sept
Guesthouse at Norwalk Inn

The Stern at Soundview · Beach+Ocean+Sunrise

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! "
The price is €160
includes taxes & fees
30 Sept - 1 Oct
The Stern at Soundview · Beach+Ocean+Sunrise

Beechmont - Perfect for Family Retreat!

5.0 star property
The price is €888
includes taxes & fees
21 Sept - 22 Sept
Beechmont - Perfect for Family Retreat!

Charming houseboat in pleasant New London with AC, WiFi

9.6 out of 10, Exceptional, (10)
"Very nice people. Boat was roomy and well stocked but dirty. Toilet pump was broken and made loud noises all night. We were not informed this was an issue til checkout. Some other small issues "
The price is €281
includes taxes & fees
19 Sept - 20 Sept
Charming houseboat in pleasant New London with AC, WiFi

Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath

10.0 out of 10, Exceptional, (6)
"Didn’t know what to expect in new London. The host William is by far a class act. The hospitality upon first entry was remarkable. Spotless clean everything. Never saw whiter sheets! I will defiantly return and enjoy the complimentary breakfast!"
The price is €106
includes taxes & fees
21 Sept - 22 Sept
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath

The Mystic Harbor House · walk downtown Mystic · train · aquarium

10.0 out of 10, Exceptional, (4)
"Great house in a fantastic location. Very clean and well supplied. We would definitely stay here again."
The price is €474
includes taxes & fees
30 Sept - 1 Oct
The Mystic Harbor House · walk downtown Mystic · train · aquarium

The Crow's Nest at the Blue Anchor. Ready for 2025

2.0 star property
10.0 out of 10, Exceptional, (11)
"Nice to come home to a welcoming place with well-outfitted kitchen ready to cook breakfast!"
The Crow's Nest at the Blue Anchor. Ready for 2025

Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

10.0 out of 10, Exceptional, (13)
"Such a fun, beautiful and unique stay. Would love to stay again!"
The price is €320
includes taxes & fees
1 Oct - 2 Oct
Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.6 out of 10, Exceptional, (54)
"Loved the property and we will surely be coming back."
Luxury Furnished Apartments by Hyatus Downtown at Yale

Spacious 7-bedroom house Stonington with amazing views.

10.0 out of 10, Exceptional, (4)
"Great place, great owner!"
Spacious 7-bedroom house Stonington with amazing views.

Escape to a cozy château in Lambert’s Cove, Stonington, CT.

10.0 out of 10, Exceptional, (1)
"Great weekend stay, clean and comfortable. Located in a great area if you plan to go out too! "
Escape to a cozy château in Lambert’s Cove, Stonington, CT.

Oak Grove Cottage - in the foothills of Mystic

10.0 out of 10, Exceptional, (8)
The price is €332
includes taxes & fees
22 Sept - 23 Sept
Oak Grove Cottage - in the foothills of Mystic

Carrick Landing-#4 · walk Mystic-Train/EV Lvl-2 · aquarium

10.0 out of 10, Exceptional, (2)
"Clean, brand new, very easy. The sleep sofa was even comfortable!"
The price is €227
includes taxes & fees
22 Sept - 23 Sept
Carrick Landing-#4 · walk Mystic-Train/EV Lvl-2 · aquarium

Best Value in Westerly!

9.0 out of 10, Wonderful, (18)
"A very pleasant stay… quiet location and especially nice for 1 to 2 people, though only me. "
Best Value in Westerly!

Humble Beginnings

10.0 out of 10, Exceptional, (5)
"We loved this property.Only stayed one night, wish we could spend more time here. Well stocked kitchen, bathroom extras in case you've forgotten some essentials at home. Electric fireplace for that special atmosphere while hanging out in the living room. Super comfy mattresses. Shower with great water pressure and extra large head. Convenient access, private parking space. Board games. Books. Quiet air purifiers in each room.I could go on and on.Definitely will stay again. Adding to favorites."
The price is €112
includes taxes & fees
29 Sept - 30 Sept
Humble Beginnings
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

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 €106 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.