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Coastal Connecticut Holiday Rentals

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Our top choices for Coastal Connecticut holiday rentals

The Mansion Hotel-style

The Mansion Hotel-style
2.5 star property
West Norwalk
8.2 out of 10, Very good, (22)
"Great service and very clean 👌 "
United States
JEAN
The price is NZ$163
includes taxes & fees
30 Dec - 31 Dec
The Mansion Hotel-style

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, (95)
"My wife loved it…she has a rough week with work and just life in general, so I wanted to do something nice for her and surprised her with a stay here…she was really happy and loved everything about it…can’t wait to do this again 😊"
United States
Keven
The price is NZ$313
includes taxes & fees
4 Jan - 5 Jan 2026
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

The Tiny Cottage at Clem & Clyde's

The Tiny Cottage at Clem & Clyde's
2.0 star property
Oakdale,
10.0 out of 10, Exceptional, (2)
"Cottage was perfect! The fresh eggs given to us by the host made for an awesome breakfast! The host was great! My 2 energetic boys loved every animal. The host made sure to take my boys through every fence/gate there was to get my boys front and center with the animals. This isn’t just about money him seeing my boys smile and run around with the animals definitely made his day! Left about an hour ago and my boys already asked 17 times when we are going back! "
United States
jeff
The price is NZ$221
includes taxes & fees
1 Jan - 2 Jan 2026
The Tiny Cottage at Clem & Clyde's

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (78)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
Old Mystic
10.0 out of 10, Exceptional, (27)
"Everything was perfect! Great location, easy check in/out, great amenities in room, and super comfy bed. "
United States
Paul S.
The price is NZ$338
includes taxes & fees
3 Jan - 4 Jan 2026
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

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

Flemish Landing-#2 · walk Mystic-Train/EV Lvl-2 · aquarium
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 NZ$331
includes taxes & fees
25 Jan - 26 Jan 2026
Flemish Landing-#2 · walk Mystic-Train/EV Lvl-2 · aquarium

A Mystic Stay as Sweet as Apple Pie!

A Mystic Stay as Sweet as Apple Pie!
2.0 star property
Old Mystic
10.0 out of 10, Exceptional, (7)
"Loved the personal touches!"
United States
Jenny
The price is NZ$367
includes taxes & fees
11 Jan - 12 Jan 2026
A Mystic Stay as Sweet as Apple Pie!

New One Bedroom Apartment Centrally Located in Southbury

New One Bedroom Apartment Centrally Located in Southbury
Southbury
9.8 out of 10, Exceptional, (20)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is NZ$203
includes taxes & fees
30 Dec - 31 Dec
New One Bedroom Apartment Centrally Located in Southbury

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (41)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is NZ$533
includes taxes & fees
30 Dec - 31 Dec
Guesthouse at Norwalk Inn

The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise
2.0 star property
Old Lyme
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 NZ$331
includes taxes & fees
10 Jan - 11 Jan 2026
The Stern at Soundview · Beach+Ocean+Sunrise

2 Mi to Beach, Shared Yard Space: West Haven Apt!

2 Mi to Beach, Shared Yard Space: West Haven Apt!
3.0 star property
West Haven
The price is NZ$613
includes taxes & fees
30 Dec - 31 Dec
2 Mi to Beach, Shared Yard Space: West Haven Apt!

Charming Studio| Near Yale| Downtown New Haven

Charming Studio| Near Yale| Downtown New Haven
Downtown New Haven
9.0 out of 10, Wonderful, (12)
"Convenient location. Just off Rte 91. Easy street parking. The studio is as pictured - exposed brick walls, high ceilings. Everything you need for a short stay. "
United States
Lois G.
The price is NZ$324
includes taxes & fees
4 Jan - 5 Jan 2026
Charming Studio| Near Yale| Downtown New Haven

Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
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 NZ$575
includes taxes & fees
30 Dec - 31 Dec
Angelica’s safe haven @ west haven

Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in
New London
9.6 out of 10, Exceptional, (12)
"William was very thorough with our check in and a pleasure to deal with"
United States
Catherine
The price is NZ$208
includes taxes & fees
30 Dec - 31 Dec
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

Lakeside cottage ON the water with beautiful views up the lake!

Lakeside cottage ON the water with beautiful views up the lake!
Ledyard
9.8 out of 10, Exceptional, (192)
"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 NZ$462
includes taxes & fees
4 Jan - 5 Jan 2026
Lakeside cottage ON the water with beautiful views up the lake!

Lakeside cottage overhanging the water, beautiful window views across the lake

Lakeside cottage overhanging the water, beautiful window views across the lake
Ledyard
9.8 out of 10, Exceptional, (220)
"Very comfortable, easy to get to and had everything you could need in a house rental! "
United States
Anna K.
The price is NZ$441
includes taxes & fees
5 Jan - 6 Jan 2026
Lakeside cottage overhanging the water, beautiful window views across the lake

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
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 NZ$451
includes taxes & fees
4 Jan - 5 Jan 2026
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is NZ$251
includes taxes & fees
1 Jan - 2 Jan 2026
Business or Weekend escape

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (84)
"Everything was good other than the two options for breakfast and housekeeping entering the hotel room unannounced or no knocking"
United States
Laila
The price is NZ$218
includes taxes & fees
30 Dec - 31 Dec
Stamford Suites
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 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 NZ$163 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.