Connecticut Holiday Rentals

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Top Holiday Rentals Destinations in Connecticut

Our top choices for Connecticut holiday rentals

Stamford Suites

4.0 star property
5.6 out of 10, (49)
"Excellent sleep"
The price is AU$233
includes taxes & fees
4 Sept - 5 Sept
Stamford Suites

DUNE Fairfield Beach

3.0 star property
9.0 out of 10, Wonderful, (67)
"Incredible staff, friendly, helpful. "
DUNE Fairfield Beach

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 AU$501
includes taxes & fees
7 Sept - 8 Sept
Charming houseboat in pleasant New London with AC, WiFi

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

9.0 out of 10, Wonderful, (7)
"Perfect place to rest. Excellent service! "
The price is AU$463
includes taxes & fees
7 Sept - 8 Sept
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

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 AU$291
includes taxes & fees
4 Sept - 5 Sept
The Stern at Soundview · Beach+Ocean+Sunrise

The Mast at Soundview · Beach+Ocean+Sunrise

2.0 star property
9.4 out of 10, Exceptional, (3)
"Nice place, little smaller than I was expecting, but location was close to the beach, info regarding access to the property was clear and easy to follow! Parking was assigned but other occupants decided not to utilize their assigned space and took ours. Be prepared to clean the studio before you leave to include dishes and take out the trash. Was surprised by the cleaning request. Overall great weekend!"
The price is AU$311
includes taxes & fees
1 Sept - 2 Sept
The Mast at Soundview · Beach+Ocean+Sunrise

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (141)
"Perfect location for a get-away! Beautiful location on the water. The cottage was cozy & had everything we needed. Very clean. Lots to do in the area. Host was very nice We had a great time and will absolutely be back! "
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

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

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.

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 AU$1,091
includes taxes & fees
3 Sept - 4 Sept
The Mystic Harbor House · walk downtown Mystic · train · aquarium

Stevedore Landing-#3 · walk downtown Mystic · train · aquarium

10.0 out of 10, Exceptional, (2)
"We enjoyed our stay. The apartment is in excellent condition."
The price is AU$326
includes taxes & fees
7 Sept - 8 Sept
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium

The Bay Cottage · Rocky Neck Park, Beach & Niantic

2.0 star property
9.0 out of 10, Wonderful, (2)
"This house suited our needs for a place to stay while attending a nearby family reunion. Communication and check in were great and the house is very comfortable (very nice mattresses, sheets, pillows)."
The price is AU$696
includes taxes & fees
9 Sept - 10 Sept
The Bay Cottage · Rocky Neck Park, Beach & Niantic

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 AU$442
includes taxes & fees
2 Sept - 3 Sept
Carrick Landing-#4 · walk Mystic-Train/EV Lvl-2 · aquarium

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

Cozy waterfront cottage

Cozy waterfront cottage

The Mason Studio · Near Mystic, Casinos + USCGA

10.0 out of 10, Exceptional, (1)
"The studio wasn't super big but had everything we needed (and a fully stocked kitchen! which we did not need but was very nice. We did use the microwave.) It was a nice and quiet and in a convenient location — just about a 10 minute drive from Olde Mistick Village/the Mystic Aquarium."
The price is AU$292
includes taxes & fees
1 Sept - 2 Sept
The Mason Studio · Near Mystic, Casinos + USCGA

Newly Renovated Loft Villa at Norwich Spa, minutes to Mohegan Sun

2.0 star property
9.8 out of 10, Exceptional, (19)
"I’ve stayed here twice and both visits were great. I would definitely recommend this property to anyone looking for a cozy and luxurious space."
The price is AU$667
includes taxes & fees
8 Sept - 9 Sept
Newly Renovated Loft Villa at Norwich Spa, minutes to Mohegan Sun

Riverbed, Romantic Waterfront Suite, walk to town<br><br>

10.0 out of 10, Exceptional, (39)
"Cozy spot that we wish we had more time to enjoy. Great location and great host. Easy walk to everything "
The price is AU$564
includes taxes & fees
10 Sept - 11 Sept
Riverbed, Romantic Waterfront Suite, walk to town<br><br>

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (17)
"cleanliness. quiet. "
Luxury Apartments by Hyatus at The Asher

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

10.0 out of 10, Exceptional, (8)
"This place is very lovely, comfy and clean. Location is decent, not far from downtown, beach and attractions."
The price is AU$356
includes taxes & fees
3 Sept - 4 Sept
Flemish Landing-#2 · walk Mystic-Train/EV Lvl-2 · aquarium
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 Connecticut Hotel Reviews

Find out more about Connecticut

Find out more about Connecticut

Everything you need to know about 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 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 Connecticut holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Connecticut holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in 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 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 Connecticut holiday rentals we have chosen for you start as low as AU$233 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Connecticut rentals

At Expedia, we put the best 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 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 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 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.