Connecticut Holiday Rentals

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Top Holiday Rentals Destinations in Connecticut

Aparthotel in Norwalk

2.5 star property
8.4 out of 10, Very good, (15)
"Lovely property in a gorgeous setting. Staff were very responsive and welcoming. "
United States
Holly
The price is AU$172
includes taxes & fees
1 Dec - 2 Dec
The Mansion Hotel-style

Cabin in East Haddam

2.0 star property
9.6 out of 10, Exceptional, (83)
"Very nice cabins "
United States
Jairo
The price is AU$248
includes taxes & fees
4 Dec - 5 Dec
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

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$374
includes taxes & fees
1 Dec - 2 Dec
Lakeside cottage ON the water with beautiful views up the lake!

Apartment in West Hartford

2.0 star property
9.4 out of 10, Exceptional, (17)
"The stay was good. The house is located in a great area and very close to my family member we were visiting. I will stay again and make sure everything is in order. "
United States
Vanessia P.
The price is AU$479
includes taxes & fees
2 Dec - 3 Dec
The Blue Back Bungalow

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.
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

Apartment in Granby

2.0 star property
10.0 out of 10, Exceptional, (16)
"The place is beautiful and very quiet and relaxing"
United States
Marian
The price is AU$308
includes taxes & fees
11 Dec - 12 Dec
Peaceful Meadow Retreat

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$301
includes taxes & fees
7 Dec - 8 Dec
The Stern at Soundview · Beach+Ocean+Sunrise

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$334
includes taxes & fees
11 Dec - 12 Dec
A Mystic Stay as Sweet as Apple Pie!

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
30 Nov - 1 Dec
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath

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$311
includes taxes & fees
2 Dec - 3 Dec
Super Cute & Cozy Apartment in Downtown Mystic!

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$199
includes taxes & fees
8 Dec - 9 Dec
New One Bedroom Apartment Centrally Located in Southbury

Aparthotel in Downtown Stamford

4.0 star property
6.2 out of 10, (76)
"It was great"
United States
Natalie
The price is AU$210
includes taxes & fees
30 Nov - 1 Dec
Stamford Suites

Cottage in Ledyard

9.8 out of 10, Exceptional, (216)
"Very comfortable, easy to get to and had everything you could need in a house rental! "
United States
Anna K.
The price is AU$377
includes taxes & fees
10 Dec - 11 Dec
Lakeside cottage overhanging the water, beautiful window views across the lake

Cottage in Stafford

9.8 out of 10, Exceptional, (29)
"FANTASTIC STAY! there was an issue after arrival that was QUICKLY addressed... rest of stay was amazing! Beautiful home. Great kayaks.. lots of fishing!QUICK AND PLEASANT COMMUNICATIONS.THANK YOU!!!"
United States
Michelle O.
The price is AU$475
includes taxes & fees
9 Dec - 10 Dec
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Apartment in Fairfield

3.0 star property
9.0 out of 10, Wonderful, (76)
"Loved this venue! "
United States
adriano
DUNE Fairfield Beach

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$485
includes taxes & fees
2 Dec - 3 Dec
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Apartment in Norwich

9.6 out of 10, Exceptional, (35)
"Great communication, clean, location location. Great value for a quick weekend getaway."
United States
Brian C.
The price is AU$325
includes taxes & fees
30 Nov - 1 Dec
3 bed apartment, 5 mi to Mohegan/10 to Foxwoods

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$340
includes taxes & fees
12 Dec - 13 Dec
Flemish Landing-#2 · walk Mystic-Train/EV Lvl-2 · aquarium

Apartment in Greenwich

3.0 star property
The price is AU$353
includes taxes & fees
9 Dec - 10 Dec
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

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$379
includes taxes & fees
1 Dec - 2 Dec
Private Apt 1 mile from Downtown Westerly. Short drive to Mystic & Casinos
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

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$188 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.