Winter Vacation Rentals & Cabin Rentals in Connecticut

Compare 52,628 available, short term vacation home properties, starts from $20

Navigate forward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Navigate backward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Find the best vacation rental

ACCOMMODATION TYPES

Monthly & Short Term Winter Vacation Rentals in Connecticut: Top Deals

A Touch of Elegance
A Touch of Elegance
A Touch of Elegance
A Touch of Elegance
A Touch of Elegance
A Touch of Elegance
A Touch of Elegance
4.3 (38 reviews)
A Touch of Elegance
Hotel
$140 /night
View deal
5min walk from AirTrain JFK ,Subway, LIRR
5min walk from AirTrain JFK ,Subway, LIRR
5min walk from AirTrain JFK ,Subway, LIRR
5min walk from AirTrain JFK ,Subway, LIRR
5min walk from AirTrain JFK ,Subway, LIRR
5min walk from AirTrain JFK ,Subway, LIRR
5min walk from AirTrain JFK ,Subway, LIRR
5min walk from AirTrain JFK ,Subway, LIRR
5min walk from AirTrain JFK ,Subway, LIRR
5min walk from AirTrain JFK ,Subway, LIRR
4.4 (20 reviews)
5min walk from AirTrain JFK ,Subway, LIRR
Hotel
$62 /night
View deal
Ace Hotel New York
Ace Hotel New York
Ace Hotel New York
Ace Hotel New York
Ace Hotel New York
Ace Hotel New York
Ace Hotel New York
4.2 (1222 reviews)
Ace Hotel New York
Hotel
$179 /night
View deal
AC Hotel by Marriott New York Downtown
AC Hotel by Marriott New York Downtown
AC Hotel by Marriott New York Downtown
AC Hotel by Marriott New York Downtown
AC Hotel by Marriott New York Downtown
AC Hotel by Marriott New York Downtown
AC Hotel by Marriott New York Downtown
4.4 (1116 reviews)
AC Hotel by Marriott New York Downtown
Hotel
$97 /night
View deal
43rd Street " Tim Square" Private Room
43rd Street " Tim Square" Private Room
43rd Street " Tim Square" Private Room
43rd Street " Tim Square" Private Room
43rd Street " Tim Square" Private Room
43rd Street " Tim Square" Private Room
43rd Street " Tim Square" Private Room
43rd Street " Tim Square" Private Room
5.0 (28 reviews)
43rd Street " Tim Square" Private Room
Hotel
$77 /night
View deal
***New*** Explore NYC in this Brooklyn Oasis
***New*** Explore NYC in this Brooklyn Oasis
***New*** Explore NYC in this Brooklyn Oasis
***New*** Explore NYC in this Brooklyn Oasis
***New*** Explore NYC in this Brooklyn Oasis
***New*** Explore NYC in this Brooklyn Oasis
***New*** Explore NYC in this Brooklyn Oasis
***New*** Explore NYC in this Brooklyn Oasis
4.8 (6 reviews)
***New*** Explore NYC in this Brooklyn Oasis
Hotel
$112 /night
View deal
Adria Hotel and Conference Center
Adria Hotel and Conference Center
Adria Hotel and Conference Center
Adria Hotel and Conference Center
Adria Hotel and Conference Center
Adria Hotel and Conference Center
Adria Hotel and Conference Center
4.2 (528 reviews)
Adria Hotel and Conference Center
Hotel
$119 /night
View deal
3/2 Columbus Circle #3
3/2 Columbus Circle #3
3/2 Columbus Circle #3
3/2 Columbus Circle #3
3/2 Columbus Circle #3
3/2 Columbus Circle #3
3/2 Columbus Circle #3
3/2 Columbus Circle #3
4.3 (7 reviews)
3/2 Columbus Circle #3
Hotel
$495 /night
View deal
11 Howard
11 Howard
11 Howard
11 Howard
11 Howard
11 Howard
11 Howard
4.1 (577 reviews)
11 Howard
Hotel
$199 /night
View deal
Search all

Similar Inspirational Vacation Rental Destinations

Which Price Range Is Considered As A Good Deal in Connecticut Area?
Vacation House & Apartment Rental Price Information in Connecticut
+
The graph shows the percentages of vacation homes in each price bucket. Connecticut has the largest percentage (20.52%) of homes in $500+ price range.
$0 to 50
$0 to 50
$50 to 100
$50 to 100
$100 to 150
$100 to 150
$150 to 200
$150 to 200
$200 to 250
$200 to 250
$250 to 300
$250 to 300
$300 to 350
$300 to 350
$350 to 400
$350 to 400
$400 to 450
$400 to 450
$450 to 500
$450 to 500
$500 +
$500 +
What are the best activities, communities or places of interest for snowbirds in Connecticut?
Places in Connecticut That Are Snowbirds Friendly
+
Connecticut is a great place for snowbirds to visit during winter. Its mild climate makes it an ideal destination to escape the cold weather and spend quality time with family and friends. Proximity to healthcare facilities is also one of the main advantages of living in Connecticut as many major hospitals are located nearby. Moreover, there are plenty of interesting attractions that snowbirds can enjoy.

  • Mystic Seaport Museum

    The Mystic Seaport Museum is an amazing place for snowbirds to explore maritime history and culture. It features exhibitions about boats, ships, tools and other artifacts connected to the sea. Visitors can also take part in hands-on activities such as boatbuilding workshops.

  • Beardsley Zoo

    Beardsley Zoo is a perfect spot for snowbirds who love animals. This zoo houses over 300 species of mammals, birds, reptiles and amphibians from around the world. It also offers educational programs and animal encounters to visitors.

  • Gillette Castle State Park

    Gillette Castle State Park is a spectacular destination for snowbirds looking for some outdoor fun. The park features a stunning castle built by William Gillette in 1919. Visitors can explore the castle and its grounds, go fishing in the river, or take a scenic walk through the woods.

How Many Accommodations Are Pets Allowed in Connecticut?
Pets Allowed vs Not Allowed in Connecticut
+
23.37% of vacation homes in Connecticut are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
Best Tourist Attractions in Connecticut?
Destinations To Visit During the Winter in Connecticut
+
Which Airports Should I Choose To Get To Connecticut?
Airports Options in Connecticut
+

Other Vacation Rentals Ideas

* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
See all offers