Connecticut holiday rentals

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Best Connecticut holiday rentals

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AED 151 - AED 4,150AED 4,150 - AED 8,149AED 8,149 - AED 12,148AED 12,148 - AED 16,144AED 16,144+ per night

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ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Connecticut

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Homestay - You are welcome in my Home - Hartford
Homestay - You are welcome in my Home
Hartford, CT, United States
AED 151+
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Private Rv - Hartford
Private Rv
Hartford, CT, United States
4.1Mediocre(16)
Free Wi-Fi
Pet-friendly
Air conditioning
AED 191+
Check availability
Rock Pad for Yale, Visitors, Nurses, Staff - New Haven
Rock Pad for Yale, Visitors, Nurses, Staff
East Rock
6.2Okay(39)
Parking
Free Wi-Fi
AED 389+
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Stamford Bohemian by HarborPoint Downtown &Train - Stamford
Stamford Bohemian by HarborPoint Downtown &Train
Stamford, CT, United States
8.8Very Good(1)
Parking
Free Wi-Fi
Air conditioning
AED 521+
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The Gold Room near downtown trains fast wifi - Stamford
The Gold Room near downtown trains fast wifi
Stamford, CT, United States
9.0Wonderful(1)
Parking
Free Wi-Fi
Air conditioning
AED 551+
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Experience Downtown Hartford near XL Center - Hartford - Bedroom
Experience Downtown Hartford near XL Center
Downtown
6.8Okay(5)
Free Wi-Fi
Air conditioning
AED 558+
Check availability
XL Center 1-Br Condo Dwntn Hartford Easy Parking - Hartford - Living room
XL Center 1-Br Condo Dwntn Hartford Easy Parking
Downtown
6.6Okay(32)
Free Wi-Fi
Pet-friendly
Air conditioning
AED 661+
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The Hartford Skyline - Stylish Downtown Condo with Wifi Gym - Hartford - Kitchen
The Hartford Skyline - Stylish Downtown Condo with Wifi Gym
Downtown
7.6Good(12)
Free Wi-Fi
Pet-friendly
Air conditioning
AED 852+
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Serene Nordic Escape Close to Yale - New Haven - Bedroom
Serene Nordic Escape Close to Yale
Dwight
8.6Very Good(4)
Free Wi-Fi
Air conditioning
AED 962+
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Thames River Cottage - Uncasville - Living room
Thames River Cottage
Uncasville, CT, United States
9.5Wonderful(5)
Parking
Free Wi-Fi
Air conditioning
AED 970+
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Spacious Stay near Yale in Downtown New Haven - New Haven
Spacious Stay near Yale in Downtown New Haven
Downtown
8.6Very Good(85)
Free Wi-Fi
Air conditioning
AED 981+
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Modern Studio Stay On Howe - New Haven - Bedroom
Modern Studio Stay On Howe
Downtown
10Wonderful(1)
Air conditioning
AED 1,065+
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AO Destinations - Wooster Street in Little Italy New Haven - New Haven
AO Destinations - Wooster Street in Little Italy New Haven
Wooster Square
8.4Very Good(13)
Parking
Free Wi-Fi
Air conditioning
AED 1,131+
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Luxury Furnished Apartments by Hyatus Downtown at Yale - New Haven - Living room
Luxury Furnished Apartments by Hyatus Downtown at Yale
The Hill
10Wonderful(4)
AED 1,395+
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Luxury Apartments by Hyatus at Pierpont - New Haven - Living room
Luxury Apartments by Hyatus at Pierpont
The Hill
9.0Wonderful(43)
Parking
Free Wi-Fi
Pool
Air conditioning
AED 1,409+
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Penthouse Apartment at Yale University. - New Haven - Balcony
Penthouse Apartment at Yale University.
Downtown
10Wonderful(33)
Air conditioning
AED 1,601+
Check availability
Booking Insights

KAYAK’s insights for holiday rentals in Connecticut

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Connecticut with confidence.

What is the cheapest day of the week to book a vacation rental in Connecticut?

Sunday offers the lowest rates in Connecticut, with an average nightly price of AED 282. The highest prices are found on Wednesday, with average rates at AED 1,752.

How early should you book a vacation rental in Connecticut?

Book at least 64 days before your stay begins to get the best price for your Connecticut vacation rental.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

March
July
AED 1,149
AED 1,045
Cheapest month to stay with an average 27% drop in price.
Most expensive month to stay with an average 73% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Connecticut holiday rental

FAQs when booking a holiday home in Connecticut

  • How much is a holiday rental in Connecticut for tonight?

    In the last 72 hours, users have found Connecticut holiday rentals for tonight for as little as AED 668. Search here for similar prices

  • How much is a holiday rental in Connecticut for this weekend?

    In the last 72 hours, users have found Connecticut holiday rentals for this weekend for as little as AED 231 per night. Search here for similar prices

  • What types of holiday rentals are available in Connecticut?

    There are loads of different property types that you can make your holiday home in Connecticut. You’ll find apartments, condos, houses, homestays, lodges, villas, agritourism, cabins, cottages, campgrounds, caravans, houseboats, castles and chalets.

  • Are there any pet-friendly holiday rentals in Connecticut?

    There are a number of dog and pet-friendly Connecticut holiday rentals, with around 10% allowing you to bring your pet along with you.

Where to stay in Connecticut?

Our map will help you find the perfect place to stay in Connecticut by showing you the exact location of each holiday home.

Everything you need to know for your stay in Connecticut

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