Connecticut holiday rentals

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Best Connecticut holiday rentals

Most recommended holiday rentals in Connecticut

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Secret Oasis In The Heart Of Hartford - Hartford - Bedroom
Secret Oasis In The Heart Of Hartford
Hartford, CT, United States
8.8Very Good(24)
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€198+
Check availability
Exquisite Downtown Loft Apartment - Hartford - Bedroom
Exquisite Downtown Loft Apartment
Hartford, CT, United States
8.5Very Good(12)
Parking
Free Wi-Fi
Air conditioning
€212+
Check availability
Luxury Apartments by Hyatus at Pierpont - New Haven - Living room
Luxury Apartments by Hyatus at Pierpont
The Hill
9.5Wonderful(40)
Parking
Free Wi-Fi
Pool
Pet friendly
€384+
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Downtown Hartford - Skyline View with Parking - Hartford - Living room
Downtown Hartford - Skyline View with Parking
Downtown
6.9Okay(19)
Free Wi-Fi
Pet friendly
Air conditioning
€199+
Check availability
Spacious Stay near Yale in Downtown New Haven - New Haven - Living room
Spacious Stay near Yale in Downtown New Haven
Downtown
8.6Very Good(62)
Free Wi-Fi
Air conditioning
€269+
Check availability
Experience Downtown Hartford near XL Center - Hartford - Bedroom
Experience Downtown Hartford near XL Center
Downtown
9.0Wonderful(2)
Free Wi-Fi
Air conditioning
€180+
Check availability
Thames River Cottage - Uncasville - Living room
Thames River Cottage
Uncasville, CT, United States
9.4Wonderful(5)
Parking
Free Wi-Fi
Air conditioning
€371+
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AO Destinations - Wooster Street in Little Italy New Haven - New Haven - Bedroom
AO Destinations - Wooster Street in Little Italy New Haven
Wooster Square
8.6Very Good(9)
Parking
Air conditioning
€258+
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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)
Free Wi-Fi
€388+
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Que Camper Ct Full Bath - New Haven
Que Camper Ct Full Bath
Newhallville
10Wonderful(1)
Parking
Free Wi-Fi
€97+
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New Haven Stays - New Haven
New Haven Stays
Downtown
9.0Wonderful(115)
Free Wi-Fi
Air conditioning
€197+
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Connecticut Lake House - Bridgeport
Connecticut Lake House
Bridgeport, CT, United States
5.1Fair(10)
Parking
Free Wi-Fi
Air conditioning
€144+
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Rock Pad for Yale, Visitors, Nurses, Staff - New Haven
Rock Pad for Yale, Visitors, Nurses, Staff
East Rock
6.5Okay(29)
Parking
Free Wi-Fi
€79+
Check availability
Private Rv - Hartford
Private Rv
Hartford, CT, United States
5.8Fair(10)
Free Wi-Fi
Pet friendly
Air conditioning
€46+
Check availability
Homestay - You are welcome in my Home - Hartford
Homestay - You are welcome in my Home
Hartford, CT, United States
€36+
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Peaceful, Sunny, Convenient Downtown Greenwich - Greenwich
Peaceful, Sunny, Convenient Downtown Greenwich
Greenwich, CT, United States
Air conditioning
€118+
Check availability
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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.

Which month has the cheapest vacation rental rates in Connecticut?

Vacation rentals are cheapest in Connecticut in August, with average rates of €47. In comparison, June is the most expensive month, with prices at €189.

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

Monday offers the lowest rates in Connecticut, with an average nightly price of €43. The highest prices are found on Friday, with average rates at €113.

How early should you book a vacation rental in Connecticut?

Book at least 75 days before your stay begins to get the best price for your Connecticut vacation rental.
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Good to know

Low season

October

High season

August

Average price (weeknight)

€234

Average price (weekend night)

€288
Cheapest month to stay with an average 9% drop in price.
Most expensive month to stay with an average 108% 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 €45. 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, cottages, houses, homestays, lodges, villas, agritourism, bungalows, caravans, cabins, chalets, houseboats, luxury tents, treehouses and castles.

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

    There are a number of dog and pet-friendly Connecticut holiday rentals, with around 18% 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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