Connecticut Holiday Rentals – KAYAK

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Best Connecticut holiday rentals

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AED 151 - AED 1,105 AED 1,105 - AED 2,056 AED 2,056 - AED 3,011 AED 3,011 - AED 3,962 AED 3,962+ per night

Property type

Apartment Condo Cottage Homestay House

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Free cancellation Free breakfast Free parking Free internet

Homestay - You are welcome in my Home - Hartford

Homestay - You are welcome in my Home

Hartford, CT, United States

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Private Rv - Hartford

Hartford, CT, United States

4.1Mediocre(16)

Free Wi-Fi

Pet-friendly

Air conditioning

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Rock Pad for Yale, Visitors, Nurses, Staff - New Haven

Rock Pad for Yale, Visitors, Nurses, Staff

East Rock

Parking

Free Wi-Fi

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H2 1 Bedroom Downtown Stamford - Stamford

H2 1 Bedroom Downtown Stamford

Stamford, CT, United States

Parking

Free Wi-Fi

Pet-friendly

Air conditioning

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XL Center 1-Br Condo Dwntn Hartford Easy Parking - Hartford - Living room

XL Center 1-Br Condo Dwntn Hartford Easy Parking

Downtown

Free Wi-Fi

Pet-friendly

Air conditioning

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Experience Downtown Hartford near XL Center - Hartford - Bedroom

Experience Downtown Hartford near XL Center

Downtown

Free Wi-Fi

Air conditioning

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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

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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(77)

Free Wi-Fi

Air conditioning

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Centric property close to all the great things in the city - Bridgeport - Living room

Centric property close to all the great things in the city

Bridgeport, CT, United States

8.0Very Good(8)

Air conditioning

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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

8.1Very Good(12)

Parking

Free Wi-Fi

Air conditioning

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Stylish 3BR,2BA Retreat in the Heart of Stamford - Stamford

Stylish 3BR,2BA Retreat in the Heart of Stamford

Stamford, CT, United States

Free Wi-Fi

Pet-friendly

Air conditioning

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Stylish 3BR,2BA in Heart of Harbor Point - Stamford

Stylish 3BR,2BA in Heart of Harbor Point

Stamford, CT, United States

Free Wi-Fi

Pet-friendly

Air conditioning

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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

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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

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Luxury Apartments by Hyatus at Pierpont - New Haven - Living room

Luxury Apartments by Hyatus at Pierpont

The Hill

9.1Wonderful(43)

Parking

Free Wi-Fi

Pool

Air conditioning

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Luxury Apartments by Hyatus at The Asher - Stamford - Pool

Luxury Apartments by Hyatus at The Asher

Downtown

9.4Wonderful(13)

Parking

Free Wi-Fi

Pool

Air conditioning

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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 612. The highest prices are found on Wednesday, with average rates at AED 19,295.

How early should you book a vacation rental in Connecticut?

Book at least 89 days before your stay begins to get the best price for your Connecticut vacation rental.

Low season	High season	Average price (weeknight)	Average price (weekend night)
March	July	AED 1,197	AED 1,053
Cheapest month to stay with an average 23% drop in price.	Most expensive month to stay with an average 80% rise in price.	Average Sun - Thu price over the last 2 weeks.	Average Fri & Sat price over the last 2 weeks.

Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Connecticut for 2 days.
Pool, pet friendly, air-conditioned, and hot tub are the most popular holiday rental property amenities in Connecticut
Holiday rentals in Connecticut are around 29% more expensive than hotels on average. Search here to compare prices for all accommodation types 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 189. 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 189 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, cottages, houses, homestays, lodges, villas, agritourism, cabins, 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 16% allowing you to bring your pet along with you.

Everything you need to know for your stay in Connecticut

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