Connecticut holiday rentals

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Best Connecticut holiday rentals

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£30 - £138£138 - £245£245 - £352£352 - £460£460+ per night

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Most recommended holiday rentals in Connecticut

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Econo Lodge Milldale - Southington - Milldale - Building
Econo Lodge Milldale - Southington
Milldale, CT, United States
6.6Okay(397)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£55+
Check availability
Humble Beginnings - Norwich
Humble Beginnings
Norwich, CT, United States
9.2Wonderful(5)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£111+
Check availability
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard. - Cheshire - Patio
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire, CT, United States
10Wonderful(3)
Free Wi-Fi
Air conditioning
£132+
Check availability
Spotless 3 BR SE Connecticut near 2 Casinos and area attractions. - Norwich - Building
Spotless 3 BR SE Connecticut near 2 Casinos and area attractions.
Norwich, CT, United States
10Wonderful(1)
Air conditioning
£182+
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CoHouse New Haven steps to Yale University - New Haven - Living room
CoHouse New Haven steps to Yale University
Dwight
9.1Wonderful(16)
Free Wi-Fi
Air conditioning
£205+
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Stunning Apt W/ Parking and Gym | Downtown at Yale - New Haven - Living room
Stunning Apt W/ Parking and Gym | Downtown at Yale
The Hill
10Wonderful(13)
Free Wi-Fi
Air conditioning
£219+
Check availability
King 1br W/ Parking, Pool & Gym - New Haven - Living room
King 1br W/ Parking, Pool & Gym
The Hill
9.6Wonderful(11)
Free Wi-Fi
Air conditioning
£241+
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Cozy 3BR Home near Casinos! - Uncasville - Bedroom
Cozy 3BR Home near Casinos!
Uncasville, CT, United States
10Wonderful(5)
Parking
Free Wi-Fi
Air conditioning
£265+
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Perfect Private Norwich Getaway Near Downtown! - Norwich - Living room
Perfect Private Norwich Getaway Near Downtown!
Norwich, CT, United States
2.0Poor(2)
£269+
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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
£272+
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Newly Renovated Modern House, suited for long term - Farmington - Living room
Newly Renovated Modern House, suited for long term
Farmington, CT, United States
Air conditioning
£327+
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Charming New England Home in West Hartford Center - West Hartford - Living room
Charming New England Home in West Hartford Center
West Hartford, CT, United States
9.9Wonderful(32)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£355+
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My little place Cozy Open concept for quiet time. - Stratford - Living room
My little place Cozy Open concept for quiet time.
Stratford, CT, United States
9.6Wonderful(9)
Air conditioning
£361+
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5min to Yale - Free Parking - Pet Friendly - Shops - New Haven
5min to Yale - Free Parking - Pet Friendly - Shops
The Hill
7.3Good(4)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£395+
Check availability
Prime West Hartford Center Location- Historic Gem - West Hartford - Balcony
Prime West Hartford Center Location- Historic Gem
West Hartford, CT, United States
10Wonderful(27)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£416+
Check availability
Do not book please - New Haven
Do not book please
West River
8.2Very Good(5)
Parking
Free Wi-Fi
Pet-friendly
£539+
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?

Monday offers the lowest rates in Connecticut, with an average nightly price of £28. The highest prices are found on Friday, with average rates at £436.

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.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

March
July
£241
£209
Cheapest month to stay with an average 22% drop in price.
Most expensive month to stay with an average 61% 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

  • If you’re looking for a cheap holiday rental in Connecticut, you should consider visiting during the low season. The cheapest holiday homes in Connecticut can be found in June and April.
  • The cheapest night for renting a holiday home in Connecticut is Wednesday. In contrast, the most expensive is Thursday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Connecticut for 3 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 27% more expensive than hotels on average. Search here to compare prices for all accommodation types in Connecticut.

FAQs when booking a holiday home in Connecticut

  • What is the most popular holiday rental destination in Connecticut?

    Based on KAYAK holiday rental searches, the most popular destination is New Haven (38% of total searches to Connecticut). The next most popular destinations are Waterbury (13%) and Stamford (13%). Searches for holida rentals in Cheshire (6%), Greenwich (6%) and Hartford (6%) are also popular.

  • 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 £38. 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 £38 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, cabins, cottages, houses, homestays, villas, condos, lodges, houseboats, barns, agritourism, castles, caravans, bungalows, campgrounds and chalets.

  • What are some of the most-loved holiday rentals available in Connecticut?

    If you’re looking for something special, the holiday rental most loved by KAYAK users is Econo Lodge.

  • 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.

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

Complete your trip to Connecticut

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