Connecticut holiday rentals

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Best Connecticut holiday rentals

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£31 - £222£222 - £413£413 - £604£604 - £795£795+ 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
6.7Okay(400)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£56+
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
9.4Wonderful(7)
Free Wi-Fi
Air conditioning
£131+
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Beautiful Studio overlooking the Mystic River - Mystic - Kitchen
Beautiful Studio overlooking the Mystic River
Mystic, CT, United States
10Wonderful(29)
Free Wi-Fi
Air conditioning
£144+
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79-4 spacious studio Walk to backus hospital and downtown - Norwich - Kitchen
79-4 spacious studio Walk to backus hospital and downtown
Norwich, CT, United States
10Wonderful(2)
Air conditioning
£164+
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Renovated 1 Br Getaway 1 Block From Mystic River In Historic Downtown! - Mystic - Building
Renovated 1 Br Getaway 1 Block From Mystic River In Historic Downtown!
Downtown
9.9Wonderful(75)
Free Wi-Fi
Air conditioning
£187+
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Charming Studio Near Yale Downtown New Haven - New Haven - Bedroom
Charming Studio Near Yale Downtown New Haven
Downtown
8.4Very Good(4)
Free Wi-Fi
Pet-friendly
Air conditioning
£190+
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Walk to Downtown Mystic Premiere Carriage House Suite-Very Private-Walk to town! - Mystic - Bedroom
Walk to Downtown Mystic Premiere Carriage House Suite-Very Private-Walk to town!
Mystic, CT, United States
9.8Wonderful(25)
Free Wi-Fi
Air conditioning
£195+
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Cottage At Yale - New Haven - Bedroom
Cottage At Yale
Dixwell
9.8Wonderful(5)
Parking
Free Wi-Fi
Air conditioning
£197+
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The Elm - Retreat Near Yale, Parking, Gym, Downtown, Wooster Sq & Union Station - New Haven - Bedroom
The Elm - Retreat Near Yale, Parking, Gym, Downtown, Wooster Sq & Union Station
Downtown
10Wonderful(2)
Air conditioning
£215+
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Norwich The Villas Near Mohegan Sun Casino - Norwich - Living room
Norwich The Villas Near Mohegan Sun Casino
Norwich, CT, United States
9.6Wonderful(17)
Free Wi-Fi
Pool
Air conditioning
£231+
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Penthouse Apartment at Yale University. - New Haven - Balcony
Penthouse Apartment at Yale University.
Downtown
10Wonderful(33)
Air conditioning
£332+
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Walkable New Haven Retreat w/ Ocean Views! - New Haven - Living room
Walkable New Haven Retreat w/ Ocean Views!
East Shore
10Wonderful(3)
Air conditioning
£375+
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John Hollister home on the farm - Glastonbury - Living room
John Hollister home on the farm
Glastonbury, CT, United States
10Wonderful(8)
Air conditioning
£380+
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Winner's Getaway - Norwich - Living room
Winner's Getaway
Norwich, CT, United States
10Wonderful(17)
Parking
Free Wi-Fi
Air conditioning
£386+
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The Queen Anne: Spacious New Haven Retreat, Close to Yale & Downtown - New Haven - Living room
The Queen Anne: Spacious New Haven Retreat, Close to Yale & Downtown
Edgewood
10Wonderful(1)
Free Wi-Fi
Air conditioning
£387+
Check availability
Elegant Norwich House with Billiards Room and Ballroom - Norwich
Elegant Norwich House with Billiards Room and Ballroom
Norwich, CT, United States
9.6Wonderful(19)
Free Wi-Fi
Air conditioning
£461+
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 £58. The highest prices are found on Wednesday, with average rates at £357.

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
£226
£231
Cheapest month to stay with an average 29% drop in price.
Most expensive month to stay with an average 54% 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 March.
  • The cheapest night for renting a holiday home in Connecticut is Wednesday. In contrast, the most expensive is Tuesday.
  • 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.
  • Hot tub, pool, air-conditioned, and pet friendly 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 (33% of total searches to Connecticut). The next most popular destinations are Waterbury (11%) and West Hartford (11%). Searches for holida rentals in Westbrook (6%), Milford (6%) and Stamford (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 £60. 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, cottages, cabins, agritourism, caravans, campgrounds, 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

Complete your trip to Connecticut

Car hire in Connecticut
Holidays in Connecticut

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