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Connecticut holiday rentals

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Latest Connecticut holiday rental deals

MOST POPULARHartford
Holiday homes from £31
Norwich
Holiday homes from £124
Greenwich
Holiday homes from £341

Best Connecticut holiday rentals

These are the best prices for 17-18 Oct.
Stamford Suites - Stamford - Lobby
Stamford Suites
Downtown
5.4Fair(463)
Apartment
£150+
Check availability
Econo Lodge - West Haven - Bedroom
Econo Lodge
West Haven, CT, United States
3.1Poor(641)
Lodge
£73+
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Modern 2 Bed in BlackRock - Bridgeport - Kitchen
Modern 2 Bed in BlackRock
Bridgeport, CT, United States
9.3Wonderful(3)
Apartment
£253+
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5BR Waterview Home near Cove Beach, Sauna, Game Room, Fenced Backyard - Stamford
5BR Waterview Home near Cove Beach, Sauna, Game Room, Fenced Backyard
Stamford, CT, United States
9.2Wonderful(31)
House
£670+
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Mystic Refuge with Patio Less Than 1 Mi to Downtown! - Mystic - Living room
Mystic Refuge with Patio Less Than 1 Mi to Downtown!
Downtown
9.3Wonderful(33)
Apartment
£287+
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Mystic Refuge w/ Patio 1 Mi to Downtown! - Mystic - Living room
Mystic Refuge w/ Patio 1 Mi to Downtown!
Downtown
9.5Wonderful(19)
Condo
£281+
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Econo Lodge Bethel - Danbury - Hawleyville - Bedroom
Econo Lodge Bethel - Danbury
Hawleyville, CT, United States
7.5Good(111)
Lodge
£102+
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Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration! - Mystic - Building
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Mystic, CT, United States
10Wonderful(68)
House
£540+
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Welcome to Hat City Danbury | A Suburban Retreat Close to It All - Danbury - Building
Welcome to Hat City Danbury | A Suburban Retreat Close to It All
Danbury, CT, United States
9.3Wonderful(29)
Apartment
£219+
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King 1Br - 1Ba W/ Parking Pool & Gym | Monthly Discount - New Haven - Living room
King 1Br - 1Ba W/ Parking Pool & Gym | Monthly Discount
The Hill
9.6Wonderful(13)
Apartment
£286+
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Gem by the water with firepit & all fenced backyard 2 Bedrooms - Stamford - Living room
Gem by the water with firepit & all fenced backyard 2 Bedrooms
Stamford, CT, United States
9.0Wonderful(24)
Villa
£242+
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The Elm - Retreat Near Yale, Parking, Gym, Dtwn, Wooster Sq & Union Stn. - New Haven - Kitchen
The Elm - Retreat Near Yale, Parking, Gym, Dtwn, Wooster Sq & Union Stn.
Downtown
10Wonderful(5)
Apartment
£227+
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Historic Three Bedroom Townhouse -- Downtown Mystic - Mystic - Living room
Historic Three Bedroom Townhouse -- Downtown Mystic
Downtown
9.9Wonderful(58)
House
£323+
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Walkable New Haven Retreat w/ Ocean Views! - New Haven
Walkable New Haven Retreat w/ Ocean Views!
East Shore
9.9Wonderful(11)
House
£457+
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Exceptional Contemporary Retreat with 4 King Beds in Mystic CT - Groton
Exceptional Contemporary Retreat with 4 King Beds in Mystic CT
Groton, CT, United States
10Wonderful(54)
House
£491+
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Belltown Retreat - Stamford
Belltown Retreat
Stamford, CT, United States
9.6Wonderful(47)
House
£386+
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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?

Wednesday offers the lowest rates in Connecticut, with an average nightly price of £67. The highest prices are found on Monday, with average rates at £281.

How early should you book a vacation rental in Connecticut?

Book at least 70 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)

January
November
£196
£236
Cheapest month to stay with an average 52% drop in price.
Most expensive month to stay with an average 77% 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 September.
  • The cheapest night for renting a holiday home in Connecticut is Thursday. In contrast, the most expensive is Sunday.
  • 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, hot tub, and wifi are the most popular holiday rental property amenities in Connecticut
  • Holiday rentals in Connecticut are around 15% more expensive than hotels on average. Search here to compare prices for all accommodation types in Connecticut.
  • The city in Connecticut with the most affordable holiday homes is Hartford, with around 58 properties and an average price of £30. The most popular holiday rentals in Connecticut among KAYAK users are Spacious Victorian Tower Apartment, Beautiful 3 bedroom Condo in Hartford!, and The Traveler Suite C1 Current Upgrades Are Underway Daily!.

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 Cheshire (36% of total searches to Connecticut). The next most popular destinations are Hartford (36%) and Enfield (9%). Searches for holiday rentals in Greenwich (9%) and Norwich (9%) 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 £61. 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 £26 per night. Search here for similar prices

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

    The average price for a weekly Connecticut holiday rental found by KAYAK users in the last 2 weeks is £519.

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

    The average price for a monthly Connecticut holiday rental found by KAYAK users in the last 2 weeks is £2,223.

  • 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, houses, homestays, agritourism, condos, cottages, villas, lodges, hotels, houseboats, caravans and campgrounds.

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

    There are many types of properties available for Connecticut holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Stamford Suites and 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 24% 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.

More options for your stay in Connecticut

Complete your trip to Connecticut

Car hire in Connecticut
Holidays in Connecticut