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 18-25 Aug.
Stamford Suites - Stamford - Lobby
Stamford Suites
Downtown
5.6Fair(451)
Apartment
£124+
Check availability
Waterview house walking distance from Cove Beach-5 mins to downtown-only 40 min to NYC - Stamford
Waterview house walking distance from Cove Beach-5 mins to downtown-only 40 min to NYC
Stamford, CT, United States
9.1Wonderful(25)
House
£725+
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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
£281+
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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(18)
Condo
£284+
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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
£621+
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Econo Lodge Milldale - Southington - Milldale - Building
Econo Lodge Milldale - Southington
Milldale, CT, United States
6.2Okay(408)
Lodge
£59+
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Econo Lodge - West Haven - Bedroom
Econo Lodge
West Haven, CT, United States
3.2Poor(596)
Lodge
£72+
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Super Cute & Cozy Apartment In Downtown Mystic! - Mystic - Living room
Super Cute & Cozy Apartment In Downtown Mystic!
Downtown
9.5Wonderful(66)
Apartment
£248+
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Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village - Stonington - Balcony
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stonington, CT, United States
9.7Wonderful(105)
House
£168+
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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(28)
Apartment
£236+
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Econo Lodge Bethel - Danbury - Hawleyville - Bedroom
Econo Lodge Bethel - Danbury
Hawleyville, CT, United States
7.9Good(101)
Lodge
£85+
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New England Hospitality at the Carriage House Mystic Vacation Rentals LLC - Old Mystic - Bedroom
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
Old Mystic, CT, United States
9.9Wonderful(32)
Apartment
£184+
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Charming Historic House in Downtown Mystic - Mystic - Living room
Charming Historic House in Downtown Mystic
Downtown
9.9Wonderful(106)
House
£333+
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'Shepherdess': Mystic Blue Salon With River View - Mystic - Dining room
'Shepherdess': Mystic Blue Salon With River View
Mystic, CT, United States
9.6Wonderful(12)
Apartment
£315+
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Walkable New Haven Retreat w/ Ocean Views! - New Haven
Walkable New Haven Retreat w/ Ocean Views!
East Shore
9.9Wonderful(7)
House
£460+
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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
£519+
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?

Tuesday offers the lowest rates in Connecticut, with an average nightly price of £64. The highest prices are found on Monday, with average rates at £210.

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)

January
August
£195
£222
Cheapest month to stay with an average 29% drop in price.
Most expensive month to stay with an average 42% 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 July.
  • 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 14% 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 63 properties and an average price of £30. The most popular holiday rentals in Connecticut among KAYAK users are The Traveler Suite C1 Current Upgrades Are Underway Daily!, Spacious Victorian Tower Apartment, and Urban 2-Story Remodeled Townhouse Retreat.

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 Hartford (44% of total searches to Connecticut). The next most popular destinations are Mystic (22%) and Cheshire (11%). Searches for holiday rentals in Greenwich (11%) and Norwich (11%) 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 £72. 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 £53 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 £626.

  • 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 £2,681.

  • 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, agritourism, condos, villas, hotels, houseboats, caravans, campgrounds, castles 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 Stamford Suites.

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

    There are a number of dog and pet-friendly Connecticut holiday rentals, with around 25% 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