Connecticut vacation rentals

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Booking Insights
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Latest Connecticut vacation rental deals

MOST POPULARNew Haven
Vacation homes from $24
Hartford
Vacation homes from $26
Uncasville
Vacation homes from $31
Mystic
Vacation homes from $33
Stamford
Vacation homes from $37

Best Connecticut vacation rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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$38 - $651$651 - $1,264$1,264 - $1,877$1,877 - $2,489$2,489+ per night

Property Types

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Connecticut

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Econo Lodge Milldale - Southington - Milldale - Building
Econo Lodge Milldale - Southington
Milldale, CT
6.6Okay(397)
Parking
Free Wi-Fi
Pet friendly
$75+
Check availability
1950s Charm In The Heart Of Waterbury - Waterbury
1950s Charm In The Heart Of Waterbury
Waterbury, CT
6.3Okay(30)
Parking
Free Wi-Fi
$83+
Check availability
Comfy Home For Solo Travelers - 1 Br Apt W/Full Kitchen, Near All Amenities - Ansonia
Comfy Home For Solo Travelers - 1 Br Apt W/Full Kitchen, Near All Amenities
Ansonia, CT
10Wonderful(4)
Pet friendly
$114+
Check availability
A country guest house just 21-32 minutes Bridgeport or New Haven Universities. - Shelton - Living room
A country guest house just 21-32 minutes Bridgeport or New Haven Universities.
Shelton, CT
9.1Wonderful(16)
Free Wi-Fi
$177+
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Pet friendly cottage, Light and bright, beautiful view - Southington
Pet friendly cottage, Light and bright, beautiful view
Southington, CT
Pet friendly
$210+
Check availability
California guest house - Greenwich
California guest house
Greenwich, CT
7.8Good(4)
Parking
Free Wi-Fi
Pet friendly
$279+
Check availability
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge - Preston - Living room
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge
Preston, CT
Free Wi-Fi
$280+
Check availability
Room In Lake Home - 2br 1ba Kitchenette - Greenwich - Bedroom
Room In Lake Home - 2br 1ba Kitchenette
Greenwich, CT
7.0Good(1)
Parking
Free Wi-Fi
$334+
Check availability
Charming duplex with private yard. Close to the beach, dining & shopping! - Greenwich - Living room
Charming duplex with private yard. Close to the beach, dining & shopping!
Greenwich, CT
9.8Wonderful(15)
Free Wi-Fi
Pet friendly
$354+
Check availability
Lakeside Cottage Overhanging The Water, Beautiful Window Views Across The Lake - Ledyard - Outdoors view
Lakeside Cottage Overhanging The Water, Beautiful Window Views Across The Lake
Ledyard, CT
9.8Wonderful(62)
Pet friendly
$387+
Check availability
Cozy Coastal Cottage - New London - Patio
Cozy Coastal Cottage
New London, CT
9.1Wonderful(9)
Parking
Free Wi-Fi
$409+
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Serene upstairs apt. Walk to town, train, & beach ferry! - Greenwich - Balcony
Serene upstairs apt. Walk to town, train, & beach ferry!
Greenwich, CT
9.8Wonderful(10)
Free Wi-Fi
$484+
Check availability
Walk To Mohegan!05mi-modern 3br Home Getaway - Norwich - Bedroom
Walk To Mohegan!05mi-modern 3br Home Getaway
Norwich, CT
10Wonderful(2)
Parking
Free Wi-Fi
Pet friendly
$573+
Check availability
Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train - Fairfield - Living room
Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train
Fairfield, CT
10Wonderful(7)
$671+
Check availability
Best hotel alternative for big group near train to NYC - Greenwich - Living room
Best hotel alternative for big group near train to NYC
Greenwich, CT
9.7Wonderful(2)
Parking
Free Wi-Fi
Pet friendly
$754+
Check availability
Fairfield Beach Modern Colonial - Fairfield - Bedroom
Fairfield Beach Modern Colonial
Fairfield, CT
10Wonderful(4)
Free Wi-Fi
$1,915+
Check availability
Booking Insights

KAYAK’s insights for vacation 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 $45. The highest prices are found on Wednesday, with average rates at $1,431.

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
$300
$283
Cheapest month to stay with an average 21% drop in price.
Most expensive month to stay with an average 48% 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 vacation rental

  • If you’re looking for a cheap vacation rental in Connecticut, you should consider visiting during the low season. The cheapest vacation homes in Connecticut can be found in January and February.
  • The cheapest night for renting a vacation home in Connecticut is Saturday. In contrast, the most expensive is Monday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Connecticut for 14 days.
  • The cheapest Connecticut vacation rental found on KAYAK in the last 2 weeks was $217, while the most expensive was $597.
  • Pool, pet friendly, air-conditioned, and hot tub are the most popular vacation rental property amenities in Connecticut
  • Vacation rentals in Connecticut are around 26% 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 vacation homes is Manchester, with around 21 properties and an average price of $38. The most popular vacation rentals in Connecticut among KAYAK users are Crested One Place, Homestay - Happy caring host in Manchester, and Homestay in Manchester near Connecticut Wine Trail.

FAQs when booking a vacation home in Connecticut

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

    Based on KAYAK vacation rental searches, the most popular destination is Uncasville (9% of total searches to Connecticut). The next most popular destinations are Mystic (5%) and Hartford (5%). Searches for vacation rentals in New Haven (5%), Bridgeport (4%) and Stamford (3%) are also popular.

  • How much is a vacation rental in Connecticut for tonight?

    In the last 72 hours, users have found Connecticut vacation rentals for tonight for as low as $52. Search here for similar prices

  • How much is a vacation rental in Connecticut for this weekend?

    In the last 72 hours, users have found Connecticut vacation rentals for this weekend for as low as $52 per night. Search here for similar prices

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

    The average price for a weekly Connecticut vacation rental found by KAYAK users in the last 2 weeks is $1,604.

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

    The average price for a monthly Connecticut vacation rental found by KAYAK users in the last 2 weeks is $6,872.

  • What types of vacation rentals are available in Connecticut?

    There are loads of different property types that you can make your vacation home in Connecticut. You’ll find apartments, condos, cottages, houses, homestays, lodges, villas, cabins, agritourism, caravans, campgrounds, bungalows, houseboats and castles.

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

    There are many types of properties available for Connecticut vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are New Haven Stays and Econo Lodge.

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

    There are a number of dog and pet-friendly Connecticut vacation 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 vacation home.

Everything you need to know for your stay in Connecticut

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