Connecticut vacation rentals

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Booking Insights
Recommended by KAYAK

Best Connecticut vacation rentals

Thames River Retreat · Ct College+casinos+uscga - Waterford - Living room
Thames River Retreat · Ct College+casinos+uscga
Waterford, CT, United States
10Wonderful(13)
House
C$ 848+
Check availability
The Season’s Luxe One Bedroom Apartment, Center of Stamford, Train2NYC - Stamford - Living room
The Season’s Luxe One Bedroom Apartment, Center of Stamford, Train2NYC
Stamford, CT, United States
9.3Wonderful(3)
Apartment
C$ 286+
Check availability
Orange Oasis in the Heart of East Rock with FREE parking near DT and Yale - New Haven - Kitchen
Orange Oasis in the Heart of East Rock with FREE parking near DT and Yale
East Rock
9.5Wonderful(24)
Apartment
Parking
Free Wi-Fi
C$ 610+
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Cozy Gem in the Heart of East Rock with FREE Parking near Yale and DT - New Haven - Living room
Cozy Gem in the Heart of East Rock with FREE Parking near Yale and DT
East Rock
8.9Very good(28)
Apartment
Parking
Free Wi-Fi
C$ 591+
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Luxury Furnished Apartments by Hyatus Downtown at Yale - New Haven - Living room
Luxury Furnished Apartments by Hyatus Downtown at Yale
The Hill
10Wonderful(4)
Apartment
C$ 376+
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Waterview house walking distance from Cove Beach-5 mins to downtown-only 40 min to NYC - Stamford - Living room
Waterview house walking distance from Cove Beach-5 mins to downtown-only 40 min to NYC
Stamford, CT, United States
9.0Wonderful(22)
House
Parking
Free Wi-Fi
Pet friendly
C$ 1,501+
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Luxury Apartments by Hyatus at The Asher - Stamford - Pool
Luxury Apartments by Hyatus at The Asher
Downtown
9.5Wonderful(17)
Apartment
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 522+
Check availability
Spacious-5 Beds! 3 Mi To Mohegan - Uncasville - Living room
Spacious-5 Beds! 3 Mi To Mohegan
Uncasville, CT, United States
9.6Wonderful(21)
House
Parking
Free Wi-Fi
Pet friendly
C$ 410+
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New Luxury Apt Downtown with Pool - Stamford - Living room
New Luxury Apt Downtown with Pool
Downtown
Apartment
Free Wi-Fi
Pool
Pet friendly
C$ 355+
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Beautiful 3 bedroom Condo in Hartford! - Hartford
Beautiful 3 bedroom Condo in Hartford!
Hartford, CT, United States
6.3Okay(31)
House
Parking
Free Wi-Fi
Pet friendly
C$ 182+
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Full loft-style apartment near Omni - New Haven
Full loft-style apartment near Omni
Downtown
7.4Good(51)
Apartment
Free Wi-Fi
C$ 252+
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Mystic Refuge w/ Patio 1 Mi to Downtown! - Mystic
Mystic Refuge w/ Patio 1 Mi to Downtown!
Downtown
9.7Wonderful(15)
Apartment
C$ 522+
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Mystic Refuge with Patio Less Than 1 Mi to Downtown! - Mystic
Mystic Refuge with Patio Less Than 1 Mi to Downtown!
Downtown
9.3Wonderful(33)
Apartment
Free Wi-Fi
C$ 510+
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Private Guest House with Deck and Spectacular Views! - Uncasville
Private Guest House with Deck and Spectacular Views!
Uncasville, CT, United States
9.2Wonderful(28)
House
Free Wi-Fi
Pool
Pet friendly
C$ 325+
Check availability
Beautiful Studio Apartment in Historic House - New Haven
Beautiful Studio Apartment in Historic House
Newhallville
8.4Very good(40)
Apartment
Parking
Free Wi-Fi
Pet friendly
C$ 218+
Check availability
Casa Soleada In East Rock Near Dt And Yale Som With Free Parking And King Bed - New Haven
Casa Soleada In East Rock Near Dt And Yale Som With Free Parking And King Bed
East Rock
9.4Wonderful(29)
Apartment
Parking
Free Wi-Fi
C$ 634+
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.

Which month has the cheapest vacation rental rates in Connecticut?

Vacation rentals are cheapest in Connecticut in February, with average rates of C$ 91. In comparison, June is the most expensive month, with prices at C$ 372.

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 C$ 96. The highest prices are found on Wednesday, with average rates at C$ 2,002.

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
C$ 365
C$ 376
Cheapest month to stay with an average 61% drop in price.
Most expensive month to stay with an average 86% 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 December and August.
  • The cheapest night for renting a vacation home in Connecticut is Friday. In contrast, the most expensive is Saturday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Connecticut for 3 days.
  • Pool, hot tub, air-conditioned, and pet friendly are the most popular vacation rental property amenities in Connecticut
  • Vacation rentals in Connecticut are around 23% more expensive than hotels on average. Search here to compare prices for all accommodation types in Connecticut.

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 Bridgeport (33% of total searches to Connecticut). The next most popular destinations are New Haven (33%) and Danbury (17%). Searches for vacation rentals in Naugatuck (17%) 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 C$ 99. Search here for similar prices

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

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

    If you’re looking for something special, the vacation rental most loved by KAYAK users is 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 11% 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