Connecticut vacation rentals

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Latest Connecticut vacation rental deals

MOST POPULARNew Haven
Vacation homes from $23
Hartford
Vacation homes from $29
Mystic
Vacation homes from $33
Uncasville
Vacation homes from $159
Stamford
Vacation homes from $37

Best Connecticut vacation rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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$0 - $362$362 - $724$724 - $1,086$1,086 - $1,448$1,448+ per night

Property Types

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Connecticut

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1950s Charm In The Heart Of Waterbury - Waterbury
1950s Charm In The Heart Of Waterbury
Waterbury, CT
7.4Good(28)
Parking
Free Wi-Fi
$69+
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Quite, Private Space To Have A Rest - Derby
Quite, Private Space To Have A Rest
Derby, CT
$76+
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Enjoy the serenity of the countryside at Pleasant Valley Trails - Home & Acres - Shelton - Living room
Enjoy the serenity of the countryside at Pleasant Valley Trails - Home & Acres
Shelton, CT
Free Wi-Fi
$180+
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Charming Connecticut Retreat Near Museums and Hiking - Waterbury - Living room
Charming Connecticut Retreat Near Museums and Hiking
Waterbury, CT
Free Wi-Fi
$313+
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Greenwich Ct. Rye N.Y. 2 Bedroom Loft Apartment!! - Port Chester - Pool
Greenwich Ct. Rye N.Y. 2 Bedroom Loft Apartment!!
Port Chester, NY
8.7Very good(11)
$359+
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Luxury Villa- 3 mins to Mohegan- Fully Stocked with Fireplace- Jacuzzi, Saltwater Pools, Sauna - Norwich - Living room
Luxury Villa- 3 mins to Mohegan- Fully Stocked with Fireplace- Jacuzzi, Saltwater Pools, Sauna
Norwich, CT
8.6Very good(26)
Parking
Free Wi-Fi
Pool
$367+
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Country House - Waterbury
Country House
Waterbury, CT
10Wonderful(1)
Parking
Free Wi-Fi
Pet friendly
$382+
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Sunny & Spacious 2bd 1ba Wfh Apt-Huge Yard & Patio - Fairfield - Balcony
Sunny & Spacious 2bd 1ba Wfh Apt-Huge Yard & Patio
Fairfield, CT
10Wonderful(1)
Parking
Free Wi-Fi
$384+
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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
$399+
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Peaceful Spa Escape Minutes To Mohegan Sun Casino - Norwich - Patio
Peaceful Spa Escape Minutes To Mohegan Sun Casino
Norwich, CT
Free Wi-Fi
Pool
Spa
$420+
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Storybook Cottage - Old Saybrook - Bedroom
Storybook Cottage
Old Saybrook, CT
Free Wi-Fi
$443+
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Spacious&Gracious- 5BR Fam-Friendly near I95&Shops - Fairfield
Spacious&Gracious- 5BR Fam-Friendly near I95&Shops
Fairfield, CT
5.0Fair(1)
Parking
Free Wi-Fi
$585+
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New Lake House w/ Game Room & Stunning Views - Preston - Living room
New Lake House w/ Game Room & Stunning Views
Preston, CT
$597+
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Fairfield Retreat - Fairfield
Fairfield Retreat
Fairfield, CT
Parking
Free Wi-Fi
Pet friendly
$728+
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New contemporary lakefront home with breathtaking views w/fun water activities! - Preston - Kitchen
New contemporary lakefront home with breathtaking views w/fun water activities!
Preston, CT
$800+
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Stunning direct waterfront beach house! - Fairfield - Beach
Stunning direct waterfront beach house!
Fairfield, CT
Free Wi-Fi
$986+
Check availability
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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?

Wednesday offers the lowest rates in Connecticut, with an average nightly price of $89. The highest prices are found on Friday, with average rates at $437.

How early should you book a vacation rental in Connecticut?

Book at least 75 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
September
$275
$265
Cheapest month to stay with an average 22% drop in price.
Most expensive month to stay with an average 49% 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 Wednesday. 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 11 days.
  • The cheapest Connecticut vacation rental found on KAYAK in the last 2 weeks was $140, while the most expensive was $597.
  • Pool, fireplace, pet friendly, air-conditioned, and hot tub are the most popular vacation rental property amenities in Connecticut
  • Vacation rentals in Connecticut are around 22% 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 West Hartford, with around 29 properties and an average price of $49. The most popular vacation rentals in Connecticut among KAYAK users are Prime West Hartford Center- Timeless Charm, Queen Bed Apt in West Hartford, and West Hartford furn. rm pvt bth. near UHART, CIGNA & dwtn Hartford all hospitals.

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 Mystic (7% of total searches to Connecticut). The next most popular destinations are Uncasville (7%) and Hartford (5%). Searches for vacation rentals in New Haven (4%), Bridgeport (4%) and Waterbury (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 for a week in Connecticut?

    The average price for a weekly Connecticut vacation rental found by KAYAK users in the last 2 weeks is $1,386.

  • 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 $5,941.

  • 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, houses, cottages, lodges, homestays, villas, condos, agritourism, cabins, chalets, houseboats, luxury tents, treehouses, caravans, bungalows, campgrounds 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 Milldale - Southington.

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

    There are a number of dog and pet-friendly Connecticut vacation rentals, with around 19% 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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