Connecticut holiday rentals

Search hundreds of travel sites at once for holiday home deals in Connecticut

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Best Connecticut holiday rentals

Most recommended holiday rentals in Connecticut

Show all
Peek-A-Boo View, Amston Lake - Lebanon - Living room
Peek-A-Boo View, Amston Lake
$408+
$408+
Free Wi-Fi
Charming New England Home in West Hartford Center - West Hartford - Living room
Charming New England Home in West Hartford Center
10 Wonderful
$631+
$631+
Parking
Free Wi-Fi
Pet-friendly
Storybook Cottage - Old Saybrook - Bedroom
Storybook Cottage - Old Saybrook - Bedroom
Storybook Cottage
$699+
$699+
Free Wi-Fi
Amston Lake waterfront home, aluminum boat with electric motor provided - Lebanon - Dining room
Amston Lake waterfront home, aluminum boat with electric motor provided - Lebanon - Dining room
Amston Lake waterfront home, aluminum boat with electric motor provided
$569+
$569+
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private - Salem - Living room
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private - Salem - Living room
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
9.3 Wonderful
$691+
$691+
Parking
Free Wi-Fi
Renovated Barn, Sidewalk Stroll into Essex Village & Marina - Essex - Living room
Renovated Barn, Sidewalk Stroll into Essex Village & Marina - Essex - Living room
Renovated Barn, Sidewalk Stroll into Essex Village & Marina
$1,044+
$1,044+
Historic Essex Home with Large Yard Near Downtown! - Essex - Bedroom
Historic Essex Home with Large Yard Near Downtown! - Essex - Bedroom
Historic Essex Home with Large Yard Near Downtown!
9.4 Wonderful
$365+
$365+
Free Wi-Fi
Exquisite Downtown Loft Apartment - Hartford - Bedroom
Exquisite Downtown Loft Apartment - Hartford - Bedroom
Exquisite Downtown Loft Apartment
8.4 Very Good
$351+
$351+
Parking
Free Wi-Fi
Walk To Goodspeed Opera House! - East Haddam - Kitchen
Walk To Goodspeed Opera House! - East Haddam - Kitchen
Walk To Goodspeed Opera House!
10 Wonderful
$429+
$429+
Cozy Time Cottage Lake Williams, Ct - Lebanon - Outdoor view
Cozy Time Cottage Lake Williams, Ct - Lebanon - Outdoor view
Cozy Time Cottage Lake Williams, Ct
$476+
$476+
Free Wi-Fi
Essex Village home within walking distance to downtown. - Essex - Living room
Essex Village home within walking distance to downtown. - Essex - Living room
Essex Village home within walking distance to downtown.
$864+
$864+
Free Wi-Fi
Spacious Oceanview Villa (Sleeps 22) - New London - Living room
Spacious Oceanview Villa (Sleeps 22) - New London - Living room
Spacious Oceanview Villa (Sleeps 22)
$2,254+
$2,254+
Parking
Free Wi-Fi
Pool
Pet-friendly
West Hartford furn. rm pvt bth. near UHART, CIGNA & dwtn Hartford all hospitals - West Hartford - Living room
West Hartford furn. rm pvt bth. near UHART, CIGNA & dwtn Hartford all hospitals - West Hartford - Living room
West Hartford furn. rm pvt bth. near UHART, CIGNA & dwtn Hartford all hospitals
$178+
$178+
Free Wi-Fi
Dollyhouseenterprises - West Hartford
Dollyhouseenterprises - West Hartford
Dollyhouseenterprises
$262+
$262+
Parking
Free Wi-Fi
Walk To Goodspeed Opera House From This Quaint 2 Bdrm Apt - East Haddam
Walk To Goodspeed Opera House From This Quaint 2 Bdrm Apt - East Haddam
Walk To Goodspeed Opera House From This Quaint 2 Bdrm Apt
9.2 Wonderful
$424+
$424+
Parking
Private Rv - Hartford
Private Rv - Hartford
Private Rv
5.4 Fair
$83+
$83+
Free Wi-Fi
Pet-friendly
Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

$0 - $553$553 - $1,105$1,105 - $1,658$1,658 - $2,211$2,211+ per night

Property type

ApartmentCondoCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

January

High season

March

Average price (weeknight)

$454

Average price (weekend night)

$596
Cheapest month to stay with an average 14% 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.

When to book a holiday rental in Connecticut

Price per night / rental. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding the perfect Connecticut holiday rental

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 New Haven (100% of total searches to Connecticut).

  • 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 $82. 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 $82 per night. Search here for similar prices

  • 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, condos, cottages, houses, homestays, lodges, villas, bungalows, caravans, agritourism, cabins, campgrounds, houseboats, barns, luxury tents, treehouses, castles and chalets.

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

    There are a number of dog and pet-friendly Connecticut holiday rentals, with around 17% allowing you to bring your pet along with you.

See more FAQs

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

Flights to Connecticut
Car hire in Connecticut

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.