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Connecticut, USA
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$4,000 +
1 - 25 of 100+ rentals

Price Comparison Results | Connecticut, USA

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United States New York Sag Harbor vacation rental compare prices direct by owner 174589
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5.0(12 reviews)
Map pinSag Harbor, New York
Beautiful Sag Harbor ~ Steps From The Water ~ PUBLISHED IN GOOD HOUSE KEEPING
4 Bedrooms4 Beds8 Guests
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(Excl. Fees)
True Nightly Rate™
Total price for 7 nights
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Airbnb
Airbnb
$1,399
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Booking.com
Booking.com
$674
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Vrbo
Vrbo
$900
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United States New York Greenport vacation rental compare prices direct by owner 195332
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5.0(53 reviews)
Map pinGreenport, New York
Historic Luxurious Captains Home- Greenport Village, wineries,golf, beach
4 Bedrooms4 Beds8 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$850
Booking.com
Booking.com
$0
Vrbo
Vrbo
$1,314
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United States Connecticut Niantic vacation rental compare prices direct by owner 213262
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5.0(55 reviews)
Map pinNiantic, Connecticut
Coastal Getaway w/ Porch, 2 Mi to Niantic Beach!
2 Bedrooms3 Beds4 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$156
Booking.com
Booking.com
$265
Vrbo
Vrbo
$141
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United States New York Wading River vacation rental compare prices direct by owner 2813791
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5.0(27 reviews)
Map pinWading River, New York
Majestic Escape on Long Island - Walk to Beach!
3 Bedrooms6 Beds8 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$328
Booking.com
Booking.com
$389
Vrbo
Vrbo
$321
All prices are in USD
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United States New York Southold vacation rental compare prices direct by owner 6654956
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5.0(1 review)
Map pinSouthold, New York
Kid-Friendly Home near the Ocean with Private Gas Grill, Fast WiFi, and Cable
2 Bedrooms3 Beds4 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$187
Booking.com
Booking.com
$183
Vrbo
Vrbo
$225
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United States New York Southold vacation rental compare prices direct by owner 9346237
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5.0(4 reviews)
Map pinSouthold, New York
Steve's Place: Heated Pool, 3BR Southold Home, Beach
3 Bedrooms3 Beds6 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$100
Booking.com
Booking.com
Match Found
Vrbo
Vrbo
$695
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United States Connecticut Sharon vacation rental compare prices direct by owner 10943508
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5.0(12 reviews)
Map pinSharon, Connecticut
NEW! Charming Sharon Dwelling w/ Deck & Fire Pit!
3 Bedrooms4 Beds6 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$228
Booking.com
Booking.com
$238
Vrbo
Vrbo
$216
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United States Connecticut Norwich vacation rental compare prices direct by owner 10957509
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5.0(32 reviews)
Map pinNorwich, Connecticut
NEW! Cozy Norwich Villa on Golf Course Near Spa!
1 Bedroom2 Beds4 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$176
Booking.com
Booking.com
$196
Vrbo
Vrbo
$162
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United States Connecticut Branford vacation rental compare prices direct by owner 11385993
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5.0(23 reviews)
Map pinBranford, Connecticut
Money Island Home w/ Deck, Kayak & Paddleboards!
3 Bedrooms8 Beds8 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$382
Booking.com
Booking.com
$774
Vrbo
Vrbo
$378
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United States Connecticut Newtown vacation rental compare prices direct by owner 11573102
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5.0(16 reviews)
Map pinNewtown, Connecticut
Newly Listed PRIVATE Lakefront Retreat - Pool, Hot Tub, Pet Considered, Beach...
5 Bedrooms6 Beds12 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$976
Booking.com
Booking.com
$1,246
Vrbo
Vrbo
$1,006
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United States Connecticut new haven vacation rental compare prices direct by owner 11974767
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5.0(82 reviews)
Map pinnew haven, Connecticut
Casa Soleada in East Rock |King Bed| Near DT and Yale SOM | Free parking
3 Bedrooms5 Beds9 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$182
Booking.com
Booking.com
$309
Vrbo
Vrbo
$187
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United States New York Mattituck vacation rental compare prices direct by owner 13029317
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5.0(5 reviews)
Map pinMattituck, New York
Sea View Beach House: Private Beach, North Fork, V
2 Bedrooms3 Beds6 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$100
Booking.com
Booking.com
$170
Vrbo
Vrbo
Match Found
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United States New York East Marion vacation rental compare prices direct by owner 13043130
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5.0(3 reviews)
Map pinEast Marion, New York
Lagoon Lodge: North Fork,Charming 3Br, Waterfront, near Greenport, WIFI
3 Bedrooms1 Bed8 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$100
Booking.com
Booking.com
Match Found
Vrbo
Vrbo
$420
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United States New York East Marion vacation rental compare prices direct by owner 19500011
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5.0(1 review)
Map pinEast Marion, New York
Cottage Fields of Lavender:Shelter Island,Close to the beach,5min Greenport
3 Bedrooms5 Beds6 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$100
Booking.com
Booking.com
$858
Vrbo
Vrbo
$481
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United States New York Stanfordville vacation rental compare prices direct by owner 19594581
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5.0(3 reviews)
Map pinStanfordville, New York
Tentrr Signature Site - Private Peaceful Farm Venture
1 Bedroom2 Beds6 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$111
Booking.com
Booking.com
$119
Vrbo
Vrbo
$116
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United States Connecticut Mystic vacation rental compare prices direct by owner 19609233
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5.0(32 reviews)
Map pinMystic, Connecticut
NEW! Mystic Refuge w/ Patio < 1 Mi to Downtown!
2 Bedrooms3 Beds6 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$215
Booking.com
Booking.com
$332
Vrbo
Vrbo
$203
All prices are in USD
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United States Connecticut Woodbury vacation rental compare prices direct by owner 19708380
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5.0(20 reviews)
Map pinWoodbury, Connecticut
NEW! Updated 200-Yr-Old Home w/ Silo Living Space!
4 Bedrooms6 Beds8 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$300
Booking.com
Booking.com
$416
Vrbo
Vrbo
$291
All prices are in USD
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United States Connecticut Madison vacation rental compare prices direct by owner 19724633
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5.0(27 reviews)
Map pinMadison, Connecticut
1860's Colonial House Near Downtown and Beaches!
4 Bedrooms5 Beds10 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$575
Booking.com
Booking.com
$656
Vrbo
Vrbo
$609
All prices are in USD
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United States New York Cutchogue vacation rental compare prices direct by owner 20028226
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5.0(2 reviews)
Map pinCutchogue, New York
NEW! Historic North Fork Farmhouse Near Wineries!
3 Bedrooms3 Beds6 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$253
Booking.com
Booking.com
$267
Vrbo
Vrbo
$243
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United States Connecticut Groton vacation rental compare prices direct by owner 20028891
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5.0(10 reviews)
Map pinGroton, Connecticut
Quiet and Cozy Mystic Ranch Close To Everything by RedAwning
3 Bedrooms3 Beds6 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$169
Booking.com
Booking.com
$230
Vrbo
Vrbo
$304
All prices are in USD
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United States Connecticut Stamford vacation rental compare prices direct by owner 20340591
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5.0(51 reviews)
Map pinStamford, Connecticut
Stylish Beach Home near Stamford Downtown/Beach
5 Bedrooms11 Beds16 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$374
Booking.com
Booking.com
$0
Vrbo
Vrbo
$392
All prices are in USD
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United States Connecticut Madison vacation rental compare prices direct by owner 22546451
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5.0(75 reviews)
Map pinMadison, Connecticut
Newly Renovated Carriage House Near Town & Beaches!
2 Bedrooms2 Beds4 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$290
Booking.com
Booking.com
$330
Vrbo
Vrbo
$307
All prices are in USD
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United States Connecticut Fairfield vacation rental compare prices direct by owner 24873952
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5.0(47 reviews)
Map pinFairfield, Connecticut
Summer estate close to NY, NJ, MA w heated pool sleeps 16
6 Bedrooms12 Beds16 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$2,595
Booking.com
Booking.com
Match Found
Vrbo
Vrbo
$2,695
All prices are in USD
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United States Connecticut Woodbury vacation rental compare prices direct by owner 24889941
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5.0(10 reviews)
Map pinWoodbury, Connecticut
6-Acre Luxurious Country Home with Goddess Point Lookout
4 Bedrooms4 Beds8 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$670
Booking.com
Booking.com
Match Found
Vrbo
Vrbo
$707
All prices are in USD
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United States Connecticut Kent vacation rental compare prices direct by owner 24893970
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5.0(5 reviews)
Map pinKent, Connecticut
NEW! Modern Escape w/ Fire Pit, Near Lake Waramaug
2 Bedrooms2 Beds4 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$170
Booking.com
Booking.com
$208
Vrbo
Vrbo
$168
All prices are in USD
HiChee is ad-sponsored & unbiased; we don’t take affiliate booking commissions!
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  1. United States
  2. Connecticut Vacation Rental Price Comparison

Connecticut Vacation Rentals

Connecticut Vacation Rentals

Connecticut - Our Vacation Guide

In Connecticut, visitors will find a fascinating blend of history and modernity. The state is home to some of the nation’s most historical sites, as well as exciting cities and towns full of contemporary culture. Connecticut has something for everyone, making it the perfect vacation destination.

Connecticut is a small state with a lot to offer. Visitors will find a wide range of activities to enjoy, from exploring the state’s historical sites to taking in the contemporary culture of its cities and towns. Connecticut is an ideal vacation destination for families, couples, and groups of friends alike.

What’s the best time of year to take a vacation in Connecticut?

Connecticut has four distinct seasons, so the best time to visit depends on what kind of activities you’re interested in. Spring is a great time to enjoy the state’s outdoor attractions, as the weather is mild and there are fewer crowds. Summer is the busiest time of year, but it’s also when Connecticut’s beaches and parks are at their best. Fall is a beautiful time to visit Connecticut, as the leaves changing color create a picturesque landscape. Winter can be cold, but it’s also when Connecticut’s ski resorts are open for business.

Connecticut is a small state with big vacation potential. No matter what time of year you visit, you’re sure to find plenty of activities to enjoy.

What type of vacation rentals can I expect to find in Connecticut?

Connecticut has a wide range of vacation rentals available, from cozy cottages to luxurious apartments. Families will find Connecticut vacation rentals to be spacious and comfortable, with plenty of room for everyone to relax. Couples will appreciate the state’s romantic getaways, which offer privacy and seclusion. And groups of friends will find Connecticut vacation rentals to be the perfect base for exploring all that the state has to offer.

Connecticut is a great place to vacation, no matter what your interests or budget. With so many different types of vacation rentals available, you’re sure to find the perfect place to stay during your visit.

What’s the weather like in Connecticut?

Connecticut Weather - colorful graph showing temperatures over the year © WeatherSpark.com

Connecticut has four distinct seasons, so the weather can vary greatly depending on when you visit. Spring is generally mild, with temperatures ranging from 50-70 degrees Fahrenheit. Summer is the warmest time of year, with temperatures typically reaching into the 80s. Fall brings cooler temperatures, with average highs in the 60s. And winter can be chilly, with temperatures sometimes dipping below freezing.

As you can see, Connecticut’s weather is varied, so be sure to pack appropriate clothing for the time of year you’ll be visiting.

What’s the best way to travel around Connecticut?

Walking is the best way to see Connecticut’s small towns and historic sites. But if you’re planning on doing some hiking or visiting Connecticut’s beaches, you’ll need a car. Traffic can be heavy in Connecticut’s larger cities, so renting a car may not be the best option if you’re planning on staying in urban areas.

What are the 10 best things to see and do in Connecticut?

Take a scenic drive along Connecticut’s coast

Connecticut is known for its beautiful coastline and there are plenty of ways to enjoy it. Take a drive along Route 1 for some stunning ocean views. Be sure to stop at one of the many state parks or beaches for a picnic or to take a hike.

Visit the Connecticut Wine Trail

Connecticut is home to more than 60 wineries producing a variety of wines. Many of these Connecticut wineries offer tours and tastings.

Spend a day in Mystic

Mystic is a popular tourist destination with plenty to do. Spend the day exploring Mystic Seaport, browsing the shops, or enjoying a meal at one of the many restaurants. Go antiquing in Connecticut’s small towns

Connecticut is filled with small towns that are perfect for a day of antiquing. Browse the shops, stop for lunch, and find some unique treasures to take home.

Take a walk or hike in one of Connecticut’s many state parks

Connecticut is home to over 100 state parks, offering plenty of opportunities to get outside and explore. Take a hike, go for a walk, or even go swimming or fishing in one of the many lakes and ponds.

Visit the Mark Twain House and Museum in Hartford

The Mark Twain House and Museum is a must-see for any fan of the famed author. The museum offers tours of the house as well as exhibits on Twain’s life and work.

See Connecticut’s fall foliage

Connecticut is a beautiful place to be in the fall, with the leaves changing color and the weather cooling off. Take a drive or hike through one of the many state parks to see the foliage.

Visit the Yale University Art Gallery in New Haven

The Yale University Art Gallery is one of the oldest and largest art museums in the country. The museum features a wide variety of art, from ancient to modern.

Spend a day at the Connecticut Science Center in Hartford

The Connecticut Science Center is a great place to spend a day, with plenty of hands-on exhibits and a planetarium.

Sample the Connecticut craft beer scene

Connecticut has a growing craft beer scene, with many breweries located around the state. Many of these breweries offer tours and tastings.

Places in Connecticut

new haven (782)stamford (401)hartford (371)stonington (285)milford (259)groton (256)norwalk (242)mystic (222)greenwich (206)fairfield (202)bridgeport (177)danbury (165)west haven (152)old saybrook (149)westbrook (149)madison (146)norwich (144)old lyme (144)new london (142)westport (125)

Compare Airbnb vs. Booking.com vs. Vrbo prices for vacation rentals in Connecticut, USA

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