Destination guide

Discover Connecticut from vacation home rentals

Connecticut may be the USA's 3rd-smallest state, but it doesn't scrimp on charm. Known as New York's affluent neighbor, it's dotted with "old money" mansions and New England estates. It's also home to some of America's most captivating cities. You can rub shoulders with students in New Haven, visit Mark Twain's house in Hartford and museum hop your way around Bridgeport. Hit the coast and you'll find a string of beaches and seaside towns. Not to mention the enchanting Mystic Seaport. Wherever you're heading, Connecticut vacation rentals promise a unique stay in the "Constitution State".


Historic sites near Connecticut vacation rentals

Connecticut boasts numerous historic sites to explore on your trip. Vacation homes are available near intriguing places like Florence Griswold Museum, a restored mansion that was once home to artists and now showcases American impressionist works, and Submarine Force Library & Museum, a U.S. Navy-run submarine museum with photos, documents, and vessels. You'll also like Beinecke Rare Book & Manuscript Library, a library with unique and rare books on display.

Things to do

Attractions near your Connecticut summer rental

Home to Yale University, New Haven is the beating heart of Connecticut's student scene. Whether you're attending a graduation ceremony, or have come to check out the Ivy League campus, Connecticut vacation rentals put you just steps from Yale. While you're there why not check out university museums like the Yale Center for British Art and the Peabody Museum of Natural History? As the nation's oldest public art gallery, the Wadsworth Atheneum boasts more than 50,000 works. The collection is housed in a grand Gothic Revival building in downtown Hartford, and showcases Impressionist paintings, New England antiques, surrealist sculptures and more.


Things to do near Connecticut vacation homes

Connecticut is known for its impossibly picturesque towns, made famous by Ira Levin's "The Stepford Wives". With elegant mansions and beautifully manicured gardens, places like Greenwich and Litchfield Hills showcase the state's affluent New England roots. Seafarers will swoon over Mystic Seaport, a fairy-tale harbor perched on the Mystic River. It's known for its fully-rigged clipper ships, sumptuous seafood and recreated New England whaling village. The atmospheric harbor is a favorite with families, so why not pack your bags and escape to Connecticut vacation rentals in the heart of Mystic Seaport?


Local weather for your stay in Connecticut vacation homes

Most visitors arrive in the summer, when Connecticut enjoys long days and warm weather. It's a great time to beach hop along the coast and explore the state's cities. In fall, north-west Connecticut lures legions of leaf peepers. The state is famous for its fiery foliage, with reds, yellows and golds usually peaking around Columbus Day. Winter brings snow to Connecticut, and while temperatures do drop, fewer crowds make it a great time to explore the state's cities and museums.

Natural features

Get wild on Connecticut's Appalachian Trail

With a footprint of over 5,500 square miles, Connecticut is the USA's 3rd-smallest state. It sits in southern New England and is made up of coastal cities, rural towns and plenty of rolling countryside. Venture inland and you'll find a patchwork of forested parks and nature reserves. Thanks to an abundance of beeches, hickories, maples and oaks, Connecticut puts on one of America's most spectacular fall foliage displays. Hikers will jump at the chance to explore parts of the Appalachian Trail, which passes through north-west Connecticut. 


Top beach locales near Connecticut vacation homes

Connecticut beaches are one of the state's biggest tourist attractions. Vacation rentals can be found near places like Silver Sands State Park, a saltwater beach at the Long Island Sound with fishing, swimming, and a boardwalk, and Sherwood Island State Park, a coastal beach with fishing and swimming opportunities. You could also visit Hammonasset Beach State Park, a popular beach with soft sand, calm waters, and a boardwalk with coastal views.

How many vacation rentals are available around Connecticut, US?

Our 2020 property listings offer a large selection of 1,262 vacation rentals around Connecticut. From 799 house rentals to 186 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the most popular destinations to visit in Connecticut?

There are many lovely places to stay for a holiday trip or just for a weekend in Connecticut. From Vrbo travelers, the top most popular destinations to visit are:

  • Stonington: 362 vacation rentals
  • Old Lyme: 324 vacation rentals
  • Westbrook Center: 63 vacation rentals
  • Westport: 173 vacation rentals
  • Mystic: 444 vacation rentals

And Vrbo offers you the chance to discover many other popular destinations in Connecticut! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Connecticut?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Connecticut:

  • Stonington: 362 rentals
  • Old Lyme: 324 rentals
  • Westport: 173 rentals
  • Mystic: 444 rentals
  • Clinton: 225 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Can I find easy-access vacation rentals when traveling by plane to Connecticut?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in Connecticut are:

  • New Haven, CT (ZVE-New Haven Train Station): 241 vacation rentals
  • Stamford, CT (ZTF-Metro-North Train Station): 317 vacation rentals
  • Oxford, CT (OXC-Waterbury - Oxford): 245 vacation rentals

For other airports, please use our search bar to access the selection of vacation rentals available.

Near which points of interest can I spend my holidays in Connecticut?

Vrbo offers a large selection of rentals near lovely places in Connecticut. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Compo Beach: 297 rentals
  • Grand Theater at Foxwoods Resort Casino: 549 rentals
  • Olde Mistick Village: 612 rentals
  • Harvey's Beach: 799 rentals
  • Ocean Beach Park: 286 rentals

But there are many other points of interest around Connecticut listed on Vrbo where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.

Explore destinations around Connecticut

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