Property Type
Bedrooms
Amenities
Search by Property name

Connecticut Vacation Rentals

Vacation Rental Homes, Condos, Cabins, Villas & Beach Houses in Connecticut from top rental companies and trusted homeowners.


The Constitution State is home of such inventions as the helicopter, color television, Polaroid camera and the Colt revolver. The first speed limit (12 mph) was enacted here in 1901 and Nautilus, the world’s first atomic-powered submarine, was launched at Groton in 1954. With such history, rest assured that reserving a Connecticut condo rental will be the start of a memorable Connecticut vacation.

Rich with Native American history, the original name of Connecticut was “Quinnehtukqut.” It’s a derivative of the Indian word meaning “beside the long tidal river,” presumably referring to the Connecticut River which splits the state in half from north to south, runs through the capital city of Hartford and flows into Long Island Sound. The Connecticut River Valley was home to Mark Twain and Harriet Beecher Stowe; tour their houses and actor William Gillette’s quirky 24-room castle in Hartford when your Connecticut vacation rental is nearby.

Connecticut Condos Are Near Dinosaurs, Whales and Lobster

A Connecticut vacation might include a day trip to Boston or New York City as both cities are 120 miles from Hartford. You can even take a ferry from Bridgeport and New London to Long Island for some sightseeing during your Connecticut vacation, though there is plenty to see in Connecticut. Litchfield Hills is a serene destination where your Connecticut rental might be near Kent Falls, a 250-foot waterfall, covered bridges and the Housatonic River. See 500 preserved dinosaur footprints at Rocky Hill’s Dinosaur State Park. Visit whales and penguins at Mystic Aquarium.

The Connecticut coast is primarily rocky, though sandy beaches do exist along the 250-mile stretch of shoreline. Of the two dozen public beaches, parking or admission fees are typical and concessions and restrooms are oftentimes available. The ocean water is cold, even in July, but that makes for a terrific habitat for delicious lobsters and clams.

Connecticut Rentals for Sailors and Outdoorsmen

Connecticut boasts a rich maritime history. Mystic Seaport is a re-created 19th Century seafaring village—a must-see living history compound. In Groton tour the world’s first nuclear-powered sub at the Submarine Force Museum. If your Connecticut condominium or Connecticut house rental is near the coast, there will likely be sailing charters nearby as hundreds of sailboats dot the near shore landscape.

Summertime is the ideal time to be on Connecticut’s water. But autumn in New England is among the most picturesque scenes imaginable. Fall foliage peaks around Columbus Day and winter sports soon follow. Go downhill skiing at one of the popular Connecticut resorts: Mohawk Mountain, Mount Southington, Ski Sundown or Woodbury Ski Area in Cornwall, Hartford, New Hartford and Woodbury respectively. There are snowmobiling adventures through Connecticut state forests.

When the snow melts hit the dozens of hiking and biking trails throughout northeast Connecticut’s meadows, forests and hills. Wind past stone walls and babbling brooks on a scenic path that leads to a breathtaking waterfall. Most of these trails are in The Last Green Valley area and close to many Connecticut vacation rentals and Connecticut resorts. The 40-mile Air Line State Park Trail welcomes horseback riding. The 825-mile Blue-Blazed Hiking Trail System meanders through 88 towns and comes close to Connecticut house rentals. Get out of your Connecticut condo rental and hike to the tower atop Talcott Mountain in Simsbury where you can see New York, Massachusetts and Rhode Island.

When the snow melts and fertile Connecticut ground begins producing its bounty, take your family to a pick-your-own-farm when your condo in Connecticut is nearby.  Pick apples at Horse Listeners Orchard in Ashford; blueberries at Birchbend Blueberries in Coventry and peaches at Scott’s Yankee Farmer in East Lyme. Furthermore, reserve a vacation house in Connecticut that is near Long Island Sound so you can fish for bluefish, striped bass and flounder or along the Farmington and Housantonic Rivers where bass is plentiful and fly fishing for rainbow trout is popular.

Condos in Connecticut Put You Close to Fun

A vacation house in Connecticut might be located near the Yale University Art Gallery where you can admire paintings by van Gogh, Monet and Picasso. This New Haven campus, founded in 1701, is worth a visit for its history alone. For a modern-day setting the Mohegan Sun is the world’s second largest casino. Built by the Mohegan Tribe, this tri-casino destination features venues for concerts, boxing and women’s basketball along with 40 restaurants and a 20,000-square-foot spa. From apple orchards to Yale University Connecticut’s attractions are varied, yet within reach of any Connecticut rental.