A Connecticut Coast vacation rental offers visitors year-round exploration of the Connecticut shoreline. iTrip Vacations Connecticut Coast manages short-term rentals from Greenwich to Westport, Fairfield to New Haven, and continues up the coast through the beach towns of Madison and Mystic.

Greater New Haven welcomes guests to enjoy four seasons of activities, adventure, culture and events. In warmer months, head to the beaches. Visitors spread out on miles of sand, watch wildlife, admire lighthouses and stroll down the coast. New Haven Yacht Club helps the community spend time on the water cruising and racing. Other spring and summer activities include bicycling, golfing, mountain biking, fishing, hiking and swimming.

During fall, our Connecticut Coast vacation homes provide the perfect place to admire fall foliage. Stand on a private deck and sip a favorite beverage. Pack some snacks and drive through the area to see hues of yellow, orange and red. In wintertime, grab skis and hit the slopes. Powder Ridge Mountain Park and Resort offers cross-country and downhill skiing, snowboarding, and tubing. Sports fans also find a selection of competitions and festivals.

When not enjoying the great outdoors, immerse in greater New Haven's art, culture and history. The city is home to Yale University and its art gallery, Yale-Peabody Museum of Natural History, Center of British Art, and Beinecke Rare Book and Manuscript Library. For sightseeing and local history, head to East Rock Park, New Haven Railroad Station, New Haven Museum and Five Mile Point Light.

Families also love greater New Haven, as it offers ways to play together. Race to the finish on indoor go karts and balance on the IT Adventure Ropes Course, one of the world's largest indoor courses. During warm months, families also enjoy canoeing, kayaking and stand-up paddle-boarding at Indian River Marina. Then take a scenic guided tour via Shoreline Segway.

We also manage Connecticut Coast vacation rentals in picturesque destinations, including Milford, Branford, Guilford, Madison and Mystic. Each one offers small-town charm and attractions – such as castles, museums, parks, lighthouses, shopping and scenery. One popular spot is Mystic Seaport, a waterfront village that sits halfway between New York and Boston. During their visit, guests shop Olde Mistick Village, and explore Mystic Seaport Museum and Mystic Aquarium.

Looking for live performances and music? See a show at Bushnell Center for Performing Arts, Palace Theater and Warner Theater, to name a few. In addition, music lovers feel at home at College Street Music Hall and Toad's Place. For true night owls, Foxwoods Resort and Casino and Mohegan Sun keep people entertained with games, shows, racing and shopping.

When it's time for a break, sample local food. The area offers some of the freshest seafood in New England as well as international fare. Top restaurants serve tapas, French cuisine, hearty breakfasts and Mediterranean. Fun fact: Locals say having pizza at Pepe's in New Haven is a must. While out and about, don't forget to sample Connecticut's breweries and distilleries.

Additionally, New Haven's annual events celebrate local culture and community. Attend restaurant weeks, festivals of art, races, winter wonderlands, food and wine festivals, music performances, and dozens more that unite the community.

Book a Connecticut Coast vacation rental and start planning a getaway.

Own a short-term rental home? Benefit from our Connecticut Coast property management program.