From its upmarket shopping to its historic estates, Greenwich lives up to its reputation as one of the East Coast's most affluent towns. For decades, it has lured a constant stream of celebrities, investors and well-heeled New Yorkers. Greenwich sits in Fairfield County and is dotted with elegant hillside mansions, country clubs and a handful of sun-drenched beaches. The train ride from Grand Central takes just 40 minutes, which makes Greenwich vacation rentals eternally popular with New Yorkers in search of sun, sand and fresh air.
Escape the rat race and head to Greenwich Point Park, an uninhabited peninsula fringed by beautiful sandy beaches. On a clear day, Tod's Point offers sweeping views of the distant NYC skyline. In summer, it's a great place to sign the kids up for a sailing lesson. Why not enjoy the New England high life as a family getaway, with a Greenwich vacation rental? From BBQs to Bloody Marys, a private sun deck will sweeten the deal. Take shelter from uncooperative weather at the Bush-Holley House Museum. Housed in an 18th-century cottage, it showcases a fantastic collection of American Impressionism.
You won't want to make for the pearly beaches of the Connecticut coast until you've toured the handsome buildings of Old Greenwich. Joining a history walk that takes in all that and the Revolutionary War sights of Cos Cob is a great idea, while others will prefer to get their retail fix down the chic drag of Greenwich Avenue. Then it's time to hit the sands, unless – of course – you've managed to bag one of the coveted Greenwich vacation rentals that overlook the lapping Long Island Sound – then the sea's just on the doorstep…
Crowds peak in the summer, when Greenwich is brimming with locals and New Yorkers alike. Greenwich throws a lively summer events calendar, with outdoor concerts, farmers markets, Fourth of July fireworks and more. Fall brings clear skies, crisp temperatures are fiery foliage. It's too cold to swim but the weather is ideal for beach walks, brunches, shopping and golf. Winter can get chilly but it's a great excuse to rug up for a windswept walk on the beach or enjoy a cozy night by the fire.
While it may tempt visitors with its boutiques and restaurants, Greenwich doesn't scrimp on nature. The town is fringed by 4 Long Island Sound beaches, including scenic Greenwich Point. With a long sandy beach, scenic walking trails and grassy picnic spots it's a great place to enjoy the sunshine. A handful of islands sit just offshore and serve as a haven for birdlife. Much of Great Captain's Island is occupied by a bird sanctuary, which is famous for its population of great blue herons.
The nearest airport is in Westchester County Airport (HPN), located 4.9 mi (7.9 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into John F. Kennedy Intl. Airport (JFK), which is 27.6 mi (44.4 km) away.
Whatever vacation experience you're seeking, you'll find a rental in or around Greenwich that fits you like a glove. These are some of our favorites:
For even more great options, use the search bar at the top of the page to find the perfect Greenwich vacation rental for you.
If you've been busier than a squirrel in a nut factory, you deserve to escape for a couple of glorious days. Clock off early on Friday and head for one of these weekend getaways in or near Greenwich:
Studio apartments may be small in size, but they sure do pack a punch when it comes to convenience and location. Make yourself comfortable at one of these welcoming studio apartments in and around Greenwich:
Whether you're looking for a chic apartment or a house big enough to fit the family, you'll find the perfect place on Vrbo. Enjoy a mini break at one of these favorites in or near Greenwich:
Whether spent in a log cabin or a beach house, a romantic weekend getaway is one of the best ways to spice up your relationship. Whisk your special someone off for a few days at one of these enticing escapes in or near Greenwich:
Big groups mean huge fun. They also mean finding a place that'll effortlessly fit your crew. Check out our large group vacation rentals in or around Greenwich and get everybody together under the one roof:
Nothing says fun times like a pool does. Pump up your inflatable unicorn and check out these houses in or near Greenwich that come with this must-have amenity:
Greenwich has a humid subtropical climate, with average summertime temperatures hovering between 70 ºF and 80 ºF. But you don't have to wait until summer to visit! Take a look at the search bar at the top of the page and adjust the filters to find the perfect Greenwich vacation rental and plan your escape for whatever season you like.
You'll always have more fun sharing those precious memories with the people you care about the most. Whether you're organizing a family catch-up or taking time out with your best friends, we'll have a large vacation rental to suit your style. Here are two of our best in and around Greenwich:
If you're hoping to visit some family-friendly attractions in the area, you have plenty of choice. Norwalk Maritime Aquarium, Greenwich Avenue and Beardsley Zoo offer fun for both kids and grown-ups.
Nothing says "glamorous getaway" like having a pool inside your house. Pack your swimwear and enjoy a dip in the privacy of one of these roomy vacation homes in or near Greenwich:
Use the search bar at the top of the page and adjust the filters to find more impressive Greenwich vacation rental options for your next big getaway.
Often located in prime positions due to their compact size, a one-bedroom rental is a wise pick if you're traveling solo or with one other person. Here's a taste of Vrbo's range in or near Greenwich: