Book Holiday Homes in Greenwich
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Featured Holiday Homes in Greenwich

New Beach Home near Stamford Downtown/Shippan

Charming Mamaroneck Home ~ 22 Mi to Manhattan

GORGEOUS WATER FRONT HOUSE / HUGE GARDEN & SEA ACCESS

Waterview House Walking Distance from Cove Beach

Near NYC ~ Fire pit, Game Room, Family Friendly, King Bed, Modern Luxury

3 Mi to Downtown: Spacious White Plains Home

Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Close to a train, White Plains to NYC.

Beautiful 5 bedroom Darien house with pool
Greenwich Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Greenwich vacation homes are the perfect way for you to wing it.
Holiday houses in Greenwich let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Greenwich in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Greenwich adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Greenwich with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Greenwich vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Greenwich Holiday Homes essential information
Accommodation | 110 Holiday Homes |
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Lowest Price | AU$368 |
Highest Price | AU$1,813 |
Popular accommodation | New Beach Home near Stamford Downtown/Shippan, Charming Mamaroneck Home ~ 22 Mi to Manhattan, GORGEOUS WATER FRONT HOUSE / HUGE GARDEN & SEA ACCESS, Waterview House Walking Distance from Cove Beach, Near NYC ~ Fire pit, Game Room, Family Friendly, King Bed, Modern Luxury, 3 Mi to Downtown: Spacious White Plains Home, Charming 2-bedroom house in fabulous Stamford with AC, WiFi, Close to a train, White Plains to NYC., Beautiful 5 bedroom Darien house with pool |
Top Locations for Holiday Homes in Greenwich
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^Subject to availability and chosen travel dates.