Book Holiday Homes in Old Greenwich
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Featured Holiday Homes in Old Greenwich
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Entire house with Hot Tub 25 Mins to Manhattan
Cozy 3BR Near Huntington's Nightlife & Beach
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Near NYC ~ Fire pit, Game Room, Pet Friendly, King Bed, Modern Luxury
Waterview House Walking Distance from Cove Beach
ZEN HOUSE Historic Sculptor Studio creator or Mount Rushmore midcentury home
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
Old 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 Old Greenwich vacation homes are the perfect way for you to wing it.
Holiday houses in Old 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 Old 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 Old Greenwich adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Old 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 Old 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.
Old Greenwich Holiday Homes essential information
Accommodation | 268 Holiday Homes |
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Lowest Price | NZ$175 |
Highest Price | NZ$1,404 |
Popular accommodation | Lower Lvl Private 2BR/1BA Family/Pet Friendly, Entire house with Hot Tub 25 Mins to Manhattan, Cozy 3BR Near Huntington's Nightlife & Beach, Adorable Cottage with Water Views, Across the street from Prime & other eateries, Near NYC ~ Fire pit, Game Room, Pet Friendly, King Bed, Modern Luxury, Waterview House Walking Distance from Cove Beach, ZEN HOUSE Historic Sculptor Studio creator or Mount Rushmore midcentury home, Welcome to Villa Seabird, Luxury Escape on Long Island Sound, Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use. |
More accommodations in Old Greenwich
Top trending hotels in Old Greenwich
Hyatt Regency Greenwich
Royal Regency Hotel
Amsterdam Hotel
Inn at Jericho
More ways to explore Old Greenwich
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^Subject to availability and chosen travel dates.