Destination guide

The beachside setting of Old Greenwich is ready to explore

The beaches and surrounding scenery provide a peaceful ambiance to your vacation home in Old Greenwich. This welcoming and romantic city entices travelers with its restaurants and shopping. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.


Activities and attractions in and around Old Greenwich

Do you want to discover attractions to visit while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Old Greenwich a one-of-a-kind vacation spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • E. Gaynor Brennan Golf Course (2.6 mi / 4.2 km)
  • Chelsea Piers (3.6 mi / 5.8 km)
  • Sterling Farms Golf Course (6.2 mi / 10.1 km)
  • Rye Playland (6.7 mi / 10.7 km)
  • Stanwich Club (7.8 mi / 12.6 km)
  • Bayville Adventure Park (7.8 mi / 12.6 km)
Natural features

Exploring the natural features in Old Greenwich

Whether you're looking for exciting outdoor activities or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Old Greenwich. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Greenwich Point Park (0.9 mi / 1.5 km)
  • Cummings Park (3 mi / 4.8 km)
  • Cove Island Park (4 mi / 6.5 km)
  • Fort Stamford Park (4.4 mi / 7.1 km)
  • McGuane Field (5.4 mi / 8.7 km)
  • Bartlett Arboretum (7.8 mi / 12.5 km)

Transportation to and around Old Greenwich

Fly into White Plains, NY (HPN-Westchester County), the closest airport, located 7.7 mi (12.4 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Farmingdale, NY (FRG-Republic), which is 21.5 mi (34.7 km) away.

Where to stay around Old Greenwich?

Our 2019 property listings offer a large selection of 109 vacation rentals near Old Greenwich. From 79 Houses to 4 Bungalows, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Old Greenwich for a holiday or a weekend are on HomeAway.

Can I rent Houses in Old Greenwich?

Yes, of course. HomeAway has 79 Houses in Old Greenwich. Our other popular types of vacation rentals in Old Greenwich include:

  • Bungalows: 4 rentals available
  • Cabins: 4 rentals available
  • Cottages: 4 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Studios and more.

Can I find a vacation rental with pool in Old Greenwich?

Yes, you can select your preferred vacation rental with pool among our 29 vacation rentals with pool available in Old Greenwich. Please use our search bar to access the selection of vacation rentals available.