Discover a selection of 141 holiday rentals in Old Greenwich that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at £ 389 per night, and houses and flats & apartments are popular options for a stay in Old Greenwich. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Old Greenwich
Destination guide

The beachside setting of Old Greenwich is ready to explore

The beaches and surrounding scenery provide a peaceful ambience to your holiday home in Old Greenwich. This welcoming and romantic city entices travellers with its restaurants and shopping. Chelsea Piers and Capitol Theatre are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, romantic stay or trip with friends, holiday 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 holiday rental, you'll want to check out everything that makes Old Greenwich a one-of-a-kind holiday spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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 holiday in Old Greenwich. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • 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)
How to get there

Transport 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 centre. 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.

Can I find a vacation rental around Old Greenwich?

Yes, our 2021 property listings offer a large selection of 141 vacation rentals near Old Greenwich. From 110 houses to 26 flats & apartments, 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 Vrbo.