Discover a selection of 175 holiday home rentals in Thimble Islands that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at AU$ 442 per night, and holiday houses and cabins are popular options for a stay in Thimble Islands. Either way, you'll find holiday accommodation for everyone's needs.
Top rated rentals — Thimble Islands
Destination guide

Find the perfect holiday rental for your Thimble Islands getaway

Learn about the unique charm of Thimble Islands with a stay in a holiday home rental. This city has something for everyone. East Rock Park and Yale Bowl are just a couple of the must-see attractions in the area. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.


Activities and attractions in and around Thimble Islands

Are you hoping to discover attractions to visit in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Thimble Islands a fun spot to go on holiday. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Bishops Orchard and Winery (4.2 mi / 6.7 km)
  • Connecticut Sportsplex (6.4 mi / 10.2 km)
  • Chamard Vineyards (11.6 mi / 18.6 km)
  • Chatfield Hollow State Park (11.8 mi / 18.9 km)
  • Tradition Golf Club at Wallingford (12.7 mi / 20.5 km)
  • Robert Treat Farm (12.8 mi / 20.5 km)
Natural highlights

Exploring the natural features in Thimble Islands

Whether you're an active traveller or just want to spend some time taking in the scenery, Thimble Islands is a great place to spend some time outside. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • East Rock Park (10 mi / 16.2 km)
  • Double Beach (4.1 mi / 6.5 km)
  • Chaffinch Island State Park (4.2 mi / 6.8 km)
  • East Haven Town Beach (6 mi / 9.6 km)
  • Lighthouse Point Park (7.7 mi / 12.3 km)
  • Fort Hale Park (7.8 mi / 12.5 km)
How to get there

Transport options to and around Thimble Islands

Fly into New Haven, CT (HVN-Tweed - New Haven Regional), the closest airport, located 7.2 mi (11.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), which is 20.5 mi (33 km) away.

How many holiday accommodation are available around Thimble Islands?

Our 2021 accommodation listings offer a large selection of 175 holiday rentals around Thimble Islands. From 103 holiday houses to 18 cabins, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Thimble Islands is on Stayz.