Destination guide

Head to the historical city of Cheshire

Enjoy the history and other features of Cheshire. This romantic city is known for its hiking, waterfalls and shopping. Lake Compounce and East Rock Park are just a couple of the must-see attractions in the area. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.


Sightseeing in and around Cheshire

Do you want to find things to do while you're in the area? Venture out of your holiday home and experience everything that makes Cheshire a one-of-a-kind holiday spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Lake Compounce (9 mi / 14.4 km)
  • Cheshire Hollow Farm (2.4 mi / 3.9 km)
  • Mount Southington Ski Area (4.9 mi / 7.9 km)
  • Sleeping Giant Golf Course (5.2 mi / 8.4 km)
  • Tradition Golf Club at Wallingford (7.5 mi / 12.1 km)
  • Hunter Memorial Golf Course (7.6 mi / 12.3 km)
Natural features

Exploring the natural landscape of Cheshire

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Cheshire is a great place to get outside. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • East Rock Park (11.9 mi / 19.2 km)
  • Drazen Orchards (1.5 mi / 2.4 km)
  • Bartlem Park (1.6 mi / 2.6 km)
  • Quinnipiac Recreation Area (2.4 mi / 3.9 km)
  • Roaring Brook Park (2.7 mi / 4.3 km)
  • Habershon Field (4 mi / 6.4 km)
How to get there

How to get to and around Cheshire

The nearest airport is in Oxford, CT (OXC-Waterbury - Oxford), located 12.4 mi (19.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is 16.8 mi (27.1 km) away.

How many holiday rentals are available around Cheshire?

Our 2021 accommodation listings offer a large selection of 58 holiday lettings around Cheshire. From 34 houses to 22 flats & apartments, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

Can I rent Houses in Cheshire?

Yes, of course. Vrbo UK offers 34 Houses in Cheshire. Our other popular types of Cheshire holiday rentals include:

  • Flats: 22 self catering accommodations
  • Cabins: 5 self catering accommodations
  • Cottages: 5 self catering accommodations

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

Can I find a holiday accommodation with pool in Cheshire?

Yes, you can select your preferred holiday accommodation with pool among our 2 holiday homes with pool available in Cheshire. Please use our search bar to access the selection of holiday rentals available.