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 2020 accommodation listings offer a large selection of 52 holiday lettings around Cheshire. From 25 houses to 13 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 a city-centre property in Cheshire?

There are countless reasons to base yourself somewhere central when you visit a new city, but you can't argue with the number one draw — location, location, location! HomeAway has 3 city centre holiday homes available. Open to other ideas? HomeAway has loads of other rental options to search through, including:

  • 3 lakefront holiday accommodation options.
  • 3 town holiday accommodation options.
  • 2 rural holiday accommodation options.

Can I rent a hotel in Cheshire?

White fluffy gowns and slippers, tiny bars of soap, a chocolate on the pillow — it's the little details that make a hotel stay stand out. Presently, there are 29 options available on HomeAway. Rooms start at £72 per night. If that doesn't suit your posse's taste, we've got a number of different self-catering accommodation options to choose from, such as:

  • House: 20 self-catering accommodation options. Prices start from £24 per night.
  • Apartment: 9 self-catering accommodation options. Prices start from £230 per night.
  • Cottage: 3 self-catering accommodation options. Prices start from £114 per night.

Can I stay in Cheshire in a large group?

It can be hard finding time to meet up with your extended family and friends. A group trip is an ideal opportunity to reunite and unwind. If you were planning to kick back under the same roof, HomeAway has places for you. House holiday rentals are the preferred choice here for large groups of guests. Our worldwide database presently has 4 available. If you're wanting to stay in a large group, the rental properties that can meet your needs include:

  • Are you looking for properties that can house 6 people? We have 10 that will be suitable. The prices start from £92 per night.
  • Need a holiday property for 5 guests? We have 7 that will be ideal. Prices start from £99 a night.
  • Trying to find rental properties suitable for 12 guests? You'll be delighted to find out we have 5 that will fit the bill. You can grab one from just £150 per night.

You and the squad will be well looked after when you arrange your Cheshire getaway through us!

Where are the cheapest holiday rentals in Cheshire?

Those narrow hotel hallways are no place to spend those precious holiday moments! Uncover our value-for-money holiday rentals today and ensure everyone in your group has enough room to move. Downtown is a magnet for bargain hunters. And with 8 HomeAway holiday rentals at an average price of £126 a night, it's not difficult to see why. Another 5 HomeAway holiday rentals are on offer in or around East Shore. With an average price of £234 a night, you're sure to snatch a deal worth boasting about.