Cheshire apartments
We found 120 apartments — enter your dates for availability
Explore Cheshire condo rentals

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Sleeps 4 · 2 bedrooms · 1 bathroom

Cozy quite private location that makes you feel like home
Sleeps 4 · 2 bedrooms · 1 bathroom

Fun Downtown Location 2nd flr
Sleeps 6 · 3 bedrooms · 1 bathroom

Peaceful farm area, on the reservoir, near vineyards
Sleeps 2 · 1 bedroom · 1 bathroom

Cozy 1-bedroom apartment in beautiful Cheshire with AC
Sleeps 2 · 1 bedroom · 1 bathroom

Cozy small sized apartment with WiFi in awesome Waterbury.
Sleeps 2 · 1 bedroom · 1 bathroom
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Frequently asked questions
What's it like to stay at an apartment in Cheshire?
You'll find 5 accommodation options in Cheshire. Though there aren't many apartments, we can help you find accommodation with similar amenities. When you search for a place to stay on Expedia, you can filter by amenities such as a kitchen— one of the conveniences often found in an apartment. You can also search for similar properties such as holiday homes, condos or guest houses. Any visit to a new destination can be a culinary trip, so why not visit the area's restaurants?
Why choose an apartment versus a traditional hotel?
An apartment features a kitchen for convenient meals, and is usually more spacious than a traditional hotel room. Apartments are a good option for couples who want a more local feel, and also for families who want the conveniences of home.
What will the weather be like during my trip to Cheshire?
Weather is only one factor, but it can really affect your travel plans, especially when you're planning an extended stay in Cheshire. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Cheshire is 1374 mm.
What should I see in Cheshire?
Cheshire is known for its restaurants. Family-friendly attractions include Barker Character, Comic and Cartoon Museum and Cheshire Hollow Farm, whereas Drazen Orchards and Bartlem Park are a couple of great spots to enjoy the outdoors. While here, Maplecroft Plaza Shopping Center and Roaring Brook Park are other places worth a visit.
What's the best way to get to and around Cheshire?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Oxford, CT (OXC-Waterbury - Oxford), which is located 12 mi (19.3 km) from the heart of the city. You can also search for flights into New Haven, CT (HVN-Tweed - New Haven Regional), which is 16.5 mi (26.6 km) away. If you'd like to explore around the area, consider renting a car to explore more sights.
