104+ Private Villas and Holiday Rentals in Cheshire |
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Cheshire Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Cheshire

Discover more than 104 vacation rentals available in Cheshire. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Cheshire.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Cheshire, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Cheshire. On average, places to stay near Cheshire offer 600.9 ft², with nightly prices averaging GB £203.

With Casai, finding and comparing holiday rentals in Cheshire is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Cheshire

Type Count
Vacation Homes 46
Holiday Apartments 44
Cottages 2

Use these Quick Filters to Find a Holiday Rental in Cheshire

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Cheshire.

Weather in Cheshire, CT

View the weather forecast for Cheshire before booking your Cheshire Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Cheshire, CT

Casai offers a large selection of top attractions around Cheshire . Research things to do on your vacation before you visit Cheshire.


Cheshire Golf Course
Quinnipiac Recreation Area
Cheshire Hollow Farm
Roaring Brook Park
Barker Museum
Drazen Orchards
Maplecroft Plaza Shopping Center
Bartlem Park
Yale University
XL Center
Yale-New Haven Hospital
Xfinity Theatre
University of Hartford
Toyota Presents Oakdale Theatre
Connecticut Convention Center
Quinnipiac University
Trinity College
Wesleyan University
Shubert Theater
Palace Theatre

Other Places to Stay in Cheshire, CT


Quinnipiac Recreation Area 143 Properties
Cheshire Golf Course 134 Properties
Barker Museum 114 Properties
Maplecroft Plaza Shopping Center 101 Properties
Cheshire Historic District 98 Properties
Drazen Orchards 93 Properties
Bartlem Park 90 Properties
Roaring Brook Park 90 Properties
Cheshire Hollow Farm 26 Properties

Frequently Asked Questions About Cheshire?

What are the top holiday rentals in Cheshire?

With numerous options available in Cheshire, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Cheshire:

Which holiday homes in Cheshire are best for families?

If you're searching for a family-friendly holiday home in Cheshire, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Cheshire:

How many Casai.uk holiday rentals are available in Cheshire?

As of 2025, Casai boasts over 104 properties listed in the Cheshire area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Cheshire.

Nearby Neighborhood (1) 
Neighborhood Property Count
Milldale Vacation Rentals in New Haven, Connecticut 38

People Also Ask

There are 104 Cheshire, CT Holiday Rentals

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