Chester Holiday Rentals

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Compare Holiday Rentals, Villas & Resorts in Chester

60 villas and rentals
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Luxury Holiday Rentals in Chester

Over 51+ Luxury Holiday Rentals in or Near Chester
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Top-Rated Holiday Rentals with a Pool in Chester

Over 13+ The Best Private Villas and Holiday Rentals in Chester with a Pool
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Pet-Friendly Holiday Rentals in Chester

Over 9+ Pet-Friendly Holiday Rentals in or Near Chester
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Large Holiday Rentals and Private Villas in Chester

Over 1+ Large Holiday Rentals and Private Villas in or Near Chester

Wheelchair Accessible Holiday Homes in Chester

Over 8+ Wheelchair Accessible Holiday Homes in or Near Chester
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Chester Private Villas and Holiday Homes Under $200

Over 12+ Chester Private Villas and Holiday Homes Under $200
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Instantly Bookable Holiday Homes in Chester

Over 1+ Instantly Bookable Holiday Homes in or Near Chester

Book a Last Minute Place to Stay in Chester

About Casai's Private Villas and Holiday Rentals in Chester

Discover more than 60 vacation rentals available in Chester. 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 Chester.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Chester, 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 Chester. On average, places to stay near Chester offer 681.92 ft², with nightly prices averaging £142.

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

Other Places to Stay in Chester, VA


Woodvale 130 Properties
Iron Bridge Sports Park 77 Properties
Bermuda Hundred 67 Properties
Bermuda 48 Properties
Presquile National Wildlife Refuge 47 Properties
Parker's Battery Park 46 Properties
Henricus Historical Park 45 Properties
Dutch Gap Conservation Area 45 Properties
The Lazy Daisy 43 Properties
Point of Rocks Park 24 Properties

There are 60 Chester, VA Holiday Rentals

Recently Booked Holiday Rentals in Chester

Frequently Asked Questions About Chester?

What are the top holiday rentals in Chester?

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

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

As of 2026, Casai boasts over 60 properties listed in the Chester area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Chester.

Nearby Neighborhood (1)

NeighborhoodProperty Count
North Chesterfield Vacation Rentals in Richmond, Virginia 202