The best rentals from the top sites, all in one place

We believe finding a vacation rental in Chester should be easy and not take hours of searching and scrolling. We’ve designed VacationRenter from the ground up to help travelers find the perfect rental faster and easier.

Where to stay in Chester

Vacation rentals in Chester

There are 78 vacation rentals near Chester for all manner or mood of travel, availability of time off, and size of budget. So, if you are hoping for an affordable Chester vacation, you can find 10% rentals under $70/night. Or if you are willing to splurge on a luxury vacation in Chester, there are 8 between $401 and $5,000/night. Whether you are sleeping by yourself or with a significant other, or are travelling with a group of 24 there are short term home and apartment rentals in Chester to fit your Vermont vacation needs. The most popular types of short-term rental homes in Chester are houses, private rooms and bed & breakfasts. Chester has been a frequently searched travel destination this year and continues to grow in popularity. VacationRenter offers a wide selection of vacation rental availability from leading travel sites like VRBO (Vacation Rentals By Owner), Homeaway,, and many more. Search your travel dates to find available Chester vacation homes for your trip.

Home-types in Chester

Chester has a variety of property types for you to consider when booking a trip. Here are the most popular property types in Chester:
- House35 vacation rentals
- Private Room20 vacation rentals

Points of interests in Chester

Chester has several popular points of interest for you to check out when visiting the area. Here are the most popular points of interest in Chester:
- Chester City Walls: 243 vacation rentals
- Cheshire Military Museum: 228 vacation rentals
- Chester Roman Amphitheatre: 225 vacation rentals
- ChesterBoat: 224 vacation rentals
- Chester Roman Gardens: 222 vacation rentals
- Eastgate Clock: 218 vacation rentals
- Escapism Chester: 214 vacation rentals