Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Chester offers 318 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Chester start at an average price of $138 a night with long-term rentals averaging $25 a month.These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 289 of Chester’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 16 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 232 vacation home rentals.Traveling with your dog or cat? Choose from 48 pet-friendly rentals in Chester that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go!Search properties from 7 vacation rental sites in Chester where the top providers in that area are Booking.com, TripAdvisor, and Expedia. There are 104 Booking.com rentals, 76 TripAdvisor short term rentals and 58 Expedia vacation rentals.