241 Chester Holiday Rentals

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Compare Chester holiday rentals from 8 rental sites including Booking.com, TripAdvisor, HomeAway and more, ranging from $25 to $971 a night.

Information about Chester

Vacation Rentals in Chester

Find the best Chester vacation rentals with Tripping.com. Choose from 485 rentals, from studio apartments to luxurious condos to entire cabin homes. Book in advance or book instantly with properties marked as “Instabook,” with prices ranging from $25 a night to $971 a night.

Our Tripping.com vacation rentals will save you hundreds, offering more amenities than the average hotel room. Going on a business trip? 403 of homes in Chester offer high-speed wifi internet so you won’t miss a beat. Travelling with kids? Have them splash around in any of the 51 rentals with pool or jacuzzi, or relax with the family in one of the 239 homes with cable TV.

For all those dog lovers and cat lovers, Chester offers 113 pet-friendly vacation rentals at an affordable price. Book the perfect vacation home that best matches your budget and accommodation style. For the ultimate stay, check out our listings now to grab the latest deals.

Search properties from 8 rental sites in Chester where the top providers in that area are Booking.com, TripAdvisor, and HomeAway. There are 152 Booking.com rentals, 126 TripAdvisor short term rentals and 112 HomeAway vacation rentals.