Chester vacation rentals

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Booking Insights
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Best Chester vacation rentals

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$35 - $678$678 - $1,321$1,321 - $1,964$1,964 - $2,606$2,606+ per night

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ApartmentChaletCondoCottageHomestayHouse

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Most recommended vacation rentals in Chester

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Base Serviced Apartments - City Road - Chester - Bedroom
Base Serviced Apartments - City Road
Chester, ENG, United Kingdom
7.4Good(1054)
Apartment
Free Wi-Fi
$83+
Check availability
Oakwood Farm Mews - Chester - Bedroom
Oakwood Farm Mews
Chester, ENG, United Kingdom
8.4Very good(627)
Farm stay
Parking
Free Wi-Fi
Pet friendly
$114+
Check availability
Royal House Luxury Apartments - Chester - Chester - Living room
Royal House Luxury Apartments - Chester
Chester, ENG, United Kingdom
7.9Good(843)
Apartment
Free Wi-Fi
$127+
Check availability
14-16 Grosvenor Street Stylish Apartments - Chester - Chester - Balcony
14-16 Grosvenor Street Stylish Apartments - Chester
Chester, ENG, United Kingdom
7.3Good(986)
Apartment
Free Wi-Fi
$122+
Check availability
City Suites by Guestz - Chester - Living room
City Suites by Guestz
Chester, ENG, United Kingdom
8.2Very good(295)
Apartment
Free Wi-Fi
$110+
Check availability
Modern 2br Chester Flat - Chester - Bedroom
Modern 2br Chester Flat
Chester, ENG, United Kingdom
6.5Okay(11)
Apartment
Parking
Free Wi-Fi
Pet friendly
$216+
Check availability
Deva Leisure - Chester - Bedroom
Deva Leisure
Chester, ENG, United Kingdom
8.8Very good(620)
Apartment
Free Wi-Fi
$168+
Check availability
The garden room, pets, fridge Tv - Chester
The garden room, pets, fridge Tv
Chester, ENG, United Kingdom
5.6Fair(158)
Homestay
Parking
Free Wi-Fi
Pet friendly
$82+
Check availability
The Stables, Chester - Luxury Apartments by PolkaStays - Chester
The Stables, Chester - Luxury Apartments by PolkaStays
Chester, ENG, United Kingdom
8.1Very good(121)
Apartment
Parking
Free Wi-Fi
$193+
Check availability
Chester Heights by Guestz - Chester
Chester Heights by Guestz
Chester, ENG, United Kingdom
6.8Okay(24)
Apartment
Free Wi-Fi
$103+
Check availability
Le chic room - Chester
Le chic room
Chester, ENG, United Kingdom
6.5Okay(16)
Homestay
Parking
Free Wi-Fi
Pet friendly
$81+
Check availability
Bridge Street Views - Chester
Bridge Street Views
Chester, ENG, United Kingdom
8.7Very good(279)
Apartment
Free Wi-Fi
Pet friendly
$176+
Check availability
Honeypot Hideaways Luxury Glamping - Exclusively for Adults - Chester
Honeypot Hideaways Luxury Glamping - Exclusively for Adults
Chester, ENG, United Kingdom
9.9Wonderful(99)
Campground
Parking
$158+
Check availability
Hope House Apartments - Chester
Hope House Apartments
Chester, ENG, United Kingdom
8.7Very good(282)
Apartment
Parking
Free Wi-Fi
$171+
Check availability
The Chapel Chester - Boutique Apartments - Chester
The Chapel Chester - Boutique Apartments
Chester, ENG, United Kingdom
9.5Wonderful(503)
Apartment
Free Wi-Fi
$209+
Check availability
The Garden Rooms - Chester
The Garden Rooms
Chester, ENG, United Kingdom
9.4Wonderful(13)
Apartment
Parking
Free Wi-Fi
$127+
Check availability
Booking Insights

KAYAK’s insights for vacation rentals in Chester

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Chester with confidence.

What is the cheapest day of the week to book a vacation rental in Chester?

Monday offers the lowest rates in Chester, with an average nightly price of $85. The highest prices are found on Friday, with average rates at $172.

How early should you book a vacation rental in Chester?

Book at least 38 days before your stay begins to get the best price for your Chester vacation rental.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
November
$143
$117
Cheapest month to stay with an average 23% drop in price.
Most expensive month to stay with an average 43% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Chester vacation rental deals

  • Parking, pool, hot tub, and pet friendly are the most popular vacation rental property amenities in Chester
  • Vacation rentals in Chester are around 56% more expensive than hotels on average. Search here to compare prices for all accommodation types in Chester.
  • The best vacation rental properties in Chester are Honeypot Hideaways Luxury Glamping - Exclusively for Adults (9.9, 99 reviews), Willow Farm Glamping (9.6, 114), and The Lodge (9.6, 40), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Chester, you should consider visiting during the low season. The cheapest vacation homes in Chester can be found in January and August.
  • The cheapest night for renting a vacation home in Chester is Wednesday. In contrast, the most expensive is Sunday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Chester for 22 days.

FAQs when booking a vacation home in Chester

  • How much is a vacation rental for a week in Chester?

    The average price for a weekly Chester vacation rental found by KAYAK users in the last 2 weeks is $796.

  • How much is a vacation rental for a month in Chester?

    The average price for a monthly Chester vacation rental found by KAYAK users in the last 2 weeks is $3,413.

  • What types of vacation rentals are available in Chester?

    There are loads of different property types that you can make your vacation home in Chester. You’ll find apartments, campgrounds, caravans, chalets, condos, cottages, farm stays, houses, holiday parks, homestays and lodges.

  • Are there any pet-friendly vacation rentals in Chester?

    There are a number of dog and pet-friendly Chester vacation rentals, with around 16% allowing you to bring your pet along with you.

  • How can I find vacation rentals near me in Chester?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Chester?

Our map will help you find the perfect place to stay in Chester by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Chester