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Chester holiday rentals

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Best Chester vacation rentals

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
7.5Good(1011)
Free Wi-Fi
$158+
View availability
Oakwood Farm Mews - Chester - Bedroom
Oakwood Farm Mews
Chester, ENG, United Kingdom
8.6Very Good(579)
Parking
Free Wi-Fi
Pet-friendly
$184+
View availability
Royal House Luxury Apartments - Chester - Chester - Living room
Royal House Luxury Apartments - Chester
Chester, ENG, United Kingdom
7.6Good(713)
Free Wi-Fi
$222+
View availability
Bowman Lodge - Chester - Bedroom
Bowman Lodge
Chester, ENG, United Kingdom
8.4Very Good(435)
Parking
Free Wi-Fi
$145+
View availability
14-16 Grosvenor Street Stylish Apartments - Chester - Chester - Building
14-16 Grosvenor Street Stylish Apartments - Chester
Chester, ENG, United Kingdom
7.1Good(925)
Free Wi-Fi
$226+
View availability
Concorde House Luxury Apartments Chester - Chester - Bedroom
Concorde House Luxury Apartments Chester
Chester, ENG, United Kingdom
7.7Good(864)
Free Wi-Fi
$350+
View availability
City Suites - Chester - Bathroom
City Suites
Chester, ENG, United Kingdom
8.4Very Good(290)
Free Wi-Fi
$228+
View availability
The Chapel Chester - Boutique Apartments - Chester - Living room
The Chapel Chester - Boutique Apartments
Chester, ENG, United Kingdom
9.6Wonderful(462)
Free Wi-Fi
Pet-friendly
$331+
View availability
Chester Apartments - Chester - Bedroom
Chester Apartments
Chester, ENG, United Kingdom
9.0Wonderful(184)
Parking
Free Wi-Fi
Pet-friendly
$525+
View availability
The garden room, pets, fridge Tv - Chester
The garden room, pets, fridge Tv
Chester, ENG, United Kingdom
6.2Okay(147)
Parking
Free Wi-Fi
Pet-friendly
$128+
View availability
Comfy Cosy Little Room Tv fridge microwave - Chester
Comfy Cosy Little Room Tv fridge microwave
Chester, ENG, United Kingdom
6.3Okay(29)
Parking
Free Wi-Fi
Pet-friendly
$77+
View availability
Le studio Attic , fridge tv microwave, - Chester
Le studio Attic , fridge tv microwave,
Chester, ENG, United Kingdom
6.0Okay(102)
Parking
Free Wi-Fi
Pet-friendly
$116+
View availability
The Stables, Chester - Luxury Apartments by PolkaStays - Chester
The Stables, Chester - Luxury Apartments by PolkaStays
Chester, ENG, United Kingdom
8.3Very Good(87)
Parking
Free Wi-Fi
$393+
View availability
Hope House Apartments - Chester
Hope House Apartments
Chester, ENG, United Kingdom
8.9Very Good(253)
Parking
Free Wi-Fi
$248+
View availability
Bridge Street Views - Chester
Bridge Street Views
Chester, ENG, United Kingdom
9.0Wonderful(206)
Free Wi-Fi
Pet-friendly
$220+
View availability
Chester Heights by Guestz - Chester
Chester Heights by Guestz
Chester, ENG, United Kingdom
7.7Good(11)
Free Wi-Fi
$183+
View availability
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KAYAK’s insights for holiday rentals in Chester

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

Which month has the cheapest vacation rental rates in Chester?

Vacation rentals are cheapest in Chester in January, with average rates of $162. In comparison, October is the most expensive month, with prices at $477.

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

Sunday offers the lowest rates in Chester, with an average nightly price of $232. The highest prices are found on Tuesday, with average rates at $345.

How early should you book a vacation rental in Chester?

Book at least 70 days before your stay begins to get the best price for your Chester vacation rental.
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Good to know

Low season

May

High season

August
Cheapest month to stay with an average 8% drop in price.
Most expensive month to stay with an average 16% rise in price.

KAYAK's top tips for finding Chester holiday rental deals

  • Parking, pet friendly, pool, and hot tub are the most popular holiday rental property amenities in Chester
  • Holiday rentals in Chester are around 10% cheaper than hotels on average. Search here to compare prices for all accommodation types in Chester.
  • The best holiday rental properties in Chester are Park Fields (9.7, 26 reviews), 34 Cuppin Street - luxury city centre apartment! (9.7, 175), and Honeypot Hideaways Luxury Glamping - Exclusively for Adults (9.7, 82), based on ratings and reviews from real travellers.
  • If you’re looking for a cheap holiday rental in Chester, you should consider visiting during the low season. The cheapest holiday homes in Chester can be found in May and August.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Chester for 7 days.
See more tips

FAQs when booking a holiday home in Chester

  • What types of holiday rentals are available in Chester?

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

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

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

  • How much is a holiday rental in Chester for tonight?

    In the last 72 hours, users have found Chester holiday rentals for tonight for as low as $192. Search here for similar prices

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

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

See more FAQs

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 holiday rental.

Everything you need to know for your stay in Chester

Chester holiday rental deals. Search for holiday homes, apartments, condos, cabins, cottages, villas and more in Chester. Find cheap holiday homes to rent in Chester. KAYAK searches hundreds of travel sites to help you find and book a holiday rental in Chester that suits you best.

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