Chester vacation rentals

KAYAK searches hundreds of travel sites at once for vacation home deals in Chester

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best Chester vacation rentals

These are the best prices for Oct 17 - 18.
Base Serviced Apartments - City Road - Chester - Dining room
Base Serviced Apartments - City Road
Chester, ENG, United Kingdom
7.1Good(1116)
Apartment
$72+
Check availability
Roomzzz Chester City - Chester - Bedroom
Roomzzz Chester City
Chester, ENG, United Kingdom
8.8Very good(2153)
Apartment
$147+
Check availability
The Lodge - Chester - Patio
The Lodge
Chester, ENG, United Kingdom
9.4Wonderful(45)
House
$204+
Check availability
Domus House Studio Apartments by Rework Accommodation - Chester - Dining room
Domus House Studio Apartments by Rework Accommodation
Chester, ENG, United Kingdom
8.7Very good(581)
Apartment
$155+
Check availability
Zoo House Chester - Chester - Living room
Zoo House Chester
Chester, ENG, United Kingdom
8.9Very good(135)
House
$243+
Check availability
Tower View Cottage - Chester - Living room
Tower View Cottage
Chester, ENG, United Kingdom
9.6Wonderful(46)
Cottage
$155+
Check availability
Lightfoot House - Chester - Living room
Lightfoot House
Chester, ENG, United Kingdom
8.9Very good(80)
House
$226+
Check availability
Oakwood Farm Mews Chester - Chester - Bathroom
Oakwood Farm Mews Chester
Chester, ENG, United Kingdom
8.5Very good(670)
Homestay
$105+
Check availability
Georgian Terrace, Chester - Chester
Georgian Terrace, Chester
Chester, ENG, United Kingdom
8.5Very good(158)
House
$156+
Check availability
No. 23 at The Moorings, Chester - Chester
No. 23 at The Moorings, Chester
Chester, ENG, United Kingdom
9.5Wonderful(305)
Apartment
$383+
Check availability
The Storyhouse Gathering - Chester
The Storyhouse Gathering
Chester, ENG, United Kingdom
8.1Very good(115)
Apartment
$162+
Check availability
The Racecourse Gathering - Chester
The Racecourse Gathering
Chester, ENG, United Kingdom
8.6Very good(82)
Apartment
$129+
Check availability
Luxury Chapel Apartment within City Walls - Chester
Luxury Chapel Apartment within City Walls
Chester, ENG, United Kingdom
9.7Wonderful(306)
Apartment
$238+
Check availability
The Penthouses, 9 Albion Mews - Chester
The Penthouses, 9 Albion Mews
Chester, ENG, United Kingdom
9.6Wonderful(160)
Apartment
$165+
Check availability
City Centre Chester Waterways Apartment - Chester
City Centre Chester Waterways Apartment
Chester, ENG, United Kingdom
9.2Wonderful(87)
Apartment
$139+
Check availability
Delightful & Picturesque Modern Detached Apartment, Next to Chester Zoo, Near Park and Ride to City Centre - Chester
Delightful & Picturesque Modern Detached Apartment, Next to Chester Zoo, Near Park and Ride to City Centre
Chester, ENG, United Kingdom
9.2Wonderful(133)
Apartment
$132+
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?

Thursday offers the lowest rates in Chester, with an average nightly price of $70. The highest prices are found on Sunday, with average rates at $320.

How much is a vacation rental in Chester for tonight by property type?

The best deal for a vacation rental in Chester found by KAYAK users in the last 5 days was $61 in a Apartment. House prices start at $139.

How much is a vacation rental in Chester for this weekend by property type?

The best deal for a vacation rental in Chester found by KAYAK users for the upcoming weekend was $152 in a House. Apartments prices start at $155, Campgrounds at $159, and Cottages at $353.

How early should you book a vacation rental in Chester?

Book at least 19 days before your stay begins to get the best price for your Chester vacation rental.

Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

September
July
$114
$87
Cheapest month to stay with an average 44% drop in price.
Most expensive month to stay with an average 57% 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, pet friendly, pool, air-conditioned, hot tub, and wifi are the most popular vacation rental property amenities in Chester
  • Vacation rentals in Chester are around 89% cheaper than hotels on average. Search here to compare prices for all accommodation types in Chester.
  • The best vacation rental properties in Chester are Historic City Centre Town House (9.9, 90 reviews), Dee Heights Penthouse (9.8, 27), and Luxury Chapel Apartment within City Walls (9.7, 306), 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 September and June.
  • The cheapest night for renting a vacation home in Chester is Thursday. In contrast, the most expensive is Tuesday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Chester for 7 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 $729.

  • 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 $3,124.

  • 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, chalets, cottages, houses, holiday parks, homestays and luxury tents.

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

    There are a number of dog and pet-friendly Chester vacation rentals, with around 14% allowing you to bring your pet along with you.

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

    In the last 72 hours, users have found Chester vacation rentals for tonight for as low as $61. Search here for similar prices

  • How much is a vacation rental in Chester for this weekend?

    In the last 72 hours, users have found Chester vacation rentals for this weekend for as low as $152 per night. Search here for similar prices

  • 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.

More options for your stay in Chester

Complete your trip to Chester

Car rentals in Chester