Vacation rentals in Chester

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Top-rated vacation rentals in Chester

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite

Place to stay in Great Boughton

4.99 out of 5 average rating, 141 reviews

Idyllic Chester Studio on River Dee. “River View”

Just over a mile from Chester City Centre, this stylish studio with dedicated parking has fabulous views across the river. An “All Year” destination. The well appointed studio has fast WiFi and bi-fold doors, looking out to the private terrace area, with Hot Tub (when available), BBQ & fire pit. Watch the boats go by and the beautiful sunsets. Convenient for visiting Roman walls, shops, restaurants, world famous Zoo, Cathedral, Racecourse, Liverpool, Wales . River canoes/SUPs and bikes welcome.

Jan. 4 – 11

$167 CAD per night
Guest favourite

Condo in Chester

4.96 out of 5 average rating, 131 reviews

Stunning City Centre Home, Perfect For Couples!

Introducing The Rabbit Hole by 53 Degrees Property! Book Now and enjoy this unique and bespoke city centre apartment offering a luxurious and comfortable stay in the heart of Chester. ✓ FREE Wifi ✓ Parking Nearby ✓ Central location in Chester ✓ Ideal for Couples ✓ Smart TV with Netflix ✓ Fully equipped kitchen ✓ Stringent cleaning protocol The brand-new interior has been decorated with bold colours and features our bespoke hand-painted mural. Constant communication with our team is available!

Nov. 1 – 8

$145 CAD per night
Guest favourite

Cottage in Chester

4.92 out of 5 average rating, 313 reviews

Gamul Place Quiet Location Within the City Walls

Situated within an extremely quiet, charming courtyard inside the Roman city walls of Chester. Close to the river this clean character cottage is perfect for a visit to the city being close to the racecourse and a stone's throw from all the main shops, restaurants and bars. Liverpool is just 45 minutes away & Cheshire Oak's close too. The cottage is tastefully decorated with modern amenities together with a number of original period features. A true home from home experience - you'll love it :)

Feb. 2 – 9

$214 CAD per night

Popular amenities for Chester vacation rentals

Stay near Chester's top sights

Chester City Walls52 locals recommend
Chester Racecourse103 locals recommend
Storyhouse60 locals recommend
Eastgate Clock19 locals recommend
The Mill Hotel & Spa3 locals recommend
Sainsbury's8 locals recommend

Other great vacation rentals in Chester

Guest favourite

Townhouse in Cheshire West and Chester

4.98 out of 5 average rating, 216 reviews

Pyecroft, Handbridge Grade II listed loveliness

Dec. 5 – 12

$224 CAD per night
Guest favourite

Townhouse in Chester

4.98 out of 5 average rating, 119 reviews

Luxury townhouse within the City walls

Oct. 28 – Nov. 4

$352 CAD per night
Guest favourite

Barn in Pulford

5.0 out of 5 average rating, 150 reviews

The Little Smithy a unique property

Apr. 9 – 16

$231 CAD per night
Guest favourite

Apartment in Chester

4.9 out of 5 average rating, 617 reviews

Boutique Studio, Chester

Guest favourite

Apartment in Chester

4.93 out of 5 average rating, 112 reviews

Home from home in style & comfort

Apr. 28 – May 3

$129 CAD per night
Guest favourite

Barn in Cheshire West and Chester

4.99 out of 5 average rating, 185 reviews

Luxury Barn, Hot tub, Spa Treatments, Private Chef

Mar. 11 – 18

$430 CAD per night
Guest favourite

Guest suite in Cheshire West and Chester

4.98 out of 5 average rating, 319 reviews

Luxury Lodge nr Zoo, Cheshire Oaks, free parking

Jun. 7 – 14

$131 CAD per night
Guest favourite

Place to stay in Chester

4.99 out of 5 average rating, 183 reviews

700+year old Historic Manor

Sep. 9 – 16

$256 CAD per night
Guest favourite

Home in Chester

4.96 out of 5 average rating, 228 reviews

The Dairy Snug

Apr. 11 – 18

$125 CAD per night
Guest favourite

Condo in Cheshire West and Chester

4.93 out of 5 average rating, 95 reviews

Eastgate Hideaway: luxury in the heart of the city

Nov. 14 – 21

$166 CAD per night
Guest favourite

Condo in Cheshire West and Chester

4.94 out of 5 average rating, 69 reviews

Canalside city centre apartment with amazing views

May 12 – 19

$191 CAD per night
Guest favourite

Condo in Cheshire West and Chester

4.84 out of 5 average rating, 69 reviews

City centre 2 bed apartment

Sep. 20 – 27

$209 CAD per night

Quick stats about vacation rentals in Chester

Total rentals

720 properties

Wifi availability

700 properties include access to wifi

Rentals with dedicated workspaces

350 properties have a dedicated workspace

Pet-friendly rentals

150 properties allow pets

Family-friendly rentals

400 properties are a good fit for families

Total number of reviews

31K reviews

Destinations to explore