A historic street with Tudor-style buildings, a prominent clock tower, and a central square with a statue.

Chester Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Chester holiday rentals

Hypo-allergenic bedding, in-room safe, desk, iron/ironing board

1. Roomzzz Chester City

Roomzzz Chester City
4.0 star property
Chester
9.4 out of 10, Exceptional, (1,069 reviews)
"Great place to stay. Staff at reception were very helpful."
Canada
Ian
The price is S$116
includes taxes & fees
20 Sept - 21 Sept
Roomzzz Chester City
3 bedrooms, Internet

2. Charming City Centre 3 Bed Flat High St Location

Charming City Centre 3 Bed Flat High St Location
2.0 star property
Chester
The price is S$1,620
includes taxes & fees
28 Aug - 29 Aug
Charming City Centre 3 Bed Flat High St Location
1 bedroom, free WiFi, individually decorated, individually furnished

3. The Cloud Apartment 2 With Private Parking

The Cloud Apartment 2 With Private Parking
2.0 star property
Chester
The price is S$647
includes taxes & fees
19 Sept - 20 Sept
The Cloud Apartment 2 With Private Parking
1 bedroom, iron/ironing board, free WiFi, individually furnished

4. Royal House Luxury Apartments Chester

Royal House Luxury Apartments Chester
3.5 star property
Chester
7.6 out of 10, Good, (65 reviews)
"Ideal location and a great place to stay. 2nd time staying there and will go again."
United Kingdom
christian
The price is S$159
includes taxes & fees
24 Aug - 25 Aug
Royal House Luxury Apartments Chester
Miscellaneous

5. Rondeva

Rondeva
3.5 star property
Chester
10.0 out of 10, Exceptional, (11 reviews)
"Absolutely amazing as always..3rd stay and we will definitely be back again next year... amazing location on the river Dee and walking distance to town centre. Host very welcoming and always at hand if needed. This is a must stay any time of year "
Ireland
Rhys
The price is S$390
includes taxes & fees
15 Sept - 16 Sept
Rondeva
43-inch Smart TV with digital channels, TV, Netflix

6. Grosvenor Stylish Apartments

Grosvenor Stylish Apartments
3.0 star property
Chester
7.2 out of 10, Good, (19 reviews)
"The apartment was well-furnished, well-located and generally just a lovely place to spend time, as well as a convenient place from which to explore Chester. "
United Kingdom
Ross
The price is S$160
includes taxes & fees
23 Aug - 24 Aug
Grosvenor Stylish Apartments
Property grounds

7. Semi-rural House - Sleeps 7 - Pet- Parking- Garden

Semi-rural House - Sleeps 7 - Pet- Parking- Garden
3.5 star property
Chester
2.0 out of 10, (1 review)
The price is S$286
includes taxes & fees
23 Aug - 24 Aug
Semi-rural House - Sleeps 7 - Pet- Parking- Garden
Terrace/patio

8. Tattenhall Marina

Tattenhall Marina
2.5 star property
Chester
The price is S$264
includes taxes & fees
26 Aug - 27 Aug
Tattenhall Marina
3 bedrooms

9. Charming Home Perfectly Located in Chester

Charming Home Perfectly Located in Chester
2.0 star property
Chester
Charming Home Perfectly Located in Chester
Interior

10. Well House Farm Flat 2

Well House Farm Flat 2
3.5 star property
Chester
8.8 out of 10, Excellent, (3 reviews)
"The property was of a basic nature and very tired in places. The bathroom paint was peeling off the walls. The bed was a small queen bed that wasn't big enough for 2 adults to get a good night sleep. The mattress was very thin and uncomfortable. Due to this we left the property early and had to book a hotel. I also tried to contact the property as advised by Sykes cottages, but my calls were unanswered and not returned. Overall a disappointing stay. There are plenty of better rentals available."
United Kingdom
Danny
The price is S$598
includes taxes & fees
28 Aug - 29 Aug
Well House Farm Flat 2
1 bedroom

11. NEW Stylish 1-bed Flat Great Location Sleeps 4

NEW Stylish 1-bed Flat Great Location Sleeps 4
2.0 star property
Chester
NEW Stylish 1-bed Flat Great Location Sleeps 4
Property grounds

12. The Lily Pad

The Lily Pad
2.0 star property
Chester
10.0 out of 10, Exceptional, (1 review)
"Lovely house, not too far from Chester"
United Kingdom
Cheryl
The price is S$782
includes taxes & fees
4 Sept - 5 Sept
The Lily Pad
3 bedrooms, desk, soundproofing

13. NEW Stunning Home Ideal for Groups Free Parking

NEW Stunning Home Ideal for Groups Free Parking
2.0 star property
Chester
The price is S$1,025
includes taxes & fees
23 Aug - 24 Aug
NEW Stunning Home Ideal for Groups Free Parking
Exterior

14. 1 Chapel Place

1 Chapel Place
2.0 star property
Chester
The price is S$820
includes taxes & fees
3 Sept - 4 Sept
1 Chapel Place
5 bedrooms

15. The Gathering Chester 2 Sleeps 14 Very Close to City Centre

The Gathering Chester 2 Sleeps 14 Very Close to City Centre
2.0 star property
Chester
The price is S$581
includes taxes & fees
4 Sept - 5 Sept
The Gathering Chester 2 Sleeps 14 Very Close to City Centre
Front of property

16. 4 Green Farm Cottage

4 Green Farm Cottage
3.0 star property
Chester
10.0 out of 10, Exceptional, (1 review)
"Clean property in a nice central location for the things we wanted to do. Has everything you would need to use in the kitchen. We would happily stay there again."
United Kingdom
WAYNE
The price is S$1,118
includes taxes & fees
1 Sept - 2 Sept
4 Green Farm Cottage
Interior

17. Dee Heights Penthouse

Dee Heights Penthouse
3.0 star property
Chester
10.0 out of 10, Exceptional, (2 reviews)
"Perfect place for a city getaway. Location is great for all of the shops, restaurants etc. Shame there is no parking on site but the location makes up for it."
United Kingdom
Julie
The price is S$1,079
includes taxes & fees
1 Sept - 2 Sept
Dee Heights Penthouse
Exterior detail

18. 8 Nicholas Court

8 Nicholas Court
3.0 star property
Chester
8.0 out of 10, Very good, (3 reviews)
"Well equipped kitchen, generally good lounge. Very good location, especially with a parking space for a car. All of Chester city centre is easy distance to walk. "
United Kingdom
Nathaniel
The price is S$842
includes taxes & fees
25 Aug - 26 Aug
8 Nicholas Court
5 bedrooms

19. The Roman Gathering 5 Bed - Sleeps 12 City Centre

The Roman Gathering 5 Bed - Sleeps 12 City Centre
2.0 star property
Chester
10.0 out of 10, Exceptional, (1 review)
"This was a great property slept a lot of people was super clean had everything we needed"
United States
Cara
The price is S$263
includes taxes & fees
3 Sept - 4 Sept
The Roman Gathering 5 Bed - Sleeps 12 City Centre
Interior

20. 33 Lorne Street

33 Lorne Street
3.0 star property
Chester
The price is S$2,083
includes taxes & fees
3 Sept - 4 Sept
33 Lorne Street
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chester Hotel Reviews

Moxy Chester

Moxy Chester

10/10 Excellent
"Great location, easy walking distance to town and Chester Race Course Staff were very friendly Nice location on the canal, nice bars and pubs just minutes away Room was compact but modern clean and had everything you’d need Would definitely stay again"
Sandra 1-night trip
Posted 11 hours ago
Moxy Chester

Frequently asked questions

Can I find a holiday rental in Chester?

Yes, there are holiday rentals in Chester close to Chester Zoo, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Chester speak highly of the relaxing spas and well-known zoo. Make sure to also enjoy the scenic riverfront and lively bars during your holiday.

How many holiday rentals are there in Chester?

With 173 Expedia holiday rentals, you're guaranteed to find just the right place for your Chester stay.

What can I see and do in Chester?

Enjoy the outdoors at Grosvenor Park and Chester Roman Gardens, or simply take in cultural attractions like Grosvenor Museum and Storyhouse. While here, The Rows of Chester and Chester Town Hall are other places worth a visit.

What’s a holiday rental in Chester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chester. Holiday rentals feature amenities such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for small groups.