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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Our top choices for Chester holiday rentals

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 NZ$154
includes taxes & fees
20 Sept - 21 Sept
Roomzzz Chester City

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 NZ$1,976
includes taxes & fees
28 Aug - 29 Aug
Charming City Centre 3 Bed Flat High St Location

3. The Cloud Apartment 2 With Private Parking

The Cloud Apartment 2 With Private Parking
2.0 star property
Chester
The price is NZ$858
includes taxes & fees
19 Sept - 20 Sept
The Cloud Apartment 2 With Private Parking

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 NZ$211
includes taxes & fees
24 Aug - 25 Aug
Royal House Luxury Apartments Chester

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 NZ$516
includes taxes & fees
15 Sept - 16 Sept
Rondeva

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 NZ$212
includes taxes & fees
31 Aug - 1 Sept
Grosvenor Stylish Apartments

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 NZ$379
includes taxes & fees
23 Aug - 24 Aug
Semi-rural House - Sleeps 7 - Pet- Parking- Garden

8. Tattenhall Marina

Tattenhall Marina
2.5 star property
Chester
The price is NZ$351
includes taxes & fees
26 Aug - 27 Aug
Tattenhall Marina

9. Charming Home Perfectly Located in Chester

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

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 NZ$793
includes taxes & fees
28 Aug - 29 Aug
Well House Farm Flat 2

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

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 NZ$1,034
includes taxes & fees
4 Sept - 5 Sept
The Lily Pad

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 NZ$1,401
includes taxes & fees
23 Aug - 24 Aug
NEW Stunning Home Ideal for Groups Free Parking

14. 1 Chapel Place

1 Chapel Place
2.0 star property
Chester
The price is NZ$1,088
includes taxes & fees
1 Sept - 2 Sept
1 Chapel Place

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 NZ$768
includes taxes & fees
4 Sept - 5 Sept
The Gathering Chester 2 Sleeps 14 Very Close to City Centre

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 NZ$1,482
includes taxes & fees
9 Sept - 10 Sept
4 Green Farm Cottage

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 NZ$1,431
includes taxes & fees
1 Sept - 2 Sept
Dee Heights Penthouse

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 NZ$1,113
includes taxes & fees
25 Aug - 26 Aug
8 Nicholas Court

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 NZ$343
includes taxes & fees
3 Sept - 4 Sept
The Roman Gathering 5 Bed - Sleeps 12 City Centre

20. 33 Lorne Street

33 Lorne Street
3.0 star property
Chester
The price is NZ$2,762
includes taxes & fees
25 Aug - 26 Aug
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

Find out more about Chester

Everything you need to know about Chester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester holiday rentals we have selected for you start as low as NZ$154 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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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.

What are some of the best holiday rentals that Chester has to offer?

Luxury Stunning 5 Bed Barn Conversion Near Chester: This highly rated holiday home rental in Chester is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub. Some other top choices in Chester are Chester home only 2km from famous Races and Roman City, sleeps 6 by Restfully and Super spacious barn conversion with Log fire and hot tub.

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.