Chester Vacation Rentals from CA $131: Short-Term Rentals for 2026

Q: What's the top vacation rental in Chester?

Mossley Hill Retreat : You might like this vacation home rental near Chester. It is located in the historical district and has a garden, a selection of games, and laundry facilities to put you at ease in your new surroundings. Amenities like a fridge and free parking are also available for your convenience. Some other homes for rent in Chester include Luxury Stunning 5 Bed Barn Conversion Near Chester and Chester home only 2km from famous Races and Roman City, sleeps 6 by Restfully .

Check prices for these dates

In two weeks

In two months

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Our top choices for Chester vacation rentals

1. Roomzzz Chester City

Chester

Ian

CA $131 total

includes taxes & fees

Sep 20 - Sep 21

2. Cozy Chester Apartment in City Centre

Chester

Nathan

CA $181 total

includes taxes & fees

Sep 3 - Sep 4

3. Homely Stay in Chester

Chester

CA $172 total

includes taxes & fees

Sep 6 - Sep 7

4. Beautiful new Grosvenor Street Apartment

Chester

CA $178 total

includes taxes & fees

Sep 7 - Sep 8

43-inch Smart TV with digital channels, TV, Netflix

5. Grosvenor Stylish Apartments

Chester

Ross

CA $169 total

includes taxes & fees

Sep 20 - Sep 21

6. The Racecourse Gathering 5 Bed - Sleeps 12 City Centre

Chester

CA $170 total

includes taxes & fees

Sep 13 - Sep 14

1 bedroom, iron/ironing board, WiFi, bed sheets

7. Snug Cuppin Street Apartment

Chester

Gareth

CA $170 total

includes taxes & fees

Aug 31 - Sep 1

8. Royal House Luxury Apartments Chester

Chester

christian

CA $174 total

includes taxes & fees

Aug 31 - Sep 1

9. Lovely 1 Bed Apartment 2 minutes from the shops

Chester

"This small stylish apartment is almost unbeatably located and is comfortably appointed. We would have rated it 5 stars overall except for some mildly irritating features such as the bathroom lights operating on a movement detector switch. No one enjoys the lights going off while you’re having a shower at night. The hand basin was also too small. Storage in the kitchenette was also somewhat chaotic. Nevertheless we enjoyed our stay and these were minor matters."

Andrew C.

CA $170 total

includes taxes & fees

Aug 31 - Sep 1

1 bedroom, iron/ironing board, WiFi (free), bed sheets

10. 2 Domus House Studio - a studio that sleeps 2 guests in 1 bedroom

Chester

CA $203 total

includes taxes & fees

Sep 24 - Sep 25

11. Central Vista Retreat | Modern City Centre Apartment | Sleeps 6

Chester

CA $428 total

includes taxes & fees

Aug 31 - Sep 1

12. Grosvenor Street Stylish 1 Bed Flat

Chester

"It says in the information that essentials are provided yet there is no hand soap to be found in the property, no tea towel or way of drying the pots that were told to wash and no hand towels. All things that would be classed as pretty essential in a self catering property. Now onto the other things. The pans in the cupboard are grim and look like they were last used a month ago and never washed. The bathroom is in desperate need of a good scrub, the tile grout is grim, the shower door is grim,...

Louisa

CA $170 total

includes taxes & fees

Aug 31 - Sep 1

13. Chester Rose, Chester

Chester

Varun

CA $195 total

includes taxes & fees

Sep 6 - Sep 7

14. Moray Court - a studio that sleeps 2 guests in 1 bedroom

Chester

CA $265 total

includes taxes & fees

Sep 4 - Sep 5

15. Rondeva

Chester

Rhys

CA $425 total

includes taxes & fees

Sep 15 - Sep 16

16. NEW Pristine Studio in the City-centre Sleeps 2

Chester

CA $624 total

includes taxes & fees

Sep 9 - Sep 10

5 bedrooms, iron/ironing board, WiFi, bed sheets

17. The Racecourse 5 Bed/Sleeps 12/City Centre

Chester

Sandi H.

CA $153 total

includes taxes & fees

Sep 3 - Sep 4

18. Tattenhall Marina

Chester

CA $289 total

includes taxes & fees

Aug 27 - Aug 28

19. Beautiful Cuppin Street Two Bed Apartment

Chester

Emily

CA $208 total

includes taxes & fees

Sep 13 - Sep 14

3 bedrooms, iron/ironing board, WiFi, bed sheets

20. Three bedroom in United Kingdom of Great Britain and Northern Ireland, Chester

Chester

CA $531 total

includes taxes & fees

Aug 27 - Aug 28

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Top Chester Hotel Reviews

The Chester Grosvenor

10/10 Excellent

"We were upgraded to a Presidential Suite for my 80th birthday which was very much appreciated. Reception and dining room staff were very efficient and doormen who advised us on were certain shops we wanted to visit were very friendly and helpful. In the restaurant you were shown to a table,given a menu and served at your table. Service and food was excellent. We enjoyed our stay there and hope to go back in the near future"

The Queen at Chester Hotel - Handwritten Collection

8/10 Good

"Always like this hotel - and the staff have always been helpful. When i requested a quiet room they moved me to a room overlooking the garden area . All good, clean and comfy, complimentary water etc. They seem to have removed real ales from the bar which is a shame - although fantastic bar opposite in the station so not a biggy!"

Rowton Hall Hotel and Spa

8/10 Good

"The 2 bed lodge is perfect for families. We all had a great nights sleep and space. Pool is restricted for kids use (9:00-11:00 & 16:00-18:00). But they weren’t strict on this. Dinner & Breakfast the food options were good and delicious. Only negative is not enough staff at all for breakfast and untrained staff. Everyone couldn’t be more helpful though. We even had the local bee keeper give the kids some time and experience with the local bees."

Find out more about Chester

Everything you need to know about Chester vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chester vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chester vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester vacation rentals we have selected for you start as low as CA $131 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 vacation 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 vacation.

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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Cheshire Vacation Rentals

Frequently asked questions

Can I find a vacation rental in Chester?

Yes, we offer vacation rentals in Chester close to Chester Zoo, or you can select a more remote option if you'd like a relaxing place to 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 vacation.

What's the top vacation rental in Chester?

Mossley Hill Retreat: You might like this vacation home rental near Chester. It is located in the historical district and has a garden, a selection of games, and laundry facilities to put you at ease in your new surroundings. Amenities like a fridge and free parking are also available for your convenience. Some other homes for rent in Chester include Luxury Stunning 5 Bed Barn Conversion Near Chester and Chester home only 2km from famous Races and Roman City, sleeps 6 by Restfully.

How many vacation rentals are there in Chester?

With 173 Expedia vacation rentals, you're sure 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 vacation rental in Chester like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Chester. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for family gatherings.

Chester Vacation Rentals

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Check prices for these dates

Our top choices for Chester vacation rentals

1. Roomzzz Chester City

2. Cozy Chester Apartment in City Centre

3. Homely Stay in Chester

4. Beautiful new Grosvenor Street Apartment

5. Grosvenor Stylish Apartments

6. The Racecourse Gathering 5 Bed - Sleeps 12 City Centre

7. Snug Cuppin Street Apartment

8. Royal House Luxury Apartments Chester

9. Lovely 1 Bed Apartment 2 minutes from the shops

10. 2 Domus House Studio - a studio that sleeps 2 guests in 1 bedroom

11. Central Vista Retreat | Modern City Centre Apartment | Sleeps 6

12. Grosvenor Street Stylish 1 Bed Flat

13. Chester Rose, Chester

14. Moray Court - a studio that sleeps 2 guests in 1 bedroom

15. Rondeva

16. NEW Pristine Studio in the City-centre Sleeps 2

17. The Racecourse 5 Bed/Sleeps 12/City Centre

18. Tattenhall Marina

19. Beautiful Cuppin Street Two Bed Apartment

20. Three bedroom in United Kingdom of Great Britain and Northern Ireland, Chester

Find vacation rentals that suit your style

Top Chester Hotel Reviews

The Chester Grosvenor

Find out more about Chester

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