Chester Vacation Rentals from $100: Search Short-Term Rentals

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

Luxury Stunning 5 Bed Barn Conversion Near Chester : Visitors like this Chester vacation home rental. It is located in the city center and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a hot tub. Some other top choices in Chester are Stylish 5BR House – Chester Centre | Sleeps 11 and AMAZING 5 BEDROOM HOUSE FOR 9 .

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In two weeks

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Our top choices for Chester vacation rentals

A modern hotel room with a large bed, a desk, a flat-screen TV, and a view of the sky through the window.

1. Roomzzz Chester City

Chester

Ian

$84 nightly

Oct 18 - Oct 19

Total with taxes and fees

A bedroom with a bed, bedside lamps, a desk, and a plant.

2. The Cloud City apt 1 Near Station

Chester

$141 nightly

Oct 7 - Oct 8

Total with taxes and fees

A modern bedroom with a bed, bedside table, lamp, and a TV mounted on the wall.

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

Chester

A round table with croissants, a vase with greenery, and two mugs.

4. Modern Chester Flat in City Centre

Chester

D

$119 nightly

Nov 1 - Nov 2

Total with taxes and fees

A modern living room with two wooden chairs, a round coffee table, a blue patterned rug, and a small side table with a lamp and plant.

5. Snug Cuppin Street Apartment

Chester

Gareth

$119 nightly

Oct 12 - Oct 13

Total with taxes and fees

A modern kitchen with white cabinets, a black countertop, and a wooden dining table with two white mugs and a vase of flowers.

6. Royal House Luxury Apartments Chester

Chester

christian

$102 nightly

Oct 12 - Oct 13

Total with taxes and fees

A cozy attic room with a wooden dining table, a potted plant, and a kitchen area with wooden cabinets.

7. Chester Rose, Chester

Chester

Varun

$122 nightly

Oct 5 - Oct 6

Total with taxes and fees

A bed with a wooden headboard, green and white pillows, and a view of a forest through a window.

8. Kingsley Loft – Stylish City Apartment in Central Chester | Sleeps 6

Chester

$228 nightly

Oct 5 - Oct 6

Total with taxes and fees

A hotel room with a bed, two bedside lamps, patterned curtains, a vase with flowers, and a window with a view.

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

Chester

$186 nightly

Oct 16 - Oct 17

Total with taxes and fees

A wooden tray with two glasses of a clear liquid, a vase with white flowers, a chair with a white towel, and a cabinet.

10. 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.

$119 nightly

Oct 5 - Oct 6

Total with taxes and fees

A room with a wooden table, two glasses of water, and a view of a church through a window.

11. Grosvenor Stylish Apartments

Chester

Ross

$100 nightly

Oct 19 - Oct 20

Total with taxes and fees

A living room with a fireplace, a television, a blue chair, a coffee table with a magazine and a bottle of champagne, and a white cabinet.

12. Charming City Centre 3 Bed Flat High St Location

Chester

$345 nightly

Oct 4 - Oct 5

Total with taxes and fees

A bedroom with a bed, a wardrobe, and a bathroom visible through an open door.

13. 7 Domus House Studio Apartment - a studio that sleeps 2 guests in 1 bedroom

Chester

$139 nightly

Nov 1 - Nov 2

Total with taxes and fees

A cozy room with a white sofa, a small table with a cup, a bowl of fruit, and a plant.

14. Cozy Chester Apartment in City Centre

Chester

Nathan

$119 nightly

Oct 12 - Oct 13

Total with taxes and fees

A spacious room with a large chandelier, a sofa, and a coffee table. There are windows with decorative glass panes and a view outside.

15. Stunning City Centre Apt

Cheshire West and Chester

$229 nightly

Nov 2 - Nov 3

Total with taxes and fees

A wooden staircase with a handrail and a view of the lower floor through a window.

16. Rare Find -THE ROWS -First Floor Apartment

Cheshire West and Chester

$201 nightly

Oct 4 - Oct 5

Total with taxes and fees

A balcony with two glasses of white wine, a view of a church, and a black door with a phone on it.

17. 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

$119 nightly

Oct 12 - Oct 13

Total with taxes and fees

A bedroom with a large bed, a bedside table with a lamp, a dresser, and a window with a view of buildings.

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

Chester

$253 nightly

Oct 5 - Oct 6

Total with taxes and fees

A modern living room with a sofa, a coffee table, a floor lamp, and a painting on the wall.

19. Beautiful new Grosvenor Street Apartment

Chester

Paul B.

$119 nightly

Oct 12 - Oct 13

Total with taxes and fees

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Top Chester Hotel Reviews

The Mill Hotel & Spa

10/10 Excellent

"I loved that the canal ran between the buildings of this hotel. The staff were polite, friendly and very helpful, you only had to ask and it was sorted. Food was very good and I has not problems with my intolerances. Room was spacious and good but a bit noisy from the road close to the hotel. The window I. The room needs replacing with a triple glazed unit but at 5 floors up, I reckon that won’t happen anytime soon. Overall a great stay and I would recommend it and stay there again. It’s close to the amenities of the city too."

Grosvenor Pulford Hotel & Spa

10/10 Excellent

"Staff excellent. Breakfast great Rooms very very nice. Stayed last year but this year showed a massive improvement. Had a room downstairs far superior to upstairs. A little noisy around 130 am but nothing you can do about that. Staff considerately and diplomatically moved non disabled parking guest out of disabled space. Very thoughtful. Definitely recommend it. Will be back. Receptionist on duty 830 am last Tuesday was exceptional."

Holiday Inn Chester - South by IHG

10/10 Excellent

"The hotel it’s self was very good the room was a bit tired around the edges but clean, the swimming pool and jacuzzi was very good and a bonus sauna in each changing room, there is a gym that looked very equipped with equipment, towels and fruit at the reception of the spa, the food was excellent good portion size I’m a vegan and was spoilt for choice, to get in to Chester was so easy with 2 bus choices right on the doorstep, would definitely go back"

ABode Chester

10/10 Excellent

"A nice century located hotel for anything to do in the city of Chester convenient for the river and the town centre I was using it while attending Trackdays operated by Opentrack at Oulton Park. Good safe car park however there is limited underground parking but all in all a nice hotel can’t really fault it Sam for present and if you get one with a view over the racecourse you have sending views as well"

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Chester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $100 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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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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?

Luxury Stunning 5 Bed Barn Conversion Near Chester: Visitors like this Chester vacation home rental. It is located in the city center and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a hot tub. Some other top choices in Chester are Stylish 5BR House – Chester Centre | Sleeps 11 and AMAZING 5 BEDROOM HOUSE FOR 9.

How many vacation rentals are there in Chester?

With 199 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.

Room 1

Check prices for these dates

Our top choices for Chester vacation rentals

1. Roomzzz Chester City

2. The Cloud City apt 1 Near Station

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

4. Modern Chester Flat in City Centre

5. Snug Cuppin Street Apartment

6. Royal House Luxury Apartments Chester

7. Chester Rose, Chester

8. Kingsley Loft – Stylish City Apartment in Central Chester | Sleeps 6

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

10. Lovely 1 Bed Apartment 2 minutes from the shops

11. Grosvenor Stylish Apartments

12. Charming City Centre 3 Bed Flat High St Location

13. 7 Domus House Studio Apartment - a studio that sleeps 2 guests in 1 bedroom

14. Cozy Chester Apartment in City Centre

15. Stunning City Centre Apt

16. Rare Find -THE ROWS -First Floor Apartment

17. Grosvenor Street Stylish 1 Bed Flat

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

19. Beautiful new Grosvenor Street Apartment

Find vacation rentals that suit your style

Top Chester Hotel Reviews

The Mill Hotel & Spa

Grosvenor Pulford Hotel & Spa

Holiday Inn Chester - South by IHG

The Pied Bull

Moxy Chester

ABode Chester

Rowton Hall Hotel and Spa

Macdonald New Blossoms Hotel, Chester

Crabwall Manor Hotel & Spa

Find out more about Chester

Explore a world of travel with Expedia

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