Book Holiday Homes in Chester

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Featured Holiday Homes in Chester

Semi Rural House - Stay 3 - Pet - Parking - Garden

Semi Rural House - Stay 3 - Pet - Parking - Garden

Chester ENG
With a stay at this vacation home in Chester, you'll be within a 10-minute drive of Chester City Walls and Chester Zoo.
Opens in a new windowSemi Rural House - Stay 3 - Pet - Parking - Garden
Pixie Terrace Chester-Fabulous Location within The City of Chester-Award winning

Pixie Terrace Chester-Fabulous Location within The City of Chester-Award winning

Chester ENG
A stay at this vacation home places you in the heart of Chester, within a 15-minute walk of Chester City Walls and Chester Racecourse.
Opens in a new windowPixie Terrace Chester-Fabulous Location within The City of Chester-Award winning
Chester home only 2km from famous Races and Roman City, sleeps 6 by Restfully

Chester home only 2km from famous Races and Roman City, sleeps 6 by Restfully

Chester England
With a stay at this vacation home in Chester, you'll be within a 5-minute drive of Chester City Walls and Chester Racecourse.
Opens in a new windowChester home only 2km from famous Races and Roman City, sleeps 6 by Restfully
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City home with parking and garden- pet friendly

City home with parking and garden- pet friendly

Chester England
The price is AU$1,064 per night from 20 Mar to 21 Mar
AU$1,064
20 Mar - 21 Mar
includes taxes & fees
With a stay at this vacation home in Chester, you'll be a 4-minute drive from Chester Racecourse and 5 minutes from Chester City Walls.
Opens in a new windowCity home with parking and garden- pet friendly
Well Located 2 Bedroom Cottage with Lovely River Views

Well Located 2 Bedroom Cottage with Lovely River Views

Cheshire West and Chester England
The price is AU$408 per night from 22 Mar to 23 Mar
AU$408
22 Mar - 23 Mar
includes taxes & fees
When you stay at this vacation home in Chester, you'll be on the waterfront, within a 5-minute drive of Chester City Walls and Chester Racecourse.
Opens in a new windowWell Located 2 Bedroom Cottage with Lovely River Views
Spacious 4 bed home in Chester. Parking for 1 car

Spacious 4 bed home in Chester. Parking for 1 car

Cheshire West and Chester England
With a stay at this vacation home in Chester, you'll be within a 5-minute drive of Chester City Walls and Chester Racecourse.
Opens in a new windowSpacious 4 bed home in Chester. Parking for 1 car
Stylish 2 bedroom house in quiet suburb of Chester Sleeps 6 by Restfully

Stylish 2 bedroom house in quiet suburb of Chester Sleeps 6 by Restfully

Blacon England
With a stay at this vacation home in Chester, you'll be within a 10-minute drive of Chester City Walls and Chester Racecourse.
Opens in a new windowStylish 2 bedroom house in quiet suburb of Chester Sleeps 6 by Restfully
Roman Gathering /5 Bed/Sleeps 12/City Centre

Roman Gathering /5 Bed/Sleeps 12/City Centre

Chester England
The price is AU$226 per night from 22 Mar to 23 Mar
AU$226
22 Mar - 23 Mar
includes taxes & fees
With a stay at this vacation home in Chester, you'll be a 3-minute walk from Chester City Walls and 8 minutes by foot from Chester Racecourse.
Opens in a new windowRoman Gathering /5 Bed/Sleeps 12/City Centre
Super spacious barn conversion with Log fire and hot tub

Super spacious barn conversion with Log fire and hot tub

Chester Cheshire
Located in Chester, this vacation home is in a rural location, a 2-minute drive from Vicars Cross Golf Club and 6 minutes from Great Boughton Library.
Opens in a new windowSuper spacious barn conversion with Log fire and hot tub
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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.

Chester Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Chester vacation homes are the perfect way for you to wing it.

Holiday houses in Chester let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Chester in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Chester adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Chester with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Chester vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Chester Holiday Homes essential information

Accommodation
153 Holiday Homes
Lowest Price
AU$120
Highest Price
AU$1,064
Popular accommodation
Semi Rural House - Stay 3 - Pet - Parking - Garden, Pixie Terrace Chester-Fabulous Location within The City of Chester-Award winning, Chester home only 2km from famous Races and Roman City, sleeps 6 by Restfully, City home with parking and garden- pet friendly, Well Located 2 Bedroom Cottage with Lovely River Views, Spacious 4 bed home in Chester. Parking for 1 car, Stylish 2 bedroom house in quiet suburb of Chester Sleeps 6 by Restfully, Roman Gathering /5 Bed/Sleeps 12/City Centre, Super spacious barn conversion with Log fire and hot tub

Top trending hotels in Chester

The Mill Hotel & Spa

The Mill Hotel & Spa

3 out of 5
Milton Street Chester England
Fully refundableReserve now, pay when you stay
The price is AU$144 per night from 29 Mar to 30 Mar
AU$144
29 Mar - 30 Mar
includes taxes & fees
With a stay at The Mill Hotel & Spa in Chester, you'll be within a 5-minute drive of Chester City Walls and Chester Racecourse.
Opens in a new windowThe Mill Hotel & Spa
The Chester Grosvenor

The Chester Grosvenor

5 out of 5
Eastgate Street Chester England
Fully refundableReserve now, pay when you stay
The price is AU$338 per night from 22 Mar to 23 Mar
AU$338
22 Mar - 23 Mar
includes taxes & fees
A stay at The Chester Grosvenor places you in the heart of Chester, within a 10-minute walk of Chester City Walls and Chester Racecourse.
Opens in a new windowThe Chester Grosvenor
The Queen at Chester Hotel, BW Premier Collection

The Queen at Chester Hotel, BW Premier Collection

4 out of 5
City Rd Chester England
Fully refundableReserve now, pay when you stay
The price is AU$120 per night from 12 Apr to 13 Apr
AU$120
12 Apr - 13 Apr
includes taxes & fees
With a stay at The Queen at Chester Hotel, BW Premier Collection, you'll be centrally located in Chester, within a 5-minute drive of Chester City Walls and Chester ...
Opens in a new windowThe Queen at Chester Hotel, BW Premier Collection
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Moxy Chester

Moxy Chester

3.5 out of 5
70 Boughton Street Chester England
Fully refundableReserve now, pay when you stay
The price is AU$122 per night from 29 Mar to 30 Mar
AU$122
29 Mar - 30 Mar
includes taxes & fees
With a stay at Moxy Chester in Chester, you'll be within a 5-minute drive of Chester City Walls and Chester Racecourse.
Opens in a new windowMoxy Chester
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See all available properties in Chester
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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.

Top Picks

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^Subject to availability and chosen travel dates.