Book Holiday Homes in Chester

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Featured Holiday Homes in Chester

Rustic Chester Cottage Near Shops & Terrace

Rustic Chester Cottage Near Shops & Terrace

Cheshire West and Chester
With a stay at this vacation home in Chester, you'll be within a 15-minute walk of Chester City Walls and Chester Racecourse.
Rustic Chester Cottage Near Shops & Terrace
Family sized home 3 miles from Chester Zoo

Family sized home 3 miles from Chester Zoo

Blacon
With a stay at this vacation home in Chester, you'll be within a 10-minute drive of Chester City Walls and Chester Racecourse.
Family sized home 3 miles from Chester Zoo
Spacious Modern 3 Bedroom Chester Home - Great Location

Spacious Modern 3 Bedroom Chester Home - Great Location

Chester
With a stay at this vacation home in Chester, you'll be within a 5-minute drive of Chester City Walls and Chester Racecourse.
Spacious Modern 3 Bedroom Chester Home - Great Location
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Super spacious barn conversion with Log fire and hot tub

Super spacious barn conversion with Log fire and hot tub

Chester
Located in Chester, this vacation home is in a rural location, within a 5-minute drive of Vicars Cross Golf Club and Dulverton Avenue Park.
Super spacious barn conversion with Log fire and hot tub
Queens Avenue - 4 bedroom in Central Chester - Sleeps 9

Queens Avenue - 4 bedroom in Central Chester - Sleeps 9

Chester
With a stay at this vacation home in Chester, you'll be within a 5-minute drive of Chester City Walls and Chester Racecourse.
Queens Avenue - 4 bedroom in Central Chester - Sleeps 9
Luxury Stunning 5 Bed Barn Conversion Near Chester

Luxury Stunning 5 Bed Barn Conversion Near Chester

Chester
With a stay at this vacation home, you'll be centrally located in Chester, within a 10-minute drive of Cheshire Oaks Designer Outlet and Chester Zoo.
Luxury Stunning 5 Bed Barn Conversion Near Chester
Newhall Road - 4 Bedroom Chester Home - Parking

Newhall Road - 4 Bedroom Chester Home - Parking

Chester
With a stay at this vacation home in Chester, you'll be a 3-minute drive from Chester Zoo and 5 minutes from Chester City Walls.
Newhall Road - 4 Bedroom Chester Home - Parking
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
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.
Pixie Terrace Chester-Fabulous Location within The City of Chester-Award winning
Stylish 3 bed home near central Chester - sleeps 6

Stylish 3 bed home near central Chester - sleeps 6

Cheshire West and Chester
With a stay at this vacation home in Chester, you'll be within a 15-minute walk of Chester City Walls and Chester Racecourse.
Stylish 3 bed home near central Chester - sleeps 6
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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
151 Holiday Homes
Lowest Price
AU$133
Highest Price
AU$300
Popular accommodation
Rustic Chester Cottage Near Shops & Terrace, Family sized home 3 miles from Chester Zoo, Spacious Modern 3 Bedroom Chester Home - Great Location, Super spacious barn conversion with Log fire and hot tub, Queens Avenue - 4 bedroom in Central Chester - Sleeps 9, Luxury Stunning 5 Bed Barn Conversion Near Chester, Newhall Road - 4 Bedroom Chester Home - Parking, Pixie Terrace Chester-Fabulous Location within The City of Chester-Award winning, Stylish 3 bed home near central Chester - sleeps 6

Top trending hotels in Chester

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$300 per night from 11 Nov to 12 Nov
AU$300
includes taxes & fees
11 Nov - 12 Nov
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.
The Chester Grosvenor
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$151 per night from 3 Nov to 4 Nov
AU$151
includes taxes & fees
3 Nov - 4 Nov
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.
The Mill Hotel & Spa
Crowne Plaza Chester, an IHG Hotel

Crowne Plaza Chester, an IHG Hotel

4 out of 5
Trinity Street, Chester, England
Fully refundable
The price is AU$185 per night from 1 Dec to 2 Dec
AU$185
includes taxes & fees
1 Dec - 2 Dec
Crowne Plaza Chester, an IHG Hotel is centrally located in Chester, a 5-minute walk from Chester Cathedral and 6 minutes by foot from Chester Racecourse.
Crowne Plaza Chester, an IHG Hotel
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Leonardo Hotel Chester

Leonardo Hotel Chester

4 out of 5
Pepper House, Pepper Street, Chester, England
Fully refundableReserve now, pay when you stay
The price is AU$133 per night from 10 Nov to 11 Nov
AU$133
includes taxes & fees
10 Nov - 11 Nov
A stay at Leonardo Hotel Chester places you in the heart of Chester, within a 15-minute walk of Chester City Walls and Chester Racecourse.
Leonardo Hotel Chester
Don't see what you're looking for?
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.