Book Holiday Homes in Chester

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Featured Holiday Homes in Chester

Spacious 4 bed home in Chester - With Parking

Spacious 4 bed home in Chester - With Parking

Cheshire West and Chester
Stay at this vacation home in Chester. Enjoy a garden, laundry facilities, and in-room fireplaces. Popular attractions Chester City Walls and Chester Racecourse ...
Opens in a new windowSpacious 4 bed home in Chester - With Parking
EV Charger - Fantastic location!  3 bed sleeps 6

EV Charger - Fantastic location! 3 bed sleeps 6

Handbridge
Stay at this vacation home in Chester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Chester Racecourse and Chester City Walls are located ...
Opens in a new windowEV Charger - Fantastic location! 3 bed sleeps 6
Luxury Stunning 5 Bed Barn Conversion Near Chester

Luxury Stunning 5 Bed Barn Conversion Near Chester

Chester
Stay at this vacation home in Chester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Chester Zoo and Cheshire Oaks Designer Outlet are ...
Opens in a new windowLuxury Stunning 5 Bed Barn Conversion Near Chester
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Luxury and private 2 bedroom bungalow with hot tub, prime location in Chester

Luxury and private 2 bedroom bungalow with hot tub, prime location in Chester

Chester
Book a stay at this golf vacation home in Chester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Chester Zoo and Chester City Walls ...
Opens in a new windowLuxury and private 2 bedroom bungalow with hot tub, prime location in Chester
Stylish Pet Friendly 2 BR Home, with Free Parking - 10 minutes from Chester City Centre

Stylish Pet Friendly 2 BR Home, with Free Parking - 10 minutes from Chester City Centre

Cheshire West and Chester
Stay at this vacation home in Chester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Chester City Walls and Chester Racecourse are located ...
Opens in a new windowStylish Pet Friendly 2 BR Home, with Free Parking - 10 minutes from Chester City Centre
Town House within walking distance of chester city center

Town House within walking distance of chester city center

Chester
Stay at this vacation home in Chester. Enjoy a garden and laundry facilities. Popular attractions Chester City Walls and Chester Racecourse are located ...
Opens in a new windowTown House within walking distance of chester city center
2 bed Chester home - 5 minute walk to city centre

2 bed Chester home - 5 minute walk to city centre

Cheshire West and Chester
Stay at this vacation home in Chester. Enjoy a garden, laundry facilities, and in-room fireplaces. Popular attractions Chester Racecourse and Chester City Walls ...
Opens in a new window2 bed Chester home - 5 minute walk to city centre
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
Stay at this vacation home in Chester. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Chester City Walls and Chester Racecourse ...
Opens in a new windowStylish 2 bedroom house in quiet suburb of Chester Sleeps 6 by Restfully
Spacious Modern Chester Home - Great Location

Spacious Modern Chester Home - Great Location

Chester
Stay at this vacation home in Chester. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Chester City Walls and Chester Racecourse ...
Opens in a new windowSpacious Modern Chester Home - Great Location
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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
155 Holiday Homes
Lowest Price
NZ$145
Highest Price
NZ$184
Popular accommodation
Spacious 4 bed home in Chester - With Parking, EV Charger - Fantastic location! 3 bed sleeps 6, Luxury Stunning 5 Bed Barn Conversion Near Chester, Luxury and private 2 bedroom bungalow with hot tub, prime location in Chester, Stylish Pet Friendly 2 BR Home, with Free Parking - 10 minutes from Chester City Centre, Town House within walking distance of chester city center, 2 bed Chester home - 5 minute walk to city centre, Stylish 2 bedroom house in quiet suburb of Chester Sleeps 6 by Restfully, Spacious Modern Chester Home - Great Location

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 NZ$154 per night from 28 Sept to 29 Sept
NZ$154
28 Sept - 29 Sept
includes taxes & fees
Stay at this 3-star spa hotel in Chester. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. ...
Opens in a new windowThe Mill Hotel & Spa
Crowne Plaza Chester by IHG

Crowne Plaza Chester by IHG

4 out of 5
Trinity Street, Chester, England
Fully refundable
The price is NZ$184 per night from 28 Sept to 29 Sept
NZ$184
28 Sept - 29 Sept
includes taxes & fees
Stay at this 4-star spa hotel in Chester. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff ...
Opens in a new windowCrowne Plaza Chester by IHG
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 NZ$172 per night from 28 Sept to 29 Sept
NZ$172
28 Sept - 29 Sept
includes taxes & fees
Stay at this 4-star business-friendly hotel in Chester. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the breakfast and ...
Opens in a new windowThe Queen at Chester Hotel, BW Premier Collection
Save an average of 15% on thousands of hotels when you're signed in
Holiday Inn Chester - South by IHG

Holiday Inn Chester - South by IHG

4 out of 5
Wrexham Road, Chester, England
Fully refundable
The price is NZ$145 per night from 21 Sept to 22 Sept
NZ$145
21 Sept - 22 Sept
includes taxes & fees
Stay at this 4-star business-friendly hotel in Chester. Enjoy free parking, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff ...
Opens in a new windowHoliday Inn Chester - South by IHG
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.