Book Holiday Homes in Chester

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Featured Holiday Homes in Chester

Affordable Fun House

Affordable Fun House

Rock Hill
Book a stay at this family-friendly vacation home in Rock Hill. Enjoy free WiFi, private pools, and a garden. Popular attractions Waterford Golf Club and Ellis ...
Affordable Fun House
North Spruce and Main

North Spruce and Main

Rock Hill
The price is NZ$460 per night from 1 Jan to 2 Jan
NZ$460
includes taxes & fees
1 Jan - 2 Jan 2025
Stay at this vacation home in Rock Hill. Enjoy an in-room coffeemaker and air conditioning. Popular attractions The White Home and Rock Hill Center for the Arts ...
North Spruce and Main
Bright & Cheery Bungalow - Mins to Downtwn Fort Mill

Bright & Cheery Bungalow - Mins to Downtwn Fort Mill

Fort Mill
Stay at this vacation home in Fort Mill. Enjoy free WiFi, a garden, and patios. Popular attractions Fort Mill Golf Club and Avery Plaza are located nearby.
Bright & Cheery Bungalow - Mins to Downtwn Fort Mill
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Charming Getaway on the Greenway!

Charming Getaway on the Greenway!

Fort Mill
Book a stay at this family-friendly vacation home in Fort Mill. Enjoy free WiFi, a water park, and a garden. Popular attractions Fort Mill Golf Club and Pavilion ...
Charming Getaway on the Greenway!
House on Shurley -  in a quiet neighborhood

House on Shurley - in a quiet neighborhood

Rock Hill
Stay at this vacation home in Rock Hill. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Winthrop Coliseum and Rock Hill Sports & Event ...
House on Shurley - in a quiet neighborhood
Lake Wylie log cabin with Pool and King bed!

Lake Wylie log cabin with Pool and King bed!

Rock Hill
Stay at this vacation home in Rock Hill. Enjoy free WiFi, private pools, and a garden. Popular attractions Museum of York County and Ebenezer Park are located ...
Lake Wylie log cabin with Pool and King bed!
Charlotte Lux Lake House Private Peninsula, Hot Tub & Beach, Wheelchair access

Charlotte Lux Lake House Private Peninsula, Hot Tub & Beach, Wheelchair access

York
Book a stay at this beach vacation home in York. Enjoy a beach locale, a garden, and patios. Popular attractions Lake Wylie and Ebenezer Park are located ...
Charlotte Lux Lake House Private Peninsula, Hot Tub & Beach, Wheelchair access
Lakeside   Paradise

Lakeside Paradise

York
Stay at this vacation home in York. Enjoy free WiFi, a garden, and patios. Popular attractions Ebenezer Park and Museum of York County are located nearby.
Lakeside Paradise
Dream Weaver is a large renovated mill house

Dream Weaver is a large renovated mill house

Rock Hill
The price is NZ$482 per night from 5 Jan to 6 Jan
NZ$482
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this vacation home in Rock Hill. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Glencairn Gardens and Winthrop Coliseum ...
Dream Weaver is a large renovated mill house
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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
75 Holiday Homes
Lowest Price
NZ$110
Highest Price
NZ$482
Popular accommodation
Affordable Fun House, North Spruce and Main, Bright & Cheery Bungalow - Mins to Downtwn Fort Mill, Charming Getaway on the Greenway!, House on Shurley - in a quiet neighborhood, Lake Wylie log cabin with Pool and King bed!, Charlotte Lux Lake House Private Peninsula, Hot Tub & Beach, Wheelchair access , Lakeside Paradise , Dream Weaver is a large renovated mill house

Top trending hotels in Chester

Motel 6 Richburg, SC

Motel 6 Richburg, SC

2 out of 5
2912 Parkway Blvd, Chester, SC
Fully refundableReserve now, pay when you stay
The price is NZ$133 per night from 29 Dec to 30 Dec
NZ$133
includes taxes & fees
29 Dec - 30 Dec
Stay at this motel in Chester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews.
Motel 6 Richburg, SC
Clarion Pointe Near University

Clarion Pointe Near University

2.5 out of 5
1106 N. Anderson Road, Rock Hill, SC
Fully refundableReserve now, pay when you stay
The price is NZ$135 per night from 21 Jan to 22 Jan
NZ$135
includes taxes & fees
21 Jan - 22 Jan 2025
Stay at this hotel in Rock Hill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Clarion Pointe Near University
Days Inn by Wyndham Rock Hill

Days Inn by Wyndham Rock Hill

2 out of 5
875 Riverview Rd, Rock Hill, SC
Fully refundableReserve now, pay when you stay
The price is NZ$110 per night from 1 Jan to 2 Jan
NZ$110
includes taxes & fees
1 Jan - 2 Jan 2025
Book a stay at this business-friendly motel in Rock Hill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
Days Inn by Wyndham Rock Hill
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La Quinta Inn & Suites by Wyndham Rock Hill

La Quinta Inn & Suites by Wyndham Rock Hill

2.5 out of 5
1235 Springdale Rd, Rock Hill, SC
Fully refundableReserve now, pay when you stay
The price is NZ$151 per night from 19 Jan to 20 Jan
NZ$151
includes taxes & fees
19 Jan - 20 Jan 2025
Book a stay at this business-friendly hotel in Rock Hill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
La Quinta Inn & Suites by Wyndham Rock Hill
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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.