Book Holiday Homes in Chester

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Featured Holiday Homes in Chester

Affordable Fun House

Affordable Fun House

Rock Hill
Located in Rock Hill, this vacation home is within a 10-minute drive of Ellis Pond Greenway and Waterford Golf Club.
Affordable Fun House
North Spruce and Main

North Spruce and Main

Rock Hill
The price is AU$420 per night from 5 Jan to 6 Jan
AU$420
includes taxes & fees
5 Jan - 6 Jan 2025
With a stay at this vacation home in Rock Hill, you'll be within a 10-minute walk of 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
Located in Fort Mill, this vacation home is in a rural location, within a 5-minute drive of Avery Plaza and Fort Mill Golf Club.
Bright & Cheery Bungalow - Mins to Downtwn Fort Mill
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Charming Getaway on the Greenway!

Charming Getaway on the Greenway!

Fort Mill
Located in Fort Mill, this vacation home is within a 5-minute drive of Slot Car Cave and Anne Springs Close Greenway.
Charming Getaway on the Greenway!
House on Shurley -  in a quiet neighborhood

House on Shurley - in a quiet neighborhood

Rock Hill
With a stay at this vacation home in Rock Hill, you'll be within a 5-minute drive of Heart Center at Piedmont Medical Center and Women's Center at Piedmont Medical ...
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
Located in Rock Hill, this vacation home is on the waterfront, a 1-minute drive from Lake Wylie and 5 minutes from Museum of York County.
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
Located in York, this vacation home is on the waterfront, within a 15-minute drive of Lake Wylie and Oakton.
Charlotte Lux Lake House Private Peninsula, Hot Tub & Beach, Wheelchair access
Lakeside   Paradise

Lakeside Paradise

York
When you stay at this vacation home in York, you'll be on the waterfront and steps from Lake Wylie.
Lakeside Paradise
Dream Weaver is a large renovated mill house

Dream Weaver is a large renovated mill house

Rock Hill
The price is AU$440 per night from 5 Jan to 6 Jan
AU$440
includes taxes & fees
5 Jan - 6 Jan 2025
With a stay at this vacation home in Rock Hill, you'll be within a 5-minute drive of Glencairn Gardens and Manchester Meadows Park.
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
73 Holiday Homes
Lowest Price
AU$100
Highest Price
AU$440
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 AU$120 per night from 29 Dec to 30 Dec
AU$120
includes taxes & fees
29 Dec - 30 Dec
With a stay at Motel 6 Richburg, SC in Chester, you'll be within a 15-minute drive of FLASHES FIREWORKS, LLC and Cruse Vineyards and Winery.
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 AU$122 per night from 21 Jan to 22 Jan
AU$122
includes taxes & fees
21 Jan - 22 Jan 2025
Located in Rock Hill, Clarion Pointe Near University is within a 5-minute drive of Cherry Park and Novant Health BMX Supercross Track.
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 AU$100 per night from 2 Jan to 3 Jan
AU$100
includes taxes & fees
2 Jan - 3 Jan 2025
With a stay at Days Inn by Wyndham Rock Hill in Rock Hill, you'll be within a 5-minute drive of Slot Car Cave and Giordana Velodrome.
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 AU$142 per night from 23 Jan to 24 Jan
AU$142
includes taxes & fees
23 Jan - 24 Jan 2025
Located in Rock Hill, La Quinta Inn & Suites by Wyndham Rock Hill is in a shopping district, a 2-minute drive from Rock Hill Galleria and 6 minutes from Waterford ...
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.

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^Subject to availability and chosen travel dates.