Chester Holiday Rentals

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Check prices for these dates

Tonight
28 Dec - 29 Dec
Tomorrow
29 Dec - 30 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Chester holiday rentals

Property grounds
A crackling campfire, a creek & deer outside your tent & we have a nature trail!

Camping in Lancaster

A crackling campfire, a creek & deer outside your tent & we have a nature trail!
10.0 out of 10, Exceptional, (1)
"My wife and I had a wonderful experience at this campsite. Everything included made the trip stress free and we got to fully focus on fun and relaxation. Great campfire, lights, trash can, grill everything included. And the four stars on cleanness is only because of the grill but I’m sure that’s difficult to maintain outside overall 10/10 for real . "
United States
Derek.DoesItWell
The price is HK$311
HK$566 total
includes taxes & fees
4 Jan - 5 Jan 2026
A crackling campfire, a creek & deer outside your tent & we have a nature trail!
Interior
stayAPT Suites Rock Hill

Aparthotel in Rock Hill

stayAPT Suites Rock Hill
2.5 star property
8.4 out of 10, Very good, (197)
"Clean and staff was very friendly. "
United States
Cydney
stayAPT Suites Rock Hill
Exterior
Free Parking & Wi-Fi + Shared Indoor Pool

Apartment in Rock Hill

Free Parking & Wi-Fi + Shared Indoor Pool
10.0 out of 10, Exceptional, (1)
"Beautiful hotel. The large room with a kitchen was perfect for our family to stay a couple days. Wish the pool was bigger but we were so glad it was indoors as we had rain the whole time we stayed there. My husband and I loved the happy hour they had with free drinks and food. And the complimentary breakfast was great too. Staff was very friendly."
United States
Justine J.
The price is HK$808
HK$1,082 total
includes taxes & fees
30 Dec - 31 Dec
Free Parking & Wi-Fi + Shared Indoor Pool
Property grounds
A full glamping experience that lets you escape & enjoy the serenity of nature.

Camping in Lancaster

A full glamping experience that lets you escape & enjoy the serenity of nature.
8.8 out of 10, Excellent, (10)
"Loved "
United States
Ally H.
The price is HK$804
HK$1,232 total
includes taxes & fees
30 Dec - 31 Dec
A full glamping experience that lets you escape & enjoy the serenity of nature.
Outdoor dining
Cozy Winter Escape for Families - Hot Tub, Fire Pit & Game Room

Holiday Home in Fort Lawn

Cozy Winter Escape for Families - Hot Tub, Fire Pit & Game Room
10.0 out of 10, Exceptional, (10)
"A wonderful place to stay and just enjoy time together as a family!!"
United States
Tammy H.
The price is HK$3,581
HK$6,570 total
includes taxes & fees
30 Dec - 31 Dec
Cozy Winter Escape for Families - Hot Tub, Fire Pit & Game Room
Property grounds
New! Clean, comfortable studio apartment. Close to Charlotte.

Apartment in Rock Hill

New! Clean, comfortable studio apartment. Close to Charlotte.
2.0 star property
9.0 out of 10, Wonderful, (2)
"Highly recommend this place. Owners were super accomodating. We needed a plce to spend the night on our way to Jacksonville, FL from Weirton, WV. We were hauling a trailer and truck bed full of our sons belongings for his move and didnt want to stay in a hotel with an unsecure lot. Matt and Kedron's place couldnt have been more perfect for us. They even made sure that we could fit our truck/trailer in the driveway by moving their cars ahead of time. The space itself was quite possibly the...
United States
Todd E.
The price is HK$699
HK$1,078 total
includes taxes & fees
4 Jan - 5 Jan 2026
New! Clean, comfortable studio apartment. Close to Charlotte.
1 bedroom, desk, iron/ironing board, free WiFi
The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop

Holiday Home in Old Town Rock Hill

The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop
9.0 out of 10, Wonderful, (8)
"Will return to this location, Very very well kept and nice."
United States
Carlos Mario
The price is HK$539
HK$2,402 total
includes taxes & fees
30 Dec - 31 Dec
The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop
TV
The Ellis House - Just Three Blocks from Downtown Rock Hill

Cottage in Old Town Rock Hill

The Ellis House - Just Three Blocks from Downtown Rock Hill
8.8 out of 10, Excellent, (34)
"Very clean, quiet and pleasant. Hosts accommodated an early check in which we were grateful for. Bathroom was very tiny."
United States
Christine G.
The price is HK$1,010
HK$2,122 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Ellis House - Just Three Blocks from Downtown Rock Hill
Exterior
King Suite | Free Breakfast Buffet + Great for Business Travelers!

Condo in Rock Hill

King Suite | Free Breakfast Buffet + Great for Business Travelers!
10.0 out of 10, Exceptional, (2)
"Everything was absolutely perfect! Will stay again when in Rock Hill"
United States
C A Harler T.
The price is HK$830
HK$1,102 total
includes taxes & fees
31 Dec - 1 Jan 2026
King Suite | Free Breakfast Buffet + Great for Business Travelers!
Property grounds
The Garden Spot - Next to Glencairn Garden, near Winthrop & RH indoor sport

Holiday Home in Old Town Rock Hill

The Garden Spot - Next to Glencairn Garden, near Winthrop & RH indoor sport
9.6 out of 10, Exceptional, (32)
"Everything was wonderful. House was just right for myself and my family as we were waiting on our house to be ready. Neighborhood was quiet and friendly. I would definitely recommend this home to everyone. Host were great and always responded quickly. "
United States
Makeda F.
The price is HK$1,088
HK$2,208 total
includes taxes & fees
30 Dec - 31 Dec
The Garden Spot - Next to Glencairn Garden, near Winthrop & RH indoor sport
Fridge, microwave, oven, stovetop
Cute Condo in Rock Hill-49

Condo in Rock Hill

Cute Condo in Rock Hill-49
10.0 out of 10, Exceptional, (1)
"Only issue is the washer and dryer are very loud. But it is better having one then not"
United States
Pat R.
The price is HK$861
HK$2,560 total
includes taxes & fees
11 Jan - 12 Jan 2026
Cute Condo in Rock Hill-49
Smart TV, computer monitors
The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath

Holiday Home in Old Town Rock Hill

The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath
9.8 out of 10, Exceptional, (9)
"Great, quiet spot and excellent communication!"
United States
Joie L.
The price is HK$667
HK$2,555 total
includes taxes & fees
30 Dec - 31 Dec
The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath
Outdoor dining
Charlotte Glamping Dome- Fawn and Fern Hideaway

Cabin in Charlotte

Charlotte Glamping Dome- Fawn and Fern Hideaway
10.0 out of 10, Exceptional, (46)
"We loved staying here! It so so fun and cozy."
United States
Janice E.
The price is HK$1,325
HK$2,351 total
includes taxes & fees
30 Dec - 31 Dec
Charlotte Glamping Dome- Fawn and Fern Hideaway
Fridge, microwave, oven, stovetop
Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop

Holiday Home in Old Town Rock Hill

Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop
9.4 out of 10, Exceptional, (18)
"My daughters loved the big comfy beds. Nice stay. Will visit this place again. Highly recommend. "
United States
Melissa L.
The price is HK$804
HK$2,943 total
includes taxes & fees
31 Dec - 1 Jan 2026
Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop
Property grounds
Old Yeller - Renovated House in Aragon c.1906 Near Winthrop & Glencairn Garden

Holiday Home in Old Town Rock Hill

Old Yeller - Renovated House in Aragon c.1906 Near Winthrop & Glencairn Garden
9.6 out of 10, Exceptional, (17)
"This was a great location, so easy to get into Charlotte and other areas. The house was immaculate with plenty of towels and comfortable beds. Would stay here again."
United States
Lynn K.
The price is HK$1,049
HK$2,157 total
includes taxes & fees
30 Dec - 31 Dec
Old Yeller - Renovated House in Aragon c.1906 Near Winthrop & Glencairn Garden
Fridge, microwave, oven, stovetop
North Spruce and Main

Holiday Home in Old Town Rock Hill

North Spruce and Main
9.4 out of 10, Exceptional, (43)
"Wonderful stay. Absolutely a must stay. Truly thankful for the cleaning lady she is very great at her job "
United States
Kareem T.
The price is HK$1,088
HK$2,208 total
includes taxes & fees
30 Dec - 31 Dec
North Spruce and Main
Property grounds
Super clean 7 mile from downtown Newberry safe quiet home Best Deal Around

Mobile Home in Newberry

Super clean 7 mile from downtown Newberry safe quiet home Best Deal Around
10.0 out of 10, Exceptional, (44)
"Very clean and convenient "
United States
Amber W.
The price is HK$769
HK$1,209 total
includes taxes & fees
30 Dec - 31 Dec
Super clean 7 mile from downtown Newberry safe quiet home Best Deal Around
Smart TV
Tree House feel overlooking Glencairn Gardens

Holiday Home in Old Town Rock Hill

Tree House feel overlooking Glencairn Gardens
9.6 out of 10, Exceptional, (15)
"Perfect little place to stay4 min from the venue I was attending "
United States
Robert C.
The price is HK$1,049
HK$2,174 total
includes taxes & fees
7 Jan - 8 Jan 2026
Tree House feel overlooking Glencairn Gardens
Property grounds
The Mill Hippie- Renovated in Aragon c.1940 Near Winthrop & Glencairn Garden

Holiday Home in Old Town Rock Hill

The Mill Hippie- Renovated in Aragon c.1940 Near Winthrop & Glencairn Garden
9.4 out of 10, Exceptional, (52)
"Loved staying at this house! Everything was as advertised! Great location and a adorable older home! Would definitely recommend! "
United States
Ashley G.
The price is HK$1,088
HK$2,131 total
includes taxes & fees
28 Jan - 29 Jan 2026
The Mill Hippie- Renovated in Aragon c.1940 Near Winthrop & Glencairn Garden
Smart TV, fireplace, books, computer monitors
Milton House Cozy and Elegant 3/2

Holiday Home in Old Town Rock Hill

Milton House Cozy and Elegant 3/2
10.0 out of 10, Exceptional, (9)
"Great stay! A wonderful location, too. Safe, close to many things, and a wonderful, comfortable home. The hosts were also very communicative and responded promptly to any request or question I had."
United States
Abby W.
The price is HK$1,554
HK$2,924 total
includes taxes & fees
27 Jan - 28 Jan 2026
Milton House Cozy and Elegant 3/2
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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Top Chester Hotel Reviews

La Quinta Inn & Suites by Wyndham Rock Hill

La Quinta Inn & Suites by Wyndham Rock Hill

10/10 Excellent
"The whole experience was great. Precheck inwas so easy "
Sherry 1-night trip
Posted 14 hours ago
La Quinta Inn & Suites by Wyndham Rock Hill

Find out more about Chester

Search for holiday rentals in Chester on Expedia! You can easily find your home rentals, villas, holiday apartments in Chester using one of the methods below:

  • View our selection of featured holiday rentals in Chester
  • Use the map to find apartments and other holiday homes in the Chester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chester while they last

Look no further and take a look at our great range of rental properties in Chester!

Frequently asked questions

Can I find holiday rentals in Chester?

Yes, there are holiday rentals in Chester close to Olde English District, or you can select a more secluded option if you're looking for a relaxing stay. Chester is known for its jazz scene and riverfront. Make sure you have time to check out the restaurants and museums during your trip.

What are some of the best holiday rentals that Chester has to offer?

Lakefront Retreat - Sleeps 18 - Kayaks + Hot Tub: This holiday home rental outside of Chester is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Chester?

Choose from 3 Expedia holiday rentals in Chester for a memorable holiday.

What can I see and do in Chester?

Mountain Lakes and Chester State Park are a couple of scenic spots to enjoy the outdoors, whereas Chester County Historical Society Museum and Archives is one of the cultural attractions. While here, Cruse Vineyards and Winery and Olde English District are other places worth a visit.

What are holiday rentals like in Chester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chester. Holiday rentals feature extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for families.