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Chester Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Chester vacation rentals

Dining

1. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
Richburg, SC
10.0 out of 10, Exceptional, (178 reviews)
"Really peaceful spot for a family getaway, loved it!"
United States
Anonymous traveler
The price is ￥11,714
￥14,777 total
includes taxes & fees
Aug 14 - Aug 15
2 Queen Beds Non-Smoking
Property grounds

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

A crackling campfire, a creek & deer outside your tent & we have a nature trail!
Lancaster
10.0 out of 10, Exceptional, (1 review)
"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 ￥6,293
￥11,453 total
includes taxes & fees
Aug 23 - Aug 24
A crackling campfire, a creek & deer outside your tent & we have a nature trail!
Property grounds

3. A full glamping experience that lets you escape & enjoy the serenity of nature.

A full glamping experience that lets you escape & enjoy the serenity of nature.
Lancaster
9.4 out of 10, Exceptional, (16 reviews)
"The area was beautiful. Great seating areas. I walked the trail of Eden and it was so quiet and brought back a lot of memories. Inside the camper,I had everything I needed for 3 nights. I grilled ribeye steak and the host brought more firewood for me. I roasted marshmallows and sat in peace and watched my 2 Australian Shepherds run and play. I highly recommend this spot. It was heaven!!! Very clean and just so peaceful and the host was just wonderful to me and my 2 Aussies. Thank you so very...
United States
PJ
The price is ￥15,575
￥24,140 total
includes taxes & fees
Aug 6 - Aug 7
A full glamping experience that lets you escape & enjoy the serenity of nature.
Exterior

4. Free Breakfast Buffet. Indoor Pool. King Suite. Your Next Trip!

Free Breakfast Buffet. Indoor Pool. King Suite. Your Next Trip!
Rock Hill
The price is ￥15,216
￥20,544 total
includes taxes & fees
Aug 9 - Aug 10
Free Breakfast Buffet. Indoor Pool. King Suite. Your Next Trip!
Terrace/patio

5. Area 52 Apartment - Walking Distance from Fountain Park

Area 52 Apartment - Walking Distance from Fountain Park
Old Town Rock Hill
9.4 out of 10, Exceptional, (21 reviews)
"Cute place, town, and good restaurants. "
United States
Grace S.
The price is ￥10,253
￥28,015 total
includes taxes & fees
Aug 16 - Aug 17
Area 52 Apartment - Walking Distance from Fountain Park
1 bedroom, desk, iron/ironing board, WiFi (free)

6. The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop

The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop
Old Town Rock Hill
9.2 out of 10, Wonderful, (9 reviews)
"Will return to this location, Very very well kept and nice."
United States
Carlos Mario
The price is ￥16,094
￥54,972 total
includes taxes & fees
Sep 2 - Sep 3
The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop
Exterior

7. King Suite. Free Breakfast Buffet. Indoor Pool. Near Winthrop University!

King Suite. Free Breakfast Buffet. Indoor Pool. Near Winthrop University!
Rock Hill
The price is ￥17,829
￥23,461 total
includes taxes & fees
Sep 3 - Sep 4
King Suite. Free Breakfast Buffet. Indoor Pool. Near Winthrop University!
Interior

8. Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop

Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop
Old Town Rock Hill
9.4 out of 10, Exceptional, (19 reviews)
"The place worked for exactly what we needed it for, a comfortable place to stay in between long days of volleyball games. Incredibly convenient to everything we needed and wanted to go to. The fridge was super cute! "
United States
Alexis T.
The price is ￥17,004
￥62,097 total
includes taxes & fees
Aug 19 - Aug 20
Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop
Private kitchen

9. Cozy Cottage in Union, SC

Cozy Cottage in Union, SC
Union
10.0 out of 10, Exceptional, (3 reviews)
"It was a quiet area ans the host was beyond wo default with any questions I had. Will be renting it again."
United States
Shawn
The price is ￥7,787
￥25,235 total
includes taxes & fees
Aug 10 - Aug 11
Cozy Cottage in Union, SC
Smart TV, computer monitors

10. The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath

The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath
Old Town Rock Hill
10.0 out of 10, Exceptional, (11 reviews)
"Super responsive hosts, clean and cute home. We loved it, would definitely stay again!!!"
United States
Wifey w.
The price is ￥15,443
￥53,307 total
includes taxes & fees
Aug 31 - Sep 1
The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath
Exterior

11. Your Next Trip! King Suite | Free Breakfast Buffet. Indoor Pool.

Your Next Trip! King Suite | Free Breakfast Buffet. Indoor Pool.
Rock Hill
The price is ￥15,216
￥20,544 total
includes taxes & fees
Aug 9 - Aug 10
Your Next Trip! King Suite | Free Breakfast Buffet. Indoor Pool.
Exterior

12. Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop

Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop
Old Town Rock Hill
9.4 out of 10, Exceptional, (34 reviews)
"Very cute place to stay! Close to everything!"
United States
Ted B.
The price is ￥19,665
￥41,735 total
includes taxes & fees
Aug 13 - Aug 14
Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop
Exterior

13. Free Breakfast Buffet. Indoor Pool. King Suite. Your Next Vacation!

Free Breakfast Buffet. Indoor Pool. King Suite. Your Next Vacation!
Rock Hill
The price is ￥17,087
￥22,629 total
includes taxes & fees
Sep 1 - Sep 2
Free Breakfast Buffet. Indoor Pool. King Suite. Your Next Vacation!
Exterior

14. Free Parking & Wi-Fi + Shared Indoor Pool

Free Parking & Wi-Fi + Shared Indoor Pool
Rock Hill
10.0 out of 10, Exceptional, (1 review)
"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 ￥15,216
￥20,544 total
includes taxes & fees
Aug 9 - Aug 10
Free Parking & Wi-Fi + Shared Indoor Pool
Property grounds

15. Loco Motive- Renovated House in Aragon c.1940 Near Winthrop & Glencairn Garden

Loco Motive- Renovated House in Aragon c.1940 Near Winthrop & Glencairn Garden
Old Town Rock Hill
9.0 out of 10, Wonderful, (26 reviews)
"Spectacular stay!"
United States
Raymond B.
The price is ￥20,506
￥42,547 total
includes taxes & fees
Aug 19 - Aug 20
Loco Motive- Renovated House in Aragon c.1940 Near Winthrop & Glencairn Garden
Smart TV

16. Tree House feel overlooking Glencairn Gardens

Tree House feel overlooking Glencairn Gardens
Old Town Rock Hill
9.4 out of 10, Exceptional, (19 reviews)
"This was our second time staying here, and it was lovely! Very clean, plenty of room, and very conveniently located. We will be back!"
United States
Rachel B.
The price is ￥21,238
￥43,132 total
includes taxes & fees
Sep 3 - Sep 4
Tree House feel overlooking Glencairn Gardens
Coffee/tea maker, fridge, microwave, oven

17. Rock Hill Stay, Play, and Stroll

Rock Hill Stay, Play, and Stroll
Old Town Rock Hill
9.8 out of 10, Exceptional, (14 reviews)
"Clean, cute little bungalow,waking distance to all the downtown fun. Wish we would’ve brought our doggy!Kristina is an excellent host and has done an excellent job providing all the creature comforts for an easy stay."
United States
Stephanie W.
The price is ￥24,778
￥30,998 total
includes taxes & fees
Sep 3 - Sep 4
Rock Hill Stay, Play, and Stroll
Exterior

18. Free Breakfast Buffet. Indoor Pool. Close to Winthrop University!

Free Breakfast Buffet. Indoor Pool. Close to Winthrop University!
Rock Hill
9.0 out of 10, Wonderful, (6 reviews)
"Room was very clean, staff was nice, and breakfast was one of the best hotel breakfast I’ve had. Overall was a nice hotel and would definitely stay again"
United States
Travis R.
The price is ￥17,478
￥23,768 total
includes taxes & fees
Sep 3 - Sep 4
Free Breakfast Buffet. Indoor Pool. Close to Winthrop University!
Coffee/tea maker, fridge, microwave, oven

19. Dream Weaver is a large renovated mill house

Dream Weaver is a large renovated mill house
Old Town Rock Hill
8.8 out of 10, Excellent, (16 reviews)
"clean, host responded well."
United States
Brittany R.
The price is ￥21,295
￥43,773 total
includes taxes & fees
Aug 11 - Aug 12
Dream Weaver is a large renovated mill house
Exterior

20. King Suite Great for Business Travelers! Free Breakfast Buffet. Indoor Pool

King Suite Great for Business Travelers! Free Breakfast Buffet. Indoor Pool
Rock Hill
The price is ￥16,684
￥22,179 total
includes taxes & fees
Sep 2 - Sep 3
King Suite Great for Business Travelers! Free Breakfast Buffet. Indoor Pool
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

TownePlace Suites by Marriott Charlotte Fort Mill

TownePlace Suites by Marriott Charlotte Fort Mill

10/10 Excellent
"One of the guest rooms was not properly cleaned but we were accomdated and move to new rooms"
Quianna 1-night trip
Posted 21 hours ago
TownePlace Suites by Marriott Charlotte Fort Mill

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

Frequently asked questions

Can I find vacation rentals in Chester?

Yes, you can find vacation rentals in Chester close to Olde English District, or you can go with a secluded option if you're looking for extra privacy while you relax. 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's the top vacation rental that Chester has to offer?

3-bedroom spacious house in welcoming Waxhaw with EV charger: This vacation home rental outside of Chester offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals are there in Chester?

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

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, Olde English District and Chester County Transportation Museum are other places worth a visit.

What are vacation rentals like in Chester?

Vacation rentals are private accommodations you can book for a couple days or more in Chester. Vacation rentals offer amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a small group gathering.