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Chester Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Chester vacation rentals

A kitchen with white cabinets, a coffee machine, a microwave, and a fruit juice dispenser.

1. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
Richburg, SC
10.0 out of 10, Exceptional, (179 reviews)
"Really peaceful spot for a family getaway, loved it!"
United States
Anonymous traveler
The price is ￥7,678
￥10,228 total
includes taxes & fees
Oct 11 - Oct 12
2 Queen Beds Non-Smoking
A cozy porch with a wicker sofa, a small table, and potted plants.

2. 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 ￥11,062
￥28,943 total
includes taxes & fees
Oct 4 - Oct 5
Area 52 Apartment - Walking Distance from Fountain Park
A bedroom with a bed, a desk, a chair, and a window.

3. 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 ￥13,907
￥51,923 total
includes taxes & fees
Nov 2 - Nov 3
The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop
A bedroom with a bed, a TV, and a decorative compass on the wall.

4. The Cottage on Shurley

The Cottage on Shurley
Rock Hill
9.8 out of 10, Exceptional, (34 reviews)
"Great property. Quiet and clean "
United States
Spencer L.
The price is ￥13,433
￥31,750 total
includes taxes & fees
Oct 4 - Oct 5
The Cottage on Shurley
A modern courtyard with white furniture, a central seating area, and a small lawn.

5. stayAPT Suites Rock Hill

stayAPT Suites Rock Hill
2.5 star property
Rock Hill
8.0 out of 10, Very good, (238 reviews)
"The room was nice… but when you say you have a full kitchen I would at least expect a frying pan of a cookie sheet. I left salt and pepper for the next guest bc there was NOTHING… not even paper towels. If you want anything go buy it bc they do not offer anything…. This is BARE mimium i am surprise that Expedia uses them. Its a great concept but not well executed"
United States
Ariane
The price is ￥16,152
￥18,414 total
includes taxes & fees
Oct 14 - Oct 15
stayAPT Suites Rock Hill
A dining area with a round table, two chairs, a chandelier, a wooden hexagonal shelf, and a potted plant.

6. 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 ￥17,209
￥62,957 total
includes taxes & fees
Nov 2 - Nov 3
Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop
Living Room

7. 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 ￥18,774
￥59,957 total
includes taxes & fees
Nov 2 - Nov 3
The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath
A house with a porch, a front door, a mailbox, and a number 311 sign.

8. 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, (35 reviews)
"The house was perfect for our quick 2-night stay. It was clean, nicely decorated, had everything we needed, plus it’s pet friendly. The bed we used was comfortable as well. Lots of great restaurants only minutes away."
United States
Tresha T.
The price is ￥19,754
￥41,573 total
includes taxes & fees
Nov 2 - Nov 3
Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop
A residential house with a porch, steps, and an American flag.

9. Cozy Rock Hill Retreat with Fire Pit & Screened Porch - Sleeps 8+ & Pet Friendly

Cozy Rock Hill Retreat with Fire Pit & Screened Porch - Sleeps 8+ & Pet Friendly
Rock Hill
9.6 out of 10, Exceptional, (4 reviews)
"Attentive host, great location, plenty ofRoom in the house."
United States
J C.
The price is ￥32,396
￥54,378 total
includes taxes & fees
Oct 14 - Oct 15
Cozy Rock Hill Retreat with Fire Pit & Screened Porch - Sleeps 8+ & Pet Friendly
A modern kitchen with stainless steel appliances, white cabinets, a patterned backsplash, and a wooden ceiling.

10. Rock Hill Stay, Play, and Stroll

Rock Hill Stay, Play, and Stroll
Old Town Rock Hill
9.6 out of 10, Exceptional, (15 reviews)
"Absolutely fantastic weekend from booking until leaving the host was amazing. The house was impeccable. We would definitely stay again."
United States
Michael P.
Rock Hill Stay, Play, and Stroll
A living room with a fireplace, a sofa, a coffee table, and a dining area with a table and chairs.

11. Tree House feel overlooking Glencairn Gardens

Tree House feel overlooking Glencairn Gardens
Old Town Rock Hill
9.6 out of 10, Exceptional, (21 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 ￥21,334
￥43,502 total
includes taxes & fees
Oct 18 - Oct 19
Tree House feel overlooking Glencairn Gardens
A tranquil garden with a series of cascading water features and lush greenery.

12. 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 ￥20,544
￥42,626 total
includes taxes & fees
Oct 14 - Oct 15
Loco Motive- Renovated House in Aragon c.1940 Near Winthrop & Glencairn Garden
A tranquil garden with a series of cascading water features and lush greenery.

13. The Garden Spot - Next to Glencairn Garden, near Winthrop & RH indoor sport

The Garden Spot - Next to Glencairn Garden, near Winthrop & RH indoor sport
Old Town Rock Hill
9.4 out of 10, Exceptional, (35 reviews)
"We had a great time at our stay at the garden spot. House spaces clean enough towels available, enough pots and pans and glasses. Location was excellent we came down for a basketball tournament and we was 5 minutes from each location Rock Hill Sports Center and Winthrop Activity Center my coaches and the boys had a great time"
United States
Garry E.
The Garden Spot - Next to Glencairn Garden, near Winthrop & RH indoor sport
A living room with a leather sofa, a glass coffee table, a striped armchair, a door with a stained glass window, and a patterned rug.

14. House on Shurley - in a quiet neighborhood

House on Shurley - in a quiet neighborhood
Rock Hill
8.0 out of 10, Very good, (4 reviews)
"This house was dirty (dried food on kitchen cabinets and all over the dishwasher bottom, dirty dish’s in the cabinet, hair on the bathroom floor, duvets without covers with stains on them)."
United States
Angela O.
The price is ￥19,754
￥41,573 total
includes taxes & fees
Oct 14 - Oct 15
House on Shurley - in a quiet neighborhood
A forested path leading through dense trees.

15. 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)
"Absolutely love this place. Perfect and quiet. "
United States
Sandy F.
The price is ￥15,645
￥24,248 total
includes taxes & fees
Oct 7 - Oct 8
A full glamping experience that lets you escape & enjoy the serenity of nature.
A modern kitchen with white cabinetry, a central island with bar stools, a stainless steel refrigerator, and a hanging light fixture.

16. 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, (18 reviews)
"clean, host responded well."
United States
Brittany R.
Dream Weaver is a large renovated mill house
A rustic outdoor dining area with a wooden table and chairs, surrounded by trees and a pile of firewood.

17. 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 ￥6,321
￥11,504 total
includes taxes & fees
Oct 4 - Oct 5
A crackling campfire, a creek & deer outside your tent & we have a nature trail!
A hotel entrance with a stone facade, a covered patio area, and a well-lit entrance.

18. 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 ￥20,934
￥26,955 total
includes taxes & fees
Oct 11 - Oct 12
Free Parking & Wi-Fi + Shared Indoor Pool
A covered porch with wicker furniture, a table, and a blue rug.

19. Milton House Cozy and Elegant 3/2

Milton House Cozy and Elegant 3/2
Old Town Rock Hill
10.0 out of 10, Exceptional, (13 reviews)
"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 ￥31,606
￥60,342 total
includes taxes & fees
Oct 14 - Oct 15
Milton House Cozy and Elegant 3/2
A hotel entrance with a stone facade, a covered patio area, and a well-lit entrance.

20. 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 ￥20,961
￥27,823 total
includes taxes & fees
Oct 11 - Oct 12
Free Breakfast Buffet. Indoor Pool. Close to Winthrop University!
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

Comfort Inn & Suites Rock Hill Northeast

Comfort Inn & Suites Rock Hill Northeast

10/10 Excellent
"Overall nice and clean, well kept kind staff. Bathrooms could use some better lighting but that’s my only suggestion! Very convenient location right off the interstate"
Keighly 2-night trip
Posted 1 hour ago
Comfort Inn & Suites Rock Hill Northeast

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?

The Ranch Retreat at Fort Mill, SC: 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 stovetop, and a microwave, so you can cook with friends or family.

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?

Chester State Park and Mountain Lakes 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 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.