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Chester Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

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, (179 reviews)
"Really peaceful spot for a family getaway, loved it!"
United States
Anonymous traveler
The price is AED 177
AED 237 total
includes taxes & fees
12 Aug - 13 Aug
2 Queen Beds Non-Smoking
Outdoor dining

2. 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 AED 749
AED 1,439 total
includes taxes & fees
9 Sep - 10 Sep
Milton House Cozy and Elegant 3/2
Exterior

3. 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 AED 459
AED 978 total
includes taxes & fees
9 Sep - 10 Sep
Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop
Coffee/tea maker, fridge, microwave, oven

4. Rock Hill Stay, Play, and Stroll

Rock Hill Stay, Play, and Stroll
Old Town Rock Hill
9.6 out of 10, Exceptional, (15 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 AED 579
AED 728 total
includes taxes & fees
12 Aug - 13 Aug
Rock Hill Stay, Play, and Stroll
1 bedroom, desk, iron/ironing board, WiFi (free)

5. 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 AED 352
AED 1,242 total
includes taxes & fees
10 Sep - 11 Sep
The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop
Interior

6. Cozy Caramel 2 Bd/2 Bth Bottom Floor Unit Sleeps 6

Cozy Caramel 2 Bd/2 Bth Bottom Floor Unit Sleeps 6
Old Town Rock Hill
9.0 out of 10, Wonderful, (8 reviews)
"Great visit. Host was great!"
United States
Claes L.
The price is AED 485
AED 1,704 total
includes taxes & fees
12 Aug - 13 Aug
Cozy Caramel 2 Bd/2 Bth Bottom Floor Unit Sleeps 6
Smart TV

7. Tree House feel overlooking Glencairn Gardens

Tree House feel overlooking Glencairn Gardens
Old Town Rock Hill
9.4 out of 10, Exceptional, (20 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 AED 496
AED 1,027 total
includes taxes & fees
13 Aug - 14 Aug
Tree House feel overlooking Glencairn Gardens
Private kitchen

8. 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 AED 202
AED 612 total
includes taxes & fees
7 Sep - 8 Sep
Cozy Cottage in Union, SC
Interior

9. Lake House Fire Table Sunset

Lake House Fire Table Sunset
Rock Hill
10.0 out of 10, Exceptional, (2 reviews)
"This place was beautiful and extremely well stocked with the things you need. Truly enjoyed cooking in that kitchen. "
United States
Robert E.
Lake House Fire Table Sunset
Coffee/tea maker, fridge, microwave, oven

10. 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
9.4 out of 10, Exceptional, (3 reviews)
"Attentive host, great location, plenty ofRoom in the house."
United States
J C.
The price is AED 661
AED 1,166 total
includes taxes & fees
17 Aug - 18 Aug
Cozy Rock Hill Retreat with Fire Pit & Screened Porch - Sleeps 8+ & Pet Friendly
Terrace/patio

11. 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.
Area 52 Apartment - Walking Distance from Fountain Park
Property grounds

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 AED 477
AED 987 total
includes taxes & fees
9 Sep - 10 Sep
Loco Motive- Renovated House in Aragon c.1940 Near Winthrop & Glencairn Garden
Coffee/tea maker, fridge, microwave, oven

13. 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 AED 496
AED 1,011 total
includes taxes & fees
9 Sep - 10 Sep
Dream Weaver is a large renovated mill house
Property grounds

14. 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 AED 364
AED 564 total
includes taxes & fees
12 Aug - 13 Aug
A full glamping experience that lets you escape & enjoy the serenity of nature.
Interior

15. 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 AED 416
AED 1,502 total
includes taxes & fees
9 Sep - 10 Sep
Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop
1 bedroom, WiFi (free), bed sheets

16. Charlotte Glamping Dome- Fawn and Fern Hideaway

Charlotte Glamping Dome- Fawn and Fern Hideaway
Charlotte
9.8 out of 10, Exceptional, (54 reviews)
"A unique experience but not worth. It’s no way close to lake, needs good clean and pest control to remove spider webs found on dishes, desk, bed frames etc."
United States
Devang
The price is AED 626
AED 1,121 total
includes taxes & fees
12 Aug - 13 Aug
Charlotte Glamping Dome- Fawn and Fern Hideaway
TV

17. 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 AED 459
AED 966 total
includes taxes & fees
9 Sep - 10 Sep
House on Shurley - in a quiet neighborhood
Outdoor spa tub

18. Serene Lake Views • Hot Tub • BBQ • Kayaks

Serene Lake Views • Hot Tub • BBQ • Kayaks
Charlotte
9.8 out of 10, Exceptional, (38 reviews)
"Great views!"
United States
Shona M.
The price is AED 2,611
AED 3,419 total
includes taxes & fees
27 Aug - 28 Aug
Serene Lake Views • Hot Tub • BBQ • Kayaks
Exterior

19. 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 AED 386
AED 514 total
includes taxes & fees
9 Sep - 10 Sep
Free Breakfast Buffet. Indoor Pool. King Suite. Your Next Trip!
Smart TV, computer monitors

20. 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 AED 424
AED 1,376 total
includes taxes & fees
31 Aug - 1 Sep
The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath
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

Microtel Inn & Suites by Wyndham Rock Hill/Charlotte Area

Microtel Inn & Suites by Wyndham Rock Hill/Charlotte Area

8/10 Good
"I was looking for a budget motel and got one. For $80 a night we got two queen beds, a walk-in shower with seat and a large, clean room with the usual amenities. The fridge wasn’t working and my side of the bed was a bit over-used, but not horrible. Just a continental breakfast, but the staff was helpful. People out front smoking gave a bad first impression but, overall, the place was worth the price. No pool, but a little fitness area."
Richard 1-night trip
Posted 8 hours ago
Microtel Inn & Suites by Wyndham Rock Hill/Charlotte Area

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, Cruse Vineyards and Winery 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.