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Chester Vacation Rentals

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Browse Select Chester Vacation Homes

Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop
9.6 out of 10, Exceptional, (15)
"Our stay was enjoyable. Sara provided all necessary amenities to make us feel relaxed and welcomed."
Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop
Lake Wateree Home W/Covered Porch, Sunset Views & Dock
10.0 out of 10, Exceptional, (21)
"This is my annual go to fishing spot. My family and I absolutely love this place. It’s always super clean, well burnished with all amenities, great fishing and super relaxing. The host is very responsive and makes check in and check out a breeze. Would highly recommend and we’ll be back soon!"
Lake Wateree Home W/Covered Porch, Sunset Views & Dock
Family friendly House. 5 Minutes to Ballantyne Shopping and Retail
9.4 out of 10, Exceptional, (14)
"Clean, accessible and quiet"
Family friendly House. 5 Minutes to Ballantyne Shopping and Retail
Airplane Themed Super-Cute Brick Ranch in Historic Fort Mill!
10.0 out of 10, Exceptional, (13)
"We really enjoyed the property and would stay there again. The kids really loved the airplane theme."
Airplane Themed Super-Cute Brick Ranch in Historic Fort Mill!
The Mill Hippie- Renovated in Aragon c.1940 Near Winthrop & Glencairn Garden
10.0 out of 10, Exceptional, (37)
"Cozy home with some recent upgrades. Very good neighborhood walking distance to Glencairn gardens and Old Town Rock Hill."
The price is CA $157
CA $342 total
includes taxes & fees
Jul 1 - Jul 2
The Mill Hippie- Renovated in Aragon c.1940 Near Winthrop & Glencairn Garden
3 Bd/2 Bth Historic Cape Cod | 5 Min Sports Center
10.0 out of 10, Exceptional, (11)
"Perfectly clean, well stocked, adorable cottage for a weekend in Rock Hill. Beds were comfortable as well."
3 Bd/2 Bth Historic Cape Cod | 5 Min Sports Center
Cute bungalow 8 minutes from downtown Rock Hill 3 Bedrooms with driveway parking
Cute bungalow 8 minutes from downtown Rock Hill 3 Bedrooms with driveway parking
Lovely 3200sqft home 4 bedrooms, 3.5 bath overlooking pond with acres of privacy
9.4 out of 10, Exceptional, (25)
"The home and property are beautiful! The home is very large. We were a party of 9 people and there was plenty of room for all of us. We enjoyed canoeing around the pond and walking around the 20 acres. Great place and would definitely stay there again. The host was wonderful."
Lovely 3200sqft home 4 bedrooms, 3.5 bath overlooking pond with acres of privacy
Stunning Lake Wateree Vacation Rental w/ Dock
9.6 out of 10, Exceptional, (4)
"The area was beautiful and serene. The house was beautiful as well. Unfortunately, the house was not clean. The oven and fridge were pretty nasty. They offered to send someone to clean the fridge but we stopped by the store on our way in so we had to wipe the fridge ourselves before putting our stuff away in it. You could tell the place was not vacuumed or swept. The pillow in one of the bedrooms on level 1 had several brown stains, luckily I took my own pillow case. There was popcorn under the...
Stunning Lake Wateree Vacation Rental w/ Dock
Dreamy Ridgeway Home w/ Grill on Lake Wateree!
9.8 out of 10, Exceptional, (19)
"It was very affordable and comfortable - we had 6 people all together and could still have fit a couple more!!! Excellent location to get to Rock Bottom Pond which is why were there for our nephew's wedding. Great experience!!"
Dreamy Ridgeway Home w/ Grill on Lake Wateree!
North Spruce and Main
9.8 out of 10, Exceptional, (31)
"We stayed March 31st through April 2.This property is a work in progress. The old house is charming. Once the kitchen is completed and the washer/dryer are serviced, it will make for a quaint stay. Communication with the owner was very good. Response time for questions was almost instantaneous."
The price is CA $157
CA $341 total
includes taxes & fees
Jun 24 - Jun 25
North Spruce and Main
Charlotte Ballantyne Area 1.0 mi away with lots to do - Refined Modern Home
9.0 out of 10, Wonderful, (2)
"Wonderful townhouse with spacious accommodations. Neighbors were very welcoming and family friendly area. Towels had been left in washing machine and one oversight when cleaning in a bedroom but overall clean. Will definitely book again!"
Charlotte Ballantyne Area 1.0 mi away with lots to do - Refined Modern Home
Old Yeller - Renovated House in Aragon c.1906 Near Winthrop & Glencairn Garden
9.6 out of 10, Exceptional, (14)
"We came to Rock Hill to explore the area. We picked the perfect place to stay. The house was very nicely kept up and very comfortable. The location was great. Our daily walk to Glencarin Garden was wonderful!"
The price is CA $157
CA $341 total
includes taxes & fees
Jun 24 - Jun 25
Old Yeller - Renovated House in Aragon c.1906 Near Winthrop & Glencairn Garden
Cozy Hometown Getaway!
10.0 out of 10, Exceptional, (25)
"The house was very clean, master bed was SO comfortable and walking distance to everything. Loved the screened in porch!"
The price is CA $253
CA $433 total
includes taxes & fees
Jun 30 - Jul 1
Cozy Hometown Getaway!
Spacious Home w/ Deck on Shores of Lake Wylie
10.0 out of 10, Exceptional, (16)
"Great stay! The beach was awesome! Everything as advertised...we had a great time!"
Spacious Home w/ Deck on Shores of Lake Wylie
Boho Bungalow - 4 King Beds - Heart of Fort Mill
10.0 out of 10, Exceptional, (2)
"The only thing that was an inconvenience is the one bathroom"
Boho Bungalow - 4 King Beds - Heart of Fort Mill
Dream Weaver is a large renovated mill house
10.0 out of 10, Exceptional, (1)
"Great location with needing to be at The Rock Hill Sports Complex all weekend. Loved the character or the house but with great renovations. Host was easy to talk to, no problem with check in. Beds were so so comfortable, would absolutely stay again."
Dream Weaver is a large renovated mill house
Milton House Cozy and Elegant 3/2
The price is CA $260
CA $503 total
includes taxes & fees
Jun 24 - Jun 25
Milton House Cozy and Elegant 3/2
Pet-Friendly Lake Wylie Home w/Private Dock, Beach, Kayaks, & Hot Tub! Sleeps 18
10.0 out of 10, Exceptional, (3)
"Very beautiful property. Very easy check in process and great communication with property only."
The price is CA $657
CA $1,711 total
includes taxes & fees
Jun 27 - Jun 28
Pet-Friendly Lake Wylie Home w/Private Dock, Beach, Kayaks, & Hot Tub! Sleeps 18
Affordable Fun House
9.4 out of 10, Exceptional, (26)
"Great property the kids had so much fun with all the amenities"
The price is CA $409
CA $775 total
includes taxes & fees
Jul 1 - Jul 2
Affordable Fun House
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See all available properties in Chester
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.

Other property types in Chester

stayAPT Suites Rock Hill
2.5 star property
8.6 out of 10, Excellent, (145)
"The stay at APT suites in Rock Hill, SC was convenient with the kitchenette. We needed the larger sized refrigerator, and appreciated that the 2 queen beds were separate from the pull out couch. The space was good for the 3 of us staying for a softball tournament near by. The negatives were the people arguing late right next door, we could hear people walking around upstairs, and some of the area surrounding the hotel were rundown. Other than that (which can't be helped), we were satisfied...
The price is CA $149
CA $166 total
includes taxes & fees
Jun 24 - Jun 25
stayAPT Suites Rock Hill
Home away from home
10.0 out of 10, Exceptional, (61)
"Well equipped and furnished, with all the necessaries. Very quiet neighborhood, very clean property. Newer than many of the rentals available around Rock Hill. We would be happy to stay here again. The only glitch in communication seemed to be from the VRBO app, not the property manager, so not a blame on them."
Home away from home
Pet-Friendly Lake Wylie Home w/Private Dock, Beach, Kayaks, & Hot Tub! Sleeps 18
10.0 out of 10, Exceptional, (3)
"Very beautiful property. Very easy check in process and great communication with property only."
The price is CA $657
CA $1,711 total
includes taxes & fees
Jun 27 - Jun 28
Pet-Friendly Lake Wylie Home w/Private Dock, Beach, Kayaks, & Hot Tub! Sleeps 18
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 Vacation Homes information

Number of reviews
269
Accommodation
82 Vacation Homes
Lowest Price
CA $157
Highest Price
CA $657

Recent Reviews in Chester
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