A river with clear water, surrounded by lush greenery and rocks.

Holiday Homes in Chester

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Chester holiday homes

A bedroom with a bed, a desk, a chair, and a window.

1. 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 €287
includes taxes & fees
25 Oct - 26 Oct
The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop
A residential house with a porch, steps, and an American flag.

2. 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 €341
includes taxes & fees
22 Nov - 23 Nov
Cozy Rock Hill Retreat with Fire Pit & Screened Porch - Sleeps 8+ & Pet Friendly
A dining area with a round table, two chairs, a chandelier, a wooden hexagonal shelf, and a potted plant.

3. 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 €336
includes taxes & fees
17 Nov - 18 Nov
Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop
A house with a porch, a front door, a mailbox, and a number 311 sign.

4. 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 absolutely adorable, and the beds were very comfortable. We would definitely stay again!"
United States
Kara G.
The price is €241
includes taxes & fees
22 Nov - 23 Nov
Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop
Living Room

5. 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 €319
includes taxes & fees
18 Nov - 19 Nov
The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath
A modern kitchen with stainless steel appliances, white cabinets, a patterned backsplash, and a wooden ceiling.

6. 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.
The price is €182
includes taxes & fees
25 Oct - 26 Oct
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.

7. 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 €252
includes taxes & fees
22 Nov - 23 Nov
Tree House feel overlooking Glencairn Gardens
A bedroom with a bed, bedside table, and a ceiling fan.

8. 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 €245
includes taxes & fees
25 Oct - 26 Oct
Loco Motive- Renovated House in Aragon c.1940 Near Winthrop & Glencairn Garden
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.

9. 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 €240
includes taxes & fees
26 Oct - 27 Oct
House on Shurley - in a quiet neighborhood
A modern kitchen with white cabinetry, a central island with bar stools, a stainless steel refrigerator, and a hanging light fixture.

10. 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, (19 reviews)
"Older home with charming accents. Front porch needed cleaned. Close to all Rock Hill has to offer. If you’re a foodie, you definitely need to go."
United States
Kim P.
The price is €251
includes taxes & fees
25 Oct - 26 Oct
Dream Weaver is a large renovated mill house
A covered porch with wicker furniture, a table, and a blue rug.

11. 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 €347
includes taxes & fees
25 Oct - 26 Oct
Milton House Cozy and Elegant 3/2
A kitchen with grey cabinets, a stainless steel refrigerator, and a stone archway leading to a living area.

12. 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)
"Property was perfect for my daughter and her friends! Will definitely stay again."
United States
Chris E.
Cozy Caramel 2 Bd/2 Bth Bottom Floor Unit Sleeps 6
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
"Wonderful stay with a clean room, comfortable bed, great breakfast and minutes off I-77."
Thomas 1-night trip
Posted 8 hours ago
La Quinta Inn & Suites by Wyndham Rock Hill

Find out more about Chester

Chester Holiday Homes information

Number of reviews
145
Accommodation
96 Holiday Homes
Lowest Price
€182
Highest Price
€347