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Holiday Homes in Chester

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Chester holiday homes

A modern kitchen with dark cabinets, a dining area with a table and chairs, and a large window providing natural light.

1. 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 AU$431
includes taxes & fees
21 Oct - 22 Oct
Cozy Rock Hill Retreat with Fire Pit & Screened Porch - Sleeps 8+ & Pet Friendly
A bedroom with a bed, a desk, a chair, and a window.

2. 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 AU$451
includes taxes & fees
21 Oct - 22 Oct
The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop
A house with a porch, a front door, a mailbox, and a number 311 sign.

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, (35 reviews)
"Very cute place to stay! Close to everything!"
United States
Ted B.
The price is AU$370
includes taxes & fees
28 Sept - 29 Sept
Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop
A modern kitchen with stainless steel appliances, white cabinets, a patterned backsplash, and a wooden ceiling.

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)
"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 AU$281
includes taxes & fees
27 Sept - 28 Sept
Rock Hill Stay, Play, and Stroll

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 AU$562
includes taxes & fees
25 Oct - 26 Oct
The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath
A living room with a fireplace, a sofa, a coffee table, and a dining area with a table and chairs.

6. 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 AU$388
includes taxes & fees
28 Sept - 29 Sept
Tree House feel overlooking Glencairn Gardens
A tranquil garden with a series of cascading water features and lush greenery.

7. 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 AU$381
includes taxes & fees
13 Oct - 14 Oct
Loco Motive- Renovated House in Aragon c.1940 Near Winthrop & Glencairn Garden
A dining area with a round table, two chairs, a chandelier, a wooden hexagonal shelf, and a potted plant.

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 AU$523
includes taxes & fees
19 Oct - 20 Oct
Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop
A bedroom with a bed, a TV, and a decorative compass on the wall.

9. 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 AU$290
includes taxes & fees
4 Oct - 5 Oct
The Cottage on Shurley
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.

10. 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 AU$370
includes taxes & fees
28 Sept - 29 Sept
House on Shurley - in a quiet neighborhood
A tranquil garden with a series of cascading water features and lush greenery.

11. 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)
"Stayed here while our son had a showcase at Winthrop. It was a cute, unique spot that was right across from the gardens. The tub/shower was a tricky task but doable. Definitely would stay here again!"
United States
Melanie R.
The price is AU$364
includes taxes & fees
5 Oct - 6 Oct
The Garden Spot - Next to Glencairn Garden, near Winthrop & RH indoor sport
A covered porch with wicker furniture, a table, and a blue rug.

12. 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.
Milton House Cozy and Elegant 3/2
A modern kitchen with white cabinetry, a central island with bar stools, a stainless steel refrigerator, and a hanging light fixture.

13. Dream Weaver is a large renovated mill house

Dream Weaver is a large renovated mill house
Old Town Rock Hill
8.6 out of 10, Excellent, (17 reviews)
"clean, host responded well."
United States
Brittany R.
The price is AU$396
includes taxes & fees
18 Oct - 19 Oct
Dream Weaver is a large renovated mill house
A kitchen with grey cabinets, a stainless steel refrigerator, and a stone archway leading to a living area.

14. 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.
The price is AU$653
includes taxes & fees
28 Sept - 29 Sept
Cozy Caramel 2 Bd/2 Bth Bottom Floor Unit Sleeps 6
A spacious living room with a stone fireplace, wooden ceiling beams, a large leather sofa, and a television mounted on the wall.

15. 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.
The price is AU$1,556
includes taxes & fees
4 Oct - 5 Oct
Lake House Fire Table Sunset
A modern kitchen with white cabinets, a stainless steel refrigerator, and a microwave.

16. 3-bedroom spacious house in welcoming Waxhaw with EV charger

3-bedroom spacious house in welcoming Waxhaw with EV charger
Waxhaw
9.8 out of 10, Exceptional, (8 reviews)
"Wonderful stay. Very accessible to the downtown area"
United States
Ibrahim M.
The price is AU$553
includes taxes & fees
1 Oct - 2 Oct
3-bedroom spacious house in welcoming Waxhaw with EV charger
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

Holiday Inn Express & Suites Fort Mill by IHG

Holiday Inn Express & Suites Fort Mill by IHG

8/10 Good
"we have stayed at this place many times before, but this time we were disappointed especially with the bed and the cleanliness of the hotel."
Sharon 4-night trip
Posted 4 hours ago
Holiday Inn Express & Suites Fort Mill by IHG

Find out more about Chester

Chester Holiday Homes information

Number of reviews
187
Accommodation
92 Holiday Homes
Lowest Price
AU$281
Highest Price
AU$1,556

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