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Chester Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Chester vacation rentals

1 bedroom, free WiFi, bed sheets

Charlotte Glamping Dome- Fawn and Fern Hideaway

Charlotte Glamping Dome- Fawn and Fern Hideaway
Charlotte
10.0 out of 10, Exceptional, (50 reviews)
"We had a great stay! Great views, comfortable accommodations and a seamless check in."
United States
Aaron M.
The price is AED 626
AED 1,103 total
includes taxes & fees
25 Jun - 26 Jun
Charlotte Glamping Dome- Fawn and Fern Hideaway
TV

The Ellis House - Just Three Blocks from Downtown Rock Hill

The Ellis House - Just Three Blocks from Downtown Rock Hill
Old Town Rock Hill
8.8 out of 10, Excellent, (35 reviews)
"Great little house just a 4 block walk from rock hill. Would stay here again. "
United States
Andrew M.
The Ellis House - Just Three Blocks from Downtown Rock Hill
Property grounds

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
9.2 out of 10, Wonderful, (13 reviews)
"Absolutely love this place. Perfect and quiet. "
United States
Sandy F.
The price is AED 364
AED 564 total
includes taxes & fees
25 Jun - 26 Jun
A full glamping experience that lets you escape & enjoy the serenity of nature.
Private kitchen

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 182
AED 589 total
includes taxes & fees
28 Jun - 29 Jun
Cozy Cottage in Union, SC
1 bedroom, desk, iron/ironing board, free WiFi

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 275
AED 1,150 total
includes taxes & fees
30 Jun - 1 Jul
The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop
Smart TV, computer monitors

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 380
AED 1,321 total
includes taxes & fees
21 Jul - 22 Jul
The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath
1 bedroom, iron/ironing board, travel crib, WiFi

The Cottage on Shurley

The Cottage on Shurley
Rock Hill
9.8 out of 10, Exceptional, (32 reviews)
"Great property. Quiet and clean "
United States
Spencer L.
The price is AED 294
AED 722 total
includes taxes & fees
7 Jul - 8 Jul
The Cottage on Shurley
Exterior

Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop

Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop
Old Town Rock Hill
9.2 out of 10, Wonderful, (32 reviews)
"We were in town for a basketball tournament and found the residence safe and convenient to the location where games were held."
United States
Jason
The price is AED 459
AED 974 total
includes taxes & fees
30 Jun - 1 Jul
Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop
Interior

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 392
AED 1,466 total
includes taxes & fees
13 Jul - 14 Jul
Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop
Property grounds

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 995 total
includes taxes & fees
29 Jun - 30 Jun
Loco Motive- Renovated House in Aragon c.1940 Near Winthrop & Glencairn Garden
TV

North Spruce and Main

North Spruce and Main
Old Town Rock Hill
9.4 out of 10, Exceptional, (44 reviews)
"Great communication from host, and a perfect house for our weekend in Rock Hill!"
United States
Erin S.
The price is AED 514
AED 1,036 total
includes taxes & fees
12 Jul - 13 Jul
North Spruce and Main
Smart TV

Tree House feel overlooking Glencairn Gardens

Tree House feel overlooking Glencairn Gardens
Old Town Rock Hill
9.4 out of 10, Exceptional, (19 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 995 total
includes taxes & fees
21 Jul - 22 Jul
Tree House feel overlooking Glencairn Gardens
Terrace/patio

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 AED 257
AED 673 total
includes taxes & fees
29 Jun - 30 Jun
Area 52 Apartment - Walking Distance from Fountain Park
Exterior

King Suite Great for Business Travelers! Free Breakfast Buffet. Indoor Pool

King Suite Great for Business Travelers! Free Breakfast Buffet. Indoor Pool
Rock Hill
The price is AED 391
AED 520 total
includes taxes & fees
2 Jul - 3 Jul
King Suite Great for Business Travelers! Free Breakfast Buffet. Indoor Pool
Dining

3-bedroom spacious house in welcoming Waxhaw with EV charger

3-bedroom spacious house in welcoming Waxhaw with EV charger
Waxhaw
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful stay. Very accessible to the downtown area"
United States
Ibrahim M.
The price is AED 661
AED 1,514 total
includes taxes & fees
30 Jun - 1 Jul
3-bedroom spacious house in welcoming Waxhaw with EV charger
Exterior

King Suite | Free Breakfast Buffet + Great for Business Travelers!

King Suite | Free Breakfast Buffet + Great for Business Travelers!
Rock Hill
10.0 out of 10, Exceptional, (2 reviews)
"Everything was absolutely perfect! Will stay again when in Rock Hill"
United States
C A Harler T.
The price is AED 425
AED 558 total
includes taxes & fees
29 Jun - 30 Jun
King Suite | Free Breakfast Buffet + Great for Business Travelers!
Outdoor dining

Milton House Cozy and Elegant 3/2

Milton House Cozy and Elegant 3/2
Old Town Rock Hill
10.0 out of 10, Exceptional, (12 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 735
AED 1,415 total
includes taxes & fees
30 Jun - 1 Jul
Milton House Cozy and Elegant 3/2
Fridge, microwave, oven, stovetop

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, (15 reviews)
"Good location, comfortable. Host was extremely nice. Made for an easy weekend."
United States
Scott L.
The price is AED 496
AED 1,019 total
includes taxes & fees
29 Jun - 30 Jun
Dream Weaver is a large renovated mill house
TV

House on Shurley - in a quiet neighborhood

House on Shurley - in a quiet neighborhood
Rock Hill
7.4 out of 10, Good, (3 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 950 total
includes taxes & fees
20 Jul - 21 Jul
House on Shurley - in a quiet neighborhood
Fridge, microwave, oven, stovetop

Stylish 3bdr Home Includes Large Backyard & Deck near RH Downtown & I-77

Stylish 3bdr Home Includes Large Backyard & Deck near RH Downtown & I-77
Rock Hill
9.0 out of 10, Wonderful, (2 reviews)
"Attentive host, great location, plenty ofRoom in the house."
United States
J C.
The price is AED 579
AED 1,046 total
includes taxes & fees
25 Jun - 26 Jun
Stylish 3bdr Home Includes Large Backyard & Deck near RH Downtown & I-77
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

10/10 Excellent
"Breakfast good, hotel quiet, convenient to restaurants."
Maria 1-night trip
Posted 5 hours ago
Holiday Inn Express & Suites Fort Mill by IHG

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?

Dock & Home Theater: Pet-Friendly Lake Wylie Home: This vacation home rental outside of Chester is located on a lake and has a fireplace, a balcony, and air-conditioning to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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.