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Chester Vacation Rentals

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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Chester vacation rentals

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 ￥15,841
￥24,552 total
includes taxes & fees
Jun 21 - Jun 22
A full glamping experience that lets you escape & enjoy the serenity of nature.
Property grounds

A crackling campfire, a creek & deer outside your tent & we have a nature trail!

A crackling campfire, a creek & deer outside your tent & we have a nature trail!
Lancaster
10.0 out of 10, Exceptional, (1 review)
"My wife and I had a wonderful experience at this campsite. Everything included made the trip stress free and we got to fully focus on fun and relaxation. Great campfire, lights, trash can, grill everything included. And the four stars on cleanness is only because of the grill but I’m sure that’s difficult to maintain outside overall 10/10 for real . "
United States
Derek.DoesItWell
The price is ￥6,400
￥11,648 total
includes taxes & fees
Jun 21 - Jun 22
A crackling campfire, a creek & deer outside your tent & we have a nature trail!
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 ￥27,282
￥48,408 total
includes taxes & fees
Jun 21 - Jun 22
Charlotte Glamping Dome- Fawn and Fern Hideaway
Property grounds

Old Yeller - Renovated House in Aragon c.1906 Near Winthrop & Glencairn Garden

Old Yeller - Renovated House in Aragon c.1906 Near Winthrop & Glencairn Garden
Old Town Rock Hill
9.6 out of 10, Exceptional, (18 reviews)
"Cute, clean and cozy! "
United States
Brandi
The price is ￥16,505
￥37,530 total
includes taxes & fees
Jun 14 - Jun 15
Old Yeller - Renovated House in Aragon c.1906 Near Winthrop & Glencairn Garden
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, (2 reviews)
"Wonderful stay. Very accessible to the downtown area"
United States
Ibrahim M.
The price is ￥28,802
￥65,591 total
includes taxes & fees
Jul 1 - Jul 2
3-bedroom spacious house in welcoming Waxhaw with EV charger
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 price is ￥20,030
￥41,443 total
includes taxes & fees
Jul 13 - Jul 14
The Ellis House - Just Three Blocks from Downtown Rock Hill
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 ￥20,030
￥42,154 total
includes taxes & fees
Jun 14 - Jun 15
Millie the Mermaid - Renovated Mill house circa 1906 Near 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 ￥21,152
￥63,116 total
includes taxes & fees
Jul 13 - Jul 14
The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath
Exterior

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 ￥18,062
￥23,787 total
includes taxes & fees
Jun 21 - Jun 22
Free Breakfast Buffet. Indoor Pool. King Suite. Your Next Trip!
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 ￥11,217
￥29,348 total
includes taxes & fees
Jun 18 - Jun 19
Area 52 Apartment - Walking Distance from Fountain Park
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 ￥20,831
￥43,577 total
includes taxes & fees
Jun 15 - Jun 16
Loco Motive- Renovated House in Aragon c.1940 Near Winthrop & Glencairn Garden
Fridge, microwave, oven, stovetop

Rock Hill Stay, Play, and Stroll

Rock Hill Stay, Play, and Stroll
Old Town Rock Hill
9.8 out of 10, Exceptional, (12 reviews)
"Great place for our volleyball weekend. Close to food and a quick walk to the Sports Complex"
United States
Miranda D.
Rock Hill Stay, Play, and Stroll
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 ￥19,543
￥25,446 total
includes taxes & fees
Jun 21 - Jun 22
King Suite | Free Breakfast Buffet + Great for Business Travelers!
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 ￥16,393
￥62,097 total
includes taxes & fees
Jul 13 - Jul 14
Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop
Smart TV

Tree House feel overlooking Glencairn Gardens

Tree House feel overlooking Glencairn Gardens
Old Town Rock Hill
9.4 out of 10, Exceptional, (18 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 ￥23,235
￥46,601 total
includes taxes & fees
Jun 22 - Jun 23
Tree House feel overlooking Glencairn Gardens
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
9.0 out of 10, Wonderful, (8 reviews)
"Will return to this location, Very very well kept and nice."
United States
Carlos Mario
The price is ￥13,749
￥53,030 total
includes taxes & fees
Jun 30 - Jul 1
The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop
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 ￥21,632
￥43,399 total
includes taxes & fees
Jul 6 - Jul 7
Dream Weaver is a large renovated mill house
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 ￥32,002
￥61,631 total
includes taxes & fees
Jun 22 - Jun 23
Milton House Cozy and Elegant 3/2
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 ￥20,671
￥42,332 total
includes taxes & fees
Jul 6 - Jul 7
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 ￥43,265
￥68,123 total
includes taxes & fees
Jul 14 - Jul 15
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

Spark by Hilton Rock Hill

Spark by Hilton Rock Hill

6/10 Okay
"The staff was friendly and attentive & the property was clean I'd give the room 3 stars."
Corey 1-night trip
Posted 2 hours ago
Spark by Hilton Rock Hill

Find out more about Chester

Search for holiday rentals in Chester on Expedia! You can easily find your home rentals, villas, holiday apartments in Chester using one of the methods below:

  • View our selection of featured holiday rentals in Chester
  • Use the map to find apartments and other holiday homes in the Chester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chester while they last

Look no further and take a look at our great range of rental properties in Chester!

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.