Chester Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

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)
"They were very communicative! The place was clean, and we had a wonderful stay! "
United States
Adyson M.
The price is ￥26,714
￥47,220 total
includes taxes & fees
May 21 - May 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
Old Yeller - Renovated House in Aragon c.1906 Near Winthrop & Glencairn Garden
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 ￥6,267
￥11,406 total
includes taxes & fees
May 17 - May 18
A crackling campfire, a creek & deer outside your tent & we have a nature trail!
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 ￥19,613
￥41,625 total
includes taxes & fees
May 25 - May 26
Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop
Exterior detail

New! Clean, comfortable studio apartment. Close to Charlotte.

New! Clean, comfortable studio apartment. Close to Charlotte.
Rock Hill
9.4 out of 10, Exceptional, (6 reviews)
"Great room, hope they add an all in one washer/dryer for future guest and it would be perfect. For a single person or couple it is a great stay for the rate. "
United States
Brett V.
New! Clean, comfortable studio apartment. Close to Charlotte.
Fridge, microwave, oven, stovetop

Rock Hill Stay, Play, and Stroll

Rock Hill Stay, Play, and Stroll
Old Town Rock Hill
9.6 out of 10, Exceptional, (9 reviews)
"Cute and comfy! The jack-and-jill closet was great for our kids' sense of "security" (aka access to parents), too. Great location, too. Walking to Knowledge Perk n the mornings was a treat!"
United States
Rick A.
The price is ￥24,712
￥30,916 total
includes taxes & fees
May 11 - May 12
Rock Hill Stay, Play, and Stroll
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)
"We enjoyed our stay. The house was clean and comfortable. It was convenient to the college. "
United States
Carolyn P.
The price is ￥14,670
￥55,384 total
includes taxes & fees
May 10 - May 11
The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath
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 ￥13,980
￥52,504 total
includes taxes & fees
May 10 - May 11
The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop
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, (1 review)
"Wonderful stay. Very accessible to the downtown area"
United States
Ibrahim M.
The price is ￥34,470
￥71,754 total
includes taxes & fees
Jun 9 - Jun 10
3-bedroom spacious house in welcoming Waxhaw with EV charger
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 ￥10,983
￥28,736 total
includes taxes & fees
May 11 - May 12
Area 52 Apartment - Walking Distance from Fountain Park
3 bedrooms, iron/ironing board, WiFi, bed sheets

The Traveler’s Den in Downtown Fort Mill

The Traveler’s Den in Downtown Fort Mill
Fort Mill
9.4 out of 10, Exceptional, (8 reviews)
"This was the perfect place for our families from GA and CO to meet to explore the Charlotte area. It was a cute home at the end of a pretty side street in a quiet neighborhood. The host was welcoming and prompt with replies. "
United States
Mary
The price is ￥27,269
￥98,138 total
includes taxes & fees
Jun 7 - Jun 8
The Traveler’s Den in Downtown Fort Mill
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 ￥18,812
￥64,068 total
includes taxes & fees
May 26 - May 27
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 ￥20,397
￥42,669 total
includes taxes & fees
May 25 - May 26
Loco Motive- Renovated House in Aragon c.1940 Near Winthrop & Glencairn Garden
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 ￥17,396
￥22,966 total
includes taxes & fees
May 24 - May 25
King Suite | Free Breakfast Buffet + Great for Business Travelers!
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 ￥15,946
￥21,343 total
includes taxes & fees
May 24 - May 25
Free Breakfast Buffet. Indoor Pool. King Suite. Your Next Trip!
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, (11 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 ￥31,380
￥60,433 total
includes taxes & fees
May 25 - May 26
Milton House Cozy and Elegant 3/2
Smart TV

Tree House feel overlooking Glencairn Gardens

Tree House feel overlooking Glencairn Gardens
Old Town Rock Hill
9.6 out of 10, Exceptional, (17 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 ￥21,182
￥43,714 total
includes taxes & fees
May 25 - May 26
Tree House feel overlooking Glencairn Gardens
House (4 Bedrooms) | Interior

Charlotte Area Home Near Lake Wylie, Pets Welcome!

Charlotte Area Home Near Lake Wylie, Pets Welcome!
3.0 star property
Charlotte
The price is ￥51,777
￥107,782 total
includes taxes & fees
May 23 - May 24
Charlotte Area Home Near Lake Wylie, Pets Welcome!
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 ￥21,182
￥43,714 total
includes taxes & fees
May 10 - May 11
Dream Weaver is a large renovated mill house
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 ￥25,104
￥45,455 total
includes taxes & fees
Jun 4 - Jun 5
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

Days Inn by Wyndham Rock Hill

Days Inn by Wyndham Rock Hill

2/10 Terrible
"Had a rabid fox running thru parking lot roaches running thru rooms broken refrigerator. Voice my opinion and showed proof to the desk manager Mark and his respond was he seen dogs bigger than the fox. I will never spend money here again"
Richard 1-night trip
Posted 5 hours ago
Days Inn by Wyndham 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?

The Ranch Retreat at Fort Mill, SC: This vacation home rental outside of Chester offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

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.