Chester Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Chester

Interior
stayAPT Suites Rock Hill

Aparthotel in Rock Hill

2.5 star property
8.4 out of 10, Very Good, (196)
"Clean and staff was very friendly. "
United States
Cydney
stayAPT Suites Rock Hill
Outdoor dining
Charlotte Glamping Dome- Fawn and Fern Hideaway

Cabin in Charlotte

10.0 out of 10, Exceptional, (46)
"Such a special place. Thank you for the great communication. It is always very appreciated. I loved watching my daughter just relaxing, painting and enjoying life. I would definitely recommend this place "
United States
Cindy F.
The price is ￥26,450
￥47,112 total
includes taxes & fees
Dec 7 - Dec 8
Charlotte Glamping Dome- Fawn and Fern Hideaway
1 bedroom, iron/ironing board, WiFi, bed sheets
Suite w/ Private Entry and Nature Trails ($40 cleaning)

Apartment in Charlotte

10.0 out of 10, Exceptional, (65)
"We stayed for 2 nights for a visit to Carowinds. Location was good and bed comfortable. "
United States
Resi K.
Suite w/ Private Entry and Nature Trails ($40 cleaning)
Exterior
Home away from home

Condo in Rock Hill

9.6 out of 10, Exceptional, (108)
"Great place great neighborhood we will definitely be booking here again"
United States
Gene K.
Home away from home
Exterior
Charming Getaway on the Greenway!

Vacation Home in Fort Mill

10.0 out of 10, Exceptional, (51)
"We came for a wedding and the stay was just perfect!"
United States
Karen B.
Charming Getaway on the Greenway!
Pool
Waterfront 4BR Charlotte Retreat w/Patio & Hot Tub

Cottage in Charlotte

9.8 out of 10, Exceptional, (31)
"Great times, beautiful views and set up. The road is a little rough and need some work, but worth the trip."
United States
Mark W.
Waterfront 4BR Charlotte Retreat w/Patio & Hot Tub
Property grounds
A crackling campfire, a creek & deer outside your tent & we have a nature trail!

Camping in Lancaster

10.0 out of 10, Exceptional, (1)
"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 ￥6,981
￥12,162 total
includes taxes & fees
Dec 7 - Dec 8
A crackling campfire, a creek & deer outside your tent & we have a nature trail!
Outdoor spa tub
1800’s Cabin with Hot Tub, Pet Friendly

Cabin in Rock Hill

9.8 out of 10, Exceptional, (20)
"The cabin was cozy and clean. Provided a great escape from the city. "
United States
Brett
1800’s Cabin with Hot Tub, Pet Friendly
TV
The Ellis House - Just Three Blocks from Downtown Rock Hill

Cottage in Old Town Rock Hill

8.8 out of 10, Excellent, (34)
"Great little house just a 4 block walk from rock hill. Would stay here again. "
United States
Andrew M.
The price is ￥20,167
￥41,843 total
includes taxes & fees
Dec 8 - Dec 9
The Ellis House - Just Three Blocks from Downtown Rock Hill
Terrace/patio
Lakefront Retreat - Sleeps 18 - Kayaks + Hot Tub

Vacation Home in Charlotte

9.8 out of 10, Exceptional, (13)
"Great time, great weather, great spot on the lake.Halara hosting was awesome with all my panic and stresses."
United States
Richard R.
Lakefront Retreat - Sleeps 18 - Kayaks + Hot Tub
Outdoor spa tub
Family-Friendly Lakefront Home with Hot Tub, Firepit, Dock & Breathtaking Views!

Vacation Home in Charlotte

10.0 out of 10, Exceptional, (4)
"It was nice and convenient to everything kids enjoyed fishing and the swing area was our favorite "
United States
Paula H.
Family-Friendly Lakefront Home with Hot Tub, Firepit, Dock & Breathtaking Views!
Fridge, microwave, oven, stovetop
Charming Modern Farm House-5 min from Sport Center

Vacation Home in Old Town Rock Hill

9.6 out of 10, Exceptional, (27)
"Very specious for family of 5! We really enjoyed our stay!"
United States
Ina V.
Charming Modern Farm House-5 min from Sport Center
Property grounds
Bright & Cheery Bungalow - Mins to Downtwn Fort Mill

Vacation Home in Fort Mill

10.0 out of 10, Exceptional, (42)
"As advertised, clean, perfect location for fort mill rock hill and surrounding access, host was very pleasant and helpful!"
United States
Philip Q.
Bright & Cheery Bungalow - Mins to Downtwn Fort Mill
Terrace/patio
Luxury Carriage House Suite on the Lake.

Vacation Home in Fort Mill

10.0 out of 10, Exceptional, (16)
"Lovely views- well equipped"
United States
Maria
The price is ￥21,563
￥27,379 total
includes taxes & fees
Dec 11 - Dec 12
Luxury Carriage House Suite on the Lake.
Exterior
Area 52 Apartment - Walking Distance from Fountain Park

Apartment in Old Town Rock Hill

9.4 out of 10, Exceptional, (21)
"Cute place, town, and good restaurants. "
United States
Grace S.
The price is ￥17,840
￥36,850 total
includes taxes & fees
Dec 7 - Dec 8
Area 52 Apartment - Walking Distance from Fountain Park
Property grounds
The Garden Spot - Next to Glencairn Garden, near Winthrop & RH indoor sport

Vacation Home in Old Town Rock Hill

9.6 out of 10, Exceptional, (32)
"Everything was wonderful. House was just right for myself and my family as we were waiting on our house to be ready. Neighborhood was quiet and friendly. I would definitely recommend this home to everyone. Host were great and always responded quickly. "
United States
Makeda F.
The price is ￥21,718
￥43,737 total
includes taxes & fees
Dec 7 - Dec 8
The Garden Spot - Next to Glencairn Garden, near Winthrop & RH indoor sport
Outdoor dining
Cozy Lakehouse on Quiet Cove

Vacation Home in Clover

2.0 star property
9.8 out of 10, Exceptional, (14)
"House was clean and well stocked! Perfect for our family's weekend get away."
United States
Magen B.
Cozy Lakehouse on Quiet Cove
Outdoor pool
Stunning 4 Bed House Perfect for Nature Lovers

Vacation Home in Charlotte

9.0 out of 10, Wonderful, (11)
"We enjoyed our stay"
United States
Leigh R.
Stunning 4 Bed House Perfect for Nature Lovers
Property grounds
Affordable Fun House

Vacation Home in Rock Hill

9.4 out of 10, Exceptional, (37)
"Super easy check in, very clean, host was very responsive & respectful. My family and I enjoyed ourselves to the fullest!"
United States
Britanie S.
Affordable Fun House
Property grounds
New! Clean, comfortable studio apartment. Close to Charlotte.

Apartment in Rock Hill

2.0 star property
9.0 out of 10, Wonderful, (2)
"Highly recommend this place. Owners were super accomodating. We needed a plce to spend the night on our way to Jacksonville, FL from Weirton, WV. We were hauling a trailer and truck bed full of our sons belongings for his move and didnt want to stay in a hotel with an unsecure lot. Matt and Kedron's place couldnt have been more perfect for us. They even made sure that we could fit our truck/trailer in the driveway by moving their cars ahead of time. The space itself was quite possibly the...
United States
Todd E.
The price is ￥15,533
￥23,276 total
includes taxes & fees
Jan 4 - Jan 5, 2026
New! Clean, comfortable studio apartment. Close to Charlotte.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

Tru by Hilton Rock Hill

Tru by Hilton Rock Hill

10/10 Excellent
"Friendly welcome, quick service. "
Che 1-night trip
Posted 4 days ago
Tru 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?

The Periwinkle Cottage, 3BR, 2BA Fort Mill Retreat. Close to Downtown! : This vacation home rental outside Chester is equipped with a selection of games, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, 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 Olde English District 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.