Chester Vacation Rentals

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Our top choices for Chester vacation rentals

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)
"Clean. Cozy. Loved it. "
United States
Travis
The price is CA $124
CA $198 total
includes taxes & fees
Mar 29 - Mar 30
A full glamping experience that lets you escape & enjoy the serenity of nature.

3-bedroom spacious house in welcoming Waxhaw with EV charger

3-bedroom spacious house in welcoming Waxhaw with EV charger
Waxhaw
The price is CA $221
CA $523 total
includes taxes & fees
Apr 2 - Apr 3
3-bedroom spacious house in welcoming Waxhaw with EV charger

Charlotte Glamping Dome- Fawn and Fern Hideaway

Charlotte Glamping Dome- Fawn and Fern Hideaway
Charlotte
10.0 out of 10, Exceptional, (48 reviews)
"They were very communicative! The place was clean, and we had a wonderful stay! "
United States
Adyson M.
The price is CA $236
CA $419 total
includes taxes & fees
Mar 30 - Mar 31
Charlotte Glamping Dome- Fawn and Fern Hideaway

Rock Hill Stay, Play, and Stroll

Rock Hill Stay, Play, and Stroll
Old Town Rock Hill
9.4 out of 10, Exceptional, (6 reviews)
The price is CA $218
CA $277 total
includes taxes & fees
Mar 30 - Mar 31
Rock Hill Stay, Play, and Stroll

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 CA $193
CA $394 total
includes taxes & fees
Mar 31 - Apr 1
Loco Motive- Renovated House in Aragon c.1940 Near Winthrop & Glencairn Garden

North Spruce and Main

North Spruce and Main
Old Town Rock Hill
9.4 out of 10, Exceptional, (43 reviews)
"Great communication from host, and a perfect house for our weekend in Rock Hill!"
United States
Erin S.
North Spruce and Main

The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath

The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath
Old Town Rock Hill
9.8 out of 10, Exceptional, (10 reviews)
"We enjoyed our stay. The house was clean and comfortable. It was convenient to the college. "
United States
Carolyn P.
The price is CA $117
CA $475 total
includes taxes & fees
Mar 30 - Mar 31
The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath

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 CA $94
CA $428 total
includes taxes & fees
Mar 30 - Mar 31
The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop

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)
"My daughters loved the big comfy beds. Nice stay. Will visit this place again. Highly recommend. "
United States
Melissa L.
The price is CA $125
CA $529 total
includes taxes & fees
Mar 31 - Apr 1
Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop

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 CA $177
CA $229 total
includes taxes & fees
Apr 5 - Apr 6
King Suite | Free Breakfast Buffet + Great for Business Travelers!

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 CA $283
CA $544 total
includes taxes & fees
Apr 12 - Apr 13
Milton House Cozy and Elegant 3/2

Cozy Carolina Retreat at Charlotte's Edge

Cozy Carolina Retreat at Charlotte's Edge
Indian Land
Cozy Carolina Retreat at Charlotte's Edge

4.2-Acre Lakefront– Game Room,Hot Tub & Private Dock !

4.2-Acre Lakefront– Game Room,Hot Tub & Private Dock !
Fort Lawn
10.0 out of 10, Exceptional, (10 reviews)
"A wonderful place to stay and just enjoy time together as a family!!"
United States
Tammy H.
The price is CA $796
CA $1,741 total
includes taxes & fees
Apr 19 - Apr 20
4.2-Acre Lakefront– Game Room,Hot Tub & Private Dock !

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
The price is CA $228
CA $412 total
includes taxes & fees
Apr 14 - Apr 15
Stylish 3bdr Home Includes Large Backyard & Deck near RH Downtown & I-77

Studio Suite | Free Breakfast + Pool

Studio Suite | Free Breakfast + Pool
Rock Hill
10.0 out of 10, Exceptional, (2 reviews)
"This place was nice and close to a bowling alley my we enjoyed! "
United States
Tiffany H.
The price is CA $178
CA $230 total
includes taxes & fees
Apr 5 - Apr 6
Studio Suite | Free Breakfast + Pool

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 CA $55
CA $101 total
includes taxes & fees
Apr 12 - Apr 13
A crackling campfire, a creek & deer outside your tent & we have a nature trail!

Tree House feel overlooking Glencairn Gardens

Tree House feel overlooking Glencairn Gardens
Old Town Rock Hill
9.8 out of 10, Exceptional, (16 reviews)
"Perfect little place to stay4 min from the venue I was attending "
United States
Robert C.
The price is CA $186
CA $386 total
includes taxes & fees
Apr 13 - Apr 14
Tree House feel overlooking Glencairn Gardens

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

New! Clean, comfortable studio apartment. Close to Charlotte.
Rock Hill
9.0 out of 10, Wonderful, (4 reviews)
"Very Clean and comfortable. The location was in a rural location which provided some much-needed peace and quiet while I caught up on work - WiFi was excellent. I would definitely recommend Storeytime as a great choice for 1-2 people if you're travelling through Rock Hill, SC."
United States
Todd B.
The price is CA $124
CA $192 total
includes taxes & fees
Mar 29 - Mar 30
New! Clean, comfortable studio apartment. Close to Charlotte.

stayAPT Suites Rock Hill

stayAPT Suites Rock Hill
2.5 star property
Rock Hill
8.4 out of 10, Very good, (215 reviews)
"Clean and staff was very friendly. "
United States
Cydney
The price is CA $123
CA $137 total
includes taxes & fees
Mar 30 - Mar 31
stayAPT Suites Rock Hill

Enchanted forest hotel

Enchanted forest hotel
Rock Hill
The price is CA $399
CA $1,763 total
includes taxes & fees
Mar 28 - Mar 29
Enchanted forest hotel
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

Find out more about Chester

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chester. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Lake Wateree Home W/Covered Porch, Sunset Views & Dock: This vacation home rental outside of Chester is equipped with a balcony, 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.