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Chester Vacation Rentals

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Vacation Rentals in Chester

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

2.0 star property
Rock Hill
10.0 out of 10, Exceptional, (1)
"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.
$125 nightly
The price is $139
Nov 18 - Nov 19
Total with taxes and fees
New! Clean, comfortable studio apartment. Close to Charlotte.

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

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
$68 nightly
The price is $76
Nov 18 - Nov 19
Total with taxes and fees
A crackling campfire, a creek & deer outside your tent & we have a nature trail!

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, (18)
"Boho Bliss was perfect for our family, great location, super clean, and perfectly stocked with everything you could need. Kim was quick to respond to any questions we had and was so kind in offering early check in and a late check out-we appreciate this more than you know, it allowed us time for our son to take a shower before hopping on our flight. We’ll be back for sure!! Thank you Kim!"
United States
Becki F.
$323 nightly
The price is $361
Nov 18 - Nov 19
Total with taxes and fees
Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop

A full glamping experience that lets you escape & enjoy the serenity of nature.

Lancaster
8.8 out of 10, Excellent, (10)
"Loved "
United States
Ally H.
$147 nightly
The price is $165
Dec 1 - Dec 2
Total with taxes and fees
A full glamping experience that lets you escape & enjoy the serenity of nature.

The Ellis House - Just Three Blocks from Downtown Rock Hill

Old Town Rock Hill
8.8 out of 10, Excellent, (33)
"Great little house just a 4 block walk from rock hill. Would stay here again. "
United States
Andrew M.
$243 nightly
The price is $270
Nov 18 - Nov 19
Total with taxes and fees
The Ellis House - Just Three Blocks from Downtown Rock Hill

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

Old Town Rock Hill
9.8 out of 10, Exceptional, (8)
"Great, quiet spot and excellent communication!"
United States
Joie L.
$301 nightly
The price is $336
Nov 18 - Nov 19
Total with taxes and fees
The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath

The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop

Old Town Rock Hill
9.0 out of 10, Wonderful, (8)
"Will return to this location, Very very well kept and nice."
United States
Carlos Mario
$262 nightly
The price is $293
Nov 18 - Nov 19
Total with taxes and fees
The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop

Charlotte Glamping Dome- Fawn and Fern Hideaway

Charlotte
10.0 out of 10, Exceptional, (45)
"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.
$264 nightly
The price is $304
Nov 18 - Nov 19
Total with taxes and fees
Charlotte Glamping Dome- Fawn and Fern Hideaway

Studio Suite | Free Breakfast + Pool

Rock Hill
10.0 out of 10, Exceptional, (2)
"This place was nice and close to a bowling alley my we enjoyed! "
United States
Tiffany H.
$125 nightly
The price is $139
Dec 14 - Dec 15
Total with taxes and fees
Studio Suite | Free Breakfast + Pool

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

Old Town Rock Hill
9.6 out of 10, Exceptional, (17)
"This was a great location, so easy to get into Charlotte and other areas. The house was immaculate with plenty of towels and comfortable beds. Would stay here again."
United States
Lynn K.
$248 nightly
The price is $275
Nov 18 - Nov 19
Total with taxes and fees
Old Yeller - Renovated House in Aragon c.1906 Near Winthrop & Glencairn Garden

Area 52 Apartment - Walking Distance from Fountain Park

Old Town Rock Hill
9.4 out of 10, Exceptional, (21)
"Cute place, town, and good restaurants. "
United States
Grace S.
$214 nightly
The price is $238
Nov 18 - Nov 19
Total with taxes and fees
Area 52 Apartment - Walking Distance from Fountain Park

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

Rock Hill
10.0 out of 10, Exceptional, (2)
"Everything was absolutely perfect! Will stay again when in Rock Hill"
United States
C A Harler T.
$126 nightly
The price is $141
Dec 14 - Dec 15
Total with taxes and fees
King Suite | Free Breakfast Buffet + Great for Business Travelers!

stayAPT Suites Rock Hill

2.5 star property
Rock Hill
8.4 out of 10, Very Good, (193)
"This was such an amazing stay ! Very peaceful atmosphere and great employees!"
United States
Gabrielle
$94 nightly
The price is $104
Nov 18 - Nov 19
Total with taxes and fees
stayAPT Suites Rock Hill

North Spruce and Main

Old Town Rock Hill
9.4 out of 10, Exceptional, (42)
"Great place to stay for the weekend!"
United States
Megann H.
$254 nightly
The price is $282
Nov 18 - Nov 19
Total with taxes and fees
North Spruce and Main

The Cottage on Shurley

Rock Hill
9.8 out of 10, Exceptional, (28)
"Very possibly the best vacation rental I have stayed in."
United States
Gregory B.
$226 nightly
The price is $251
Nov 18 - Nov 19
Total with taxes and fees
The Cottage on Shurley

The Garden Spot - Next to Glencairn Garden, near Winthrop & RH indoor sport

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.
$254 nightly
The price is $282
Nov 18 - Nov 19
Total with taxes and fees
The Garden Spot - Next to Glencairn Garden, near Winthrop & RH indoor sport

Tree House feel overlooking Glencairn Gardens

Old Town Rock Hill
9.6 out of 10, Exceptional, (15)
"Perfect little place to stay4 min from the venue I was attending "
United States
Robert C.
$251 nightly
The price is $279
Nov 19 - Nov 20
Total with taxes and fees
Tree House feel overlooking Glencairn Gardens

Super clean 7 mile from downtown Newberry safe quiet home Best Deal Around

Newberry
10.0 out of 10, Exceptional, (44)
"Very clean and convenient "
United States
Amber W.
$144 nightly
The price is $156
Nov 18 - Nov 19
Total with taxes and fees
Super clean 7 mile from downtown Newberry safe quiet home Best Deal Around

Luxury Carriage House Suite on the Lake.

Fort Mill
10.0 out of 10, Exceptional, (16)
"Lovely views- well equipped"
United States
Maria
$213 nightly
The price is $236
Nov 20 - Nov 21
Total with taxes and fees
Luxury Carriage House Suite on the Lake.

Loco Motive- Renovated House in Aragon c.1940 Near Winthrop & Glencairn Garden

Old Town Rock Hill
9.0 out of 10, Wonderful, (26)
"Spectacular stay!"
United States
Raymond B.
$254 nightly
The price is $282
Nov 23 - Nov 24
Total with taxes and fees
Loco Motive- Renovated House in Aragon c.1940 Near Winthrop & Glencairn Garden
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

Everything you need to know about Chester vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chester vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $76 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Lakefront Retreat - Sleeps 18 - Kayaks + Hot Tub: This vacation home rental outside of Chester is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 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 selection of games and a hot tub.

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.