Chester Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

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)
"This location is an idylic off the grid adventure. "
United States
Paula G.
$119 nightly
The price is $133
Mar 6 - Mar 7
Total with taxes and fees
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
$318 nightly
The price is $339
Mar 7 - Mar 8
Total with taxes and fees
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, (46 reviews)
"They were very communicative! The place was clean, and we had a wonderful stay! "
United States
Adyson M.
$264 nightly
The price is $304
Mar 1 - Mar 2
Total with taxes and fees
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)
$178 nightly
The price is $197
Mar 9 - Mar 10
Total with taxes and fees
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.
$254 nightly
The price is $282
Mar 1 - Mar 2
Total with taxes and fees
Loco Motive- Renovated House in Aragon c.1940 Near Winthrop & Glencairn Garden

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.
$344 nightly
The price is $382
Mar 1 - Mar 2
Total with taxes and fees
Milton House Cozy and Elegant 3/2

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.
$333 nightly
The price is $372
Mar 1 - Mar 2
Total with taxes and fees
Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop

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
$273 nightly
The price is $306
Mar 2 - Mar 3
Total with taxes and fees
The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop

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.
$297 nightly
The price is $333
Mar 1 - Mar 2
Total with taxes and fees
The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath

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.
$135 nightly
The price is $152
Mar 8 - Mar 9
Total with taxes and fees
King Suite | Free Breakfast Buffet + Great for Business Travelers!

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
$63 nightly
The price is $71
Mar 1 - Mar 2
Total with taxes and fees
A crackling campfire, a creek & deer outside your tent & we have a nature trail!

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.
$134 nightly
The price is $150
Mar 8 - Mar 9
Total with taxes and fees
Studio Suite | Free Breakfast + Pool

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
$213 nightly
The price is $236
Mar 4 - Mar 5
Total with taxes and fees
Stylish 3bdr Home Includes Large Backyard & Deck near RH Downtown & I-77

Tree House feel overlooking Glencairn Gardens

Tree House feel overlooking Glencairn Gardens
Old Town Rock Hill
9.8 out of 10, Exceptional, (16 reviews)
"The host was very available when I had questions and the place felt like home .Very Spacious and Love the deck !"
United States
Jamelia S.
$248 nightly
The price is $275
Mar 1 - Mar 2
Total with taxes and fees
Tree House feel overlooking Glencairn Gardens

stayAPT Suites Rock Hill

stayAPT Suites Rock Hill
2.5 star property
Rock Hill
8.4 out of 10, Very Good, (211 reviews)
"The price and the cleanliness "
United States
Colleen
$99 nightly
The price is $110
Mar 8 - Mar 9
Total with taxes and fees
stayAPT Suites Rock Hill

Cozy Winter Escape for Families - Hot Tub, Fire Pit & Game Room

Cozy Winter Escape for Families - Hot Tub, Fire Pit & Game Room
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.
$887 nightly
The price is $994
Mar 1 - Mar 2
Total with taxes and fees
Cozy Winter Escape for Families - Hot Tub, Fire Pit & Game Room

Dream Weaver is a large renovated mill house

Dream Weaver is a large renovated mill house
Old Town Rock Hill
9.2 out of 10, Wonderful, (13 reviews)
"Had a lovely stay, no issues, smooth process overall"
United States
Teresa B.
Dream Weaver is a large renovated mill house

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

New! Clean, comfortable studio apartment. Close to Charlotte.
Rock Hill
8.8 out of 10, Excellent, (3 reviews)
"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
Mar 1 - Mar 2
Total with taxes and fees
New! Clean, comfortable studio apartment. Close to Charlotte.

Enchanted forest hotel

Enchanted forest hotel
Rock Hill
$1,153 nightly
The price is $1,280
Mar 1 - Mar 2
Total with taxes and fees
Enchanted forest hotel

Free Breakfast Buffet. Indoor Pool. Close to Winthrop University!

Free Breakfast Buffet. Indoor Pool. Close to Winthrop University!
Rock Hill
9.0 out of 10, Wonderful, (6 reviews)
"Room was very clean, staff was nice, and breakfast was one of the best hotel breakfast I’ve had. Overall was a nice hotel and would definitely stay again"
United States
Travis R.
$125 nightly
The price is $139
Mar 8 - Mar 9
Total with taxes and fees
Free Breakfast Buffet. Indoor Pool. Close to Winthrop University!
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.

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

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 $110 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?

Affordable Fun House: This vacation home rental outside of Chester offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

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.