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Chester Vacation Rentals

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Vacation Rentals in Chester

stayAPT Suites Rock Hill
2.5 star property
8.6 out of 10, Excellent, (141)
"The stay at APT suites in Rock Hill, SC was convenient with the kitchenette. We needed the larger sized refrigerator, and appreciated that the 2 queen beds were separate from the pull out couch. The space was good for the 3 of us staying for a softball tournament near by. The negatives were the people arguing late right next door, we could hear people walking around upstairs, and some of the area surrounding the hotel were rundown. Other than that (which can't be helped), we were satisfied...
The price is CA $149
CA $165 total
includes taxes & fees
Jun 9 - Jun 10
stayAPT Suites Rock Hill
Home away from home
10.0 out of 10, Exceptional, (59)
"The accommodations were excellent and had everything we needed. The host was responsive. Highly recommend."
Home away from home
Pet-Friendly Lake Wylie Home w/Private Dock, Beach, Kayaks, & Hot Tub! Sleeps 18
10.0 out of 10, Exceptional, (3)
"Very beautiful property. Very easy check in process and great communication with property only."
Pet-Friendly Lake Wylie Home w/Private Dock, Beach, Kayaks, & Hot Tub! Sleeps 18
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Charlotte Glamping Dome- Fawn and Fern Hideaway
10.0 out of 10, Exceptional, (32)
"It was all good! Great experience on a beautiful property."
The price is CA $185
CA $352 total
includes taxes & fees
Jul 1 - Jul 2
Charlotte Glamping Dome- Fawn and Fern Hideaway
Suite w/ Private Entry and Nature Trails ($40 cleaning)
10.0 out of 10, Exceptional, (63)
"We came down for the weekend to watch our son and his band perform. Meghan’s Place was the perfect retreat. You wouldn’t know it was attached to a home as it was quiet and serene. We brought our dog and he loved running around the beautiful woods. It checked all the boxes for us and we would definitely book it again."
Suite w/ Private Entry and Nature Trails ($40 cleaning)
Lake Wylie log cabin with Pool and King bed!
10.0 out of 10, Exceptional, (15)
"Absolutely beautiful home! Very inviting and cozy. My family and I came for my daughter's college graduation at Winthrop. Convenient to the university. Pool was heaven sent for our 5 year old. Beautiful surroundings and very quiet area. Definitely look forward to staying again in the future."
Lake Wylie log cabin with Pool and King bed!
Lake Wateree Home W/Covered Porch, Sunset Views & Dock
10.0 out of 10, Exceptional, (20)
"This is my annual go to fishing spot. My family and I absolutely love this place. It’s always super clean, well burnished with all amenities, great fishing and super relaxing. The host is very responsive and makes check in and check out a breeze. Would highly recommend and we’ll be back soon!"
Lake Wateree Home W/Covered Porch, Sunset Views & Dock
A luxury campsite with cold A/C & a nature trail. All you need is clothes & food
9.6 out of 10, Exceptional, (4)
"Andrea is a superstar host! We just loved her! The site was a little hard to find, as our GPS took us to a totally different location and finding the correct spot took almost an hour. (Apparently, this is common according to the homeowners in the area we spoke to.) Although the camper is in excellent condition, and Andrea went out of her way to make us comfortable, I'm not sure it is actually a luxury camp site. Cell service is limited, and the camper is very small. We were a party of 3, and it...
The price is CA $123
CA $176 total
includes taxes & fees
Jun 13 - Jun 14
A luxury campsite with cold A/C & a nature trail. All you need is clothes & food
Lovely 3200sqft home 4 bedrooms, 3.5 bath overlooking pond with acres of privacy
9.4 out of 10, Exceptional, (24)
"Stayed 3 nights with extended family for a weekend event. The house was in a great location for easy access to the airport. Everything went smoothly and we enjoyed our stay."
Lovely 3200sqft home 4 bedrooms, 3.5 bath overlooking pond with acres of privacy
Affordable Fun House
9.4 out of 10, Exceptional, (26)
"Great property the kids had so much fun with all the amenities"
The price is CA $409
CA $772 total
includes taxes & fees
Jun 21 - Jun 22
Affordable Fun House
Cozy modern Log Cabin, Private Pool, Acres
9.6 out of 10, Exceptional, (8)
"I rented this cabin for 3 nights for my 14- year-old daughter and myself while we were having tile installed in our local home. The cabin was well-stocked, comfortable, and fashionably decorated. The themed kids' room was a hit even with my teen, and the outdoor area was great. We enjoyed the spa and recreational outdoor activities. The kitchen was spacious and allowed me to cook full meals with no issues. Finally, the host was responsive and kind. Thank you for a great stay!"
Cozy modern Log Cabin, Private Pool, Acres
The Ellis House - Just Three Blocks from Downtown Rock Hill
9.2 out of 10, Wonderful, (14)
"Very old house, but clean. Very small bathroom. Easy access to downtown Rock Hill."
The price is CA $154
CA $333 total
includes taxes & fees
Jul 1 - Jul 2
The Ellis House - Just Three Blocks from Downtown Rock Hill
Stunning Lake Wateree Vacation Rental w/ Dock
9.6 out of 10, Exceptional, (4)
"The area was beautiful and serene. The house was beautiful as well. Unfortunately, the house was not clean. The oven and fridge were pretty nasty. They offered to send someone to clean the fridge but we stopped by the store on our way in so we had to wipe the fridge ourselves before putting our stuff away in it. You could tell the place was not vacuumed or swept. The pillow in one of the bedrooms on level 1 had several brown stains, luckily I took my own pillow case. There was popcorn under the...
Stunning Lake Wateree Vacation Rental w/ Dock
Family friendly House. 5 Minutes to Ballantyne Shopping and Retail
9.4 out of 10, Exceptional, (13)
"The house is on a quiet back street. It was perfect for our stay. The only minor issue was the master bathroom shower doesn’t get hot at all and has low water pressure. We just all showered in the hall bathroom."
Family friendly House. 5 Minutes to Ballantyne Shopping and Retail
Cabin amongst the trees
10.0 out of 10, Exceptional, (49)
"It was a very unique and quiet place. It was well maintained with everything you need for a nice stay. The hosts were very responsive to our needs. "
Cabin amongst the trees
Completely Redone Lux Houseboat Private Moored
9.6 out of 10, Exceptional, (5)
"This was a perfect place to stay for some quiet time for me and my new husband. The activities were super fun, we especially enjoyed the canoeing, and the boat was just the right size. We’d love to come back with friends or in warmer weather again sometime!"
Completely Redone Lux Houseboat Private Moored
Luxury Carriage House Suite on the Lake.
10.0 out of 10, Exceptional, (3)
"The accommodation was exactly as represented/ newly remodeled, well appointed/ had everything we needed. The weather did not cooperate as we did not have opportunity to enjoy the outdoors; however, hope to reserve again summer/fall. Thank you so much!"
The price is CA $272
CA $337 total
includes taxes & fees
Jun 12 - Jun 13
Luxury Carriage House Suite on the Lake.
Charlotte Lux Lake House Private Peninsula and Beach
10.0 out of 10, Exceptional, (4)
"We were in town for a volleyball tournament and got the house for all Of the coaches to stay in for the weekend. The house was perfect and we all had a wonderful time ! Thank you!"
Charlotte Lux Lake House Private Peninsula and Beach
Airplane Themed Super-Cute Brick Ranch in Historic Fort Mill!
10.0 out of 10, Exceptional, (13)
"We really enjoyed the property and would stay there again. The kids really loved the airplane theme."
Airplane Themed Super-Cute Brick Ranch in Historic Fort Mill!
The Mill Hippie- Renovated in Aragon c.1940 Near Winthrop & Glencairn Garden
10.0 out of 10, Exceptional, (37)
"Cozy home with some recent upgrades. Very good neighborhood walking distance to Glencairn gardens and Old Town Rock Hill."
The price is CA $144
CA $316 total
includes taxes & fees
Jun 10 - Jun 11
The Mill Hippie- Renovated in Aragon c.1940 Near Winthrop & Glencairn Garden
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See all available properties in Chester
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.

Other types of properties in Chester you may be interested in

Days Inn by Wyndham Rock Hill
2.0 star property
6.2 out of 10, (991)
"Decent room for the price. Beds were comfy. Bathroom was a bit small definitely had to pee with the door open. "
The price is CA $76
CA $84 total
includes taxes & fees
Jun 13 - Jun 14
Days Inn by Wyndham Rock Hill
La Quinta Inn & Suites by Wyndham Rock Hill
2.5 star property
9.0 out of 10, Wonderful, (1015)
"Modern and very clean."
The price is CA $117
CA $132 total
includes taxes & fees
Jun 24 - Jun 25
La Quinta Inn & Suites by Wyndham Rock Hill
Clarion Pointe Near University
2.5 star property
9.2 out of 10, Wonderful, (791)
"We're very happy with this property, and stay here whenever we are traveling from WV to FL. "
The price is CA $101
CA $112 total
includes taxes & fees
Jun 18 - Jun 19
Clarion Pointe Near 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.

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester vacation rentals we have selected for you start as low as CA $123 per night. Entering your travel dates in the search wizard 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 Cruse Vineyards and Winery, 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 Wylie log cabin with Pool and King bed!: This vacation home rental outside of Chester is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. 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. 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 4 Expedia vacation rentals in Chester for a memorable vacation.

What can I see and do in Chester?

Family-friendly attractions include Cruse Vineyards and Winery and Olde English District, whereas Chester State Park and Mountain Lakes are a couple of great spots to enjoy the outdoors. While here, Chester County Historical Society Museum and Archives 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.

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