Photo by A Jaunt With Joy

Chester Holiday Rentals

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Holiday Rentals in Chester

Terrace/patio
stayAPT Suites Rock Hill
2.5 star property
8.6 out of 10, Excellent, (136)
"Clean room newer building "
The price is NZ$187
includes taxes & fees
29 May - 30 May
stayAPT Suites Rock Hill
Exterior
Home away from home
10.0 out of 10, Exceptional, (57)
"We were visiting for the UCI BMX World championship. Our accommodations were confortable and convenient."
Home away from home
Terrace/patio
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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Exterior
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!
Property grounds
Lake Wateree Home W/Covered Porch, Sunset Views & Dock
10.0 out of 10, Exceptional, (19)
"We traveled as a family of four visiting family. The house is cozy, comfortable and well appointed. April is a superb communicator and responsive to any questions. The lake views at sunset are indeed gorgeous! We did not avail ourselves of the fishing dock, but did enjoy roasting marshmallows in the fire pit."
Lake Wateree Home W/Covered Porch, Sunset Views & Dock
1 bedroom, iron/ironing board, WiFi, bed sheets
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)
Property grounds
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 NZ$488
includes taxes & fees
4 Jun - 5 Jun
Charlotte Glamping Dome- Fawn and Fern Hideaway
Fridge, microwave, oven, stovetop
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
Fridge, microwave, stovetop, coffee/tea maker
A luxury campsite with cold A/C & a nature trail. All you need is clothes & food
10.0 out of 10, Exceptional, (3)
"This cozy retreat is the perfect place to relax and unwind, and it's a true gem for nature and history lovers. The campsite is quiet and secluded with an amazing view of the stars. We loved exploring the nature trail through the woods and playing the outdoor games provided. There's even a small fairy garden with gnomes near the tree line! Just 30 minutes from Rock Hill, SC and about an hour from Charlotte or Columbia, this haven is a great getaway from noisy, busy lifestyles. It's surrounded by...
The price is NZ$181
includes taxes & fees
29 May - 30 May
A luxury campsite with cold A/C & a nature trail. All you need is clothes & food
Smart TV, fireplace
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
Property grounds
Affordable Fun House
9.2 out of 10, Wonderful, (25)
"We very much appreciate the host for making this a wonderful birthday getaway for my children. We had a wonderful time. Everything went seamlessly check-in was great and we enjoyed the property. Such cute touches of things definitely recommend and would say again."
The price is NZ$920
includes taxes & fees
16 Jun - 17 Jun
Affordable Fun House
Living area
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 NZ$387
includes taxes & fees
3 Jun - 4 Jun
The Ellis House - Just Three Blocks from Downtown Rock Hill
Property grounds
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
Smart TV
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
Fridge, microwave, oven, stovetop
Family friendly House. 5 Minutes to Ballantyne Shopping and Retail
9.4 out of 10, Exceptional, (12)
"Our family stayed at the property as we were in town for a birthday celebration. The accommodations were perfect. Sabir allowed us to check in a couple hours early and was very responsive. I would definitely recommend this property."
Family friendly House. 5 Minutes to Ballantyne Shopping and Retail
Beach
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
Fridge, microwave, oven, stovetop
Airplane Themed Super-Cute Brick Ranch in Historic Fort Mill!
10.0 out of 10, Exceptional, (12)
"Clean spot for a short or long term stay"
Airplane Themed Super-Cute Brick Ranch in Historic Fort Mill!
Outdoor dining
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 NZ$410
includes taxes & fees
29 May - 30 May
Luxury Carriage House Suite on the Lake.
Balcony
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
Fridge, microwave, stovetop, dishwasher
Dreamy Ridgeway Home w/ Grill on Lake Wateree!
10.0 out of 10, Exceptional, (18)
"It was very affordable and comfortable - we had 6 people all together and could still have fit a couple more!!! Excellent location to get to Rock Bottom Pond which is why were there for our nephew's wedding. Great experience!!"
Dreamy Ridgeway Home w/ Grill on Lake Wateree!
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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

Premium bedding, pillow-top beds, desk, laptop workspace
Clarion Pointe Near University
2.5 star property
9.2 out of 10, Wonderful, (778)
"This is my second time staying here, very nice, easy access, clean and lots of parking"
The price is NZ$130
includes taxes & fees
9 Jun - 10 Jun
Clarion Pointe Near University
Lobby
Days Inn by Wyndham Rock Hill
2.0 star property
6.2 out of 10, (977)
"Nuin"
The price is NZ$102
includes taxes & fees
16 Jun - 17 Jun
Days Inn by Wyndham Rock Hill
Lobby
Holiday Inn Express & Suites Fort Mill, an IHG Hotel
2.5 star property
9.2 out of 10, Wonderful, (774)
"Nice breakfast "
The price is NZ$228
includes taxes & fees
29 May - 30 May
Holiday Inn Express & Suites Fort Mill, an IHG 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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Chester holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Chester. 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 Chester. 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 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 holiday 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 Chester short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Chester?

Yes, there are holiday rentals in Chester close to Cruse Vineyards and Winery, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that Chester has to offer?

Lake Wylie log cabin with Pool and King bed!: This holiday home rental outside of Chester is located on a lake, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Chester?

Choose from 4 Expedia holiday rentals in Chester for a memorable holiday.

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 holiday rentals like in Chester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chester. Holiday rentals feature extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for families.

Recent reviews of Chester properties
Expedia verified reviews