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Chester Holiday Rentals

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Holiday Rentals in Chester

Our top choices for Chester holiday rentals

stayAPT Suites Rock Hill

2.5 star property
8.4 out of 10, Very good, (183)
"This was such an amazing stay ! Very peaceful atmosphere and great employees!"
stayAPT Suites Rock Hill

Luxury Carriage House Suite on the Lake.

10.0 out of 10, Exceptional, (12)
"Lovely views- well equipped"
The price is NZ$422
includes taxes & fees
28 Aug - 29 Aug
Luxury Carriage House Suite on the Lake.

Charlotte Glamping Dome- Fawn and Fern Hideaway

10.0 out of 10, Exceptional, (43)
"We loved staying here! It so so fun and cozy."
The price is NZ$518
includes taxes & fees
6 Sept - 7 Sept
Charlotte Glamping Dome- Fawn and Fern Hideaway

Suite w/ Private Entry and Nature Trails ($40 cleaning)

10.0 out of 10, Exceptional, (65)
"We stayed for 2 nights for a visit to Carowinds. Location was good and bed comfortable. "
Suite w/ Private Entry and Nature Trails ($40 cleaning)

The Ellis House - Just Three Blocks from Downtown Rock Hill

9.0 out of 10, Wonderful, (28)
"We enjoyed the house and owner communication was great."
The Ellis House - Just Three Blocks from Downtown Rock Hill

Home away from home

9.8 out of 10, Exceptional, (100)
"The location was perfect for an event we attended in Charlotte. "
Home away from home

1 Story Townhome in Rock Hill, close to Charlotte, Lake Wylie, Carowinds & I-77.

10.0 out of 10, Exceptional, (75)
"Had a nice stay with 4 of us visiting our family. It is a good location as we have family in Tega Cay, Lancaster and Charlotte."
1 Story Townhome in Rock Hill, close to Charlotte, Lake Wylie, Carowinds & I-77.

Bright & Cheery Bungalow - Mins to Downtwn Fort Mill

9.8 out of 10, Exceptional, (40)
"Our host Courtney was wonderful...left us snacks and coffee..house was clean and comfortable..even had a Christmas tree. Would rent again and highly recommend this property"
Bright & Cheery Bungalow - Mins to Downtwn Fort Mill

The Mill Hippie- Renovated in Aragon c.1940 Near Winthrop & Glencairn Garden

9.4 out of 10, Exceptional, (51)
"Loved staying at this house! Everything was as advertised! Great location and a adorable older home! Would definitely recommend! "
The price is NZ$469
includes taxes & fees
24 Sept - 25 Sept
The Mill Hippie- Renovated in Aragon c.1940 Near Winthrop & Glencairn Garden

Mom's Cabin - Relax Without Trying

9.8 out of 10, Exceptional, (146)
"It was a great time getting together with family and grand boys. Everyone loves the lake and one of the few sandy beaches was right across from the dock. Caught good fish and enjoyed the whole lake with evening boat rides."
Mom's Cabin - Relax Without Trying

Stunning 4 Bed House Perfect for Nature Lovers

9.8 out of 10, Exceptional, (6)
"Love love this place our family had an amazing time the location was perfect for us and the hosts were very responsive would stay here again"
Stunning 4 Bed House Perfect for Nature Lovers

Area 52 Apartment - Walking Distance from Fountain Park

9.4 out of 10, Exceptional, (21)
"It was a very nice place with lots of shops and food in close walking distance "
Area 52 Apartment - Walking Distance from Fountain Park

COZY Downtown FORT MILL...1/2 block to MAIN STREET Restaurants* (3 bd, 2 ba)

10.0 out of 10, Exceptional, (24)
"This was our third time staying at this property. We love the location and charm of the house, and we hope to stay there again in the future. "
COZY Downtown FORT MILL...1/2 block to MAIN STREET Restaurants* (3 bd, 2 ba)

Lakefront Retreat - Sleeps 18 - Kayaks + Hot Tub

9.8 out of 10, Exceptional, (10)
"We had a great stay at this property! Property is well maintained and great layout for a group. Loved the patio for just hanging out. 100% recommend this house if you are in area!"
Lakefront Retreat - Sleeps 18 - Kayaks + Hot Tub

Family-Friendly Lakefront Home with Hot Tub, Firepit, Dock & Breathtaking Views!

6.0 out of 10, (2)
"Just four old friends staying for a week of playing golf, watching the PGA Championship, a little boating and a lot of laughs. Location was perfect with lots of great dining and breweries nearby. The place was top notch, had everything we needed and the host was very accommodating and easy to communicate with. Would highly recommend."
Family-Friendly Lakefront Home with Hot Tub, Firepit, Dock & Breathtaking Views!

Charlotte Lux Lake House Private Peninsula, Hot Tub & Beach, Wheelchair access

10.0 out of 10, Exceptional, (12)
"This was a perfect setting, and the perfect house for the three generations of our family were able to make the trip. The kids really enjoyed the daily trips on the pontoon boat, swimming on the beach, and diving from the dock. The house is very comfortable with lots of room for everyone."
Charlotte Lux Lake House Private Peninsula, Hot Tub & Beach, Wheelchair access

Kraken Cove (Hot tub)

6.0 out of 10, (1)
Kraken Cove (Hot tub)

1800’s Cabin with Hot Tub, Pet Friendly

10.0 out of 10, Exceptional, (15)
"This cozy cabin was fantastic! It was just a short drive from Rock Hill so you have everything need from a vibe perspective, but the quiet charm of the country in a beautiful log cabin. The hot tub is a great addition as well! Highly recommend this stay!"
1800’s Cabin with Hot Tub, Pet Friendly

Hot Tub+Stunning Lake Views+Fire Pit

10.0 out of 10, Exceptional, (26)
"Wonderful house for those with little kids! We will be back!"
Hot Tub+Stunning Lake Views+Fire Pit

Fort Mill-Rock Hill Buy 3 get 1 Free night! Close to everything in FM & RH

10.0 out of 10, Exceptional, (20)
"Clean, well maintained and great amenities all around the property."
Fort Mill-Rock Hill Buy 3 get 1 Free night! Close to everything in FM & RH
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

Frequently asked questions

Can I find holiday rentals in Chester?

Yes, there are holiday rentals in Chester close to Olde English District, 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?

Luxury Carriage House Suite on the Lake.: This holiday home rental outside of Chester is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Chester?

Choose from 3 Expedia holiday rentals in Chester for a memorable holiday.

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, Chester County Transportation Museum and Cruse Vineyards and Winery 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.