Photo by A Jaunt With Joy

Chester Holiday Rentals

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
26 Sept - 28 Sept
In one month
10 Oct - 12 Oct
In two months
7 Nov - 9 Nov
In three months
5 Dec - 7 Dec

Holiday Rentals in Chester

Our top choices for Chester holiday rentals

stayAPT Suites Rock Hill
Interior

stayAPT Suites Rock Hill

2.5 star property
8.4 out of 10, Very good, (184)
"This was such an amazing stay ! Very peaceful atmosphere and great employees!"
stayAPT Suites Rock Hill
Charlotte Glamping Dome- Fawn and Fern Hideaway
Outdoor dining

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 HK$1,331
HK$2,369 total
includes taxes & fees
14 Sept - 15 Sept
Charlotte Glamping Dome- Fawn and Fern Hideaway
Luxury Carriage House Suite on the Lake.
Terrace/patio

Luxury Carriage House Suite on the Lake.

10.0 out of 10, Exceptional, (13)
"Lovely views- well equipped"
The price is HK$1,010
HK$1,294 total
includes taxes & fees
14 Sept - 15 Sept
Luxury Carriage House Suite on the Lake.
The Ellis House - Just Three Blocks from Downtown Rock Hill
TV

The Ellis House - Just Three Blocks from Downtown Rock Hill

9.0 out of 10, Wonderful, (31)
"Great little house just a 4 block walk from rock hill. Would stay here again. "
The price is HK$1,012
HK$2,101 total
includes taxes & fees
11 Sept - 12 Sept
The Ellis House - Just Three Blocks from Downtown Rock Hill
Suite w/ Private Entry and Nature Trails ($40 cleaning)
1 bedroom, iron/ironing board, WiFi, bed sheets

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)
Home away from home
Exterior

Home away from home

9.8 out of 10, Exceptional, (101)
"The location was perfect for an event we attended in Charlotte. "
Home away from home
Family-Friendly Lakefront Home with Hot Tub, Firepit, Dock & Breathtaking Views!
Outdoor spa tub

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

10.0 out of 10, Exceptional, (1)
"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!
COZY Downtown FORT MILL...1/2 block to MAIN STREET Restaurants* (3 bd, 2 ba)
Living area

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

10.0 out of 10, Exceptional, (24)
"Perfect house in the perfect location! Fort mill is a great area itself and is surrounded by beautiful places in NC and SC. Would stay again! "
COZY Downtown FORT MILL...1/2 block to MAIN STREET Restaurants* (3 bd, 2 ba)
Charlotte Lux Lake House Private Peninsula, Hot Tub & Beach, Wheelchair access
5 bedrooms, in-room safe, iron/ironing board, travel cot

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

10.0 out of 10, Exceptional, (13)
"We were rally happy with the place. Views were great. Water was perfect and we spent most of our time on the Dock and beach"
Charlotte Lux Lake House Private Peninsula, Hot Tub & Beach, Wheelchair access
Bright & Cheery Bungalow - Mins to Downtwn Fort Mill
Property grounds

Bright & Cheery Bungalow - Mins to Downtwn Fort Mill

10.0 out of 10, Exceptional, (41)
"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
1800’s Cabin with Hot Tub, Pet Friendly
Outdoor spa tub

1800’s Cabin with Hot Tub, Pet Friendly

10.0 out of 10, Exceptional, (15)
"Rustic cabin get away"
1800’s Cabin with Hot Tub, Pet Friendly
Stunning 4 Bed House Perfect for Nature Lovers
Outdoor pool

Stunning 4 Bed House Perfect for Nature Lovers

9.8 out of 10, Exceptional, (7)
"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
Lakefront Retreat - Sleeps 18 - Kayaks + Hot Tub
Terrace/patio

Lakefront Retreat - Sleeps 18 - Kayaks + Hot Tub

10.0 out of 10, Exceptional, (11)
"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!"
The price is HK$3,787
HK$9,565 total
includes taxes & fees
16 Sept - 17 Sept
Lakefront Retreat - Sleeps 18 - Kayaks + Hot Tub
Cozy Lakehouse on Quiet Cove
Outdoor dining

Cozy Lakehouse on Quiet Cove

2.0 star property
9.6 out of 10, Exceptional, (8)
"This was perfect for our family to get away from jobs and school and the daily grind…we spent time reconnecting and relaxing in a peaceful environment! We would return!"
Cozy Lakehouse on Quiet Cove
Affordable Fun House
Property grounds

Affordable Fun House

9.4 out of 10, Exceptional, (36)
"Kids loved the bunk room and outdoor activities. Very clean. Well stocked. Great communication. Would stay again!"
Affordable Fun House
4.2-Acre Lakefront– Game Room，Hot Tub & Private Dock !
Outdoor dining

4.2-Acre Lakefront– Game Room，Hot Tub & Private Dock !

10.0 out of 10, Exceptional, (8)
"A wonderful place to stay and just enjoy time together as a family!!"
4.2-Acre Lakefront– Game Room，Hot Tub & Private Dock !
Hot Tub+Stunning Lake Views+Fire Pit
Pool

Hot Tub+Stunning Lake Views+Fire Pit

10.0 out of 10, Exceptional, (26)
"The property was absolutely beautiful! The house was so nice and had everything we needed!"
Hot Tub+Stunning Lake Views+Fire Pit
Kraken Cove (Hot tub)
Property grounds

Kraken Cove (Hot tub)

6.0 out of 10, (1)
Kraken Cove (Hot tub)
Mom's Cabin - Relax Without Trying
Property grounds

Mom's Cabin - Relax Without Trying

9.8 out of 10, Exceptional, (146)
"What a very nice place. Beautiful views and very relaxing and peaceful. Loved the screened in porch for sitting and looking out at the lake. Thank you so much!"
Mom's Cabin - Relax Without Trying
The Cottage on Shurley
Exterior

The Cottage on Shurley

9.8 out of 10, Exceptional, (26)
"Very possibly the best vacation rental I have stayed in."
The price is HK$974
HK$1,920 total
includes taxes & fees
23 Sept - 24 Sept
The Cottage on Shurley
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

Find out more about Chester

Find out more about Chester

Search for holiday rentals in Chester on Expedia! You can easily find your home rentals, villas, holiday apartments in Chester using one of the methods below:

  • View our selection of featured holiday rentals in Chester
  • Use the map to find apartments and other holiday homes in the Chester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chester while they last

Look no further and take a look at our great range of rental properties in Chester!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.