Photo by A Jaunt With Joy

Search Holiday Rentals in Chester

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Top Holiday Rentals in Chester

stayAPT Suites Rock Hill

2.5 star property
8.6 out of 10, Excellent, (182)
"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, (7)
"Great location on beautiful Lake Wylie! Carriage house was clean and well appointed. I wouldn’t hesitate to stay there again."
The price is £119
includes taxes & fees
10 Aug - 11 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 £234
includes taxes & fees
5 Aug - 6 Aug
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, (27)
"We enjoyed the house and owner communication was great."
The price is £208
includes taxes & fees
5 Aug - 6 Aug
The Ellis House - Just Three Blocks from Downtown Rock Hill

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

Bright & Cheery Bungalow - Mins to Downtwn Fort Mill

9.8 out of 10, Exceptional, (39)
"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

Home away from home

9.8 out of 10, Exceptional, (99)
"The location was perfect for an event we attended in Charlotte. "
Home away from home

Area 52 Apartment - Walking Distance from Fountain Park

9.4 out of 10, Exceptional, (21)
"Clean, air conditioned, off street parking, walking distance to downtown, flexible management, perfect place. Just be aware the 2nd floor unit has a tight staircase climb up. If you can do that with a suitcase, it's a great place to stay. We had no problems. "
The price is £184
includes taxes & fees
5 Aug - 6 Aug
Area 52 Apartment - Walking Distance from Fountain Park

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

9.4 out of 10, Exceptional, (49)
"Loved staying at this house! Everything was as advertised! Great location and a adorable older home! Would definitely recommend! "
The price is £213
includes taxes & fees
17 Aug - 18 Aug
The Mill Hippie- Renovated in Aragon c.1940 Near Winthrop & Glencairn Garden

Affordable Fun House

9.4 out of 10, Exceptional, (34)
"Kids loved the bunk room and outdoor activities. Very clean. Well stocked. Great communication. Would stay again!"
Affordable Fun House

The Cottage on Shurley

9.8 out of 10, Exceptional, (26)
"Everything was exactly as described (we like that) and our dogs loved it. Close to downtown but not too close. We have a habit of rating our stays based on the quality of the shower pressure and hot water. This one will not disappoint. Thanks for a great stay. "
The price is £194
includes taxes & fees
5 Aug - 6 Aug
The Cottage on Shurley

Lakefront Retreat - Sleeps 18 - Kayaks + Hot Tub

9.8 out of 10, Exceptional, (10)
"Definitely will stay here again!"
The price is £945
includes taxes & fees
6 Aug - 7 Aug
Lakefront Retreat - Sleeps 18 - Kayaks + Hot Tub

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

10.0 out of 10, Exceptional, (11)
"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

Mom's Cabin - Relax Without Trying

9.8 out of 10, Exceptional, (145)
"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

Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop

9.4 out of 10, Exceptional, (30)
"We were in town for a basketball tournament and found the residence safe and convenient to the location where games were held."
Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop

Delightful Victorian home with 6 bedrooms in downtown Fort Mill

2.0 star property
10.0 out of 10, Exceptional, (16)
"Came down to watch the Mayo Bowl. Great place to host the entire family. Close to Charlotte and a lot of great restaurants within walking distance. Enjoyed our stay."
Delightful Victorian home with 6 bedrooms in downtown Fort Mill

Quaint Studio in the heart of Rock Hill, SC - Near I-77 and sport complexes

10.0 out of 10, Exceptional, (4)
"The host was amazing. I was left a personalize note when i arrived that was very special. The home was beautiful and relaxing. Just perfect."
Quaint Studio in the heart of Rock Hill, SC - Near I-77 and sport complexes

The Garden Spot - Next to Glencairn Garden, near Winthrop & RH indoor sport

9.6 out of 10, Exceptional, (31)
"It was cute and private. Beautiful garden right by the property"
The price is £219
includes taxes & fees
5 Aug - 6 Aug
The Garden Spot - Next to Glencairn Garden, near Winthrop & RH indoor sport

Milton House Cozy and Elegant 3/2

10.0 out of 10, Exceptional, (7)
"The house was adorable and in a great neighborhood . This is the best deal on the market . I searched other VRBOs in rock hill and they were more expensive and not nearly as nice as this one . The house is very well appointed. Would love to buy this house . "
The price is £325
includes taxes & fees
2 Sept - 3 Sept
Milton House Cozy and Elegant 3/2
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

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?

Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop: This holiday home rental outside Chester has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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.