Search Holiday Rentals in Chester

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Chester holiday rentals

A full glamping experience that lets you escape & enjoy the serenity of nature.

A full glamping experience that lets you escape & enjoy the serenity of nature.
Lancaster
9.2 out of 10, Wonderful, (13 reviews)
"Absolutely love this place. Perfect and quiet. "
United States
Sandy F.
The price is £110
includes taxes & fees
10 Apr - 11 Apr
A full glamping experience that lets you escape & enjoy the serenity of nature.

Charlotte Glamping Dome- Fawn and Fern Hideaway

Charlotte Glamping Dome- Fawn and Fern Hideaway
Charlotte
10.0 out of 10, Exceptional, (50 reviews)
"They were very communicative! The place was clean, and we had a wonderful stay! "
United States
Adyson M.
The price is £228
includes taxes & fees
12 Apr - 13 Apr
Charlotte Glamping Dome- Fawn and Fern Hideaway

3-bedroom spacious house in welcoming Waxhaw with EV charger

3-bedroom spacious house in welcoming Waxhaw with EV charger
Waxhaw
The price is £278
includes taxes & fees
16 Apr - 17 Apr
3-bedroom spacious house in welcoming Waxhaw with EV charger

Old Yeller - Renovated House in Aragon c.1906 Near Winthrop & Glencairn Garden

Old Yeller - Renovated House in Aragon c.1906 Near Winthrop & Glencairn Garden
Old Town Rock Hill
9.6 out of 10, Exceptional, (18 reviews)
"Cute, clean and cozy! "
United States
Brandi
Old Yeller - Renovated House in Aragon c.1906 Near Winthrop & Glencairn Garden

Rock Hill Stay, Play, and Stroll

Rock Hill Stay, Play, and Stroll
Old Town Rock Hill
9.4 out of 10, Exceptional, (6 reviews)
"Cute and comfy! The jack-and-jill closet was great for our kids' sense of "security" (aka access to parents), too. Great location, too. Walking to Knowledge Perk n the mornings was a treat!"
United States
Rick A.
The price is £150
includes taxes & fees
15 Apr - 16 Apr
Rock Hill Stay, Play, and Stroll

The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath

The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath
Old Town Rock Hill
9.8 out of 10, Exceptional, (10 reviews)
"We enjoyed our stay. The house was clean and comfortable. It was convenient to the college. "
United States
Carolyn P.
The price is £266
includes taxes & fees
13 Apr - 14 Apr
The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath

Loco Motive- Renovated House in Aragon c.1940 Near Winthrop & Glencairn Garden

Loco Motive- Renovated House in Aragon c.1940 Near Winthrop & Glencairn Garden
Old Town Rock Hill
9.0 out of 10, Wonderful, (26 reviews)
"Spectacular stay!"
United States
Raymond B.
The price is £213
includes taxes & fees
13 Apr - 14 Apr
Loco Motive- Renovated House in Aragon c.1940 Near Winthrop & Glencairn Garden

Milton House Cozy and Elegant 3/2

Milton House Cozy and Elegant 3/2
Old Town Rock Hill
10.0 out of 10, Exceptional, (11 reviews)
"Great stay! A wonderful location, too. Safe, close to many things, and a wonderful, comfortable home. The hosts were also very communicative and responded promptly to any request or question I had."
United States
Abby W.
The price is £288
includes taxes & fees
12 Apr - 13 Apr
Milton House Cozy and Elegant 3/2

Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop

Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop
Old Town Rock Hill
9.4 out of 10, Exceptional, (19 reviews)
"My daughters loved the big comfy beds. Nice stay. Will visit this place again. Highly recommend. "
United States
Melissa L.
The price is £283
includes taxes & fees
13 Apr - 14 Apr
Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop

King Suite | Free Breakfast Buffet + Great for Business Travelers!

King Suite | Free Breakfast Buffet + Great for Business Travelers!
Rock Hill
10.0 out of 10, Exceptional, (2 reviews)
"Everything was absolutely perfect! Will stay again when in Rock Hill"
United States
C A Harler T.
The price is £128
includes taxes & fees
12 Apr - 13 Apr
King Suite | Free Breakfast Buffet + Great for Business Travelers!

New! Clean, comfortable studio apartment. Close to Charlotte.

New! Clean, comfortable studio apartment. Close to Charlotte.
Rock Hill
9.0 out of 10, Wonderful, (4 reviews)
"Very Clean and comfortable. The location was in a rural location which provided some much-needed peace and quiet while I caught up on work - WiFi was excellent. I would definitely recommend Storeytime as a great choice for 1-2 people if you're travelling through Rock Hill, SC."
United States
Todd B.
The price is £110
includes taxes & fees
10 Apr - 11 Apr
New! Clean, comfortable studio apartment. Close to Charlotte.

The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop

The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop
Old Town Rock Hill
9.0 out of 10, Wonderful, (8 reviews)
"Will return to this location, Very very well kept and nice."
United States
Carlos Mario
The price is £248
includes taxes & fees
15 Apr - 16 Apr
The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop

Studio Suite | Free Breakfast + Pool

Studio Suite | Free Breakfast + Pool
Rock Hill
10.0 out of 10, Exceptional, (2 reviews)
"This place was nice and close to a bowling alley my we enjoyed! "
United States
Tiffany H.
The price is £128
includes taxes & fees
12 Apr - 13 Apr
Studio Suite | Free Breakfast + Pool

A crackling campfire, a creek & deer outside your tent & we have a nature trail!

A crackling campfire, a creek & deer outside your tent & we have a nature trail!
Lancaster
10.0 out of 10, Exceptional, (1 review)
"My wife and I had a wonderful experience at this campsite. Everything included made the trip stress free and we got to fully focus on fun and relaxation. Great campfire, lights, trash can, grill everything included. And the four stars on cleanness is only because of the grill but I’m sure that’s difficult to maintain outside overall 10/10 for real . "
United States
Derek.DoesItWell
The price is £57
includes taxes & fees
12 Apr - 13 Apr
A crackling campfire, a creek & deer outside your tent & we have a nature trail!

Stylish 3bdr Home Includes Large Backyard & Deck near RH Downtown & I-77

Stylish 3bdr Home Includes Large Backyard & Deck near RH Downtown & I-77
Rock Hill
10.0 out of 10, Exceptional, (1 review)
"Attentive host, great location, plenty ofRoom in the house."
United States
J C.
The price is £192
includes taxes & fees
12 Apr - 13 Apr
Stylish 3bdr Home Includes Large Backyard & Deck near RH Downtown & I-77

Tree House feel overlooking Glencairn Gardens

Tree House feel overlooking Glencairn Gardens
Old Town Rock Hill
9.8 out of 10, Exceptional, (16 reviews)
"This was our second time staying here, and it was lovely! Very clean, plenty of room, and very conveniently located. We will be back!"
United States
Rachel B.
The price is £208
includes taxes & fees
13 Apr - 14 Apr
Tree House feel overlooking Glencairn Gardens

Charlotte Area Home Near Lake Wylie, Pets Welcome!

Charlotte Area Home Near Lake Wylie, Pets Welcome!
3.0 star property
Charlotte
The price is £513
includes taxes & fees
12 Apr - 13 Apr
Charlotte Area Home Near Lake Wylie, Pets Welcome!

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

4.2-Acre Lakefront– Game Room,Hot Tub & Private Dock !
Fort Lawn
10.0 out of 10, Exceptional, (10 reviews)
"A wonderful place to stay and just enjoy time together as a family!!"
United States
Tammy H.
The price is £942
includes taxes & fees
21 Apr - 22 Apr
4.2-Acre Lakefront– Game Room,Hot Tub & Private Dock !

Charlotte Area Home Near Lake Wylie, Pets Welcome!

Charlotte Area Home Near Lake Wylie, Pets Welcome!
Charlotte
The price is £525
includes taxes & fees
12 Apr - 13 Apr
Charlotte Area Home Near Lake Wylie, Pets Welcome!

stayAPT Suites Rock Hill

stayAPT Suites Rock Hill
2.5 star property
Rock Hill
8.2 out of 10, Very good, (221 reviews)
"Clean and staff was very friendly. "
United States
Cydney
The price is £81
includes taxes & fees
30 Apr - 1 May
stayAPT Suites Rock Hill
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

Find out more about Chester

Everything you need to know about Chester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chester holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester holiday rentals we have selected for you start as low as £81 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 holiday 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 holiday.

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 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?

The Ranch Retreat at Fort Mill, SC: This holiday home rental outside of Chester offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

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, Cruse Vineyards and Winery and Olde English District 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.