Holiday Rentals in Chester

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Our top choices for Chester holiday rentals

8.4 out of 10, Very good, (5 reviews)
"The house was nice and clean and was not to far from the college, parking was good and its close to the highway and food"
United States
dachaun w.
The price is €341
includes taxes & fees
25 Feb - 26 Feb
Cheerful 3 bedroom home free parking on premise
The price is €353
includes taxes & fees
27 Mar - 28 Mar
The Serenity Manor – A Restful Heritage Retreat

Holiday Home in Chester

Comfortable home away from home
6.8 out of 10, (5 reviews)
"Had a great time"
United States
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Comfortable home away from home

Apartment in South Philadelphia

Chic & Cozy Philly Stay in City Center
3.0 star property
8.6 out of 10, Excellent, (4 reviews)
"Very warm and comfy spot! Definitely going to save this stay when coming back. There was extra pillow and blankets. Great place to stay!!"
United States
Genessis
The price is €199
includes taxes & fees
9 Mar - 10 Mar
Chic & Cozy Philly Stay in City Center

Holiday Home in South Philadelphia

Sweet Home in Philadelphia-Stadium Nearby
10.0 out of 10, Exceptional, (9 reviews)
"The Host was amazing! The place was amazing, would book again!"
United States
Jordan H.
The price is €315
includes taxes & fees
26 Feb - 27 Feb
Sweet Home in Philadelphia-Stadium Nearby
8.2 out of 10, Very good, (25 reviews)
"I truly enjoyed my stay here. The host wast truly amazing and responsive to any and every accommodations I needed. I would definitely stay here again on my next visit."
United States
Taylar H.
The price is €149
includes taxes & fees
25 Feb - 26 Feb
Retreat to this harmonious and tranquil apartment in the quiet neighborhood.

Holiday Home in South Philadelphia

Easy Walk 2 Stadiums- Kid Friendly | Game Room
10.0 out of 10, Exceptional, (43 reviews)
"Clean. Spacious. Walking distance to most places. "
Canada
Christine K.
The price is €309
includes taxes & fees
4 Mar - 5 Mar
Easy Walk 2 Stadiums- Kid Friendly | Game Room

Holiday Home in South Philadelphia

Hot Tub on Roofdeck
9.8 out of 10, Exceptional, (18 reviews)
"Great stay clean place"
United States
Tykeer B.
The price is €510
includes taxes & fees
25 Feb - 26 Feb
Hot Tub on Roofdeck

Apartment in North Philadelphia

Brewerytown Gem 1BR Apartment W Oxford
3.0 star property
7.8 out of 10, Good, (21 reviews)
"Deception ad. Unit in North Philly which is ran like a boarding home. Owned lists same property using different deceptive title. We call out, even though I didn't check in, the owner refused to issue a refund. SCAM!!!"
United States
Derrick
The price is €132
includes taxes & fees
26 Feb - 27 Feb
Brewerytown Gem 1BR Apartment W Oxford
10.0 out of 10, Exceptional, (4 reviews)
"Accommodations were great, we loved the apartment, it was clean, and we’d stay again if it’s available on our next trip to Philadelphia. The host was friendly and helpful, communicated well and made wonderful suggestions for area activities and attractions. "
United States
Jeffrey N.
The price is €157
includes taxes & fees
23 Mar - 24 Mar
New 2/2 Across from Fairmount Park | 10 mins to DT

Apartment in North Philadelphia

Brewerytown Balcony Retreat 2BR Haven
3.0 star property
8.0 out of 10, Very good, (2 reviews)
"This place was amazing. Exactly as pictured and described. Very easy to navigate and the directions super easy. We will certainly stay here again. "
United States
Lauryn
The price is €166
includes taxes & fees
15 Mar - 16 Mar
Brewerytown Balcony Retreat 2BR Haven

Apartment in North Philadelphia

StayCozy at The Frankford
4.0 star property
8.6 out of 10, Excellent, (94 reviews)
"What a great place to stay! Right in the middle of everything! Clean, safe, perfect! Would def stay here again!"
United States
Chris
StayCozy at The Frankford

Aparthotel in University City

4211 Suites
4.5 star property
9.0 out of 10, Wonderful, (566 reviews)
"Great stay "
United States
Saeeda
The price is €101
includes taxes & fees
25 Feb - 26 Feb
4211 Suites
9.8 out of 10, Exceptional, (47 reviews)
"It was perfect even though it rained..loved the decor and the bed was really comfortable too...will definitely stay here again if in the area."
United States
Stacy W.
The price is €184
includes taxes & fees
25 Feb - 26 Feb
Ushmila's Nest- private entrance, bedroom & bathroom
9.6 out of 10, Exceptional, (55 reviews)
"family friendly"
United States
Louis D.
The price is €527
includes taxes & fees
3 Mar - 4 Mar
Tudor Luxury- Comfy 4Bed Home, PHL, UPenn, Fast Wi-fi

Apartment in North Philadelphia

Cozy 1BR near Temple Campus & Subway
8.4 out of 10, Very good, (8 reviews)
"The apartment was fine, as described. The access was through an electronic lock system that doesn't always work well"
United States
Bedatri D.
The price is €81
includes taxes & fees
25 Feb - 26 Feb
Cozy 1BR near Temple Campus & Subway
10.0 out of 10, Exceptional, (27 reviews)
"Super cute little space with a gorgeous patio. "
United States
Katherine O.
The price is €281
includes taxes & fees
25 Feb - 26 Feb
Hidden Gem Townhome with 2 BRs -University City -near UPenn&Drexel
10.0 out of 10, Exceptional, (23 reviews)
"Very attractive place just off the Main Street of Bryn Mawr"
United States
John S.
The price is €229
includes taxes & fees
25 Feb - 26 Feb
FIFA HQ - Minutes to Philadelphia Stadium
10.0 out of 10, Exceptional, (196 reviews)
"Great time and friendly people "
United States
Karl
The price is €170
includes taxes & fees
6 Mar - 7 Mar
Stylish Private Suite in the heart of Brandywine Valley

Holiday Home in North Philadelphia

Big 3BR Near *Art Museum*- Family Game Room+ Patio
10.0 out of 10, Exceptional, (30 reviews)
"Nice place for our family in a good location."
United States
Lydia H.
The price is €366
includes taxes & fees
26 Feb - 27 Feb
Big 3BR Near *Art Museum*- Family Game Room+ Patio
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

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 €95 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 Camp Upland, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Chester has a good selection of restaurants. Make sure you have time to check out the football matches and university setting during your trip.

What are some of the best holiday rentals that Chester has to offer?

Riverside Retreat: This holiday home rental outside of Chester is located on the waterfront, and offers a garden, air conditioning and laundry facilities to help you feel perfectly comfortable 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.

How many holiday rentals are there in Chester?

With 6 Expedia holiday rentals, you're guaranteed to find just the right place for your Chester stay.

What can I see and do in Chester?

Ethel Waters Park and Crozier Park are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Camp Upland. Other places in town to visit include Harrah's Casino and Racetrack and Subaru Park.

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 provide amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for families.