A bridge over a river with a sunset sky.

Chester Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Chester holiday rentals

A hotel lobby with a fireplace, dining area, and kitchen.

1. Philadelphia Suites-Extended Stay

Philadelphia Suites-Extended Stay
4.0 star property
Southwest Philadelphia
7.4 out of 10, Good, (1,681 reviews)
"Best place to stay and have fun"
United States
TIM
The price is HK$805
HK$937 total
includes taxes & fees
14 Oct - 15 Oct
Philadelphia Suites-Extended Stay
A modern lobby with two elevators, a reception desk, and a glass door leading outside.

2. 4211 Suites

4211 Suites
4.5 star property
University City
9.0 out of 10, Wonderful, (940 reviews)
"It was nice, id stay again..."
United States
Canella
The price is HK$1,045
HK$1,217 total
includes taxes & fees
14 Oct - 15 Oct
4211 Suites
A dining area with a glass table, chairs, and a cabinet.

3. Walkable Neighborhood: Updated Morton Home!

Walkable Neighborhood: Updated Morton Home!
3.0 star property
Morton
10.0 out of 10, Exceptional, (1 review)
"Homey, quiet and perfectly located property. Easy to communicate with John. Will definitely be back!"
United States
KEREN
The price is HK$1,373
HK$2,164 total
includes taxes & fees
20 Oct - 21 Oct
Walkable Neighborhood: Updated Morton Home!
A modern building with a black front door labeled "G1," a mailbox, and a small garden area with a fence and greenery.

4. G.O.G Building

G.O.G Building
3.0 star property
Darby
8.4 out of 10, Very good, (11 reviews)
"Property was very nice "
United States
Dion
The price is HK$636
HK$2,354 total
includes taxes & fees
21 Oct - 22 Oct
G.O.G Building
A rooftop terrace with wicker chairs and a table, overlooking a cityscape with tall buildings.

5. Sosuite at The Ovation - Avenue of The Arts

Sosuite at The Ovation - Avenue of The Arts
4.0 star property
South Philadelphia
8.2 out of 10, Very good, (174 reviews)
"Great place - will be staying again"
United States
Natalie
The price is HK$977
HK$1,137 total
includes taxes & fees
2 Nov - 3 Nov
Sosuite at The Ovation - Avenue of The Arts
A rooftop terrace with outdoor seating, a view of the city skyline, and a covered area with a pergola.

6. Sosuite at The Onyx - Museum District

Sosuite at The Onyx - Museum District
4.0 star property
Center City
8.6 out of 10, Excellent, (123 reviews)
"Was great would stay again"
United States
Yenalesi
The price is HK$953
HK$1,101 total
includes taxes & fees
20 Oct - 21 Oct
Sosuite at The Onyx - Museum District
A hotel room with a large bed, a sofa, a desk with a laptop, and a TV.

7. Sosuite at The Loxley - Old City

Sosuite at The Loxley - Old City
4.0 star property
Center City
9.0 out of 10, Wonderful, (121 reviews)
"Clean, private, easy to access. This was just right for visitors to the city."
United States
Phillip
The price is HK$989
HK$1,142 total
includes taxes & fees
20 Oct - 21 Oct
Sosuite at The Loxley - Old City
A spacious lobby with exposed brick walls, a modern staircase, and a mezzanine level.

8. Sosuite at The Queen - Queen Village

Sosuite at The Queen - Queen Village
2.0 star property
South Philadelphia
8.0 out of 10, Very good, (135 reviews)
"Surprisingly very cute property with cool little bar/eatery on ground level next door!"
United States
Michael
The price is HK$653
HK$754 total
includes taxes & fees
3 Nov - 4 Nov
Sosuite at The Queen - Queen Village
A modern living room with a sofa, a red armchair, a coffee table, and a bookshelf.

9. Archway Hotel & Residences

Archway Hotel & Residences
2.0 star property
North Philadelphia
9.2 out of 10, Wonderful, (55 reviews)
"Loved this place so much! Very clean and perfect for our stay. Super easy check-in and great location"
United States
Ella
The price is HK$1,151
HK$1,997 total
includes taxes & fees
14 Oct - 15 Oct
Archway Hotel & Residences
A living room with a beige sofa, a coffee table, and a large window with curtains.

10. Sosuite at Independence Lofts - Callowhill

Sosuite at Independence Lofts - Callowhill
4.5 star property
North Philadelphia
8.0 out of 10, Very good, (158 reviews)
"It’s always a great time staying here"
United States
Edwina
The price is HK$938
HK$1,091 total
includes taxes & fees
2 Nov - 3 Nov
Sosuite at Independence Lofts - Callowhill
A cityscape through a window with a plant in the foreground.

11. Kestrel Hotel

Kestrel Hotel
3.5 star property
Center City
9.4 out of 10, Exceptional, (155 reviews)
"Easy access, easy parking areas nearby, good downtown location"
United States
Jacob
The price is HK$805
HK$1,646 total
includes taxes & fees
14 Oct - 15 Oct
Kestrel Hotel
A modern kitchen with dark blue cabinets, stainless steel appliances, and a wooden bar stool.

12. StayCozy at The Frankford

StayCozy at The Frankford
3.5 star property
North Philadelphia
8.8 out of 10, Excellent, (169 reviews)
"Excellent stay"
United States
Adriana
The price is HK$512
HK$1,498 total
includes taxes & fees
2 Nov - 3 Nov
StayCozy at The Frankford
A laundry room with two stacked washing machines, a shower area, and a hallway leading to a dining area with a plant.

13. One Sky Loft

One Sky Loft
2.0 star property
Center City
9.2 out of 10, Wonderful, (149 reviews)
"Our 1st time visiting to see tourist sights. This place is within 3-4 blocks of Philadelphia's 2 Hop-On/Office tour bus companies. There's a bakery/café & Starbucks across the street, plenty of food within walking distance, as well as we found affordable long term parking 3 blocks away. The building was recently renovated to like brand new. We loved our stay!!!"
United States
Debbie
The price is HK$1,432
HK$2,370 total
includes taxes & fees
28 Oct - 29 Oct
One Sky Loft
A view through a window of a building with a distinctive spire, a plant on the windowsill, and a visible 'TEL' sign on a building below.

14. Sosuite at French Quarters - Rittenhouse Square

Sosuite at French Quarters - Rittenhouse Square
3.5 star property
Center City
8.2 out of 10, Very good, (99 reviews)
"The staff was very helpful when I needed them. The room and the view was wonderful."
United States
Zeynep
The price is HK$1,025
HK$1,184 total
includes taxes & fees
2 Nov - 3 Nov
Sosuite at French Quarters - Rittenhouse Square
A bedroom with two beds, a large window, and a framed picture on the wall.

15. Chic & Cozy Philly Stay in City Center

Chic & Cozy Philly Stay in City Center
3.0 star property
South Philadelphia
8.4 out of 10, Very good, (7 reviews)
"Headed to Philly for World Cup and this location was perfect for our stay. It’s a locals atmosphere. Tight parking but we found some. Would highly recommend"
United States
Lisa
The price is HK$784
HK$3,026 total
includes taxes & fees
15 Oct - 16 Oct
Chic & Cozy Philly Stay in City Center
A grand building with large columns and arched windows, labeled "PUBLIC LEDGER".

16. The Ledger Residences by Sosuite - Old City

The Ledger Residences by Sosuite - Old City
4.0 star property
Center City
8.6 out of 10, Excellent, (294 reviews)
"Very convenient"
United States
Brandon
The price is HK$786
HK$1,352 total
includes taxes & fees
20 Oct - 21 Oct
The Ledger Residences by Sosuite - Old City
An outdoor dining area with a pergola structure, a tall metal lantern, and tables set for a meal.

17. Tudor Place

Tudor Place
4.0 star property
Lansdowne
The price is HK$11,889
HK$17,179 total
includes taxes & fees
14 Oct - 15 Oct
Tudor Place
A table with two chairs and a cup with the word "SUITE" on it, positioned in front of a large window with a view of buildings.

18. Sosuite at The Vine - Old City

Sosuite at The Vine - Old City
3.5 star property
Center City
8.4 out of 10, Very good, (53 reviews)
"nice location"
United States
Patrick
The price is HK$535
HK$1,062 total
includes taxes & fees
3 Nov - 4 Nov
Sosuite at The Vine - Old City
A row of Victorian-style townhouses with bay windows, a front porch, and a brick facade.

19. Diamond Suites Philadelphia Center

Diamond Suites Philadelphia Center
3.0 star property
North Philadelphia
6.4 out of 10, (59 reviews)
"TERRIBLE LOCATION"
United States
Si'rya H
The price is HK$393
HK$1,631 total
includes taxes & fees
14 Oct - 15 Oct
Diamond Suites Philadelphia Center
A modern kitchen with grey cabinets, a stainless steel oven, a built-in washing machine, and a tiled backsplash.

20. Stylish Minimalist Stay in City Center

Stylish Minimalist Stay in City Center
3.0 star property
South Philadelphia
8.0 out of 10, Very good, (7 reviews)
"Its location is perfect "
United States
Christopher Della
The price is HK$687
HK$2,666 total
includes taxes & fees
20 Oct - 21 Oct
Stylish Minimalist Stay in City Center
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

Element by Marriott Philadelphia Downtown

Element by Marriott Philadelphia Downtown

10/10 Excellent
"Easy check in."
Matthew Patrick 2-night trip
Posted 1 hour ago
Element by Marriott Philadelphia Downtown

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!

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?

STUDIO apt. nightly or monthly stays with washer, dryer, work space and WiFi: This holiday home rental outside of Chester has air conditioning and free WiFi 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?

With 3 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. In the wider area, you’ll find popular places such as Xfinity Mobile Arena and Lincoln Financial Field.

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.