A bridge over a river with a sunset sky.

Chester Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Chester holiday rentals

A spacious living room with a wooden floor, a fireplace, a sofa, and a staircase.

1. The Serenity Manor – A Restful Heritage Retreat

The Serenity Manor – A Restful Heritage Retreat
Chester
6.8 out of 10, (5 reviews)
"Owner gave a pass code to get into the property thru the front door. The same pass code was used to access bedroom doors inside but those locks were troublesome and didn't seem to work as intended. We learned to never close the doors to avoid the issue. In general everything appeared clean. However, our one year old ended up with very black hands and knees after crawling on the floors. Linens and towels were clean and abundant. Bathrooms were new and clean. The posting mentioned AC. We stayed...
United States
Doug S.
The price is HK$1,448
HK$2,682 total
includes taxes & fees
15 Oct - 16 Oct
The Serenity Manor – A Restful Heritage Retreat
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, (924 reviews)
"It was nice, id stay again..."
United States
Canella
The price is HK$1,045
HK$1,217 total
includes taxes & fees
5 Oct - 6 Oct
4211 Suites
A hotel lobby with a fireplace, dining area, and kitchen.

3. Philadelphia Suites-Extended Stay

Philadelphia Suites-Extended Stay
4.0 star property
Southwest Philadelphia
7.4 out of 10, Good, (1,674 reviews)
"Philadelphia Suites is a great place to hang out and have fun with a group of friends."
United States
Sam
The price is HK$805
HK$937 total
includes taxes & fees
5 Oct - 6 Oct
Philadelphia Suites-Extended Stay
A spacious lobby with exposed brick walls, a modern staircase, and a mezzanine level.

4. 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, (120 reviews)
"Good spot, super comfortable"
United States
Stephanie
The price is HK$645
HK$745 total
includes taxes & fees
3 Nov - 4 Nov
Sosuite at The Queen - Queen Village
A dining area with a glass table, chairs, and a cabinet.

5. Walkable Neighborhood: Updated Morton Home!

Walkable Neighborhood: Updated Morton Home!
Morton
9.8 out of 10, Exceptional, (9 reviews)
"Great experience while staying here"
United States
Gianni G.
The price is HK$1,036
HK$2,184 total
includes taxes & fees
11 Oct - 12 Oct
Walkable Neighborhood: Updated Morton Home!
A dining area with a glass table, chairs, and a cabinet.

6. 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
11 Oct - 12 Oct
Walkable Neighborhood: Updated Morton Home!
A rooftop terrace with outdoor seating, a view of the city skyline, and a covered area with a pergola.

7. Sosuite at The Onyx - Museum District

Sosuite at The Onyx - Museum District
4.0 star property
Center City
8.4 out of 10, Very good, (118 reviews)
"Was great would stay again"
United States
Yenalesi
The price is HK$968
HK$1,118 total
includes taxes & fees
13 Oct - 14 Oct
Sosuite at The Onyx - Museum District
A rooftop terrace with wicker chairs and a table, overlooking a cityscape with tall buildings.

8. 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, (170 reviews)
"Great place - will be staying again"
United States
Natalie
The price is HK$957
HK$1,113 total
includes taxes & fees
2 Nov - 3 Nov
Sosuite at The Ovation - Avenue of The Arts
A hotel room with a large bed, a sofa, a desk with a laptop, and a TV.

9. Sosuite at The Loxley - Old City

Sosuite at The Loxley - Old City
4.0 star property
Center City
9.2 out of 10, Wonderful, (119 reviews)
"Good place"
United States
matias
The price is HK$1,063
HK$1,228 total
includes taxes & fees
19 Oct - 20 Oct
Sosuite at The Loxley - Old City
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

10. Private Suite w/sitting room in the heart of Brandywine Valley

Private Suite w/sitting room in the heart of Brandywine Valley
Wilmington
10.0 out of 10, Exceptional, (213 reviews)
"Just perfect !"
United States
Cloudi
The price is HK$1,138
HK$1,691 total
includes taxes & fees
5 Oct - 6 Oct
Private Suite w/sitting room in the heart of Brandywine Valley
A modern living room with a sofa, a red armchair, a coffee table, and a bookshelf.

11. Archway Hotel & Residences

Archway Hotel & Residences
2.0 star property
North Philadelphia
9.2 out of 10, Wonderful, (54 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$906
HK$1,714 total
includes taxes & fees
7 Oct - 8 Oct
Archway Hotel & Residences
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.

12. 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, (52 reviews)
"nice location"
United States
Patrick
The price is HK$580
HK$1,114 total
includes taxes & fees
19 Oct - 20 Oct
Sosuite at The Vine - Old City
A cityscape through a window with a plant in the foreground.

13. Kestrel Hotel

Kestrel Hotel
3.5 star property
Center City
9.4 out of 10, Exceptional, (153 reviews)
"Loved our stay"
United States
Nadine
The price is HK$805
HK$1,646 total
includes taxes & fees
5 Oct - 6 Oct
Kestrel Hotel
A modern kitchen with dark blue cabinets, stainless steel appliances, and a wooden bar stool.

14. StayCozy at The Frankford

StayCozy at The Frankford
3.5 star property
North Philadelphia
8.8 out of 10, Excellent, (167 reviews)
"Excellent stay"
United States
Adriana
The price is HK$534
HK$1,523 total
includes taxes & fees
2 Nov - 3 Nov
StayCozy at The Frankford
An open-plan living space with a wooden ceiling, a sofa, a coffee table, and a TV mounted on the wall.

15. Quaint 3rd Floor Loft

Quaint 3rd Floor Loft
Upper Darby
9.4 out of 10, Exceptional, (31 reviews)
"This property was unique, clean, and friendly service."
United States
Lori
The price is HK$901
HK$1,340 total
includes taxes & fees
5 Oct - 6 Oct
Quaint 3rd Floor Loft
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
8.4 out of 10, Very good, (293 reviews)
"Clean rooms and staff was nice"
United States
Andrea
The price is HK$889
HK$1,471 total
includes taxes & fees
19 Oct - 20 Oct
The Ledger Residences by Sosuite - Old City
A laundry room with two stacked washing machines, a shower area, and a hallway leading to a dining area with a plant.

17. One Sky Loft

One Sky Loft
2.0 star property
Center City
9.2 out of 10, Wonderful, (148 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$1,388
HK$2,319 total
includes taxes & fees
5 Oct - 6 Oct
One Sky Loft
A living room with a beige sofa, a coffee table, and a large window with curtains.

18. Sosuite at Independence Lofts - Callowhill

Sosuite at Independence Lofts - Callowhill
4.5 star property
North Philadelphia
8.0 out of 10, Very good, (153 reviews)
"It’s always a great time staying here"
United States
Edwina
The price is HK$1,034
HK$1,203 total
includes taxes & fees
19 Oct - 20 Oct
Sosuite at Independence Lofts - Callowhill
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.

19. Sosuite at French Quarters - Rittenhouse Square

Sosuite at French Quarters - Rittenhouse Square
3.5 star property
Center City
8.0 out of 10, Very good, (95 reviews)
"The staff was very helpful when I needed them. The room and the view was wonderful."
United States
Zeynep
The price is HK$1,017
HK$1,175 total
includes taxes & fees
2 Nov - 3 Nov
Sosuite at French Quarters - Rittenhouse Square
A modern living room with a leather sofa, a red pillow, a tall plant, and a floor lamp.

20. Private Street Entrance to Spacious Guest Room

Private Street Entrance to Spacious Guest Room
North Philadelphia
10.0 out of 10, Exceptional, (83 reviews)
"Great stay!"
United States
Sheena
The price is HK$565
HK$1,138 total
includes taxes & fees
5 Oct - 6 Oct
Private Street Entrance to Spacious Guest Room
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

Motto by Hilton Philadelphia Rittenhouse Square

Motto by Hilton Philadelphia Rittenhouse Square

10/10 Excellent
"The staff was attentive, the room was spotless and quiet and the restaurant/bar wonderful."
Tracy 1-night trip
Posted 7 hours ago
Motto by Hilton Philadelphia Rittenhouse Square

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.