Chester Vacation Rentals

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Dec 31 - Jan 1
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Jan 1 - Jan 2
This weekend
Jan 2 - Jan 4
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Jan 9 - Jan 11

Our top choices for Chester vacation rentals

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Archway Hotel & Residences

Archway Hotel & Residences

Archway Hotel & Residences
2.0 star property
North Philadelphia
9.2 out of 10, Wonderful, (40)
"Great location, great design, spacious, well appointed, and clean. "
United States
Thomas
Archway Hotel & Residences
Superior Apartment, 2 Bedrooms, Kitchen | Living area | TV
Sosuite at The Jefferson

Sosuite at The Jefferson

Sosuite at The Jefferson
2.0 star property
North Philadelphia
8.8 out of 10, Excellent, (11)
"Very clean looking forward to stay again"
United States
Paul
The price is ￥13,469
￥15,557 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Sosuite at The Jefferson
Signature Apartment, 1 Bedroom, Balcony | Balcony
Sosuite at French Quarters - Rittenhouse Square

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, (68)
"We had a great stay and will book there again. "
United States
Christine
The price is ￥15,392
￥17,778 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Sosuite at French Quarters - Rittenhouse Square
Standard Studio, 1 Queen Bed with Sofa bed, City View | Laptop workspace, iron/ironing board, free cribs/infant beds, free WiFi
Sosuite at Independence Lofts - Callowhill

Sosuite at Independence Lofts - Callowhill

Sosuite at Independence Lofts - Callowhill
4.5 star property
North Philadelphia
8.0 out of 10, Very Good, (89)
"The apartment we rented was great for a longer stay, even though we were only passing through for the night. The Institute, right next to the entrance, was so convenient and good! Definitely need to arrange for parking. The street parking was very full"
United States
Sherry
The price is ￥11,945
￥13,901 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Sosuite at Independence Lofts - Callowhill
Front of property
The Ledger Residences by Sosuite - Old City

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, (253)
"Clean room with loft bedroom!! Great location old city "
United States
Kimberly
The price is ￥11,635
￥22,291 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Ledger Residences by Sosuite - Old City
Exterior
Culture Hub W Oxford St 1BR Art Museum

Culture Hub W Oxford St 1BR Art Museum

Culture Hub W Oxford St 1BR Art Museum
3.0 star property
North Philadelphia
8.4 out of 10, Very Good, (25)
"The place is so nice especially with the people of economic class"
United States
Valens
The price is ￥6,255
￥24,425 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Culture Hub W Oxford St 1BR Art Museum
Loft, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop
Sosuite at The Vine - Old City

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, (35)
"It was a fantastic stay!"
United States
Sean
The price is ￥10,578
￥21,068 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sosuite at The Vine - Old City
Fridge, microwave, oven, stovetop
The Frankford Fishtown

The Frankford Fishtown

The Frankford Fishtown
4.0 star property
North Philadelphia
8.6 out of 10, Excellent, (77)
"What a great place to stay! Right in the middle of everything! Clean, safe, perfect! Would def stay here again!"
United States
Chris
The price is ￥8,670
￥26,269 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Frankford Fishtown
Rooftop terrace
Sosuite at The Ovation - Avenue of The Arts

Sosuite at The Ovation - Avenue of The Arts

Sosuite at The Ovation - Avenue of The Arts
4.0 star property
South Philadelphia
7.6 out of 10, Good, (23)
"Great place to stay with great views in the distance. Really appreciated all the amenities "
United States
Katherine
The price is ￥13,566
￥15,786 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Sosuite at The Ovation - Avenue of The Arts
Basement apartment, Patio | 1 bedroom, individually furnished, laptop workspace, free WiFi
Abode Philadelphia - Center City Convention Center

Abode Philadelphia - Center City Convention Center

Abode Philadelphia - Center City Convention Center
3.5 star property
Center City
7.4 out of 10, Good, (84)
"Nice place to stay"
United States
Grace
The price is ￥8,585
￥24,365 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Abode Philadelphia - Center City Convention Center
Deluxe Suite, 2 Bedrooms, Non Smoking, Kitchen | Living area | 47-inch Smart TV with cable channels
4211 Suites

4211 Suites

4211 Suites
4.5 star property
University City
9.0 out of 10, Wonderful, (518)
"Room was clean and roomy, staff was excellent! "
United States
Joseph
The price is ￥17,662
￥20,554 total
includes taxes & fees
Jan 15 - Jan 16, 2026
4211 Suites
Apartment, 2 Bedrooms | Living area
Chic & Cozy Philly Stay in City Center

Chic & Cozy Philly Stay in City Center

Chic & Cozy Philly Stay in City Center
3.0 star property
South Philadelphia
8.6 out of 10, Excellent, (4)
"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 ￥10,790
￥39,856 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Chic & Cozy Philly Stay in City Center
Terrace/patio
Sosuite at The Queen - Queen Village

Sosuite at The Queen - Queen Village

Sosuite at The Queen - Queen Village
2.0 star property
South Philadelphia
5.6 out of 10, (4)
"Possible mold"
United States
Jake
The price is ￥11,146
￥12,873 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Sosuite at The Queen - Queen Village
Apartment, 3 Bedrooms | Living area
Stylish Minimalist Stay in City Center

Stylish Minimalist Stay in City Center

Stylish Minimalist Stay in City Center
3.0 star property
South Philadelphia
The price is ￥6,490
￥39,225 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Stylish Minimalist Stay in City Center
Suite, 2 Queen Beds, Balcony | Living area | Smart TV, streaming services
Sosuite at The Loxley - Old City

Sosuite at The Loxley - Old City

Sosuite at The Loxley - Old City
4.0 star property
Center City
9.2 out of 10, Wonderful, (79)
"Great place to stay!"
United States
Ireti
The price is ￥14,243
￥16,451 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Sosuite at The Loxley - Old City
Exterior
Diamond Suites Philadelphia Center

Diamond Suites Philadelphia Center

Diamond Suites Philadelphia Center
3.0 star property
North Philadelphia
6.8 out of 10, (34)
"Enjoyed my stay here. The room had everything I needed. It was very clean and taken care of in my room and the interior areas. It looked just as it was advertised. "
United States
Susan
The price is ￥8,713
￥33,521 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Diamond Suites Philadelphia Center
City view
Kestrel Hotel

Kestrel Hotel

Kestrel Hotel
3.5 star property
Center City
9.4 out of 10, Exceptional, (113)
"Easy to all tourist areas"
United States
Steven
The price is ￥27,209
￥31,427 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Kestrel Hotel
Exterior
Fairmount Paradise W Oxford St 1BR Haven

Fairmount Paradise W Oxford St 1BR Haven

Fairmount Paradise W Oxford St 1BR Haven
3.0 star property
North Philadelphia
7.6 out of 10, Good, (16)
"Cozy place, loved it!"
United States
Vickiana
The price is ￥6,255
￥24,425 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fairmount Paradise W Oxford St 1BR Haven
Elite Apartment | Premium bedding, desk, laptop workspace, bed sheets
Cozy&Chic Apartments Near Downtown

Cozy&Chic Apartments Near Downtown

Cozy&Chic Apartments Near Downtown
2.5 star property
West Philadelphia
8.0 out of 10, Very Good, (74)
"Great place"
United Kingdom
Rohan
The price is ￥11,416
￥26,732 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Cozy&Chic Apartments Near Downtown
Apartment, 1 Bedroom | Living area | Flat-screen TV
Cozy Stay near Fishtown & City Center

Cozy Stay near Fishtown & City Center

Cozy Stay near Fishtown & City Center
3.5 star property
North Philadelphia
6.0 out of 10, (1)
"The comforter was soiled with hair and yellow stains. When we took the comforter off the bed, there was no top sheet. So nothing to cover ourselves while sleeping. There were no extra sheets and not even a blanket. In the bathroom there were no hand towels and just two wimpy bath towels. When we arrived there was only a 1/4 roll of toilet paper and no extra. We got there at night and were only staying for one night so no time to buy anything. The couch looked like it was from 1970 and was dirty....
United States
Nancy
The price is ￥8,106
￥35,662 total
includes taxes & fees
Jan 29 - Jan 30, 2026
Cozy Stay near Fishtown & 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 Philadelphia Downtown

Element Philadelphia Downtown

10/10 Excellent
"hotel was accommodating even though we arrived a little bit earlier than expected. room was comfortable, clean, and entertainment options (streaming) actually worked! elevator was fast and staff was extremely nice and welcoming!"
Blanca 2-night trip
Posted 23 hours ago
Element 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 vacation rentals in Chester?

Yes, we offer vacation rentals in Chester close to Camp Upland, or you can choose a secluded option if you'd like a relaxing place to stay. Our travelers say Chester has a good selection of restaurants. Make sure you have time to check out the soccer matches and university setting during your trip.

What's the top vacation rental that Chester has to offer?

Cozy Home near City Center with Hot tub: This vacation home near Chester is in the city center and equipped with air-conditioning and Netflix to help you feel perfectly comfortable in your new surroundings. Amenities like a coffee maker and free parking are also available for your convenience. Our travelers also rate Cheerful 3 bedroom home free parking on premise as a favorite home for rent in Chester.

How many vacation rentals are there in Chester?

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

What can I see and do in Chester?

Ridley Creek and Ethel Waters Park are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Camp Upland. In the larger area, you’ll find popular places like Xfinity Mobile Arena and Lincoln Financial Field.

What are vacation rentals like in Chester?

Vacation rentals are private properties you can reserve for several days or longer in Chester. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a family getaway.