A bridge over a river with a sunset sky.

Chester Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Chester vacation rentals

A modern living room with a sofa, a red armchair, a coffee table, and a bookshelf.

1. Archway Hotel & Residences

Archway Hotel & Residences
2.0 star property
North Philadelphia
9.2 out of 10, Wonderful, (48 reviews)
"Absolutely thrilled with my stay at The Archway. Spotlessly clean, and beautifully decorated. Tall ceilings, spacious open floor plan. Numerous amenities. Plenty of towels. Quiet, safe and comfortable. Location was great.. in a very convenient area in the heart of Fishtown. The water is filtered which was very nice as we didn’t need to buy bottled. Pet friendly..brought our Ragdoll cat. The management was excellent! They were easily accessible via text and responded quickly. Would 100 %...
United States
Wendy
The price is P7,174
P13,600 total
includes taxes & fees
Sep 7 - Sep 8
Archway Hotel & Residences
A modern kitchen with dark blue cabinets, stainless steel appliances, and a wooden bar stool.

2. StayCozy at The Frankford

StayCozy at The Frankford
3.5 star property
North Philadelphia
8.8 out of 10, Excellent, (157 reviews)
"Excellent stay"
United States
Adriana
The price is P4,670
P12,615 total
includes taxes & fees
Sep 8 - Sep 9
StayCozy at The Frankford
A modern living room with a sofa, a dining table, and a kitchen area.

3. Sosuite at The Jefferson

Sosuite at The Jefferson
2.0 star property
North Philadelphia
8.8 out of 10, Excellent, (23 reviews)
"Very clean looking forward to stay again"
United States
Paul
The price is P19,175
P22,147 total
includes taxes & fees
Sep 18 - Sep 19
Sosuite at The Jefferson
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.

4. 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, (50 reviews)
"nice location"
United States
Patrick
The price is P5,058
P9,381 total
includes taxes & fees
Sep 7 - Sep 8
Sosuite at The Vine - Old City
A hotel room with a large bed, a sofa, a desk with a laptop, and a TV.

5. Sosuite at The Loxley - Old City

Sosuite at The Loxley - Old City
4.0 star property
Center City
9.2 out of 10, Wonderful, (113 reviews)
"Great location walkable to many key locations and easy bus access to farther points."
United States
Sierra
The price is P7,431
P8,583 total
includes taxes & fees
Sep 8 - Sep 9
Sosuite at The Loxley - Old City
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

Sofitel Philadelphia at Rittenhouse Square

Sofitel Philadelphia at Rittenhouse Square

10/10 Excellent
"The staff was exceptional (housekeeping & room service)! They went above and beyond to accommodate our needs."
Judyth 3-night trip
Posted less than an hour ago
Sofitel Philadelphia at 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 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.

How many vacation rentals are there in Chester?

With 3 Expedia vacation rentals, you're sure 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 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.