Chester Holiday 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
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Chester holiday rentals

Smart TV, fireplace, books

The Serenity Manor – A Restful Heritage Retreat

The Serenity Manor – A Restful Heritage Retreat
Chester
6.0 out of 10, (1 review)
"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$1,409
HK$2,654 total
includes taxes & fees
26 May - 27 May
The Serenity Manor – A Restful Heritage Retreat
Jetted bathtub

Cozy Home near City Center with Hot tub

Cozy Home near City Center with Hot tub
3.0 star property
South Philadelphia
10.0 out of 10, Exceptional, (3 reviews)
"The place was nice and clean and the host was very accommodating."
United States
DaRon
The price is HK$9,426
HK$12,688 total
includes taxes & fees
20 May - 21 May
Cozy Home near City Center with Hot tub
Laptop workspace, free WiFi

Chic & Cozy Philly Stay in City Center

Chic & Cozy Philly Stay in City Center
3.0 star property
South Philadelphia
8.0 out of 10, Very good, (5 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 HK$1,026
HK$2,556 total
includes taxes & fees
25 May - 26 May
Chic & Cozy Philly Stay in City Center
Outdoor spa tub

Hot Tub on Roofdeck

Hot Tub on Roofdeck
South Philadelphia
9.8 out of 10, Exceptional, (20 reviews)
"The host was amazing, the hot tub was awesome, and the house is immaculate! 10/10!"
United States
Chase R.
The price is HK$3,312
HK$6,891 total
includes taxes & fees
20 May - 21 May
Hot Tub on Roofdeck
Interior

Lovely Home Near the Art Museum

Lovely Home Near the Art Museum
North Philadelphia
10.0 out of 10, Exceptional, (26 reviews)
"We stayed here so we could be close to art museum and this was perfect! There was four of us and had plenty of beds and amenities!! Would stay again"
United States
Amy N.
The price is HK$2,545
HK$4,296 total
includes taxes & fees
12 Jun - 13 Jun
Lovely Home Near the Art Museum
Reception

4211 Suites

4211 Suites
4.5 star property
University City
9.0 out of 10, Wonderful, (675 reviews)
"Clean room, street parking accessible, convenient location"
United States
Lawson
The price is HK$903
HK$1,051 total
includes taxes & fees
7 Jun - 8 Jun
4211 Suites
Dining

Riverside Retreat

Riverside Retreat
Camden
9.8 out of 10, Exceptional, (6 reviews)
"beautiful home i love it "
United States
meaghan h.
The price is HK$1,600
HK$2,187 total
includes taxes & fees
26 May - 27 May
Riverside Retreat
Smart TV, books, stereo

Cozy and Clean home Conveniently located in South Phila.

Cozy and Clean home Conveniently located in South Phila.
South Philadelphia
9.4 out of 10, Exceptional, (51 reviews)
"Everything was just great "
United States
Allen H.
The price is HK$2,186
HK$4,079 total
includes taxes & fees
20 May - 21 May
Cozy and Clean home Conveniently located in South Phila.
Outdoor dining

Host FIFA Watch Party, Croatia vs Ghana, Sleeps 12

Host FIFA Watch Party, Croatia vs Ghana, Sleeps 12
East Lansdowne
9.6 out of 10, Exceptional, (57 reviews)
"family friendly"
United States
Louis D.
The price is HK$2,838
HK$5,487 total
includes taxes & fees
2 Jun - 3 Jun
Host FIFA Watch Party, Croatia vs Ghana, Sleeps 12
Exterior detail

The Prime is an ideal retreat situated in the heart of Center City Philadelphia

The Prime is an ideal retreat situated in the heart of Center City Philadelphia
South Philadelphia
9.8 out of 10, Exceptional, (31 reviews)
"We enjoyed our stay! Perfect location and great amenities. We have stayed here before and will definitely be back. Thank you BP you’re a great host!"
United States
Christa B.
The price is HK$2,290
HK$3,957 total
includes taxes & fees
20 May - 21 May
The Prime is an ideal retreat situated in the heart of Center City Philadelphia
1 bedroom, in-room safe, iron/ironing board, WiFi

Retreat to this harmonious and tranquil apartment in the quiet neighborhood.

Retreat to this harmonious and tranquil apartment in the quiet neighborhood.
West Philadelphia
8.2 out of 10, Very good, (26 reviews)
"It was pretty good for the price we paid, cleaning could’ve been better. All around it was pretty good."
United States
Your
The price is HK$783
HK$1,343 total
includes taxes & fees
21 May - 22 May
Retreat to this harmonious and tranquil apartment in the quiet neighborhood.
Dining

Perfect 3-bedroom building with AC in fabulous Sharon Hill

Perfect 3-bedroom building with AC in fabulous Sharon Hill
Sharon Hill
Perfect 3-bedroom building with AC in fabulous Sharon Hill
2 bedrooms, desk, iron/ironing board, WiFi

Bi-Level 2/2 w/Rooftop | Sleeps 12 | 10 min to DT

Bi-Level 2/2 w/Rooftop | Sleeps 12 | 10 min to DT
North Philadelphia
9.0 out of 10, Wonderful, (15 reviews)
"Great place!"
United States
Marissa T.
The price is HK$990
HK$2,008 total
includes taxes & fees
25 May - 26 May
Bi-Level 2/2 w/Rooftop | Sleeps 12 | 10 min to DT

Stylish Private Suite in the heart of Brandywine Valley

Stylish Private Suite in the heart of Brandywine Valley
Wilmington
10.0 out of 10, Exceptional, (202 reviews)
"Great time and friendly people "
United States
Karl
The price is HK$1,135
HK$1,695 total
includes taxes & fees
18 May - 19 May
Stylish Private Suite in the heart of Brandywine Valley
Smart TV

Pretty & Pink Mini Unit

Pretty & Pink Mini Unit
North Philadelphia
10.0 out of 10, Exceptional, (1 review)
"I loved it "
United States
Jenny D.
The price is HK$861
HK$2,402 total
includes taxes & fees
18 May - 19 May
Pretty & Pink Mini Unit
Fridge, microwave, oven, stovetop

StayCozy at The Frankford

StayCozy at The Frankford
4.0 star property
North Philadelphia
8.8 out of 10, Excellent, (122 reviews)
"We loved the property! Very clean and big! It is very close to lots of great restaurants. The beds were comfy. We would stay here again."
United States
Shelly
The price is HK$814
HK$1,845 total
includes taxes & fees
18 May - 19 May
StayCozy at The Frankford
Smart TV, video games, Netflix, Hulu

Big 3BR Near *Art Museum*- Family Game Room+ Patio

Big 3BR Near *Art Museum*- Family Game Room+ Patio
North Philadelphia
10.0 out of 10, Exceptional, (34 reviews)
"The house is clean, comfortable and conveniently located."
United States
Martha M.
The price is HK$1,171
HK$3,405 total
includes taxes & fees
27 May - 28 May
Big 3BR Near *Art Museum*- Family Game Room+ Patio
Smart TV

The Airport Lodge - 10 mins from Airport

The Airport Lodge - 10 mins from Airport
Collingdale
10.0 out of 10, Exceptional, (11 reviews)
"Very nice accomodations, easy communication. Hope to be back soon!"
United States
Gina
The price is HK$587
HK$1,079 total
includes taxes & fees
17 May - 18 May
The Airport Lodge - 10 mins from Airport
Fridge, microwave, oven, stovetop

Two-story condo in luxury townhouse. Free parking.

Two-story condo in luxury townhouse. Free parking.
Downtown Wilmington
9.6 out of 10, Exceptional, (18 reviews)
"Comfortable place, wonderful amenities, and a gracious host. "
United States
Donald H.
The price is HK$1,691
HK$2,777 total
includes taxes & fees
17 May - 18 May
Two-story condo in luxury townhouse. Free parking.
Living area

Archway Hotel & Residences

Archway Hotel & Residences
2.0 star property
North Philadelphia
9.2 out of 10, Wonderful, (46 reviews)
"Great location, great design, spacious, well appointed, and clean. "
United States
Thomas
The price is HK$1,656
HK$2,578 total
includes taxes & fees
17 May - 18 May
Archway Hotel & Residences
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

Doubletree by Hilton Philadelphia Airport

Doubletree by Hilton Philadelphia Airport

8/10 Good
"Clean, comfortable and friendly "
Todd 1-night trip
Posted 1 hour ago
Doubletree by Hilton Philadelphia Airport

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?

Charming 3-bedroom house with WiFi and AC in wonderful Philadelphia: This holiday home rental outside of Chester has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Chester?

With 4 Expedia holiday rentals, you're guaranteed 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 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.