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Chester Holiday Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

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
7.0 out of 10, Good, (2 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$1,412
HK$2,641 total
includes taxes & fees
6 Jul - 7 Jul
The Serenity Manor – A Restful Heritage Retreat
Terrace/patio

Philly Condo w/ Rooftop Deck! Walk to Broad St

Philly Condo w/ Rooftop Deck! Walk to Broad St
South Philadelphia
The price is HK$769
HK$2,976 total
includes taxes & fees
7 Jul - 8 Jul
Philly Condo w/ Rooftop Deck! Walk to Broad St
A room with a brick wall and a large poster of a man holding a guitar. The text "RITTENHOUSE MODERN" is visible on the wall.

Rittenhouse Modern

Rittenhouse Modern
Center City
8.8 out of 10, Excellent, (15 reviews)
"Always a comfy place to stay when I am in the city!"
United States
Monica Q.
The price is HK$529
HK$1,232 total
includes taxes & fees
6 Jul - 7 Jul
Rittenhouse Modern
Interior

Easy Walk 2 Stadiums- Kid Friendly | Game Room

Easy Walk 2 Stadiums- Kid Friendly | Game Room
South Philadelphia
10.0 out of 10, Exceptional, (47 reviews)
"We had a great stay here. It was our first time in Philadelphia and we would definitely come back. Our kids loved the games and we liked the cleanliness. The early check in and late check out were also great!"
United States
Christopher G.
The price is HK$803
HK$2,868 total
includes taxes & fees
6 Jul - 7 Jul
Easy Walk 2 Stadiums- Kid Friendly | Game Room
Private kitchen

NEW 2B Duplex near Sport Complex & Airport Unit-A

NEW 2B Duplex near Sport Complex & Airport Unit-A
South Philadelphia
The price is HK$706
HK$1,572 total
includes taxes & fees
6 Jul - 7 Jul
NEW 2B Duplex near Sport Complex & Airport Unit-A
Fridge, microwave, oven, stovetop

Fun, Stylish, Pool table, Darts

Fun, Stylish, Pool table, Darts
Camden
10.0 out of 10, Exceptional, (7 reviews)
"We had a nice stay. Host was communicative and location was ideal for concerts at Freedom Mortgage Pavillion. AC worked great, beds were comfortable, was a pleasant stay."
United States
Jake P.
The price is HK$1,059
HK$2,587 total
includes taxes & fees
13 Jul - 14 Jul
Fun, Stylish, Pool table, Darts
Smart TV

2 bedroom with work space and high speed internet.

2 bedroom with work space and high speed internet.
North Philadelphia
9.6 out of 10, Exceptional, (48 reviews)
"Beautiful place nice and cozy for a quiet getaway in the city. "
United States
Agwah
The price is HK$565
HK$1,363 total
includes taxes & fees
22 Jul - 23 Jul
2 bedroom with work space and high speed internet.
Desk, iron/ironing board, WiFi

Large Studio w/2 Beds & Balcony (C)

Large Studio w/2 Beds & Balcony (C)
North Philadelphia
10.0 out of 10, Exceptional, (2 reviews)
"Great walkable location. Space was clean and just as described. Super easy check in/check out and good communication. "
United States
Lora S.
The price is HK$500
HK$1,139 total
includes taxes & fees
12 Jul - 13 Jul
Large Studio w/2 Beds & Balcony (C)
Fridge, microwave, oven, stovetop

1BR by Drexel, Zoo, Museums, CHOP, UPenn, Rocky

1BR by Drexel, Zoo, Museums, CHOP, UPenn, Rocky
West Philadelphia
9.8 out of 10, Exceptional, (8 reviews)
"Place was exactly as described and pictured. Felt safe and comfortable throughout our stay. Had everything we needed. "
United States
Jennifer
The price is HK$747
HK$1,836 total
includes taxes & fees
6 Jul - 7 Jul
1BR by Drexel, Zoo, Museums, CHOP, UPenn, Rocky
1 bedroom, WiFi, bed sheets

Bright and Airy 1BD in the Heart of Philly

Bright and Airy 1BD in the Heart of Philly
South Philadelphia
9.6 out of 10, Exceptional, (4 reviews)
"Nice and close to a lot of restaurants."
United States
Steve N.
The price is HK$612
HK$1,368 total
includes taxes & fees
6 Jul - 7 Jul
Bright and Airy 1BD in the Heart of Philly
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, (36 reviews)
"The house is clean, comfortable and conveniently located."
United States
Martha M.
The price is HK$893
HK$3,097 total
includes taxes & fees
7 Jul - 8 Jul
Big 3BR Near *Art Museum*- Family Game Room+ Patio
Interior

1/1 Across from Fairmount Park | 10 mins to DT (E)

1/1 Across from Fairmount Park | 10 mins to DT (E)
North Philadelphia
9.0 out of 10, Wonderful, (12 reviews)
"Place was easy to find, super cute host was fantastic!"
United States
Raeanne S.
The price is HK$492
HK$1,248 total
includes taxes & fees
13 Jul - 14 Jul
1/1 Across from Fairmount Park | 10 mins to DT (E)
2 bedrooms, iron/ironing board, WiFi, bed sheets

Family Stay 2BR by Park | Walk to Main St

Family Stay 2BR by Park | Walk to Main St
Northwest Philadelphia
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay. It was convenient to restaurants, very walkable neighborhood, also close to our son, who was able to come and go. We would stay again in the future. "
United States
Jolene W.
The price is HK$769
HK$3,359 total
includes taxes & fees
7 Jul - 8 Jul
Family Stay 2BR by Park | Walk to Main St
Iron/ironing board, WiFi, bed sheets

Heart of Fishtown: Walk to Restaurants, Cafés & Bars, Nightlife & Downtown

Heart of Fishtown: Walk to Restaurants, Cafés & Bars, Nightlife & Downtown
North Philadelphia
The price is HK$2,118
HK$4,308 total
includes taxes & fees
12 Jul - 13 Jul
Heart of Fishtown: Walk to Restaurants, Cafés & Bars, Nightlife & Downtown
Reception

4211 Suites

4211 Suites
4.5 star property
University City
9.0 out of 10, Wonderful, (764 reviews)
"Accommodations were great and breakfast was on point"
United States
Jamellia
The price is HK$1,045
HK$1,216 total
includes taxes & fees
19 Jul - 20 Jul
4211 Suites
Exterior detail

Ushmila's Nest- private entrance, bedroom & bathroom

Ushmila's Nest- private entrance, bedroom & bathroom
Wayne
10.0 out of 10, Exceptional, (57 reviews)
"It was perfect even though it rained..loved the decor and the bed was really comfortable too...will definitely stay here again if in the area."
United States
Stacy W.
The price is HK$1,020
HK$1,758 total
includes taxes & fees
6 Jul - 7 Jul
Ushmila's Nest- private entrance, bedroom & bathroom

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, (208 reviews)
"Great little place for a weekend get away. Close to everything to see in the Brandywine Valley. "
United States
marianne m.
The price is HK$1,137
HK$1,690 total
includes taxes & fees
12 Jul - 13 Jul
Stylish Private Suite in the heart of Brandywine Valley
TV, offices

Bright 1BR Retreat | Sleeps 4 | by Liberty Bell

Bright 1BR Retreat | Sleeps 4 | by Liberty Bell
South Philadelphia
10.0 out of 10, Exceptional, (3 reviews)
"It was great "
United States
Cesar C.
The price is HK$612
HK$1,368 total
includes taxes & fees
6 Jul - 7 Jul
Bright 1BR Retreat | Sleeps 4 | by Liberty Bell
Smart TV, fireplace, books

Quaint 3rd Floor Loft

Quaint 3rd Floor Loft
Upper Darby
9.4 out of 10, Exceptional, (27 reviews)
"This property was unique, clean, and friendly service."
United States
Lori
The price is HK$900
HK$1,339 total
includes taxes & fees
6 Jul - 7 Jul
Quaint 3rd Floor Loft
2 bedrooms, iron/ironing board, WiFi, bed sheets

Serene Silverwood – Spacious 2B/2B with Parking

Serene Silverwood – Spacious 2B/2B with Parking
Manayunk
9.8 out of 10, Exceptional, (9 reviews)
"Really enjoyed this place. Comfortable beds, great amenities, accurate listing. "
United States
Ryan K.
The price is HK$902
HK$3,521 total
includes taxes & fees
6 Jul - 7 Jul
Serene Silverwood – Spacious 2B/2B with Parking
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

W Philadelphia

W Philadelphia

8/10 Good
"I had issues with my hotel phone but it was fixed promptly. Overall me and my children enjoyed our stay"
Raquel 1-night trip
Posted less than an hour ago
W Philadelphia

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?

Fantastic 4BR Townhouse W/ HOTTUB: This holiday home rental outside of Chester has air conditioning and laundry facilities 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?

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.