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Chester Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Chester vacation rentals

Terrace/patio

Tudor Lux

Tudor Lux
4.0 star property
East Lansdowne
The price is AED 9,044
AED 10,884 total
includes taxes & fees
6 Jul - 7 Jul
Tudor Lux
Exterior

Tudor Place

Tudor Place
4.0 star property
Lansdowne
The price is AED 5,877
AED 8,387 total
includes taxes & fees
2 Jul - 3 Jul
Tudor Place
Exterior

W Oxford St Gem 2b Apartmnt Central City

W Oxford St Gem 2b Apartmnt Central City
3.0 star property
North Philadelphia
6.0 out of 10, (3 reviews)
"The checkin process was super easy and the was clean and quiet. A great experience overall. "
United States
James
The price is AED 2,683
AED 3,099 total
includes taxes & fees
1 Jul - 2 Jul
W Oxford St Gem 2b Apartmnt Central City
43-inch Smart TV with digital channels

Family Oasis with 3BR, Games, WIFI & BBQ

Family Oasis with 3BR, Games, WIFI & BBQ
3.0 star property
Center City
9.4 out of 10, Exceptional, (3 reviews)
"Good location in old city. Lots of sites in walking distance "
United States
Daniel
The price is AED 3,402
AED 3,930 total
includes taxes & fees
9 Jul - 10 Jul
Family Oasis with 3BR, Games, WIFI & BBQ
Jetted tub

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 AED 5,758
AED 7,495 total
includes taxes & fees
29 Jun - 30 Jun
Cozy Home near City Center with Hot tub
Dining

South Philly Terrace

South Philly Terrace
2.0 star property
South Philadelphia
The price is AED 402
AED 598 total
includes taxes & fees
7 Jul - 8 Jul
South Philly Terrace
Condo, City View | Living area | 43-inch Smart TV with digital channels, video-game console, Netflix

Kid Friendly-Parking-Roof Deck

Kid Friendly-Parking-Roof Deck
3.0 star property
Center City
The price is AED 3,999
AED 4,619 total
includes taxes & fees
28 Jun - 29 Jun
Kid Friendly-Parking-Roof Deck
Front of property

Diamond Suites Philadelphia Center

Diamond Suites Philadelphia Center
3.0 star property
North Philadelphia
6.4 out of 10, (45 reviews)
"It was great"
United States
Nina
The price is AED 148
AED 722 total
includes taxes & fees
28 Jun - 29 Jun
Diamond Suites Philadelphia Center
Reception

4211 Suites

4211 Suites
4.5 star property
University City
9.0 out of 10, Wonderful, (740 reviews)
"Accommodations were great and breakfast was on point"
United States
Jamellia
The price is AED 456
AED 530 total
includes taxes & fees
9 Jul - 10 Jul
4211 Suites
Apartment (4 Bedrooms) | Interior

Philly Hub Near Intl Soccer, Downtown Attractions

Philly Hub Near Intl Soccer, Downtown Attractions
4.0 star property
West Philadelphia
The price is AED 3,589
AED 5,481 total
includes taxes & fees
30 Jun - 1 Jul
Philly Hub Near Intl Soccer, Downtown Attractions
Exterior

Patio Paradise Central City 2BR Philly

Patio Paradise Central City 2BR Philly
3.0 star property
North Philadelphia
6.8 out of 10, (3 reviews)
"Place was good, clean but one of the beds felt unsafe like it was about to fall apart. Other than that the place was close to everything. Would recommend definitely recommend"
United States
Andrea E
The price is AED 2,683
AED 3,099 total
includes taxes & fees
12 Jul - 13 Jul
Patio Paradise Central City 2BR Philly
Free daily continental breakfast

Philadelphia Suites-Extended Stay

Philadelphia Suites-Extended Stay
4.0 star property
Southwest Philadelphia
7.4 out of 10, Good, (1,547 reviews)
"The staff was professional and polite."
United States
ANNETTE
The price is AED 413
AED 481 total
includes taxes & fees
24 Jul - 25 Jul
Philadelphia Suites-Extended Stay
Apartment, 2 Bedrooms | 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 AED 430
AED 1,140 total
includes taxes & fees
9 Jul - 10 Jul
Chic & Cozy Philly Stay in City Center
Apartment, 3 Bedrooms | Living area

Stylish Minimalist Stay in City Center

Stylish Minimalist Stay in City Center
3.0 star property
South Philadelphia
9.2 out of 10, Wonderful, (5 reviews)
"Its location is perfect "
United States
Christopher Della
The price is AED 300
AED 989 total
includes taxes & fees
6 Jul - 7 Jul
Stylish Minimalist Stay in City Center
Fridge, microwave, oven, stovetop

StayCozy at The Frankford

StayCozy at The Frankford
4.0 star property
North Philadelphia
8.8 out of 10, Excellent, (138 reviews)
"Nice location, clean, pleasant."
United States
Jeffrey
The price is AED 223
AED 682 total
includes taxes & fees
29 Jun - 30 Jun
StayCozy at The Frankford
Superior Apartment, 2 Bedrooms, Kitchen | Living area | TV

Sosuite at The Jefferson

Sosuite at The Jefferson
2.0 star property
North Philadelphia
8.6 out of 10, Excellent, (20 reviews)
"Very clean looking forward to stay again"
United States
Paul
The price is AED 501
AED 579 total
includes taxes & fees
29 Jun - 30 Jun
Sosuite at The Jefferson
Lobby sitting area

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, (52 reviews)
"Great space and location. Room was clean and comfortable and beautiful ."
United States
christina
The price is AED 323
AED 373 total
includes taxes & fees
30 Jun - 1 Jul
Sosuite at The Queen - Queen Village
TV

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 AED 512
AED 904 total
includes taxes & fees
28 Jun - 29 Jun
Archway Hotel & Residences
Suite, 2 Queen Beds, Balcony | Living area | Smart TV, streaming services

Sosuite at The Loxley - Old City

Sosuite at The Loxley - Old City
4.0 star property
Center City
9.2 out of 10, Wonderful, (106 reviews)
"Clean and beautiful spot that was walkable to historic old city."
United States
Diana
The price is AED 443
AED 512 total
includes taxes & fees
29 Jun - 30 Jun
Sosuite at The Loxley - Old City
House (2 Bedrooms) | Front of property

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 AED 540
AED 1,011 total
includes taxes & fees
28 Jun - 29 Jun
Walkable Neighborhood: Updated Morton Home!
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

The Windsor Suites

The Windsor Suites

10/10 Excellent
"We loved our stay at the Windsor. The location was excellent, and we really enjoyed the rooftop pool and gym. The reception staff were absolutely wonderful, especially Alan, who kindly helped us with our luggage when we stored our cases. He was genuinely warm, friendly, and incredibly helpful, making our stay even more enjoyable. Thank you"
Wayne 8-night trip
Posted 7 hours ago
The Windsor Suites

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?

Fantastic 4BR Townhouse W/ HOTTUB: This vacation home rental near Chester has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Chester?

With 4 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 Lincoln Financial Field and Xfinity Mobile Arena.

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.