the Commodore Barry Bridge over the Delaware River at Subaru Park in Chester Pennsylvania USA

Chester Vacation Rentals

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Our top choices for Chester vacation rentals

4211 Suites

4211 Suites
4.5 star property
University City
9.0 out of 10, Wonderful, (719 reviews)
"Accommodations were great and breakfast was on point"
United States
Jamellia
The price is CA $183
CA $213 total
includes taxes & fees
Jul 8 - Jul 9
4211 Suites

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 CA $108
CA $370 total
includes taxes & fees
Jun 16 - Jun 17
Stylish Minimalist Stay in City Center

South Philly Terrace

South Philly Terrace
2.0 star property
South Philadelphia
The price is CA $127
CA $196 total
includes taxes & fees
Jul 7 - Jul 8
South Philly Terrace

Sosuite at The Queen - Queen Village

Sosuite at The Queen - Queen Village
2.0 star property
South Philadelphia
7.8 out of 10, Good, (49 reviews)
"Great space and location. Room was clean and comfortable and beautiful ."
United States
christina
The price is CA $133
CA $154 total
includes taxes & fees
Jun 30 - Jul 1
Sosuite at The Queen - Queen Village

StayCozy at The Frankford

StayCozy at The Frankford
4.0 star property
North Philadelphia
8.8 out of 10, Excellent, (134 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 CA $98
CA $274 total
includes taxes & fees
Jun 29 - Jun 30
StayCozy at The Frankford

Diamond Suites Philadelphia Center

Diamond Suites Philadelphia Center
3.0 star property
North Philadelphia
6.6 out of 10, (44 reviews)
"It was great"
United States
Nina
The price is CA $95
CA $320 total
includes taxes & fees
Jun 19 - Jun 20
Diamond Suites Philadelphia Center

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 CA $142
CA $409 total
includes taxes & fees
Jun 15 - Jun 16
Chic & Cozy Philly Stay in City Center

Sosuite at The Ovation - Avenue of The Arts

Sosuite at The Ovation - Avenue of The Arts
4.0 star property
South Philadelphia
8.4 out of 10, Very good, (100 reviews)
"Nice location"
United States
Saeeda
The price is CA $164
CA $191 total
includes taxes & fees
Jun 17 - Jun 18
Sosuite at The Ovation - Avenue of The Arts

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 CA $220
CA $400 total
includes taxes & fees
Jun 29 - Jun 30
Walkable Neighborhood: Updated Morton Home!

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 CA $194
CA $343 total
includes taxes & fees
Jun 15 - Jun 16
Archway Hotel & Residences

Sosuite at The Jefferson

Sosuite at The Jefferson
2.0 star property
North Philadelphia
9.0 out of 10, Wonderful, (19 reviews)
"Very clean looking forward to stay again"
United States
Paul
The price is CA $278
CA $321 total
includes taxes & fees
Jul 5 - Jul 6
Sosuite at The Jefferson

Sosuite at The Onyx - Museum District

Sosuite at The Onyx - Museum District
4.0 star property
Center City
8.2 out of 10, Very good, (70 reviews)
"Very nice rooms"
United States
Siqi
The price is CA $162
CA $187 total
includes taxes & fees
Jul 6 - Jul 7
Sosuite at The Onyx - Museum District

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, (87 reviews)
"Fantastic experience. "
United States
k.
The price is CA $260
CA $300 total
includes taxes & fees
Jun 17 - Jun 18
Sosuite at French Quarters - Rittenhouse Square

Kestrel Hotel

Kestrel Hotel
3.5 star property
Center City
9.4 out of 10, Exceptional, (136 reviews)
"Fun and hip property! Will stay there again in the future."
United States
Brenda
The price is CA $131
CA $279 total
includes taxes & fees
Jun 15 - Jun 16
Kestrel Hotel

Sosuite at The Loxley - Old City

Sosuite at The Loxley - Old City
4.0 star property
Center City
9.2 out of 10, Wonderful, (105 reviews)
"Clean and beautiful spot that was walkable to historic old city."
United States
Diana
The price is CA $159
CA $184 total
includes taxes & fees
Jun 28 - Jun 29
Sosuite at The Loxley - Old City

259 2F

259 2F
2.0 star property
Center City
9.4 out of 10, Exceptional, (3 reviews)
"This is truly the most ideal And perfect spot for anyone coming to Philly. Check in process is not clear- If you book through a third party and not the host directly, you must call to receive the check in links so you can access the door and get into the property. Was slightly stressful as this took some time but once I understood how to enter and exit I felt much better. So close to rittenhouse square. A truly perfect location"
United States
Maria
259 2F

One Sky Loft

One Sky Loft
2.0 star property
Center City
9.4 out of 10, Exceptional, (102 reviews)
"Amazing space Clean and affordable"
United States
Darryl
The price is CA $225
CA $387 total
includes taxes & fees
Jul 6 - Jul 7
One Sky Loft

Sosuite at The Vine - Old City

Sosuite at The Vine - Old City
3.5 star property
Center City
8.6 out of 10, Excellent, (42 reviews)
"The location was convenient. Walking distance to necessary shops and parking. The view was lovely. The apartment was adorable. Maybe just warn the guests about the noisy elevator!"
United States
Kalan
The price is CA $163
CA $268 total
includes taxes & fees
Jun 16 - Jun 17
Sosuite at The Vine - Old City

Sosuite at Independence Lofts - Callowhill

Sosuite at Independence Lofts - Callowhill
4.5 star property
North Philadelphia
7.8 out of 10, Good, (122 reviews)
"Parking was secure, and area was amazing."
United States
Pernell
The price is CA $183
CA $212 total
includes taxes & fees
Jul 6 - Jul 7
Sosuite at Independence Lofts - Callowhill

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 CA $1,146
CA $1,646 total
includes taxes & fees
Jun 16 - Jun 17
Cozy Home near City Center with Hot tub
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

Find out more about Chester

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chester. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.