Chester Vacation Rentals

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Our top choices for Chester vacation rentals

Sosuite at The Queen - Queen Village

Sosuite at The Queen - Queen Village
2.0 star property
South Philadelphia
7.2 out of 10, Good, (17 reviews)
"Very nice accommodation. So glad I found it and so close to work."
United States
Eileen
The price is CA $91
CA $105 total
includes taxes & fees
Feb 11 - Feb 12
Sosuite at The Queen - Queen Village

Sosuite at The Ovation - Avenue of The Arts

Sosuite at The Ovation - Avenue of The Arts
4.0 star property
South Philadelphia
8.2 out of 10, Very good, (41 reviews)
"Great stay 10/10"
United States
Iyana
The price is CA $130
CA $151 total
includes taxes & fees
Feb 18 - Feb 19
Sosuite at The Ovation - Avenue of The Arts

4211 Suites

4211 Suites
4.5 star property
University City
9.2 out of 10, Wonderful, (548 reviews)
"Great stay "
United States
Saeeda
The price is CA $127
CA $148 total
includes taxes & fees
Feb 26 - Feb 27
4211 Suites

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, (72 reviews)
"We had a great stay and will book there again. "
United States
Christine
The price is CA $140
CA $162 total
includes taxes & fees
Feb 19 - Feb 20
Sosuite at French Quarters - Rittenhouse Square

Archway Hotel & Residences

Archway Hotel & Residences
2.0 star property
North Philadelphia
9.2 out of 10, Wonderful, (40 reviews)
"Great location, great design, spacious, well appointed, and clean. "
United States
Thomas
Archway Hotel & Residences

Sosuite at The Onyx - Museum District

Sosuite at The Onyx - Museum District
4.0 star property
Center City
8.8 out of 10, Excellent, (35 reviews)
"Everything was great"
United States
KAREN
The price is CA $149
CA $173 total
includes taxes & fees
Feb 23 - Feb 24
Sosuite at The Onyx - Museum District

Sosuite at The Loxley - Old City

Sosuite at The Loxley - Old City
4.0 star property
Center City
9.2 out of 10, Wonderful, (81 reviews)
"Great place to stay!"
United States
Ireti
The price is CA $145
CA $168 total
includes taxes & fees
Feb 8 - Feb 9
Sosuite at The Loxley - Old City

The Ledger Residences by Sosuite - Old City

The Ledger Residences by Sosuite - Old City
4.0 star property
Center City
8.4 out of 10, Very good, (255 reviews)
"Clean room with loft bedroom!! Great location old city "
United States
Kimberly
The price is CA $117
CA $213 total
includes taxes & fees
Feb 16 - Feb 17
The Ledger Residences by Sosuite - Old City

Sosuite at Independence Lofts - Callowhill

Sosuite at Independence Lofts - Callowhill
4.5 star property
North Philadelphia
8.2 out of 10, Very good, (94 reviews)
"The apartment we rented was great for a longer stay, even though we were only passing through for the night. The Institute, right next to the entrance, was so convenient and good! Definitely need to arrange for parking. The street parking was very full"
United States
Sherry
The price is CA $127
CA $148 total
includes taxes & fees
Feb 11 - Feb 12
Sosuite at Independence Lofts - Callowhill

One Sky Loft

One Sky Loft
2.0 star property
Center City
9.4 out of 10, Exceptional, (65 reviews)
"Great location, clean, great amenities, very comfortable"
United States
Brian
The price is CA $224
CA $384 total
includes taxes & fees
Feb 8 - Feb 9
One Sky Loft

Stylish Minimalist Stay in City Center

Stylish Minimalist Stay in City Center
3.0 star property
South Philadelphia
10.0 out of 10, Exceptional, (1 review)
"very nice and clean!"
United States
Maki
The price is CA $68
CA $319 total
includes taxes & fees
Feb 16 - Feb 17
Stylish Minimalist Stay in City Center

Sosuite at The Jefferson

Sosuite at The Jefferson
2.0 star property
North Philadelphia
9.0 out of 10, Wonderful, (13 reviews)
"Very clean looking forward to stay again"
United States
Paul
Sosuite at The Jefferson

Kestrel Hotel

Kestrel Hotel
3.5 star property
Center City
9.4 out of 10, Exceptional, (116 reviews)
"Great place to stay! Very cute, and comfortable in a nice quiet area."
United States
Steven
The price is CA $225
CA $260 total
includes taxes & fees
Mar 10 - Mar 11
Kestrel Hotel

StayCozy at The Frankford

StayCozy at The Frankford
4.0 star property
North Philadelphia
8.6 out of 10, Excellent, (83 reviews)
"What a great place to stay! Right in the middle of everything! Clean, safe, perfect! Would def stay here again!"
United States
Chris
The price is CA $106
CA $264 total
includes taxes & fees
Feb 9 - Feb 10
StayCozy at The Frankford

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, (36 reviews)
"It was a fantastic stay!"
United States
Sean
The price is CA $114
CA $210 total
includes taxes & fees
Feb 11 - Feb 12
Sosuite at The Vine - Old City

W Oxford St Charm 1 BR Apartment Central Philly

W Oxford St Charm 1 BR Apartment Central Philly
3.0 star property
North Philadelphia
8.0 out of 10, Very good, (40 reviews)
"Great value place for the price "
United States
Noah
The price is CA $55
CA $174 total
includes taxes & fees
Feb 23 - Feb 24
W Oxford St Charm 1 BR Apartment Central Philly

Chic & Cozy Philly Stay in City Center

Chic & Cozy Philly Stay in City Center
3.0 star property
South Philadelphia
8.6 out of 10, Excellent, (4 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 $70
CA $321 total
includes taxes & fees
Feb 10 - Feb 11
Chic & Cozy Philly Stay in City Center

Cozy Stay near Fishtown & City Center

Cozy Stay near Fishtown & City Center
3.5 star property
North Philadelphia
6.0 out of 10, (1 review)
"The comforter was soiled with hair and yellow stains. When we took the comforter off the bed, there was no top sheet. So nothing to cover ourselves while sleeping. There were no extra sheets and not even a blanket. In the bathroom there were no hand towels and just two wimpy bath towels. When we arrived there was only a 1/4 roll of toilet paper and no extra. We got there at night and were only staying for one night so no time to buy anything. The couch looked like it was from 1970 and was dirty....
United States
Nancy
The price is CA $51
CA $290 total
includes taxes & fees
Mar 1 - Mar 2
Cozy Stay near Fishtown & City Center

1918 Duplex with Character City Center

1918 Duplex with Character City Center
2.0 star property
Center City
The price is CA $129
CA $283 total
includes taxes & fees
Mar 9 - Mar 10
1918 Duplex with Character City Center

Culture Hub W Oxford St 1BR Art Museum

Culture Hub W Oxford St 1BR Art Museum
3.0 star property
North Philadelphia
8.4 out of 10, Very good, (25 reviews)
"The place is so nice especially with the people of economic class"
United States
Valens
The price is CA $55
CA $214 total
includes taxes & fees
Feb 25 - Feb 26
Culture Hub W Oxford St 1BR Art Museum
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?

Cozy Home near City Center with Hot tub: Located near Chester, this vacation home rental is in the city center and equipped with air-conditioning and Netflix to help you feel perfectly comfortable in your new surroundings. Amenities like a coffee maker and free parking are also available for your convenience.

How many vacation rentals are there in Chester?

With 6 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.