A bridge over a river with a sunset sky.

Chester Vacation Rentals

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Our top choices for Chester vacation rentals

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
$604 nightly
The price is $697
Jul 15 - Jul 16
Total with taxes and fees
W Oxford St Gem 2b Apartmnt Central City

Kid Friendly-Parking-Roof Deck

Kid Friendly-Parking-Roof Deck
3.0 star property
Center City
$1,200 nightly
The price is $1,386
Jul 9 - Jul 10
Total with taxes and fees
Kid Friendly-Parking-Roof Deck

Tudor Lux

Tudor Lux
4.0 star property
East Lansdowne
$909 nightly
The price is $1,009
Jul 15 - Jul 16
Total with taxes and fees
Tudor Lux

Tudor Place

Tudor Place
4.0 star property
Lansdowne
$1,627 nightly
The price is $1,806
Jul 15 - Jul 16
Total with taxes and fees
Tudor Place

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
$975 nightly
The price is $1,126
Jul 5 - Jul 6
Total with taxes and fees
Family Oasis with 3BR, Games, WIFI & BBQ

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
$1,590 nightly
The price is $1,801
Jul 6 - Jul 7
Total with taxes and fees
Cozy Home near City Center with Hot tub

Amazing 4bedroom Home Sleeps 16 Guests

Amazing 4bedroom Home Sleeps 16 Guests
2.0 star property
North Camden
$985 nightly
The price is $1,033
Jul 6 - Jul 7
Total with taxes and fees
Amazing 4bedroom Home Sleeps 16 Guests

South Philly Terrace

South Philly Terrace
2.0 star property
South Philadelphia
$141 nightly
The price is $163
Jul 6 - Jul 7
Total with taxes and fees
South Philly Terrace

Diamond Suites Philadelphia Center

Diamond Suites Philadelphia Center
3.0 star property
North Philadelphia
6.4 out of 10, (47 reviews)
"It was great"
United States
Nina
$198 nightly
The price is $208
Jul 6 - Jul 7
Total with taxes and fees
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
$280 nightly
The price is $323
Jul 5 - Jul 6
Total with taxes and fees
Chic & Cozy Philly Stay in City Center

Patio Paradise Central City 2BR Philly

Patio Paradise Central City 2BR Philly
3.0 star property
North Philadelphia
5.0 out of 10, (2 reviews)
"This group is very difficult to communicate with. "
United States
Don
$174 nightly
The price is $201
Aug 2 - Aug 3
Total with taxes and fees
Patio Paradise Central City 2BR Philly

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
$236 nightly
The price is $272
Jul 6 - Jul 7
Total with taxes and fees
Stylish Minimalist Stay in City Center

4211 Suites

4211 Suites
4.5 star property
University City
9.0 out of 10, Wonderful, (761 reviews)
"Accommodations were great and breakfast was on point"
United States
Jamellia
$132 nightly
The price is $153
Jul 5 - Jul 6
Total with taxes and fees
4211 Suites

Philly Hub Near Intl Soccer, Downtown Attractions

Philly Hub Near Intl Soccer, Downtown Attractions
4.0 star property
West Philadelphia
$574 nightly
The price is $664
Jul 20 - Jul 21
Total with taxes and fees
Philly Hub Near Intl Soccer, Downtown Attractions

Philadelphia Suites-Extended Stay

Philadelphia Suites-Extended Stay
4.0 star property
Southwest Philadelphia
7.4 out of 10, Good, (1,550 reviews)
"The staff was professional and polite."
United States
ANNETTE
$109 nightly
The price is $127
Aug 2 - Aug 3
Total with taxes and fees
Philadelphia Suites-Extended Stay

StayCozy at The Frankford

StayCozy at The Frankford
3.5 star property
North Philadelphia
8.8 out of 10, Excellent, (141 reviews)
"Nice location, clean, pleasant."
United States
Jeffrey
$170 nightly
The price is $196
Jul 7 - Jul 8
Total with taxes and fees
StayCozy at The Frankford

Charming 6 Bed& 3bath Home Near Philadelphia

Charming 6 Bed& 3bath Home Near Philadelphia
2.0 star property
North Camden
$840 nightly
The price is $875
Jul 6 - Jul 7
Total with taxes and fees
Charming 6 Bed& 3bath Home Near Philadelphia

Sosuite at The Queen - Queen Village

Sosuite at The Queen - Queen Village
2.0 star property
South Philadelphia
7.8 out of 10, Good, (57 reviews)
"Great space and location. Room was clean and comfortable and beautiful ."
United States
christina
$81 nightly
The price is $94
Jul 8 - Jul 9
Total with taxes and fees
Sosuite at The Queen - Queen Village

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
$227 nightly
The price is $262
Jul 5 - Jul 6
Total with taxes and fees
Archway Hotel & Residences

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
$142 nightly
The price is $164
Jul 5 - Jul 6
Total with taxes and fees
Sosuite at The Jefferson
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

Everything you need to know about Chester vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chester vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $94 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.