A bridge over a river with a sunset sky.

Chester Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Chester vacation rentals

Smart TV, fireplace, books

1. The Serenity Manor – A Restful Heritage Retreat

The Serenity Manor – A Restful Heritage Retreat
Chester
7.4 out of 10, Good, (3 reviews)
"The house and host were great. All the beds were comfortable and overall no complaints what so ever with the house. The neighborhood on the other hand is a different story. There was some random guy walking up and down the street majority of the night yelling and the neighborhood seemed very questionable."
United States
Robert R.
$309 nightly
The price is $341
Aug 12 - Aug 13
Total with taxes and fees
The Serenity Manor – A Restful Heritage Retreat
Free daily continental breakfast

2. Philadelphia Suites-Extended Stay

Philadelphia Suites-Extended Stay
4.0 star property
Southwest Philadelphia
7.4 out of 10, Good, (1,610 reviews)
"I like the price for what we got, perfect for a family of five."
United States
Christine
$90 nightly
The price is $105
Aug 16 - Aug 17
Total with taxes and fees
Philadelphia Suites-Extended Stay
House (2 Bedrooms) | Front of property

3. 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
$248 nightly
The price is $276
Aug 12 - Aug 13
Total with taxes and fees
Walkable Neighborhood: Updated Morton Home!
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

4. Private Suite w/sitting room in the heart of Brandywine Valley

Private Suite w/sitting room in the heart of Brandywine Valley
Wilmington
10.0 out of 10, Exceptional, (211 reviews)
"Just perfect !"
United States
Cloudi
$194 nightly
The price is $199
Aug 12 - Aug 13
Total with taxes and fees
Private Suite w/sitting room in the heart of Brandywine Valley
Reception

5. 4211 Suites

4211 Suites
4.5 star property
West Philadelphia
9.0 out of 10, Wonderful, (853 reviews)
"Very nice for families"
United States
Maynor
$115 nightly
The price is $134
Aug 27 - Aug 28
Total with taxes and fees
4211 Suites
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.

6. Rittenhouse Modern

Rittenhouse Modern
Center City
8.6 out of 10, Excellent, (17 reviews)
"Always a comfy place to stay when I am in the city!"
United States
Monica Q.
$138 nightly
The price is $157
Aug 23 - Aug 24
Total with taxes and fees
Rittenhouse Modern
Smart TV, fireplace, books

7. Quaint 3rd Floor Loft

Quaint 3rd Floor Loft
Upper Darby
9.4 out of 10, Exceptional, (28 reviews)
"This property was unique, clean, and friendly service."
United States
Lori
$155 nightly
The price is $171
Aug 12 - Aug 13
Total with taxes and fees
Quaint 3rd Floor Loft
Interior

8. 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.
$150 nightly
The price is $151
Aug 12 - Aug 13
Total with taxes and fees
1/1 Across from Fairmount Park | 10 mins to DT (E)
Lobby sitting area

9. Sosuite at The Queen - Queen Village

Sosuite at The Queen - Queen Village
2.0 star property
South Philadelphia
7.8 out of 10, Good, (76 reviews)
"Perfect area to explore Philly"
United States
Nathan
$70 nightly
The price is $80
Aug 16 - Aug 17
Total with taxes and fees
Sosuite at The Queen - Queen Village
Private kitchen

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

NEW 2B Duplex near Sport Complex & Airport Unit-A
South Philadelphia
2.0 out of 10, (1 review)
"Property is listed as new, its anything but that. Everything is from scratch and dent places,bedding was so nasty and contacted host, who told me to contact vrbo. That was a disaster, they gave us back 65 cleaning fee. Wasn't even a place to wash the bed sheets at. Save your money and book a nicer place. Don't even get me started on the parking situation in this area, drive around for an hour before we could find a spot to park. Bedroom doors dont shut or lock, my kids put a chair and broom up...
United States
Adam C.
$178 nightly
The price is $204
Aug 12 - Aug 13
Total with taxes and fees
NEW 2B Duplex near Sport Complex & Airport Unit-A
Interior

11. Walk to Stadium Events |Kid Friendly | Game Room

Walk to Stadium Events |Kid Friendly | Game Room
South Philadelphia
10.0 out of 10, Exceptional, (47 reviews)
"Everything perfect, as always!"
United States
Benjamin H.
$337 nightly
The price is $386
Aug 12 - Aug 13
Total with taxes and fees
Walk to Stadium Events |Kid Friendly | Game Room
Coffee/tea maker, fridge, microwave, oven

12. StayCozy at The Frankford

StayCozy at The Frankford
3.5 star property
North Philadelphia
8.8 out of 10, Excellent, (151 reviews)
"Great area with lots of good restaurants. Good family area."
United States
Jorge
$186 nightly
The price is $214
Aug 12 - Aug 13
Total with taxes and fees
StayCozy at The Frankford
Smart TV

13. Brand New Modern Home /w Rooftop Downtown Skyview

Brand New Modern Home /w Rooftop Downtown Skyview
South Philadelphia
10.0 out of 10, Exceptional, (13 reviews)
"10/10 everything was expected and super easy to follow with instructions posted for guide. Host was super friendly and helpful. Such a clean and beautiful place. Amazing place amazing stay."
United States
Johnny T.
$166 nightly
The price is $190
Sep 2 - Sep 3
Total with taxes and fees
Brand New Modern Home /w Rooftop Downtown Skyview
Exterior detail

14. Ushmila's Nest- private entrance, bedroom & bathroom

Ushmila's Nest- private entrance, bedroom & bathroom
Wayne
10.0 out of 10, Exceptional, (59 reviews)
"Very nice, comfortable, clean place to stay. Very easy communication with the host. Was the perfect place for our stay."
United States
Barb
Ushmila's Nest- private entrance, bedroom & bathroom
Coffee/tea maker, microwave, oven, stovetop

15. 1BR by UPenn, Museums, Zoo, CHOP, Drexel, Rocky

1BR by UPenn, Museums, Zoo, CHOP, Drexel, Rocky
West Philadelphia
10.0 out of 10, Exceptional, (4 reviews)
"The apartment was fantastic! Location was so close to everything. The host was wonderful! At first I thought it was rather expensive but after staying there, I’d probably pay more than I did. Will definitely be staying when visiting Philly again!"
Canada
Angad
$223 nightly
The price is $225
Aug 12 - Aug 13
Total with taxes and fees
1BR by UPenn, Museums, Zoo, CHOP, Drexel, Rocky
Interior

16. La Pequeña 1BR apartment in trendy Fishtown with AC, W/D, PrivateDeck, fast WiFi

La Pequeña 1BR apartment in trendy Fishtown with AC, W/D, PrivateDeck, fast WiFi
North Philadelphia
9.4 out of 10, Exceptional, (35 reviews)
"Great location. Functional space. Furniture set up was different than showed and a little wonky. "
United States
Sarah E.
$160 nightly
The price is $183
Aug 12 - Aug 13
Total with taxes and fees
La Pequeña 1BR apartment in trendy Fishtown with AC, W/D, PrivateDeck, fast WiFi
2 bedrooms, desk, iron/ironing board, WiFi (free)

17. Cozy 2 bdrm Unit/Big Kitchen-2 TV- University City

Cozy 2 bdrm Unit/Big Kitchen-2 TV- University City
West Philadelphia
10.0 out of 10, Exceptional, (33 reviews)
"Our place was clean and bright. The host was very responsive! Loved staying here- great location!"
United States
Margaret T.
$256 nightly
The price is $292
Aug 12 - Aug 13
Total with taxes and fees
Cozy 2 bdrm Unit/Big Kitchen-2 TV- University City
Suite, 2 Queen Beds, Balcony | Living area | Smart TV, streaming services

18. Sosuite at The Loxley - Old City

Sosuite at The Loxley - Old City
4.0 star property
Center City
9.2 out of 10, Wonderful, (110 reviews)
"Great location walkable to many key locations and easy bus access to farther points."
United States
Sierra
$121 nightly
The price is $140
Aug 16 - Aug 17
Total with taxes and fees
Sosuite at The Loxley - Old City
Rooftop terrace

19. Sosuite at The Onyx - Museum District

Sosuite at The Onyx - Museum District
4.0 star property
Center City
8.4 out of 10, Very Good, (90 reviews)
$102 nightly
The price is $118
Aug 30 - Aug 31
Total with taxes and fees
Sosuite at The Onyx - Museum District
2 bedrooms, desk, iron/ironing board, WiFi (free)

20. Modern/Luxury 2 bdrm- KING Bed- University City

Modern/Luxury 2 bdrm- KING Bed- University City
West Philadelphia
10.0 out of 10, Exceptional, (41 reviews)
"The place is very clean and comfortable. The property is in a residential area and felt safe. It is a 3rd floor apartment with a lot of steps take that into consideration if mobility is an issue. We wish it would have had some living room space which would have been an issue if staying longer or spending more time in the unit but wasnt an issue for our stay this time. Bedrooms were very clean, nicely decorated and comfortable. A nice touch with coffee and a Keurig available. Thank you for a...
United States
Kristen R.
$257 nightly
The price is $294
Aug 12 - Aug 13
Total with taxes and fees
Modern/Luxury 2 bdrm- KING Bed- University City
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
"A phenomenal time was had! Will stay again!"
Les 1-night trip
Posted 7 hours ago
The Windsor Suites

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 $80 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?

South Philly Terrace: This vacation home near Chester is located near the airport and offers a rooftop terrace, air-conditioning, and free WiFi to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

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 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.