A bridge over a river with a sunset sky.

Chester Vacation Rentals

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Check prices for these dates

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

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.
The price is AED 735
AED 1,346 total
includes taxes & fees
9 Sep - 10 Sep
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
The price is AED 365
AED 425 total
includes taxes & fees
12 Aug - 13 Aug
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
The price is AED 643
AED 1,013 total
includes taxes & fees
12 Aug - 13 Aug
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
The price is AED 479
AED 725 total
includes taxes & fees
9 Sep - 10 Sep
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
The price is AED 455
AED 530 total
includes taxes & fees
12 Aug - 13 Aug
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.
The price is AED 248
AED 577 total
includes taxes & fees
23 Aug - 24 Aug
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
The price is AED 421
AED 627 total
includes taxes & fees
12 Aug - 13 Aug
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.
The price is AED 295
AED 661 total
includes taxes & fees
7 Sep - 8 Sep
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
The price is AED 284
AED 327 total
includes taxes & fees
17 Aug - 18 Aug
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.
The price is AED 331
AED 748 total
includes taxes & fees
12 Aug - 13 Aug
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.
The price is AED 431
AED 1,430 total
includes taxes & fees
12 Aug - 13 Aug
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
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.
The price is AED 404
AED 693 total
includes taxes & fees
18 Aug - 19 Aug
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
The price is AED 313
AED 827 total
includes taxes & fees
12 Aug - 13 Aug
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.
The price is AED 278
AED 696 total
includes taxes & fees
12 Aug - 13 Aug
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.
The price is AED 479
AED 1,074 total
includes taxes & fees
12 Aug - 13 Aug
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
The price is AED 443
AED 512 total
includes taxes & fees
16 Aug - 17 Aug
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, (89 reviews)
"This property was convenient and the customer service was so responsive. Definitely appreciated the proximity to all that we wanted to see. Will stay here again💯"
United States
Llewella
The price is AED 390
AED 451 total
includes taxes & fees
30 Aug - 31 Aug
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.
The price is AED 486
AED 1,082 total
includes taxes & fees
12 Aug - 13 Aug
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

Loews Philadelphia Hotel

Loews Philadelphia Hotel

10/10 Excellent
"Absolutely fantastic stay! Right down"
Tristan 3-night trip
Posted less than an hour ago
Loews Philadelphia Hotel

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.