A bridge over a river with a sunset sky.

Chester Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Chester vacation rentals

Free daily continental breakfast

1. Philadelphia Suites-Extended Stay

Philadelphia Suites-Extended Stay
4.0 star property
Southwest Philadelphia
7.4 out of 10, Good, (1,673 reviews)
"Philadelphia Suites is a great place to hang out and have fun with a group of friends."
United States
Sam
The price is AED 364
AED 423 total
includes taxes & fees
28 Sep - 29 Sep
Philadelphia Suites-Extended Stay
House (2 Bedrooms) | Front of property

2. 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 680
AED 1,053 total
includes taxes & fees
11 Oct - 12 Oct
Walkable Neighborhood: Updated Morton Home!
Reception

3. 4211 Suites

4211 Suites
4.5 star property
University City
9.0 out of 10, Wonderful, (912 reviews)
"Good spacious and clean, helpful staff."
United States
Lawrence
The price is AED 440
AED 512 total
includes taxes & fees
4 Oct - 5 Oct
4211 Suites
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, (213 reviews)
"Just perfect !"
United States
Cloudi
The price is AED 533
AED 777 total
includes taxes & fees
1 Oct - 2 Oct
Private Suite w/sitting room in the heart of Brandywine Valley
Dining

5. Walkable Neighborhood: Updated Morton Home!

Walkable Neighborhood: Updated Morton Home!
Morton
9.8 out of 10, Exceptional, (8 reviews)
"The host welcomed us when we arrived and made sure we had what we needed during our stay. The house was exactly as described. I loved sitting on the front porch in the morning drinking my coffee. It was a quiet area and convenient to many of our destinations. Highly recommend."
United States
Amy
The price is AED 518
AED 1,024 total
includes taxes & fees
11 Oct - 12 Oct
Walkable Neighborhood: Updated Morton Home!
Outdoor dining

6. Cozy Spring House in Gorgeous Chadds Ford!

Cozy Spring House in Gorgeous Chadds Ford!
Chadds Ford
9.8 out of 10, Exceptional, (89 reviews)
"We enjoyed Cozy Cottage and would come back again!"
United States
ken s.
The price is AED 735
AED 1,282 total
includes taxes & fees
27 Sep - 28 Sep
Cozy Spring House in Gorgeous Chadds Ford!
Smart TV, fireplace, books

7. Quaint 3rd Floor Loft

Quaint 3rd Floor Loft
Upper Darby
9.4 out of 10, Exceptional, (31 reviews)
"This property was unique, clean, and friendly service."
United States
Lori
The price is AED 421
AED 627 total
includes taxes & fees
27 Sep - 28 Sep
Quaint 3rd Floor Loft
Outdoor dining

8. Watch AC/DC Live at Lincoln, Sleeps 12, King Bed

Watch AC/DC Live at Lincoln, Sleeps 12, King Bed
East Lansdowne
9.6 out of 10, Exceptional, (61 reviews)
"The house was very spacious and had a nice backyard space. Beds were clean and comfortable, Some areas of the house could have been a bit cleaner."
United States
Julie
The price is AED 1,202
AED 2,282 total
includes taxes & fees
20 Oct - 21 Oct
Watch AC/DC Live at Lincoln, Sleeps 12, King Bed
Dining

9. Spacious & Cozy with luxury furnitures /1 King+2 Queen/-University City

Spacious & Cozy with luxury furnitures /1 King+2 Queen/-University City
University City
10.0 out of 10, Exceptional, (27 reviews)
"The location was perfect for visiting family. "
United States
Susan H.
The price is AED 651
AED 1,225 total
includes taxes & fees
21 Oct - 22 Oct
Spacious & Cozy with luxury furnitures /1 King+2 Queen/-University City
Apartment, 2 Bedrooms | Laptop workspace, WiFi (free)

10. Chic & Cozy Philly Stay in City Center

Chic & Cozy Philly Stay in City Center
3.0 star property
South Philadelphia
8.4 out of 10, Very good, (7 reviews)
"Little trouble getting in but host was responsive despite the late hour. I would have appreciated a more accurate description of the parking situation. Not only is there no parking on site, there is no parking anywhere close. The place is nice and roomy."
United States
Leslie
The price is AED 354
AED 1,401 total
includes taxes & fees
1 Oct - 2 Oct
Chic & Cozy Philly Stay in City Center
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 435
AED 1,435 total
includes taxes & fees
30 Sep - 1 Oct
Walk to Stadium Events |Kid Friendly | Game Room
Exterior

12. Patio Paradise Central City 2BR Philly

Patio Paradise Central City 2BR Philly
3.0 star property
North Philadelphia
5.6 out of 10, (5 reviews)
"This property is very convenient to concerts at TD at the Mann center. The space was comfortable, and quiet, but it would be a plus if coffee was available for the morning . If you are going to visit the zoo or concert venue, I highly recommend the close proximity. 4 stars ⭐️"
United States
Susana
The price is AED 404
AED 467 total
includes taxes & fees
27 Sep - 28 Sep
Patio Paradise Central City 2BR Philly
Exterior detail

13. 2mins DT/Patio+Parking/50” Roku TV/400 Mbps

2mins DT/Patio+Parking/50” Roku TV/400 Mbps
Bryn Mawr
9.8 out of 10, Exceptional, (16 reviews)
"Stay was great "
United States
Melissa M.
The price is AED 533
AED 1,072 total
includes taxes & fees
28 Sep - 29 Sep
2mins DT/Patio+Parking/50” Roku TV/400 Mbps
Exterior detail

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

Ushmila's Nest- private entrance, bedroom & bathroom
Wayne
10.0 out of 10, Exceptional, (62 reviews)
"A wonderful little oasis in the bustle of the Main Line. Fantastic stay!"
United States
Craig J.
The price is AED 477
AED 812 total
includes taxes & fees
27 Sep - 28 Sep
Ushmila's Nest- private entrance, bedroom & bathroom
Property grounds

15. Hidden Gem Townhome with 2 BRs -University City -near UPenn&Drexel

Hidden Gem Townhome with 2 BRs -University City -near UPenn&Drexel
University City
10.0 out of 10, Exceptional, (36 reviews)
"It truly is a hidden gem. Thanks for a wonderful stay"
United States
Danny P.
The price is AED 579
AED 1,141 total
includes taxes & fees
27 Sep - 28 Sep
Hidden Gem Townhome with 2 BRs -University City -near UPenn&Drexel
Outdoor dining

16. THE ROOFTOP OASIS

THE ROOFTOP OASIS
University City
9.8 out of 10, Exceptional, (29 reviews)
"Great property very close to campus. Great host communication. "
United States
Michael F.
THE ROOFTOP OASIS
Coffee/tea maker, fridge, microwave, oven

17. FIFA 10 Mins Away | Rooftop | Gym | King bed

FIFA 10 Mins Away | Rooftop | Gym | King bed
South Philadelphia
10.0 out of 10, Exceptional, (17 reviews)
"Excellent location, all necessary amenities and more, clean and comfortable with a view. "
United States
James B.
The price is AED 386
AED 754 total
includes taxes & fees
30 Sep - 1 Oct
FIFA 10 Mins Away | Rooftop | Gym | King bed
Interior

18. Bryn Mawr Has It All

Bryn Mawr Has It All
Bryn Mawr
8.8 out of 10, Excellent, (10 reviews)
"We really enjoyed our stay. The place was exactly as described,, very clean, and in a perfect location to explore the city of Philadelphia. Dave, the host, was very quick to respond to messages."
United States
Sue N.
The price is AED 566
AED 1,110 total
includes taxes & fees
29 Sep - 30 Sep
Bryn Mawr Has It All
Coffee/tea maker, fridge, microwave, oven

19. East Falls 1BR King Bed Free Parking Near Center City

East Falls 1BR King Bed Free Parking Near Center City
North Philadelphia
9.6 out of 10, Exceptional, (8 reviews)
"Nice property."
United States
Jonathan W.
The price is AED 624
AED 800 total
includes taxes & fees
27 Sep - 28 Sep
East Falls 1BR King Bed Free Parking Near Center City
Property grounds

20. New Construction townhome close to everything downtown w/transparent pricing

New Construction townhome close to everything downtown w/transparent pricing
Hilltop
9.6 out of 10, Exceptional, (29 reviews)
"We love this townhouse, close to everything!"
United States
Judy P.
The price is AED 450
AED 727 total
includes taxes & fees
27 Sep - 28 Sep
New Construction townhome close to everything downtown w/transparent pricing
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

Hyatt Centric Rittenhouse Square Philadelphia

Hyatt Centric Rittenhouse Square Philadelphia

10/10 Excellent
"Staff was accommodating and friendly."
Janis L 1-night trip
Posted 1 hour ago
Hyatt Centric Rittenhouse Square Philadelphia

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?

STUDIO apt. nightly or monthly stays with washer, dryer, work space and WiFi: This vacation home rental near Chester has air-conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Chester?

With 3 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.