A bridge over a river with a sunset sky.

Chester Vacation Rentals

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Check prices for these dates

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

Our top choices for Chester vacation rentals

A hotel lobby with a fireplace, dining area, and kitchen.

1. Philadelphia Suites-Extended Stay

Philadelphia Suites-Extended Stay
4.0 star property
Southwest Philadelphia
7.4 out of 10, Good, (1,672 reviews)
"Philadelphia Suites is a great place to hang out and have fun with a group of friends."
United States
Sam
$110 nightly
The price is $128
Sep 28 - Sep 29
Total with taxes and fees
Philadelphia Suites-Extended Stay
A dining area with a glass table, chairs, and a cabinet.

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
$258 nightly
The price is $287
Oct 11 - Oct 12
Total with taxes and fees
Walkable Neighborhood: Updated Morton Home!
A modern lobby with two elevators, a reception desk, and a glass door leading outside.

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
$121 nightly
The price is $141
Oct 4 - Oct 5
Total with taxes and fees
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
$209 nightly
The price is $216
Oct 1 - Oct 2
Total with taxes and fees
Private Suite w/sitting room in the heart of Brandywine Valley
A dining area with a glass table, chairs, and a cabinet.

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
$262 nightly
The price is $289
Oct 11 - Oct 12
Total with taxes and fees
Walkable Neighborhood: Updated Morton Home!
An indoor dining area with tables and chairs, string lights, and plants.

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.
$316 nightly
The price is $349
Sep 27 - Sep 28
Total with taxes and fees
Cozy Spring House in Gorgeous Chadds Ford!
An open-plan living space with a wooden ceiling, a sofa, a coffee table, and a TV mounted on the wall.

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
$155 nightly
The price is $171
Sep 27 - Sep 28
Total with taxes and fees
Quaint 3rd Floor Loft
An outdoor dining area with a pergola structure, a tall metal lantern, and tables set for a meal.

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
$555 nightly
The price is $612
Sep 28 - Sep 29
Total with taxes and fees
Watch AC/DC Live at Lincoln, Sleeps 12, King Bed
A dining area with a dark wooden table set for four, a wall clock, and a window with blinds.

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.
$297 nightly
The price is $341
Sep 28 - Sep 29
Total with taxes and fees
Spacious & Cozy with luxury furnitures /1 King+2 Queen/-University City
A bedroom with two beds, a large window, and a framed picture on the wall.

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
$341 nightly
The price is $394
Sep 26 - Sep 27
Total with taxes and fees
Chic & Cozy Philly Stay in City Center
A hallway with a brick wall, a chandelier, a door, and a staircase.

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.
$341 nightly
The price is $391
Sep 30 - Oct 1
Total with taxes and fees
Walk to Stadium Events |Kid Friendly | Game Room

12. Patio Paradise Central City 2BR Philly

Patio Paradise Central City 2BR Philly
3.0 star property
North Philadelphia
5.0 out of 10, (4 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
$110 nightly
The price is $127
Sep 27 - Sep 28
Total with taxes and fees
Patio Paradise Central City 2BR Philly
A bench under a floral archway with a sign reading "kindred".

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.
$260 nightly
The price is $292
Sep 28 - Sep 29
Total with taxes and fees
2mins DT/Patio+Parking/50” Roku TV/400 Mbps
A garden area with various potted plants and flowers in front of a building with a black door and windows.

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.
$203 nightly
The price is $224
Sep 27 - Sep 28
Total with taxes and fees
Ushmila's Nest- private entrance, bedroom & bathroom
A garden with a variety of plants and flowers, a pathway, and a building in the background.

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.
$284 nightly
The price is $325
Sep 27 - Sep 28
Total with taxes and fees
Hidden Gem Townhome with 2 BRs -University City -near UPenn&Drexel
A dining table with various dishes, drinks, and a potted plant.

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.
$429 nightly
The price is $491
Sep 28 - Sep 29
Total with taxes and fees
THE ROOFTOP OASIS
A modern kitchen with a central island, bar stools, stainless steel appliances, and pendant lighting.

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.
$182 nightly
The price is $208
Sep 30 - Oct 1
Total with taxes and fees
FIFA 10 Mins Away | Rooftop | Gym | King bed
A brown door with a window and a keypad lock.

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.
$287 nightly
The price is $305
Sep 29 - Sep 30
Total with taxes and fees
Bryn Mawr Has It All
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, a dishwasher, and a gas stove.

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.
$192 nightly
The price is $220
Sep 27 - Sep 28
Total with taxes and fees
East Falls 1BR King Bed Free Parking Near Center City
A garden with a fountain, surrounded by lush greenery and flowering plants.

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.
$194 nightly
The price is $200
Sep 27 - Sep 28
Total with taxes and fees
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

Hampton Inn Philadelphia Center City-Convention Center

Hampton Inn Philadelphia Center City-Convention Center

10/10 Excellent
"Everything went perfect, hotel located in a perfect spot to walk"
Cristian 1-night trip
Posted 1 hour ago
Hampton Inn Philadelphia Center City-Convention Center

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 $96 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?

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.