A bridge over a river with a sunset sky.

Chester Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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, (1,649 reviews)
"The stay was great and the room was clean !"
United States
Askin
$129 nightly
The price is $150
Aug 28 - Aug 29
Total with taxes and fees
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
$248 nightly
The price is $276
Aug 30 - Aug 31
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.

3. 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
$196 nightly
The price is $201
Aug 29 - Aug 30
Total with taxes and fees
Private Suite w/sitting room in the heart of Brandywine Valley
Reception

4. 4211 Suites

4211 Suites
4.5 star property
West Philadelphia
9.0 out of 10, Wonderful, (882 reviews)
"Staff was great and the place was clean."
United States
Erica
$125 nightly
The price is $145
Sep 2 - Sep 3
Total with taxes and fees
4211 Suites
Desk, iron/ironing board, WiFi, bed sheets

5. Stylish Studio Sleeps Four | 10 mins to DT (B)

Stylish Studio Sleeps Four | 10 mins to DT (B)
North Philadelphia
10.0 out of 10, Exceptional, (3 reviews)
"Bed was super comfortable and location was nice and quiet."
United States
Whitney-Elizabeth
$201 nightly
The price is $203
Aug 28 - Aug 29
Total with taxes and fees
Stylish Studio Sleeps Four | 10 mins to DT (B)
Smart TV, fireplace, books

6. Quaint 3rd Floor Loft

Quaint 3rd Floor Loft
Upper Darby
9.4 out of 10, Exceptional, (29 reviews)
"This property was unique, clean, and friendly service."
United States
Lori
$155 nightly
The price is $171
Aug 31 - Sep 1
Total with taxes and fees
Quaint 3rd Floor Loft
Apartment, 2 Bedrooms | Laptop workspace, WiFi (free)

7. 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
Aug 28 - Aug 29
Total with taxes and fees
Chic & Cozy Philly Stay in City Center
Interior

8. 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.
$331 nightly
The price is $379
Sep 15 - Sep 16
Total with taxes and fees
Walk to Stadium Events |Kid Friendly | Game Room
Lobby sitting area

9. Sosuite at The Queen - Queen Village

Sosuite at The Queen - Queen Village
2.0 star property
South Philadelphia
8.0 out of 10, Very Good, (90 reviews)
"Great location, easy check-in and check-out, Room was clean. Would definitely stay again."
United States
Mirraflor
$86 nightly
The price is $99
Sep 9 - Sep 10
Total with taxes and fees
Sosuite at The Queen - Queen Village
Coffee/tea maker, fridge, microwave, oven

10. 1BR by Drexel, Zoo, Museums, CHOP, UPenn, Rocky

1BR by Drexel, Zoo, Museums, CHOP, UPenn, Rocky
West Philadelphia
9.8 out of 10, Exceptional, (9 reviews)
"Place was exactly as described and pictured. Felt safe and comfortable throughout our stay. Had everything we needed. "
United States
Jennifer
$265 nightly
The price is $267
Aug 28 - Aug 29
Total with taxes and fees
1BR by Drexel, Zoo, Museums, CHOP, UPenn, Rocky
TV

11. Studio w/Terrace | Street Parking | 10 min to DT

Studio w/Terrace | Street Parking | 10 min to DT
North Philadelphia
9.2 out of 10, Wonderful, (5 reviews)
"Nice rental and location"
United States
Eric B.
$150 nightly
The price is $151
Aug 31 - Sep 1
Total with taxes and fees
Studio w/Terrace | Street Parking | 10 min to DT
2 bedrooms, desk, iron/ironing board, WiFi (free)

12. 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)
"Fabulous property with thoughtful amenities. Would stay here again in a heartbeat."
United States
Rebecca S.
$257 nightly
The price is $294
Aug 30 - Aug 31
Total with taxes and fees
Modern/Luxury 2 bdrm- KING Bed- University City
Outdoor dining

13. Cozy Spring House in Gorgeous Chadds Ford!

Cozy Spring House in Gorgeous Chadds Ford!
Chadds Ford
9.8 out of 10, Exceptional, (87 reviews)
"We enjoyed Cozy Cottage and would come back again!"
United States
ken s.
$319 nightly
The price is $352
Aug 30 - Aug 31
Total with taxes and fees
Cozy Spring House in Gorgeous Chadds Ford!
2 bedrooms, iron/ironing board, WiFi, bed sheets

14. Center City Skyline View - 2BR - King Bed & 2 more- Near all great Philly Spots

Center City Skyline View - 2BR - King Bed & 2 more- Near all great Philly Spots
South Philadelphia
10.0 out of 10, Exceptional, (11 reviews)
"The apartment was spotlessly clean! Perfect location in south/central Philly. Host sent very clear directions on how to access the room. Excellent stay "
United States
Melissa N.
$148 nightly
The price is $170
Aug 30 - Aug 31
Total with taxes and fees
Center City Skyline View - 2BR - King Bed & 2 more- Near all great Philly Spots
Exterior detail

15. 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.
$280 nightly
The price is $315
Sep 1 - Sep 2
Total with taxes and fees
2mins DT/Patio+Parking/50” Roku TV/400 Mbps
2 bedrooms, desk, iron/ironing board, WiFi (free)

16. 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 30 - Aug 31
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

17. Sosuite at The Loxley - Old City

Sosuite at The Loxley - Old City
4.0 star property
Center City
9.2 out of 10, Wonderful, (111 reviews)
"Great location walkable to many key locations and easy bus access to farther points."
United States
Sierra
$130 nightly
The price is $150
Sep 3 - Sep 4
Total with taxes and fees
Sosuite at The Loxley - Old City
Smart TV

18. 2 bedroom with work space and high speed internet.

2 bedroom with work space and high speed internet.
North Philadelphia
9.6 out of 10, Exceptional, (58 reviews)
"Place was clean and cozy. Location was excellent for traveling to and from the city"
United States
PRISCILLA
$148 nightly
The price is $169
Sep 9 - Sep 10
Total with taxes and fees
2 bedroom with work space and high speed internet.
2 bedrooms, desk, iron/ironing board, WiFi

19. New 2/2 Across from Fairmount Park | 10 mins to DT

New 2/2 Across from Fairmount Park | 10 mins to DT
North Philadelphia
9.4 out of 10, Exceptional, (17 reviews)
"My family and I enjoyed our stay and area."
United States
Anthony T.
$297 nightly
The price is $299
Aug 28 - Aug 29
Total with taxes and fees
New 2/2 Across from Fairmount Park | 10 mins to DT
Rooftop terrace

20. Sosuite at The Onyx - Museum District

Sosuite at The Onyx - Museum District
4.0 star property
Center City
8.6 out of 10, Excellent, (97 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
$114 nightly
The price is $132
Sep 7 - Sep 8
Total with taxes and fees
Sosuite at The Onyx - Museum District
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

10/10 Excellent
"Excellent stay, very central and had free coffee and water stations with bottles to fill up which was great!"
Olivia 2-night trip
Posted less than an hour ago
Club Quarters Hotel Rittenhouse Square, Philadelphia

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 $99 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 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.