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 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Chester vacation rentals

A spacious living room with a wooden floor, a fireplace, a sofa, and a staircase.

1. The Serenity Manor – A Restful Heritage Retreat

The Serenity Manor – A Restful Heritage Retreat
Chester
6.8 out of 10, (5 reviews)
"Owner gave a pass code to get into the property thru the front door. The same pass code was used to access bedroom doors inside but those locks were troublesome and didn't seem to work as intended. We learned to never close the doors to avoid the issue. In general everything appeared clean. However, our one year old ended up with very black hands and knees after crawling on the floors. Linens and towels were clean and abundant. Bathrooms were new and clean. The posting mentioned AC. We stayed...
United States
Doug S.
$307 nightly
The price is $339
Oct 11 - Oct 12
Total with taxes and fees
The Serenity Manor – A Restful Heritage Retreat
A modern lobby with two elevators, a reception desk, and a glass door leading outside.

2. 4211 Suites

4211 Suites
4.5 star property
University City
9.0 out of 10, Wonderful, (923 reviews)
"It was nice, id stay again..."
United States
Canella
$113 nightly
The price is $131
Oct 4 - Oct 5
Total with taxes and fees
4211 Suites
A hotel lobby with a fireplace, dining area, and kitchen.

3. Philadelphia Suites-Extended Stay

Philadelphia Suites-Extended Stay
4.0 star property
Southwest Philadelphia
7.4 out of 10, Good, (1,674 reviews)
"Philadelphia Suites is a great place to hang out and have fun with a group of friends."
United States
Sam
$114 nightly
The price is $133
Oct 4 - Oct 5
Total with taxes and fees
Philadelphia Suites-Extended Stay
A spacious lobby with exposed brick walls, a modern staircase, and a mezzanine level.

4. 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, (119 reviews)
"Good spot, super comfortable"
United States
Stephanie
$75 nightly
The price is $87
Nov 2 - Nov 3
Total with taxes and fees
Sosuite at The Queen - Queen Village
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, (9 reviews)
"Great experience while staying here"
United States
Gianni G.
$252 nightly
The price is $278
Oct 11 - Oct 12
Total with taxes and fees
Walkable Neighborhood: Updated Morton Home!
A dining area with a glass table, chairs, and a cabinet.

6. 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
Oct 11 - Oct 12
Total with taxes and fees
Walkable Neighborhood: Updated Morton Home!
A rooftop terrace with outdoor seating, a view of the city skyline, and a covered area with a pergola.

7. 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, (118 reviews)
"Was great would stay again"
United States
Yenalesi
$126 nightly
The price is $146
Oct 13 - Oct 14
Total with taxes and fees
Sosuite at The Onyx - Museum District
A rooftop terrace with wicker chairs and a table, overlooking a cityscape with tall buildings.

8. Sosuite at The Ovation - Avenue of The Arts

Sosuite at The Ovation - Avenue of The Arts
4.0 star property
South Philadelphia
8.2 out of 10, Very good, (170 reviews)
"Great place - will be staying again"
United States
Natalie
$111 nightly
The price is $129
Nov 2 - Nov 3
Total with taxes and fees
Sosuite at The Ovation - Avenue of The Arts
A hotel room with a large bed, a sofa, a desk with a laptop, and a TV.

9. Sosuite at The Loxley - Old City

Sosuite at The Loxley - Old City
4.0 star property
Center City
9.2 out of 10, Wonderful, (119 reviews)
"Good place"
United States
matias
$129 nightly
The price is $149
Oct 4 - Oct 5
Total with taxes and fees
Sosuite at The Loxley - Old City
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

10. 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
$210 nightly
The price is $217
Oct 4 - Oct 5
Total with taxes and fees
Private Suite w/sitting room in the heart of Brandywine Valley
A modern living room with a sofa, a red armchair, a coffee table, and a bookshelf.

11. Archway Hotel & Residences

Archway Hotel & Residences
2.0 star property
North Philadelphia
9.2 out of 10, Wonderful, (54 reviews)
"Loved this place so much! Very clean and perfect for our stay. Super easy check-in and great location"
United States
Ella
$204 nightly
The price is $236
Oct 7 - Oct 8
Total with taxes and fees
Archway Hotel & Residences
A table with two chairs and a cup with the word "SUITE" on it, positioned in front of a large window with a view of buildings.

12. Sosuite at The Vine - Old City

Sosuite at The Vine - Old City
3.5 star property
Center City
8.4 out of 10, Very good, (52 reviews)
"nice location"
United States
Patrick
$120 nightly
The price is $139
Oct 13 - Oct 14
Total with taxes and fees
Sosuite at The Vine - Old City
A cityscape through a window with a plant in the foreground.

13. Kestrel Hotel

Kestrel Hotel
3.5 star property
Center City
9.4 out of 10, Exceptional, (153 reviews)
"Loved our stay"
United States
Nadine
$193 nightly
The price is $223
Oct 4 - Oct 5
Total with taxes and fees
Kestrel Hotel
A modern kitchen with dark blue cabinets, stainless steel appliances, and a wooden bar stool.

14. StayCozy at The Frankford

StayCozy at The Frankford
3.5 star property
North Philadelphia
8.8 out of 10, Excellent, (167 reviews)
"Excellent stay"
United States
Adriana
$168 nightly
The price is $194
Nov 2 - Nov 3
Total with taxes and fees
StayCozy at The Frankford
An open-plan living space with a wooden ceiling, a sofa, a coffee table, and a TV mounted on the wall.

15. 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
Oct 4 - Oct 5
Total with taxes and fees
Quaint 3rd Floor Loft
A grand building with large columns and arched windows, labeled "PUBLIC LEDGER".

16. The Ledger Residences by Sosuite - Old City

The Ledger Residences by Sosuite - Old City
4.0 star property
Center City
8.4 out of 10, Very good, (293 reviews)
"Clean rooms and staff was nice"
United States
Andrea
$171 nightly
The price is $198
Oct 4 - Oct 5
Total with taxes and fees
The Ledger Residences by Sosuite - Old City
A laundry room with two stacked washing machines, a shower area, and a hallway leading to a dining area with a plant.

17. One Sky Loft

One Sky Loft
2.0 star property
Center City
9.2 out of 10, Wonderful, (148 reviews)
"Our 1st time visiting to see tourist sights. This place is within 3-4 blocks of Philadelphia's 2 Hop-On/Office tour bus companies. There's a bakery/café & Starbucks across the street, plenty of food within walking distance, as well as we found affordable long term parking 3 blocks away. The building was recently renovated to like brand new. We loved our stay!!!"
United States
Debbie
$256 nightly
The price is $296
Oct 4 - Oct 5
Total with taxes and fees
One Sky Loft
A living room with a beige sofa, a coffee table, and a large window with curtains.

18. Sosuite at Independence Lofts - Callowhill

Sosuite at Independence Lofts - Callowhill
4.5 star property
North Philadelphia
8.0 out of 10, Very good, (153 reviews)
"It’s always a great time staying here"
United States
Edwina
$132 nightly
The price is $153
Oct 19 - Oct 20
Total with taxes and fees
Sosuite at Independence Lofts - Callowhill
A view through a window of a building with a distinctive spire, a plant on the windowsill, and a visible 'TEL' sign on a building below.

19. Sosuite at French Quarters - Rittenhouse Square

Sosuite at French Quarters - Rittenhouse Square
3.5 star property
Center City
8.0 out of 10, Very good, (95 reviews)
"The staff was very helpful when I needed them. The room and the view was wonderful."
United States
Zeynep
$130 nightly
The price is $150
Nov 2 - Nov 3
Total with taxes and fees
Sosuite at French Quarters - Rittenhouse Square
A modern living room with a leather sofa, a red pillow, a tall plant, and a floor lamp.

20. Private Street Entrance to Spacious Guest Room

Private Street Entrance to Spacious Guest Room
North Philadelphia
10.0 out of 10, Exceptional, (83 reviews)
"Great stay!"
United States
Sheena
$127 nightly
The price is $145
Oct 5 - Oct 6
Total with taxes and fees
Private Street Entrance to Spacious Guest Room
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

Sofitel Philadelphia at Rittenhouse Square

Sofitel Philadelphia at Rittenhouse Square

10/10 Excellent
"Good location. Very clean and comfortable."
Jayachandran 2-night trip
Posted 15 hours ago
Sofitel Philadelphia at Rittenhouse Square

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 $87 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.