Chester Vacation Rentals

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Vacation Rentals in Chester

Property grounds
Ushmila's Nest - Private suite with 2 rooms & Bathroom.
10.0 out of 10, Exceptional, (16)
"I do not know what is more inviting the hosts or the home. Everything is so well planned out they have all your needs thought of in advance. The location is an exceptionally beautiful residential area, and it is right next to the train stop. You can roll out of bed and be on a ride to Philly in minutes. "NOTE" the train is quiet I think we only heard it once in the two days stay. We are looking forward to coming again next year and staying. Thank you again for making us feel very much at...
The price is $110
$177 total
includes taxes & fees
May 28 - May 29
Ushmila's Nest - Private suite with 2 rooms & Bathroom.
Private kitchen | Fridge, microwave, oven, stovetop
MODERN LUX Townhome w/Roof Deck + Crib & High Chair
9.8 out of 10, Exceptional, (116)
"Overall good experience"
MODERN LUX Townhome w/Roof Deck + Crib & High Chair
Full-size fridge, microwave, oven, stovetop
Kestrel Hotel
3.5 star property
9.6 out of 10, Exceptional, (42)
"Very communicative and helpful staff, check in was so easy and the room was very clean and very nice! I love that it had a kitchen with everything you need for an extended stay!"
The price is $136
$158 total
includes taxes & fees
May 22 - May 23
Kestrel Hotel
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Smart TV, stereo
A Glamorous Gem just 13mins from downtown/9mins from Zoo!
9.6 out of 10, Exceptional, (5)
"My family and I enjoyed our stay. We came down for an event and didn't spend too much time on the property. However, it was clean and nicely furnished. The owner was prompt in responding to questions. Would recommend."
The price is $98
$245 total
includes taxes & fees
May 27 - May 28
A Glamorous Gem just 13mins from downtown/9mins from Zoo!
Lobby
Mint House at The Divine Lorraine Hotel
4.0 star property
9.2 out of 10, Wonderful, (272)
"The staff was very friendly and helpful throughout our stay. The apartment was comfortable, well-appointed and very clean. Would definitely stay at the Mint House again, it’s an outstanding value."
The price is $130
$165 total
includes taxes & fees
May 27 - May 28
Mint House at The Divine Lorraine Hotel
Outdoor dining
Sonder Ovation
3.5 star property
9.0 out of 10, Wonderful, (84)
"We had a wonderful stay and the place was clean and put together. My only complaint was that for 6 people we could not shower without running out of hot water. The hot water seemed to be good for about 2 people. "
The price is $229
$264 total
includes taxes & fees
Jun 10 - Jun 11
Sonder Ovation
Exterior
W Oxford St Charm 1 BR Apartment Central Philly
3.0 star property
9.0 out of 10, Wonderful, (10)
"Overall our stay was great!!! There was a bit of a worry about getting into our rental because Expedia didnt send us the information. Capital Hotles called and sent me the information which was amazing! I loved how secure the place was with 3 different codes to get into our bedroom. I felt very safe. It was also clean and enjoyable to stay here for the weekend. I would definitely recommend staying at this property if youre going to Philly. "
The price is $36
$152 total
includes taxes & fees
May 30 - May 31
W Oxford St Charm 1 BR Apartment Central Philly
Studio | Individually decorated, individually furnished, iron/ironing board
Sonder The Witherspoon
3.5 star property
8.8 out of 10, Excellent, (1001)
"Great location and the property was excellent "
The price is $234
$270 total
includes taxes & fees
Jun 9 - Jun 10
Sonder The Witherspoon
View from property
Sonder The Sloan
3.5 star property
8.8 out of 10, Excellent, (156)
"I loved everything about it this is definitely my favorite trip, just wish there was closer parking but u still loved it 😍 "
The price is $209
$242 total
includes taxes & fees
Jun 9 - Jun 10
Sonder The Sloan
City view from property
Sosuite at The Vine - Old City
3.5 star property
8.8 out of 10, Excellent, (13)
"This property was even nicer than the photographs suggested. We loved being in this loft area of Old City/Northern Liberties...Parking is understandably tricky so give yourself time to calmly look for street parking or find nearby parking lots. We loved it. We will be back!"
The price is $132
$209 total
includes taxes & fees
May 28 - May 29
Sosuite at The Vine - Old City
Fridge, microwave, oven, stovetop
Stylish 5 Bedroom Home in Philadelphia
8.8 out of 10, Excellent, (22)
"First, Reginald is amazing, super responsive and the property had everything and more. OMG the property location is center to everything whether driving or taking an Uber. Plenty of space and great on street parking. If you are in the Phila area this is the place for you!!!!"
The price is $215
$507 total
includes taxes & fees
May 20 - May 21
Stylish 5 Bedroom Home in Philadelphia
Restaurant
Brewerytown Balcony Beauty W Oxford 1 BR
3.0 star property
8.8 out of 10, Excellent, (10)
"Nice place for a weekend getaway "
The price is $40
$156 total
includes taxes & fees
May 29 - May 30
Brewerytown Balcony Beauty W Oxford 1 BR
Lofted Two Bedroom Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop
Locale North Broad - Philadelphia
4.0 star property
8.6 out of 10, Excellent, (125)
"This was one of the best properties I’ve ever stayed at and experienced. It was perfect in every way. Don pass up this great accommodation and property. 5stars ;)"
Locale North Broad - Philadelphia
Gym
Sosuite at West Lofts - West Philadelphia
4.0 star property
8.6 out of 10, Excellent, (18)
"The property is spacious, clean and has everything you might need. Not too many dining option. However, it is not too far from U Penn or the train station to go to downtown."
Sosuite at West Lofts - West Philadelphia
Property grounds
Sonder Onyx
3.5 star property
8.6 out of 10, Excellent, (79)
"Accommodations were outstanding! We will definitely stay again!"
The price is $219
$253 total
includes taxes & fees
Jun 9 - Jun 10
Sonder Onyx
Loft, 2 Bedrooms | Living area | TV, streaming services
The Ledger Residences by Sosuite - Old City
4.0 star property
8.4 out of 10, Very Good, (177)
"Wonderful. So close to museums and other features we wanted to see."
The price is $110
$184 total
includes taxes & fees
May 28 - May 29
The Ledger Residences by Sosuite - Old City
Apartment, 1 Bedroom | Private kitchen | Full-size fridge, microwave, oven, stovetop
Sonder The Heid
3.5 star property
8.4 out of 10, Very Good, (306)
"Excellent!"
The price is $229
$265 total
includes taxes & fees
May 22 - May 23
Sonder The Heid
Exterior
Sonder The Frankford
3.5 star property
8.4 out of 10, Very Good, (113)
"Place was clean getting the reservation confirmed was awful had to call 3 times to get a confirmation and my info to check in The location was not bad except for thr train was just outside our bedroom window and ran all night "
The price is $231
$266 total
includes taxes & fees
Jun 16 - Jun 17
Sonder The Frankford
Standard Apartment, 2 Bedrooms | Living area | Flat-screen TV
Sonder The Edison
3.5 star property
8.4 out of 10, Very Good, (46)
"Excellent place to stay with everything one needs for a long or a short stay. Super fast WiFi and a new smart TV were most welcome. The place was very clean and was most comfortable. We found some great eating spots just a five minutes walk (try Race St Cafe or Khyber Pass) and parking was just two blocks away and we felt at $30:00 a day a fair value. "
The price is $225
$260 total
includes taxes & fees
Jun 10 - Jun 11
Sonder The Edison
Exterior
Philadelphia Suites-Extended Stay
3.0 star property
8.2 out of 10, Very Good, (250)
"What a beautiful place "
The price is $114
$132 total
includes taxes & fees
May 20 - May 21
Philadelphia Suites-Extended Stay
Don't see what you're looking for?
See all available properties in Chester
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.

Chester Vacation Rental Travel Info

Number of vacation rentals
5
Popular accommodation
Chester private vacation homes
Known landmarks
Tower Theatre, Ridley Creek State Park and Grace Winery
International airport
Philadelphia, PA (PHL-Philadelphia Intl.)

Other types of properties in Chester you may be interested in

Exterior
Club Quarters Hotel Rittenhouse Square, Philadelphia
4.0 star property
8.4 out of 10, Very Good, (3461)
"Great location in the city. Close to public transportation to and from the airport and around the city. I really appreciated the water bottle refill and ice station in my floor. Staff was welcoming and helpful, thank you!"
The price is $152
$177 total
includes taxes & fees
May 27 - May 28
Club Quarters Hotel Rittenhouse Square, Philadelphia
Exterior
Sonesta Philadelphia Rittenhouse Square
4.0 star property
8.4 out of 10, Very Good, (1468)
"Great stay. Had a minor issue with my reservation that was taken care of immediately upon check-in. Great location. Would definitely stay here again."
The price is $161
$209 total
includes taxes & fees
May 27 - May 28
Sonesta Philadelphia Rittenhouse Square
Lobby
Wyndham Philadelphia Historic District
3.5 star property
8.2 out of 10, Very Good, (2297)
"There was only one problem it took a long time for water to get hot for showers"
The price is $169
$197 total
includes taxes & fees
May 27 - May 28
Wyndham Philadelphia Historic 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.

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 $73 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.

Frequently asked questions

Can I find vacation rentals in Chester?

Yes, we offer vacation rentals close to popular points of interest in Chester, or you can choose a more remote option if you want 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?

Oaxaca, a private room with private entrance: This vacation home near Chester is located in the city center and offers a garden, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

How many vacation rentals are there in Chester?

With 5 Expedia vacation rentals, you're sure to find just the right place for your Chester stay.

What can I see and do in Chester?

While exploring the area, visit family-friendly sights like Ice Works Skating Complex, or get outside and enjoy nature at Ridley Creek. In the larger area, you’ll find popular places like Wells Fargo Center 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.

Recent reviews of Chester properties
Expedia verified reviews