Chester Holiday Rentals

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Our top choices for Chester holiday rentals

The Serenity Manor – A Restful Heritage Retreat

The Serenity Manor – A Restful Heritage Retreat
Chester
The price is HK$1,539
HK$2,436 total
includes taxes & fees
2 Mar - 3 Mar
The Serenity Manor – A Restful Heritage Retreat

Cheerful 3 bedroom home free parking on premise

Cheerful 3 bedroom home free parking on premise
Chester
8.4 out of 10, Very good, (5 reviews)
"The house was nice and clean and was not to far from the college, parking was good and its close to the highway and food"
United States
dachaun w.
The price is HK$1,724
HK$3,072 total
includes taxes & fees
27 Feb - 28 Feb
Cheerful 3 bedroom home free parking on premise

Comfortable home away from home

Comfortable home away from home
Chester
6.8 out of 10, (5 reviews)
"Had a great time"
United States
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The price is HK$1,823
HK$3,350 total
includes taxes & fees
28 Feb - 1 Mar
Comfortable home away from home

Tudor Place

Tudor Place
4.0 star property
Lansdowne
The price is HK$3,988
HK$6,145 total
includes taxes & fees
2 Mar - 3 Mar
Tudor Place

Cozy Home near City Center with Hot tub

Cozy Home near City Center with Hot tub
3.0 star property
South Philadelphia
10.0 out of 10, Exceptional, (2 reviews)
"Rented this for my birthday weekend and had the BEST experience!! Highly recommend! "
United States
Anthony
The price is HK$7,843
HK$10,857 total
includes taxes & fees
16 Mar - 17 Mar
Cozy Home near City Center with Hot tub

Hot Tub on Roofdeck

Hot Tub on Roofdeck
South Philadelphia
9.8 out of 10, Exceptional, (18 reviews)
"Great stay clean place"
United States
Tykeer B.
The price is HK$3,512
HK$6,640 total
includes taxes & fees
2 Mar - 3 Mar
Hot Tub on Roofdeck

Luxe 1BR - Near Univ City & Museums - DT

Luxe 1BR - Near Univ City & Museums - DT
West Philadelphia
10.0 out of 10, Exceptional, (2 reviews)
The price is HK$7,741
HK$11,115 total
includes taxes & fees
27 Feb - 28 Feb
Luxe 1BR - Near Univ City & Museums - DT

4211 Suites

4211 Suites
4.5 star property
University City
9.0 out of 10, Wonderful, (567 reviews)
"Great stay "
United States
Saeeda
The price is HK$714
HK$831 total
includes taxes & fees
15 Mar - 16 Mar
4211 Suites

Brewerytown Balcony Retreat 2BR Haven

Brewerytown Balcony Retreat 2BR Haven
3.0 star property
North Philadelphia
8.0 out of 10, Very good, (2 reviews)
"This place was amazing. Exactly as pictured and described. Very easy to navigate and the directions super easy. We will certainly stay here again. "
United States
Lauryn
The price is HK$1,243
HK$1,436 total
includes taxes & fees
2 Mar - 3 Mar
Brewerytown Balcony Retreat 2BR Haven

Sweet Home in Philadelphia-Stadium Nearby

Sweet Home in Philadelphia-Stadium Nearby
South Philadelphia
10.0 out of 10, Exceptional, (10 reviews)
"The Host was amazing! The place was amazing, would book again!"
United States
Jordan H.
The price is HK$1,338
HK$2,716 total
includes taxes & fees
5 Mar - 6 Mar
Sweet Home in Philadelphia-Stadium Nearby

Riverside Retreat

Riverside Retreat
Camden
10.0 out of 10, Exceptional, (4 reviews)
"Darrian was amazing!! He was very nice and his communication was great! The place is nice, provided towels and washcloths! "
United States
Saniya R.
The price is HK$1,583
HK$2,177 total
includes taxes & fees
4 Mar - 5 Mar
Riverside Retreat

Walkable Neighborhood: Updated Morton Home!

Walkable Neighborhood: Updated Morton Home!
3.0 star property
Morton
The price is HK$1,149
HK$2,113 total
includes taxes & fees
2 Mar - 3 Mar
Walkable Neighborhood: Updated Morton Home!

Tudor Luxury- Comfy 4Bed Home, PHL, UPenn, Fast Wi-fi

Tudor Luxury- Comfy 4Bed Home, PHL, UPenn, Fast Wi-fi
East Lansdowne
9.6 out of 10, Exceptional, (55 reviews)
"family friendly"
United States
Louis D.
The price is HK$2,354
HK$4,825 total
includes taxes & fees
3 Mar - 4 Mar
Tudor Luxury- Comfy 4Bed Home, PHL, UPenn, Fast Wi-fi

Fairmount Oasis W Oxford St 2BR Haven

Fairmount Oasis W Oxford St 2BR Haven
3.0 star property
North Philadelphia
9.4 out of 10, Exceptional, (3 reviews)
"Great staff"
United States
Jemar
The price is HK$1,144
HK$1,322 total
includes taxes & fees
2 Mar - 3 Mar
Fairmount Oasis W Oxford St 2BR Haven

W Oxford St Charm 1 BR Apartment Central Philly

W Oxford St Charm 1 BR Apartment Central Philly
3.0 star property
North Philadelphia
7.8 out of 10, Good, (41 reviews)
"Great value place for the price "
United States
Noah
The price is HK$313
HK$993 total
includes taxes & fees
2 Mar - 3 Mar
W Oxford St Charm 1 BR Apartment Central Philly

Philadelphia Suites-Extended Stay

Philadelphia Suites-Extended Stay
4.0 star property
Southwest Philadelphia
7.6 out of 10, Good, (1,411 reviews)
"Easy check in and out!! Easy to get to room!! The room was clean! Staff was friendly and professional. Bed was so comfortable. We felt safe. Easy to get Lyft to pick up and drop u off. "
United States
Samantha
Philadelphia Suites-Extended Stay

Retreat to this harmonious and tranquil apartment in the quiet neighborhood.

Retreat to this harmonious and tranquil apartment in the quiet neighborhood.
West Philadelphia
8.2 out of 10, Very good, (25 reviews)
"I truly enjoyed my stay here. The host wast truly amazing and responsive to any and every accommodations I needed. I would definitely stay here again on my next visit."
United States
Taylar H.
The price is HK$782
HK$1,341 total
includes taxes & fees
27 Feb - 28 Feb
Retreat to this harmonious and tranquil apartment in the quiet neighborhood.

Cozy Loft Free w Gym, Garden, Wifi, Target Next Door, Central location

Cozy Loft Free w Gym, Garden, Wifi, Target Next Door, Central location
South Philadelphia
8.6 out of 10, Excellent, (7 reviews)
"Great stay, great location! The beds were comfy, and the towels were fluffy. The garden and coy ponds were a bonus. The owner was accommodating and answered questions within minutes. We had a great time!"
United States
B T.
The price is HK$1,634
HK$3,393 total
includes taxes & fees
28 Feb - 1 Mar
Cozy Loft Free w Gym, Garden, Wifi, Target Next Door, Central location

Lovely Home Near the Art Museum

Lovely Home Near the Art Museum
North Philadelphia
10.0 out of 10, Exceptional, (20 reviews)
"We stayed here so we could be close to art museum and this was perfect! There was four of us and had plenty of beds and amenities!! Would stay again"
United States
Amy N.
The price is HK$1,290
HK$2,644 total
includes taxes & fees
19 Mar - 20 Mar
Lovely Home Near the Art Museum

StayCozy at The Frankford

StayCozy at The Frankford
4.0 star property
North Philadelphia
8.8 out of 10, Excellent, (95 reviews)
"What a great place to stay! Right in the middle of everything! Clean, safe, perfect! Would def stay here again!"
United States
Chris
StayCozy at The Frankford
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

Find out more about Chester

Search for holiday rentals in Chester on Expedia! You can easily find your home rentals, villas, holiday apartments in Chester using one of the methods below:

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Look no further and take a look at our great range of rental properties in Chester!

Frequently asked questions

Can I find holiday rentals in Chester?

Yes, there are holiday rentals in Chester close to Camp Upland, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Chester has a good selection of restaurants. Make sure you have time to check out the football matches and university setting during your trip.

What are some of the best holiday rentals that Chester has to offer?

Riverside Retreat: This holiday home rental outside of Chester is located on the waterfront, and offers a garden, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Chester?

With 6 Expedia holiday rentals, you're guaranteed 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. Other places in town to visit include Harrah's Casino and Racetrack and Subaru Park.

What are holiday rentals like in Chester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chester. Holiday rentals provide amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for families.