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
7.0 out of 10, Good, (2 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.
The price is AU$480
includes taxes & fees
7 June - 8 June
The Serenity Manor – A Restful Heritage Retreat

120 Chesnut Street

120 Chesnut Street
3.0 star property
Center City
120 Chesnut Street

4211 Suites

4211 Suites
4.5 star property
University City
9.0 out of 10, Wonderful, (702 reviews)
"The room clean and the front desk staff was helpful. "
United States
Latifa
The price is AU$196
includes taxes & fees
6 July - 7 July
4211 Suites

The Airport Lodge - 10 mins from Airport

The Airport Lodge - 10 mins from Airport
Collingdale
9.6 out of 10, Exceptional, (12 reviews)
"All was great. Thank you "
United States
Bruce
The price is AU$196
includes taxes & fees
7 June - 8 June
The Airport Lodge - 10 mins from Airport

Fun, Stylish, Pool table, Darts

Fun, Stylish, Pool table, Darts
Camden
10.0 out of 10, Exceptional, (7 reviews)
"We had a nice stay. Host was communicative and location was ideal for concerts at Freedom Mortgage Pavillion. AC worked great, beds were comfortable, was a pleasant stay."
United States
Jake P.
The price is AU$672
includes taxes & fees
10 June - 11 June
Fun, Stylish, Pool table, Darts

Big 3BR Near *Art Museum*- Family Game Room+ Patio

Big 3BR Near *Art Museum*- Family Game Room+ Patio
North Philadelphia
10.0 out of 10, Exceptional, (35 reviews)
"The house is clean, comfortable and conveniently located."
United States
Martha M.
The price is AU$554
includes taxes & fees
8 June - 9 June
Big 3BR Near *Art Museum*- Family Game Room+ Patio

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

Retreat to this harmonious and tranquil apartment in the quiet neighborhood.
West Philadelphia
8.0 out of 10, Very good, (27 reviews)
"It was pretty good for the price we paid, cleaning could’ve been better. All around it was pretty good."
United States
Your
The price is AU$243
includes taxes & fees
7 June - 8 June
Retreat to this harmonious and tranquil apartment in the quiet neighborhood.

Stylish Private Suite in the heart of Brandywine Valley

Stylish Private Suite in the heart of Brandywine Valley
Wilmington
10.0 out of 10, Exceptional, (204 reviews)
"Great time and friendly people "
United States
Karl
The price is AU$307
includes taxes & fees
9 June - 10 June
Stylish Private Suite in the heart of Brandywine Valley

Chic & Cozy Philly Stay in City Center

Chic & Cozy Philly Stay in City Center
3.0 star property
South Philadelphia
8.0 out of 10, Very good, (5 reviews)
"Very warm and comfy spot! Definitely going to save this stay when coming back. There was extra pillow and blankets. Great place to stay!!"
United States
Genessis
The price is AU$340
includes taxes & fees
9 June - 10 June
Chic & Cozy Philly Stay in City Center

FIFA World Cup Philly Stay - Pink Mini Unit With Pool

FIFA World Cup Philly Stay - Pink Mini Unit With Pool
North Philadelphia
10.0 out of 10, Exceptional, (2 reviews)
"Great place I loved it very clean and affordable book now you won’t be disappointed "
United States
Amber R.
The price is AU$426
includes taxes & fees
22 June - 23 June
FIFA World Cup Philly Stay - Pink Mini Unit With Pool

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
The price is AU$406
includes taxes & fees
29 June - 30 June
Walkable Neighborhood: Updated Morton Home!

StayCozy at The Frankford

StayCozy at The Frankford
4.0 star property
North Philadelphia
8.8 out of 10, Excellent, (133 reviews)
"We loved the property! Very clean and big! It is very close to lots of great restaurants. The beds were comfy. We would stay here again."
United States
Shelly
The price is AU$276
includes taxes & fees
8 June - 9 June
StayCozy at The Frankford

Easy Walk 2 Stadiums- Kid Friendly | Game Room

Easy Walk 2 Stadiums- Kid Friendly | Game Room
South Philadelphia
10.0 out of 10, Exceptional, (47 reviews)
"Clean and easy check in process ! "
United States
Jordan
The price is AU$521
includes taxes & fees
8 June - 9 June
Easy Walk 2 Stadiums- Kid Friendly | Game Room

Jr 1Br w/2 Beds | Sleeps 4 | 10 min to DT

Jr 1Br w/2 Beds | Sleeps 4 | 10 min to DT
North Philadelphia
9.6 out of 10, Exceptional, (7 reviews)
"Thank you for the seamless stay."
United States
Tiffany S.
The price is AU$223
includes taxes & fees
7 June - 8 June
Jr 1Br w/2 Beds | Sleeps 4 | 10 min to DT

Executive 3BR University City within minutes to Drexel Penn CHOP

Executive 3BR University City within minutes to Drexel Penn CHOP
West Philadelphia
The price is AU$831
includes taxes & fees
8 June - 9 June
Executive 3BR University City within minutes to Drexel Penn CHOP

2mins DT/Patio+Parking/50” Roku TV/400 Mbps

2mins DT/Patio+Parking/50” Roku TV/400 Mbps
Bryn Mawr
9.6 out of 10, Exceptional, (16 reviews)
"Stay was great "
United States
Melissa M.
The price is AU$444
includes taxes & fees
9 June - 10 June
2mins DT/Patio+Parking/50” Roku TV/400 Mbps

Cozy Vibe MicroFlat with AC, W/D, FastWiFi in the heart of Fishtown Philadelphia

Cozy Vibe MicroFlat with AC, W/D, FastWiFi in the heart of Fishtown Philadelphia
North Philadelphia
10.0 out of 10, Exceptional, (10 reviews)
"Great location and easy check in process"
United States
Matt
The price is AU$290
includes taxes & fees
11 June - 12 June
Cozy Vibe MicroFlat with AC, W/D, FastWiFi in the heart of Fishtown Philadelphia

BRAND NEW Modern 2BR/Heart of Center City

BRAND NEW Modern 2BR/Heart of Center City
Center City
10.0 out of 10, Exceptional, (7 reviews)
"Everything as advertised! Loved the stay and easy to get in and out. Loved everything around the apartment as well!"
United States
Jackson
The price is AU$305
includes taxes & fees
8 June - 9 June
BRAND NEW Modern 2BR/Heart of Center City

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, (43 reviews)
"Beautiful place nice and cozy for a quiet getaway in the city. "
United States
Agwah
The price is AU$199
includes taxes & fees
28 June - 29 June
2 bedroom with work space and high speed internet.
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

Everything you need to know about Chester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chester holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester holiday rentals we have selected for you start as low as AU$191 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester holiday 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 holiday.

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 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?

Fantastic 4BR Townhouse W/ HOTTUB: This holiday home rental outside of Chester has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Chester?

With 4 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. In the wider area, you’ll find popular places such as Xfinity Mobile Arena and Lincoln Financial Field.

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.