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Chester Holiday Rentals

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Our top choices for Chester holiday rentals

1. Philadelphia Suites-Extended Stay

Philadelphia Suites-Extended Stay
4.0 star property
Southwest Philadelphia
7.4 out of 10, Good, (1,672 reviews)
"Philadelphia Suites is a great place to hang out and have fun with a group of friends."
United States
Sam
The price is NZ$203
includes taxes & fees
28 Sept - 29 Sept
Philadelphia Suites-Extended Stay

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
The price is NZ$505
includes taxes & fees
11 Oct - 12 Oct
Walkable Neighborhood: Updated Morton Home!

3. 4211 Suites

4211 Suites
4.5 star property
University City
9.0 out of 10, Wonderful, (912 reviews)
"Good spacious and clean, helpful staff."
United States
Lawrence
The price is NZ$246
includes taxes & fees
4 Oct - 5 Oct
4211 Suites

4. 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
The price is NZ$369
includes taxes & fees
1 Oct - 2 Oct
Private Suite w/sitting room in the heart of Brandywine Valley

5. Walkable Neighborhood: Updated Morton Home!

Walkable Neighborhood: Updated Morton Home!
Morton
9.8 out of 10, Exceptional, (8 reviews)
"The host welcomed us when we arrived and made sure we had what we needed during our stay. The house was exactly as described. I loved sitting on the front porch in the morning drinking my coffee. It was a quiet area and convenient to many of our destinations. Highly recommend."
United States
Amy
The price is NZ$508
includes taxes & fees
11 Oct - 12 Oct
Walkable Neighborhood: Updated Morton Home!

6. Cozy Spring House in Gorgeous Chadds Ford!

Cozy Spring House in Gorgeous Chadds Ford!
Chadds Ford
9.8 out of 10, Exceptional, (89 reviews)
"We enjoyed Cozy Cottage and would come back again!"
United States
ken s.
The price is NZ$603
includes taxes & fees
27 Sept - 28 Sept
Cozy Spring House in Gorgeous Chadds Ford!

7. 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
The price is NZ$301
includes taxes & fees
30 Sept - 1 Oct
Quaint 3rd Floor Loft

8. Watch AC/DC Live at Lincoln, Sleeps 12, King Bed

Watch AC/DC Live at Lincoln, Sleeps 12, King Bed
East Lansdowne
9.6 out of 10, Exceptional, (61 reviews)
"The house was very spacious and had a nice backyard space. Beds were clean and comfortable, Some areas of the house could have been a bit cleaner."
United States
Julie
The price is NZ$1,078
includes taxes & fees
27 Sept - 28 Sept
Watch AC/DC Live at Lincoln, Sleeps 12, King Bed

9. Spacious & Cozy with luxury furnitures /1 King+2 Queen/-University City

Spacious & Cozy with luxury furnitures /1 King+2 Queen/-University City
University City
10.0 out of 10, Exceptional, (27 reviews)
"The location was perfect for visiting family. "
United States
Susan H.
The price is NZ$610
includes taxes & fees
28 Sept - 29 Sept
Spacious & Cozy with luxury furnitures /1 King+2 Queen/-University City

10. 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
The price is NZ$674
includes taxes & fees
12 Oct - 13 Oct
Chic & Cozy Philly Stay in City Center

11. 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.
The price is NZ$675
includes taxes & fees
30 Sept - 1 Oct
Walk to Stadium Events |Kid Friendly | Game Room

12. Patio Paradise Central City 2BR Philly

Patio Paradise Central City 2BR Philly
3.0 star property
North Philadelphia
5.0 out of 10, (4 reviews)
"This property is very convenient to concerts at TD at the Mann center. The space was comfortable, and quiet, but it would be a plus if coffee was available for the morning . If you are going to visit the zoo or concert venue, I highly recommend the close proximity. 4 stars ⭐️"
United States
Susana
The price is NZ$224
includes taxes & fees
29 Sept - 30 Sept
Patio Paradise Central City 2BR Philly

13. 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.
The price is NZ$518
includes taxes & fees
5 Oct - 6 Oct
2mins DT/Patio+Parking/50” Roku TV/400 Mbps

14. Ushmila's Nest- private entrance, bedroom & bathroom

Ushmila's Nest- private entrance, bedroom & bathroom
Wayne
10.0 out of 10, Exceptional, (62 reviews)
"A wonderful little oasis in the bustle of the Main Line. Fantastic stay!"
United States
Craig J.
The price is NZ$395
includes taxes & fees
27 Sept - 28 Sept
Ushmila's Nest- private entrance, bedroom & bathroom

15. Hidden Gem Townhome with 2 BRs -University City -near UPenn&Drexel

Hidden Gem Townhome with 2 BRs -University City -near UPenn&Drexel
University City
10.0 out of 10, Exceptional, (36 reviews)
"It truly is a hidden gem. Thanks for a wonderful stay"
United States
Danny P.
The price is NZ$557
includes taxes & fees
27 Sept - 28 Sept
Hidden Gem Townhome with 2 BRs -University City -near UPenn&Drexel

16. THE ROOFTOP OASIS

THE ROOFTOP OASIS
University City
9.8 out of 10, Exceptional, (29 reviews)
"Great property very close to campus. Great host communication. "
United States
Michael F.
The price is NZ$861
includes taxes & fees
28 Sept - 29 Sept
THE ROOFTOP OASIS

17. FIFA 10 Mins Away | Rooftop | Gym | King bed

FIFA 10 Mins Away | Rooftop | Gym | King bed
South Philadelphia
10.0 out of 10, Exceptional, (17 reviews)
"Excellent location, all necessary amenities and more, clean and comfortable with a view. "
United States
James B.
The price is NZ$615
includes taxes & fees
5 Oct - 6 Oct
FIFA 10 Mins Away | Rooftop | Gym | King bed

18. Bryn Mawr Has It All

Bryn Mawr Has It All
Bryn Mawr
8.8 out of 10, Excellent, (10 reviews)
"We really enjoyed our stay. The place was exactly as described,, very clean, and in a perfect location to explore the city of Philadelphia. Dave, the host, was very quick to respond to messages."
United States
Sue N.
The price is NZ$580
includes taxes & fees
29 Sept - 30 Sept
Bryn Mawr Has It All

19. East Falls 1BR King Bed Free Parking Near Center City

East Falls 1BR King Bed Free Parking Near Center City
North Philadelphia
9.6 out of 10, Exceptional, (8 reviews)
"Nice property."
United States
Jonathan W.
The price is NZ$378
includes taxes & fees
27 Sept - 28 Sept
East Falls 1BR King Bed Free Parking Near Center City

20. New Construction townhome close to everything downtown w/transparent pricing

New Construction townhome close to everything downtown w/transparent pricing
Hilltop
9.6 out of 10, Exceptional, (29 reviews)
"We love this townhouse, close to everything!"
United States
Judy P.
The price is NZ$352
includes taxes & fees
27 Sept - 28 Sept
New Construction townhome close to everything downtown w/transparent pricing
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 favorite 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 depends 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 NZ$167 per night. Entering your travel dates in the search wizard you might find 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?

STUDIO apt. nightly or monthly stays with washer, dryer, work space and WiFi: This holiday home rental outside of 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 holiday rentals are there in Chester?

With 3 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.