Chesterbrook Holiday Rentals

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Holiday Rentals in Chesterbrook

4211 Suites

4.5 star property
University City
9.0 out of 10, Wonderful, (502)
"Good location, reasonable rates, clean, large room."
United States
Jennifer
The price is AU$189
includes taxes & fees
14 Dec - 15 Dec
4211 Suites

Sosuite at The Ovation - Avenue of The Arts

4.0 star property
South Philadelphia
7.6 out of 10, Good, (15)
"Great space for our weekend visit. We were able to bring our dog as well. I would definitely stay here again. "
United States
Tracy L
The price is AU$169
includes taxes & fees
17 Dec - 18 Dec
Sosuite at The Ovation - Avenue of The Arts

Sosuite at Independence Lofts - Callowhill

4.5 star property
North Philadelphia
8.0 out of 10, Very good, (84)
"Clean and very nice. Easy check in. Definitely recommend this place "
United States
Kevin
The price is AU$153
includes taxes & fees
10 Dec - 11 Dec
Sosuite at Independence Lofts - Callowhill

The Frankford Fishtown

4.0 star property
North Philadelphia
8.4 out of 10, Very good, (68)
"I liked the area so much I got an apartment down the street"
United States
Terence
The price is AU$255
includes taxes & fees
6 Jan - 7 Jan 2026
The Frankford Fishtown

Chic & Cozy Philly Stay in City Center

3.0 star property
South Philadelphia
8.6 out of 10, Excellent, (4)
"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$374
includes taxes & fees
7 Dec - 8 Dec
Chic & Cozy Philly Stay in City Center

The Ledger Residences by Sosuite - Old City

4.0 star property
Center City
8.4 out of 10, Very good, (251)
"The room was clean, the staff were excellent. The historical building was gorgeous! It's a mix of residential and hotel. It's across the Liberty Bell - what a treat!!!"
United States
Patricia
The price is AU$220
includes taxes & fees
10 Dec - 11 Dec
The Ledger Residences by Sosuite - Old City

Fairmount Oasis W Oxford St 1BR Haven

3.0 star property
North Philadelphia
8.2 out of 10, Very good, (26)
"Great hotel "
United States
Egor
Fairmount Oasis W Oxford St 1BR Haven

Stylish Minimalist Stay in City Center

3.0 star property
South Philadelphia
The price is AU$417
includes taxes & fees
16 Dec - 17 Dec
Stylish Minimalist Stay in City Center

Sosuite at French Quarters - Rittenhouse Square

3.5 star property
Center City
8.2 out of 10, Very good, (65)
"A great safe location with access to so many cultural events. "
United States
Wiam
The price is AU$183
includes taxes & fees
11 Dec - 12 Dec
Sosuite at French Quarters - Rittenhouse Square

Sosuite at The Onyx - Museum District

4.0 star property
Center City
8.6 out of 10, Excellent, (27)
"Room cleaned, nice interior design. Very comfortable."
United States
Tracy
The price is AU$169
includes taxes & fees
10 Dec - 11 Dec
Sosuite at The Onyx - Museum District

Sosuite at The Jefferson

2.0 star property
North Philadelphia
8.0 out of 10, Very good, (7)
"Property was nice and comfortable. We had a short enjoyable stay."
United States
Zakee
The price is AU$172
includes taxes & fees
10 Dec - 11 Dec
Sosuite at The Jefferson

Archway Hotel & Residences

2.0 star property
North Philadelphia
9.2 out of 10, Wonderful, (38)
"Great place and location. Wonderful amenities and would stay again!"
United States
Leslie
Archway Hotel & Residences

Sosuite at The Loxley - Old City

4.0 star property
Center City
9.2 out of 10, Wonderful, (77)
"Great place to stay!"
United States
Ireti
The price is AU$183
includes taxes & fees
10 Dec - 11 Dec
Sosuite at The Loxley - Old City

One Sky Loft

2.0 star property
Center City
9.4 out of 10, Exceptional, (57)
"Very nice room, excellent location."
United States
Tim
The price is AU$408
includes taxes & fees
14 Dec - 15 Dec
One Sky Loft

1/1 Across from Fairmount Park | 10 mins to DT (E)

North Philadelphia
10.0 out of 10, Exceptional, (3)
"Awesome place "
United States
Joy
The price is AU$209
includes taxes & fees
10 Dec - 11 Dec
1/1 Across from Fairmount Park | 10 mins to DT (E)

Cozy&Chic Apartments Near Downtown

2.5 star property
West Philadelphia
8.0 out of 10, Very good, (72)
"Great place"
United Kingdom
Rohan
Cozy&Chic Apartments Near Downtown

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

North Philadelphia
10.0 out of 10, Exceptional, (28)
"Nice place for our family in a good location."
United States
Lydia H.
The price is AU$571
includes taxes & fees
7 Dec - 8 Dec
Big 3BR Near *Art Museum*- Family Game Room+ Patio

Fishtown Gem | Steps to Fillmore & Brooklyn Bowl

North Philadelphia
9.8 out of 10, Exceptional, (26)
"Very happy with house & neighborhood. Had everything we needed & short walk to grocery stores & restaurants. "
United States
Clar N.
The price is AU$474
includes taxes & fees
9 Dec - 10 Dec
Fishtown Gem | Steps to Fillmore & Brooklyn Bowl

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

2.0 star property
North Philadelphia
The price is AU$255
includes taxes & fees
9 Dec - 10 Dec
Cozy Vibe MicroFlat with AC, W/D, FastWiFi in the heart of Fishtown Philadelphia

Storehouse Lofts

4.0 star property
North Philadelphia
9.2 out of 10, Wonderful, (25)
"Excellent and comfortable stay."
United States
Adlin
The price is AU$424
includes taxes & fees
10 Dec - 11 Dec
Storehouse Lofts
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 Chesterbrook Hotel Reviews

Find out more about Chesterbrook

Everything you need to know about Chesterbrook 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 Chesterbrook 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 Chesterbrook holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chesterbrook holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesterbrook. 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 Chesterbrook 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 Chesterbrook holiday rentals we have selected for you start as low as AU$153 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chesterbrook rentals

At Expedia, we put the best Chesterbrook 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 Chesterbrook 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 Chesterbrook 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 Chesterbrook. 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

Are there holiday rentals in Chesterbrook?

Yes, there are holiday rentals close to the most popular sights in Chesterbrook, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Chesterbrook. While you're here, grab a bite or have a drink at the bars.

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

Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens : This holiday home rental outside of Chesterbrook is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Chesterbrook?

Explore the area and family-friendly sights such as Arnold's Family Fun Center, or get out into nature at a spot like Valley Forge National Park Visitors Center. Valley Forge National Historic Park and Valley Forge Casino are a couple of places you'll find in the wider area.

What are holiday rentals like in Chesterbrook?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chesterbrook. Holiday rentals feature amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.