Search Vacation Homes in Chester

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Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Chester vacation homes

Fridge, microwave, oven, stovetop
Cheerful 3 bedroom home free parking on premise

Vacation Home in Chester

8.4 out of 10, Very Good, (5)
"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.
$365 nightly
The price is $396
Dec 11 - Dec 12
Total with taxes and fees
Cheerful 3 bedroom home free parking on premise
Smart TV
Comfortable home away from home

Vacation Home in Chester

6.8 out of 10, (5)
"Had a great time"
United States
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$397 nightly
The price is $431
Dec 11 - Dec 12
Total with taxes and fees
Comfortable home away from home
Fridge, microwave, stovetop, dishwasher
Pet Friendly! NW Philly Rowhouse w/ Fenced Yard!

Vacation Home in North Philadelphia

2.0 star property
$385 nightly
The price is $438
Dec 14 - Dec 15
Total with taxes and fees
Pet Friendly! NW Philly Rowhouse w/ Fenced Yard!
Fridge, microwave, oven, stovetop
Clean Cozy Comfort In Fishtown- Steps 2 the Action

Vacation Home in North Philadelphia

2.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent space for my family great location"
United States
Nesta a.
$264 nightly
The price is $302
Dec 11 - Dec 12
Total with taxes and fees
Clean Cozy Comfort In Fishtown- Steps 2 the Action
Fridge, microwave, oven, stovetop
Lovely Home Near the Art Museum

Vacation Home in North Philadelphia

10.0 out of 10, Exceptional, (20)
"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.
$350 nightly
The price is $401
Dec 28 - Dec 29
Total with taxes and fees
Lovely Home Near the Art Museum
Game room
Big 3BR Near *Art Museum*- Family Game Room+ Patio

Vacation Home in North Philadelphia

10.0 out of 10, Exceptional, (28)
"Nice place for our family in a good location."
United States
Lydia H.
$378 nightly
The price is $433
Jan 7 - Jan 8, 2026
Total with taxes and fees
Big 3BR Near *Art Museum*- Family Game Room+ Patio
Fridge, microwave, oven, stovetop
Cozy and Clean home Conveniently located in South Phila.

Vacation Home in South Philadelphia

9.4 out of 10, Exceptional, (49)
"The home was very clean, neighbors were friendly and area was pretty quiet for the most part. There are some great places to eat within walking distance as well. The only issue was parking. Parking was listed as an amenity however, there is no designated parking spots for the home. We did street parking and our car was unfortunately hit at some point while it was there"
United States
Hannah
$320 nightly
The price is $366
Dec 11 - Dec 12
Total with taxes and fees
Cozy and Clean home Conveniently located in South Phila.
Smart TV
Sweet Home in Philadelphia-Stadium Nearby

Vacation Home in South Philadelphia

10.0 out of 10, Exceptional, (5)
"Great place very clean"
United States
Jason P.
$266 nightly
The price is $305
Dec 11 - Dec 12
Total with taxes and fees
Sweet Home in Philadelphia-Stadium Nearby
Exterior
Ushmila's Nest - Private suite with 2 rooms & Bathroom.

Vacation Home in Wayne

9.8 out of 10, Exceptional, (50)
"We had a wonderful stay at Ushmila’s nest. The hosts were attentive when we arrived and responded right away when we had a need or a question. We would stay here again. "
United States
Erika A.
$182 nightly
The price is $201
Dec 11 - Dec 12
Total with taxes and fees
Ushmila's Nest - Private suite with 2 rooms & Bathroom.
Fridge, microwave, oven, stovetop
Easy Walk 2 Stadiums- Kid Friendly with Game Room

Vacation Home in South Philadelphia

10.0 out of 10, Exceptional, (42)
"Great place!"
United States
Andrew U.
$305 nightly
The price is $349
Dec 11 - Dec 12
Total with taxes and fees
Easy Walk 2 Stadiums- Kid Friendly with Game Room
Stylish Private Suite in the heart of Brandywine Valley

Vacation Home in Wilmington

10.0 out of 10, Exceptional, (195)
"Great time and friendly people "
United States
Karl
$194 nightly
The price is $200
Dec 11 - Dec 12
Total with taxes and fees
Stylish Private Suite in the heart of Brandywine Valley
Property grounds
Ushmila's Nest- private entrance, bedroom & bathroom

Vacation Home in Wayne

9.8 out of 10, Exceptional, (45)
"Property was easy access to and from parking . Great location "
United States
David G.
$182 nightly
The price is $201
Dec 11 - Dec 12
Total with taxes and fees
Ushmila's Nest- private entrance, bedroom & bathroom
Exterior
ComfiNook Retreat- 3BR Near PHL Airport + Parking + WiFi + AC

Vacation Home in Sharon Hill

10.0 out of 10, Exceptional, (3)
"Me and my family decided to stay over the weekend to travel around Philly and I can say that he is a great host! The house looks exactly like the pictures! Great communication, I would definitely book again! "
United States
Ciara R.
$209 nightly
The price is $228
Dec 11 - Dec 12
Total with taxes and fees
ComfiNook Retreat- 3BR Near PHL Airport + Parking + WiFi + AC
Private kitchen
Stylish, Modern 2-Bedroom Retreat, Central with WiFi & AC

Vacation Home in North Philadelphia

8.2 out of 10, Very Good, (10)
"This was a good base for exploring the Fishtown area, and going to a show at Johnny Brenda's."
United States
Scott W.
$145 nightly
The price is $166
Dec 11 - Dec 12
Total with taxes and fees
Stylish, Modern 2-Bedroom Retreat, Central with WiFi & AC
Smart TV, video games, books, offices
Fishtown Gem | Steps to Fillmore & Brooklyn Bowl

Vacation Home in 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.
$271 nightly
The price is $310
Dec 11 - Dec 12
Total with taxes and fees
Fishtown Gem | Steps to Fillmore & Brooklyn Bowl
Smart TV
Charming 3-bedroom house in welcoming Philadelphia with AC, WiFi

Vacation Home in University City

2.0 star property
9.6 out of 10, Exceptional, (7)
"Property was clean and host was responsive, had a good stay."
United States
Austin S.
$315 nightly
The price is $361
Dec 11 - Dec 12
Total with taxes and fees
Charming 3-bedroom house in welcoming Philadelphia with AC, WiFi
Exterior
3BR Family Retreat – Safe, Comfortable & Fun

Condo in Northwest Philadelphia

9.8 out of 10, Exceptional, (10)
"We spent 10 days in Philly with our 2 retrievers and this property was perfect. Friendly neighborhood within 10 minutes of our family. "
United States
ROBERT
$426 nightly
The price is $488
Dec 11 - Dec 12
Total with taxes and fees
3BR Family Retreat – Safe, Comfortable & Fun
Microwave, oven, stovetop, dishwasher
Modern 2 Bedroom 1 Bath Unit 2 Near Airport, Xfinity Arena And Eagles Stadium

Vacation Home in Southwest Philadelphia

2.0 star property
$209 nightly
The price is $240
Dec 14 - Dec 15
Total with taxes and fees
Modern 2 Bedroom 1 Bath Unit 2 Near Airport, Xfinity Arena And Eagles Stadium
Terrace/patio
Hidden Gem Townhome with 2 BRs -University City -near UPenn&Drexel

Vacation Home in University City

2.0 star property
10.0 out of 10, Exceptional, (25)
"A comfortable and convenient place for our family to stay while doing college visits. The highlight is the amazing hidden garden behind the house—just lovely. A true oasis."
United States
Susan E.
$286 nightly
The price is $327
Dec 11 - Dec 12
Total with taxes and fees
Hidden Gem Townhome with 2 BRs -University City -near UPenn&Drexel
Exterior
Pet Friendly Fishtown 3BR | A+ Location & King Bed

Vacation Home in North Philadelphia

9.8 out of 10, Exceptional, (28)
"We had such a fantastic stay! Gabe and Jon have a beautiful property and are incredibly wonderful people to work with. They are very friendly and responsive and their property has everything as described! We would absolutely stay here again!!"
United States
Tamara C.
$316 nightly
The price is $362
Dec 11 - Dec 12
Total with taxes and fees
Pet Friendly Fishtown 3BR | A+ Location & King Bed
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

Motto by Hilton Philadelphia Rittenhouse Square

Motto by Hilton Philadelphia Rittenhouse Square

10/10 Excellent
"Y"
Phederson 2-night trip
Posted 8 hours ago
Motto by Hilton Philadelphia Rittenhouse Square

Find out more about Chester

Chester Vacation Homes information

Number of reviews
514
Accommodation
527 Vacation Homes
Lowest Price
$166
Highest Price
$488

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