Holiday Homes in Chester

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Chester

The Prime is an ideal retreat situated in the heart of Center City Philadelphia

2.0 star property
10.0 out of 10, Exceptional, (7)
"The Prime was an ideal place to stay in Philadelphia.Rooms were spacious. Host was very responsive and kind. Easy walk to breakfast places and Italian bakery. Will stay again"
The price is AU$832
includes taxes & fees
27 Feb - 28 Feb
The Prime is an ideal retreat situated in the heart of Center City Philadelphia

Ushmila's Nest - Private suite with 2 rooms & Bathroom.

9.8 out of 10, Exceptional, (30)
"This is a beautiful place to stay in Wayne! Close to everything and so cozy. The hosts are wonderful and this was our second visit with them. Can’t wait to stay here next time!"
The price is AU$301
includes taxes & fees
23 Mar - 24 Mar
Ushmila's Nest - Private suite with 2 rooms & Bathroom.

Fishtown Gem | Steps to Fillmore & Brooklyn Bowl

9.6 out of 10, Exceptional, (21)
"The house was clean, stylish, well appointed, and very comfortable for a family. Nice appliances, appreciated filtered water and ice maker. Beds very comfortable. Game room fun. TV's all working and easy to use. Lots of good food, drink, and deli/markets nearby. Fishtown cool."
The price is AU$573
includes taxes & fees
27 Feb - 28 Feb
Fishtown Gem | Steps to Fillmore & Brooklyn Bowl

Large 4-bedroom house by center city Philadelphia. AC, Wifi & backyard on site!!

2.0 star property
6.0 out of 10, (2)
"The property was in a safe and quiet location. The home was very spacious and just how pictured. The host was very attentive and reachable throughout the entire stay. would definitely stay again!"
The price is AU$514
includes taxes & fees
3 Mar - 4 Mar
Large 4-bedroom house by center city Philadelphia. AC, Wifi & backyard on site!!

Beauty in a row

10.0 out of 10, Exceptional, (17)
"it was a beautiful stay and better in person "
Beauty in a row

King Suite oasis

9.2 out of 10, Wonderful, (23)
"Easy check in, clean. Comfortable bed, great bath linens. "
King Suite oasis

Near Eagles Field ,Cozy 6bed, 12 guest, PHL,UPENN, Fast Wi-Fi, King Bed, Parking

9.8 out of 10, Exceptional, (45)
"The house is incredibly spacious and smells amazing throughout. The kitchen is large and fully equipped, making it perfect for cooking or gathering. The backyard is beautifully maintained and offers a great space to relax. The host has thoughtfully provided everything you might need, and their responsiveness made the entire experience seamless. This is by far the best place I’ve ever stayed, and I highly recommend it to anyone looking for a comfortable and memorable stay!"
The price is AU$991
includes taxes & fees
24 Mar - 25 Mar
Near Eagles Field ,Cozy 6bed, 12 guest, PHL,UPENN, Fast Wi-Fi, King Bed, Parking

Stylish, Walkable Rowhouse Near Art Museums & Zoo!

Stylish, Walkable Rowhouse Near Art Museums & Zoo!

Charming 4bdrooms I 2.5 bath I Free Parking I 1 block from Wedding Venue

9.6 out of 10, Exceptional, (27)
"We had a great stay! Very clean. The beds were comfortable. Would stay there again. "
Charming 4bdrooms I 2.5 bath I Free Parking I 1 block from Wedding Venue

New Construction townhome close to everything downtown w/transparent pricing

9.8 out of 10, Exceptional, (15)
"Beautiful home. Lisa was so lovely to specially set up a room for my 86 year old mother! We would not hesitate to stay again!!"
The price is AU$315
includes taxes & fees
27 Feb - 28 Feb
New Construction townhome close to everything downtown w/transparent pricing

Beautiful Brick-Wall House in Historic Newcastle

8.0 out of 10, Very good, (11)
"The location was ideal considering it was located at a reasonable distances to all places I had to go to. Short or moderate drive to about 5 different locations."
Beautiful Brick-Wall House in Historic Newcastle

Beautiful Philadelphia Home

9.6 out of 10, Exceptional, (20)
"Loved it"
The price is AU$510
includes taxes & fees
27 Feb - 28 Feb
Beautiful Philadelphia Home

Cozy Farmhouse in Greenville, DE

10.0 out of 10, Exceptional, (15)
"Our family absolutely loved this rental. We holed up here right after the New Year, and it was absolutely perfect for 6 of us! It was spacious enough for all of us to find our own space, while also being designed in a way that provided plenty of options for us to gather and be together. Everything was easy to operate (like the roaring fireplace, which we loved!), and the kitchen/all the rooms were well stocked with all the creature comforts. We'd gladly stay here again, and hope we have the...
Cozy Farmhouse in Greenville, DE

Stylish-Near Stadiums&Nightlife-GameRoom

3.0 star property
9.6 out of 10, Exceptional, (5)
"The house was clean and very quiet. The host were fantastic and very responsive. "
Stylish-Near Stadiums&Nightlife-GameRoom

Homey Retreat in Historic Kennett Square!!

10.0 out of 10, Exceptional, (61)
"The Homey Retreat was a beautiful space with everything we needed. Great location too!"
The price is AU$534
includes taxes & fees
27 Feb - 28 Feb
Homey Retreat in Historic Kennett Square!!

Exquisitely Designed Gem! Roof Deck+Patio

Exquisitely Designed Gem! Roof Deck+Patio

Ushmila's Nest- private entrance, bedroom & bathroom

9.8 out of 10, Exceptional, (20)
"We stayed at this place the day before I had surgery and it was pretty close to the hospital. It only was the place beautiful but it a very clean! They hosts were very attentive to any accommodations that we needed. Would definitely stay here again! "
The price is AU$299
includes taxes & fees
27 Feb - 28 Feb
Ushmila's Nest- private entrance, bedroom & bathroom

Beautiful House On Garden Block. First Floor Bedroom!

9.8 out of 10, Exceptional, (66)
"This was a great place to stay. Wonderful neighborhood. Easy public transportation. Comfortable. Fully equipped kitchen. "
Beautiful House On Garden Block. First Floor Bedroom!

Underground Railroad 4 Bedroom Farmhouse

10.0 out of 10, Exceptional, (7)
"We very much appreciated this beautiful home on a unique property. The barn was lovely, and the proximity to Longwood Gardens was key. Thanks very much for a great stay."
The price is AU$482
includes taxes & fees
3 Mar - 4 Mar
Underground Railroad 4 Bedroom Farmhouse

Luxurious 3-bedroom house in pleasant Point Breeze Philadelphia with WiFi & AC

2.0 star property
6.0 out of 10, (2)
"Place was clean and host was responsive definitely would stay again "
The price is AU$780
includes taxes & fees
27 Feb - 28 Feb
Luxurious 3-bedroom house in pleasant Point Breeze Philadelphia with WiFi & AC
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.
Don't see what you're looking for?
See all available properties in Chester
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Chester

Comfortable home away from home

10.0 out of 10, Exceptional, (2)
"Had a great time"
The price is AU$493
includes taxes & fees
27 Feb - 28 Feb
Comfortable home away from home

Philadelphia Suites-Extended Stay

3.5 star property
8.0 out of 10, Very good, (916)
"Relaxing & Comfortable "
The price is AU$155
includes taxes & fees
27 Feb - 28 Feb
Philadelphia Suites-Extended Stay

4211 Suites

4.5 star property
9.2 out of 10, Wonderful, (147)
"Tons of space, food bathrooms, clean, super comfortable beds. I will absolutely come back here."
The price is AU$229
includes taxes & fees
27 Feb - 28 Feb
4211 Suites
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.