Chester Springs Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Chester Springs

Exterior
Cottage on Historic Gentleman's Farm

Cottage on Historic Gentleman's Farm

Chester Springs
9.8 out of 10, Exceptional, (218)
"Very quiet, gorgeous historic property."
United States
Denise M.
Cottage on Historic Gentleman's Farm
Fridge, microwave, oven, stovetop
Historic Village Retreat Convienient To Everything

Historic Village Retreat Convienient To Everything

Chester Springs
9.8 out of 10, Exceptional, (62)
"It’s a lovely, well stocked, and comfortable home. We would happily rent this property again!"
United States
Kathy T.
Historic Village Retreat Convienient To Everything
Property grounds
1800's Restored Log Cabin in Woods - 15 Min. Off Pa Turnpike

1800's Restored Log Cabin in Woods - 15 Min. Off Pa Turnpike

Narvon
10.0 out of 10, Exceptional, (628)
"Clean and very relaxing. Great weekend getaway."
United States
Kim
1800's Restored Log Cabin in Woods - 15 Min. Off Pa Turnpike
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, (193)
"Great time and friendly people "
United States
Karl
The price is ￥20,223
￥30,778 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Stylish Private Suite in the heart of Brandywine Valley
Exterior detail
Charming 2-bedroom house Phoenixville

Charming 2-bedroom house Phoenixville

Phoenixville
9.8 out of 10, Exceptional, (9)
"This charming 2-bedroom home in Phoenixville, was truly a hidden gem. If you’re looking for comfort and convenience, this home checks all the boxes."
Canada
Fred
The price is ￥24,112
￥42,071 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Charming 2-bedroom house Phoenixville
Interior
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

Chadds Ford
9.8 out of 10, Exceptional, (41)
"Perfect house! Host was amazing. "
United States
Gretchen B.
The price is ￥202,345
￥266,845 total
includes taxes & fees
Dec 7 - Dec 8
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens
Dining
The Lodge at Cricklewood...where time melts away....

The Lodge at Cricklewood...where time melts away....

West Chester
10.0 out of 10, Exceptional, (80)
"Great property!"
United States
David R.
The price is ￥181,550
￥286,872 total
includes taxes & fees
Dec 8 - Dec 9
The Lodge at Cricklewood...where time melts away....
Microwave, oven, stovetop, dishwasher
1500 ft² Space / 2 Bedroom 1.5 Bathrooms Apt / 5 Beds / SLEEPS 10

1500 ft² Space / 2 Bedroom 1.5 Bathrooms Apt / 5 Beds / SLEEPS 10

Conshohocken
10.0 out of 10, Exceptional, (1)
"Was a lovely little place to stay "
United States
Chris K.
The price is ￥25,422
￥31,432 total
includes taxes & fees
Dec 15 - Dec 16
1500 ft² Space / 2 Bedroom 1.5 Bathrooms Apt / 5 Beds / SLEEPS 10
Fridge, microwave, oven, stovetop
Homey Retreat in Historic Kennett Square!!

Homey Retreat in Historic Kennett Square!!

Kennett Square
10.0 out of 10, Exceptional, (85)
"One of the nicest properties we have stayed at. Fantastic amenities. Highly recommend!!"
United States
Stephen
The price is ￥38,943
￥62,100 total
includes taxes & fees
Dec 7 - Dec 8
Homey Retreat in Historic Kennett Square!!
Outdoor dining
2 Bedroom x 2 Bathroom in Malvern, PA

2 Bedroom x 2 Bathroom in Malvern, PA

Malvern
8.4 out of 10, Very Good, (32)
"Perfect overnight! Clean, quiet and comfortable- just what we needed!"
United States
Chelsea D.
The price is ￥21,450
￥41,896 total
includes taxes & fees
Dec 4 - Dec 5
2 Bedroom x 2 Bathroom in Malvern, PA
Outdoor dining
Cozy Spring House in Gorgeous Chadds Ford!

Cozy Spring House in Gorgeous Chadds Ford!

Chadds Ford
10.0 out of 10, Exceptional, (66)
"Comfy, clean and comfortable. Would stay here again. Great location, location, location."
United States
Stephen D.
The price is ￥35,048
￥58,225 total
includes taxes & fees
Dec 4 - Dec 5
Cozy Spring House in Gorgeous Chadds Ford!
Property grounds
Ushmila's Nest- private entrance, bedroom & bathroom

Ushmila's Nest- private entrance, bedroom & bathroom

Wayne
9.8 out of 10, Exceptional, (45)
"Property was easy access to and from parking . Great location "
United States
David G.
The price is ￥17,135
￥29,238 total
includes taxes & fees
Dec 7 - Dec 8
Ushmila's Nest- private entrance, bedroom & bathroom
Property grounds
Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!

Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!

Honey Brook
10.0 out of 10, Exceptional, (86)
"The rooms were spotless and comfortable. The bathrooms were clean. Our hosts were friendly and available, and very accommodating. We would happily stay here again and again. "
United States
Jacob G.
The price is ￥18,926
￥36,210 total
includes taxes & fees
Dec 5 - Dec 6
Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!
Property grounds
Quaint 3rd Floor Loft

Quaint 3rd Floor Loft

Upper Darby
9.4 out of 10, Exceptional, (17)
"Very cute and cozy space! Perfect for a weekend in the Philly area. We especially loved the window seat!"
United States
Michelle D.
The price is ￥16,122
￥24,272 total
includes taxes & fees
Dec 6 - Dec 7
Quaint 3rd Floor Loft
Exterior
Lovely Private Guesthouse with AC & WiFi in Shillington

Lovely Private Guesthouse with AC & WiFi in Shillington

Shillington
10.0 out of 10, Exceptional, (13)
"Property was perfect for my stay, hope to book again."
United States
Scott
The price is ￥12,462
￥24,051 total
includes taxes & fees
Dec 10 - Dec 11
Lovely Private Guesthouse with AC & WiFi in Shillington
Exterior
The Stone House Between the Streams

The Stone House Between the Streams

3.5 star property
Gap
10.0 out of 10, Exceptional, (18)
"it was a beautiful spot...clean and comfy! Excellent stay. "
United States
Brigid m.
The Stone House Between the Streams
Exterior detail
Quiet, Historic Church, Lancaster County, PA

Quiet, Historic Church, Lancaster County, PA

East Earl
10.0 out of 10, Exceptional, (60)
"The cottage was absolutely perfect! We will definitely stay there again."
United States
Anita H.
Quiet, Historic Church, Lancaster County, PA
Smart TV, fireplace, books
log cabin in the woods 3-bedroom cabin with pool table and WiFi in Honey Brook

log cabin in the woods 3-bedroom cabin with pool table and WiFi in Honey Brook

Honey Brook
9.6 out of 10, Exceptional, (10)
"Most AMAZING quiet, beautiful and serene place i have ever stayed! Beautfiul cabin, that we will definitely be staying at again! "
United States
amber
log cabin in the woods 3-bedroom cabin with pool table and WiFi in Honey Brook
Exterior
Luxury Chalet with Mountain Views & Hot Tub

Luxury Chalet with Mountain Views & Hot Tub

Birdsboro
10.0 out of 10, Exceptional, (20)
"Very peaceful "
United States
Artie C.
Luxury Chalet with Mountain Views & Hot Tub
Pool
Country Land Guest House - Spacious and Great for Families to Relax!

Country Land Guest House - Spacious and Great for Families to Relax!

Kinzers
10.0 out of 10, Exceptional, (128)
"Great stay as always!"
United States
Doug W.
Country Land Guest House - Spacious and Great for Families to Relax!
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 Springs Hotel Reviews

Brandywine River Hotel

Brandywine River Hotel

10/10 Excellent
"Room was very clean "
Russell 1-night trip
Posted 5 hours ago
Brandywine River Hotel

Find out more about Chester Springs

Search for holiday rentals in Chester Springs on Expedia! You can easily find your home rentals, villas, holiday apartments in Chester Springs using one of the methods below:

  • View our selection of featured holiday rentals in Chester Springs
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Look no further and take a look at our great range of rental properties in Chester Springs!

Frequently asked questions

Are there vacation rentals in Chester Springs?

Yes, we offer vacation rentals close to the most popular local attractions in Chester Springs, or you can select a secluded option if you'd like a relaxing place to stay.

What's the top vacation rental that Chester Springs has to offer?

Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens : You might want to consider this vacation home rental near Chester Springs, which is located in a rural location and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Chester Springs?

Choose from 6 Expedia vacation rentals in Chester Springs for a memorable vacation.

What can I see and do in Chester Springs?

While exploring the area, visit family-friendly sights like QVC Studio Park, or get outside and enjoy nature at Upland Farms. While here, The Mill at Anselma and Henrietta Hankin Branch Library are other places worth a visit.

What are vacation rentals like in Chester Springs?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Chester Springs. Vacation rentals offer extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.