A covered bridge with a sign indicating a 10-foot clearance.

Chester Springs Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Chester Springs vacation homes

A wooden deck with a railing, surrounded by lush greenery and trees.

1. Spacious 1-bedroom suite surrounded by nature in charming Downingtown.

Spacious 1-bedroom suite surrounded by nature in charming Downingtown.
Downingtown
10.0 out of 10, Exceptional, (1 review)
"We loved our stay! Such a warm, welcoming retreat in a beautiful setting with lots of special touches included. They thought of everything! Hope we are able return some day."
United States
Joanne O.
The price is CA $127
CA $234 total
includes taxes & fees
Nov 12 - Nov 13
Spacious 1-bedroom suite surrounded by nature in charming Downingtown.
A wooden staircase leading to a white door with a 'HELLO' mat.

2. Charming 2-bedroom house Phoenixville

Charming 2-bedroom house Phoenixville
Phoenixville
9.4 out of 10, Exceptional, (26 reviews)
"Very clean and good location…short walk from Bridge St. Neva was friendly and communicative. Overall, a great stay!"
United States
Caitlin N.
The price is CA $233
CA $401 total
includes taxes & fees
Nov 15 - Nov 16
Charming 2-bedroom house Phoenixville
A compact kitchen with a clock, espresso machine, coffee maker, and a stainless steel refrigerator.

3. Wilmington Cottage. Peaceful 2BR county getaway

Wilmington Cottage. Peaceful 2BR county getaway
Coatesville
Wilmington Cottage. Peaceful 2BR county getaway
A street with outdoor seating at a restaurant named "Sterling Brewery."

4. Modern & Cozy 4 bd/3 ba WC convenience!

Modern & Cozy 4 bd/3 ba WC convenience!
West Chester
9.0 out of 10, Wonderful, (22 reviews)
"Lovely house in West Chester, we used it for a long weekend with family doing touristy things in Philadelphia, it was nice to be able to get out of the city in the evenings."
United States
Kevin M.
The price is CA $434
CA $843 total
includes taxes & fees
Oct 18 - Oct 19
Modern & Cozy 4 bd/3 ba WC convenience!
A modern living room with a green wall, a purple sofa, and a neon sign.

5. Comfort, Fun & Retro Retreat

Comfort, Fun & Retro Retreat
Royersford
8.0 out of 10, Very good, (1 review)
The price is CA $263
CA $684 total
includes taxes & fees
Oct 18 - Oct 19
Comfort, Fun & Retro Retreat
A bedroom with a bed, a ceiling fan, a window with a curtain, and motivational wall art.

6. Cute 1-Bedroom in Heart of Berwyn

Cute 1-Bedroom in Heart of Berwyn
Berwyn
The price is CA $163
CA $368 total
includes taxes & fees
Oct 18 - Oct 19
Cute 1-Bedroom in Heart of Berwyn
A stone frog sculpture in a garden setting with a gravel path, a wooden fence, and houses in the background.

7. Historic Farmhouse in Chester County

Historic Farmhouse in Chester County
Downingtown
10.0 out of 10, Exceptional, (23 reviews)
"Beds were comfy & location was great!"
United States
Marianne W.
The price is CA $300
CA $637 total
includes taxes & fees
Oct 30 - Oct 31
Historic Farmhouse in Chester County
A modern living room with two leather armchairs, a glass coffee table, and a dining area with a wooden floor and white walls.

8. Riverfront Retreat - Convenience + Kayaks - 3 bed 2 ba

Riverfront Retreat - Convenience + Kayaks - 3 bed 2 ba
Downingtown
10.0 out of 10, Exceptional, (4 reviews)
"The stay was great. Perfect location for our needs. Would definitely stay again"
United States
Shaun H.
The price is CA $338
CA $908 total
includes taxes & fees
Nov 10 - Nov 11
Riverfront Retreat - Convenience + Kayaks - 3 bed 2 ba
A hotel room with a large bed, a TV on a stand, a desk with a chair, and two doors.

9. Cozy 3-Bedroom in Philly Suburbs Paoli

Cozy 3-Bedroom in Philly Suburbs Paoli
Paoli
10.0 out of 10, Exceptional, (11 reviews)
"Property was great! "
United States
Leevon S.
The price is CA $322
CA $816 total
includes taxes & fees
Nov 15 - Nov 16
Cozy 3-Bedroom in Philly Suburbs Paoli
A covered porch made for lounging — enjoy the outdoors, any weather

10. Hill School Sports - Colebrookdale RR Fall Rides

Hill School Sports - Colebrookdale RR Fall Rides
Pottstown
10.0 out of 10, Exceptional, (10 reviews)
"The bed was comfortable and the backyard was large. We enjoyed sitting on the back patio. It is very clean and has all the amenities needed. We had our dog with us so having the large yard was especially nice. The owner is very nice and friendly."
United States
Donna
The price is CA $206
CA $469 total
includes taxes & fees
Nov 16 - Nov 17
Hill School Sports - Colebrookdale RR Fall Rides
A spacious kitchen with a central island, large windows, and a dining area with a view of the street.

11. Heritage Haven - West Chester Borough

Heritage Haven - West Chester Borough
West Chester
9.2 out of 10, Wonderful, (10 reviews)
"Very clean, and bright. Modern kitchen and bathrooms. Well equipped. Excellent location, Walkable"
United States
joseph k.
The price is CA $418
CA $831 total
includes taxes & fees
Oct 21 - Oct 22
Heritage Haven - West Chester Borough
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

12. 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, (215 reviews)
"An outstanding rental, we stayed six nights and loved the location. Had a lovely pond next door with walking/running path."
United States
Melissa
The price is CA $212
CA $312 total
includes taxes & fees
Oct 18 - Oct 19
Private Suite w/sitting room in the heart of Brandywine Valley
A modern kitchen with a central island, bar stools, wooden cabinets, and a large window.

13. Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse
Kennett Square
10.0 out of 10, Exceptional, (35 reviews)
"Comfortable, clean, thoughtfully stocked property. We would definitely stay again!"
United States
Amy Y.
The price is CA $177
CA $460 total
includes taxes & fees
Oct 28 - Oct 29
Underground Railroad 4 Bedroom Farmhouse
A covered porch with stone walls, two wicker chairs, and string lights.

14. Homestead Guesthouse

Homestead Guesthouse
Honey Brook
10.0 out of 10, Exceptional, (41 reviews)
"Definitely will stay again."
United States
robert k.
The price is CA $226
CA $499 total
includes taxes & fees
Oct 29 - Oct 30
Homestead Guesthouse
A rustic barn interior with wooden beams, a large window, and string lights.

15. Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (44 reviews)
"Very cool place! "
United States
Scott M.
The price is CA $177
CA $454 total
includes taxes & fees
Nov 15 - Nov 16
Underground Railroad Barn
A modern kitchen with white cabinets, a black countertop, and three teal bar stools.

16. Comfort, Fun, & charming! - 5BR oasis w/ Pool

Comfort, Fun, & charming! - 5BR oasis w/ Pool
Coatesville
8.0 out of 10, Very good, (8 reviews)
"This is a fantastic property in a gorgeous area. Room for a big crowd yet it feels quite cozy. The host David attended to our every need and request. He was really responsive and treated us like royalty. The pool is absolutely divine. We will definitely stay here again."
United States
Jennifer W.
The price is CA $377
CA $903 total
includes taxes & fees
Oct 18 - Oct 19
Comfort, Fun, & charming! - 5BR oasis w/ Pool
A modern kitchen with a central island, bar stools, and a refrigerator.

17. Country Outback Cozy Home *W/Camp Fire Pit*

Country Outback Cozy Home *W/Camp Fire Pit*
Parkesburg
9.8 out of 10, Exceptional, (49 reviews)
"Perfect for two couples to take in a show at sight and sound and take in the area "
United States
Gail H.
The price is CA $174
CA $310 total
includes taxes & fees
Nov 17 - Nov 18
Country Outback Cozy Home *W/Camp Fire Pit*
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

18. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.8 out of 10, Excellent, (23 reviews)
"Linda's home is perfect for family traveling! Everything you need for cooking, washing, and just enjoying. The back yard and Patio were awesome for Thunderstorm watching. We'll be back !"
United States
Patricia T.
The price is CA $156
CA $645 total
includes taxes & fees
Oct 21 - Oct 22
Kennett Square, Near Longwood Gardens & Downtown
A bed with a patterned bedspread, wooden headboard, two bedside tables with lamps, a door, and a radiator.

19. Perfect 2-bedroom beautiful farm house in Schwenksville.

Perfect 2-bedroom beautiful farm house in Schwenksville.
Schwenksville
The price is CA $318
CA $561 total
includes taxes & fees
Oct 19 - Oct 20
Perfect 2-bedroom beautiful farm house in Schwenksville.
A dining area with a white table, wicker chairs, a ceiling fan, and wall-mounted light fixtures.

20. SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome

SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
Kennett Square
10.0 out of 10, Exceptional, (7 reviews)
"The home was very clean and perfectly situated for easy access to downtown and local sites."
United States
Patricia Nora R.
The price is CA $216
CA $624 total
includes taxes & fees
Oct 26 - Oct 27
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Springs Hotel Reviews

Spark by Hilton Exton

Spark by Hilton Exton

10/10 Excellent
"Provides what you need. Nice clean hotel with decent breakfast to get you going."
Eric 2-night trip
Posted 3 hours ago
Spark by Hilton Exton

Find out more about Chester Springs

Chester Springs Vacation Homes information

Number of reviews
519
Accommodation
201 Vacation Homes
Lowest Price
CA $234
Highest Price
CA $908

Explore a world of travel with Expedia