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

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Chester Springs holiday 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 HK$706
HK$1,299 total
includes taxes & fees
7 Nov - 8 Nov
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 HK$1,295
HK$2,270 total
includes taxes & fees
25 Oct - 26 Oct
Charming 2-bedroom house Phoenixville
A spacious kitchen with white cabinetry, a black refrigerator, and a wooden floor.

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

Modern & Cozy 4 bd/3 ba WC convenience!
West Chester
9.0 out of 10, Wonderful, (23 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 HK$1,936
HK$4,070 total
includes taxes & fees
12 Nov - 13 Nov
Modern & Cozy 4 bd/3 ba WC convenience!
A kitchen with a coffee maker, a sign that says "COFFEE TIME", and a heart-shaped decoration on the counter.

4. Comfort, Fun & Retro Retreat

Comfort, Fun & Retro Retreat
Royersford
8.0 out of 10, Very good, (1 review)
The price is HK$1,454
HK$3,767 total
includes taxes & fees
25 Oct - 26 Oct
Comfort, Fun & Retro Retreat
A kitchen area with a chef's hat and a sign that reads 'Ristorante'.

5. Cute 1-Bedroom in Heart of Berwyn

Cute 1-Bedroom in Heart of Berwyn
Berwyn
The price is HK$904
HK$2,041 total
includes taxes & fees
26 Oct - 27 Oct
Cute 1-Bedroom in Heart of Berwyn
A hotel room with a large bed, a TV on a stand, a desk with a chair, and two doors.

6. Cozy 3-Bedroom in Philly Suburbs Paoli

Cozy 3-Bedroom in Philly Suburbs Paoli
Paoli
10.0 out of 10, Exceptional, (12 reviews)
"Property was great! "
United States
Leevon S.
The price is HK$1,399
HK$3,989 total
includes taxes & fees
3 Nov - 4 Nov
Cozy 3-Bedroom in Philly Suburbs Paoli
A two-story house with a porch, a swing chair, and a garden.

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 HK$1,664
HK$3,492 total
includes taxes & fees
1 Nov - 2 Nov
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 HK$1,491
HK$4,550 total
includes taxes & fees
16 Nov - 17 Nov
Riverfront Retreat - Convenience + Kayaks - 3 bed 2 ba
A covered porch made for lounging — enjoy the outdoors, any weather

9. 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 HK$1,144
HK$2,578 total
includes taxes & fees
9 Nov - 10 Nov
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.

10. Heritage Haven - West Chester Borough

Heritage Haven - West Chester Borough
West Chester
9.4 out of 10, Exceptional, (11 reviews)
"Very clean, and bright. Modern kitchen and bathrooms. Well equipped. Excellent location, Walkable"
United States
joseph k.
The price is HK$2,309
HK$4,569 total
includes taxes & fees
25 Oct - 26 Oct
Heritage Haven - West Chester Borough
A modern kitchen with a central island, bar stools, wooden cabinets, and a large window.

11. 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 HK$981
HK$2,478 total
includes taxes & fees
28 Oct - 29 Oct
Underground Railroad 4 Bedroom Farmhouse
A covered porch with stone walls, two wicker chairs, and string lights.

12. Homestead Guesthouse

Homestead Guesthouse
Honey Brook
10.0 out of 10, Exceptional, (42 reviews)
"Definitely will stay again."
United States
robert k.
The price is HK$1,252
HK$2,751 total
includes taxes & fees
26 Oct - 27 Oct
Homestead Guesthouse
A covered patio area with a wooden bench, a small bar area, and a staircase leading to an upper level.

13. 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 HK$981
HK$2,475 total
includes taxes & fees
22 Nov - 23 Nov
Underground Railroad Barn
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

14. 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 HK$1,177
HK$1,748 total
includes taxes & fees
12 Nov - 13 Nov
Private Suite w/sitting room in the heart of Brandywine Valley
A modern kitchen with white cabinets, a black countertop, and three teal bar stools.

15. 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 HK$2,445
HK$5,497 total
includes taxes & fees
25 Oct - 26 Oct
Comfort, Fun, & charming! - 5BR oasis w/ Pool
A modern kitchen with a central island, stainless steel appliances, and a pendant light.

16. 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 HK$965
HK$1,681 total
includes taxes & fees
3 Nov - 4 Nov
Country Outback Cozy Home *W/Camp Fire Pit*
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

17. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.6 out of 10, Excellent, (24 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 HK$862
HK$3,542 total
includes taxes & fees
26 Oct - 27 Oct
Kennett Square, Near Longwood Gardens & Downtown
A bed with a patterned bedspread, wooden headboard, two bedside tables with lamps, a door, and a radiator.

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

Perfect 2-bedroom beautiful farm house in Schwenksville.
Schwenksville
The price is HK$1,766
HK$3,114 total
includes taxes & fees
25 Oct - 26 Oct
Perfect 2-bedroom beautiful farm house in Schwenksville.
A modern kitchen with white cabinetry, a central island with a sink, and stainless steel appliances.

19. Charming 5 Bedroom Fully Renovated Historic Home

Charming 5 Bedroom Fully Renovated Historic Home
Reading
10.0 out of 10, Exceptional, (11 reviews)
"Nicely renovated, great stay"
United States
Bill H.
The price is HK$895
HK$2,504 total
includes taxes & fees
11 Nov - 12 Nov
Charming 5 Bedroom Fully Renovated Historic Home
A dining area with a brick wall, wooden shelves, and a table with chairs.

20. Family Townhome with King Bed: Sleeps 7

Family Townhome with King Bed: Sleeps 7
Parkesburg
10.0 out of 10, Exceptional, (2 reviews)
"The house was beautiful and very accommodating! We loved our stay."
United States
Robin W.
Family Townhome with King Bed: Sleeps 7
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

Doubletree By Hilton Reading

Doubletree By Hilton Reading

10/10 Excellent
"We had a wonderful stay at this hotel! The staff was very friendly and welcoming, and everything was clean, comfortable, and well-maintained. The atmosphere was relaxing, and we truly enjoyed our time here. The entire experience was pleasant from check-in to check-out. We would definitely recommend this hotel to anyone looking for a comfortable and enjoyable stay. We look forward to coming back!"
Keishla 2-night trip
Posted less than an hour ago
Doubletree By Hilton Reading

Find out more about Chester Springs

Chester Springs Vacation Homes information

Number of reviews
517
Accommodation
204 Vacation Homes
Lowest Price
HK$1,299
Highest Price
HK$5,497

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