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

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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 ￥14,207
￥26,125 total
includes taxes & fees
Oct 6 - Oct 7
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 ￥26,045
￥44,275 total
includes taxes & fees
Oct 11 - Oct 12
Charming 2-bedroom house Phoenixville
A street with outdoor seating at a restaurant named "Sterling Brewery."

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, (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 ￥32,410
￥74,295 total
includes taxes & fees
Oct 6 - Oct 7
Modern & Cozy 4 bd/3 ba WC convenience!
A modern living room with a green wall, a purple sofa, and a neon sign.

4. Comfort, Fun & Retro Retreat

Comfort, Fun & Retro Retreat
Royersford
8.0 out of 10, Very good, (1 review)
The price is ￥29,243
￥75,094 total
includes taxes & fees
Oct 6 - Oct 7
Comfort, Fun & Retro Retreat
A stone frog sculpture in a garden setting with a gravel path, a wooden fence, and houses in the background.

5. Historic Farmhouse in Chester County

Historic Farmhouse in Chester County
Downingtown
10.0 out of 10, Exceptional, (22 reviews)
"Loved the beer on tap!"
United States
Kellie B.
The price is ￥29,202
￥65,350 total
includes taxes & fees
Oct 6 - Oct 7
Historic Farmhouse in Chester County
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, (11 reviews)
"Property was great! "
United States
Leevon S.
The price is ￥35,990
￥89,283 total
includes taxes & fees
Oct 25 - Oct 26
Cozy 3-Bedroom in Philly Suburbs Paoli
A covered porch made for lounging — enjoy the outdoors, any weather

7. Hill School Sports - Colebrookdale RR Fall Rides

Hill School Sports - Colebrookdale RR Fall Rides
Pottstown
10.0 out of 10, Exceptional, (9 reviews)
"We had a wonderful stay! The home was obviously well cared for and Missie thought of every detail!"
United States
Erin H.
The price is ￥23,015
￥51,842 total
includes taxes & fees
Oct 19 - Oct 20
Hill School Sports - Colebrookdale RR Fall Rides
A modern kitchen with a central island, bar stools, wooden cabinets, and a large window.

8. Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse
Kennett Square
10.0 out of 10, Exceptional, (34 reviews)
"Comfortable, clean, thoughtfully stocked property. We would definitely stay again!"
United States
Amy Y.
The price is ￥15,627
￥45,805 total
includes taxes & fees
Oct 7 - Oct 8
Underground Railroad 4 Bedroom Farmhouse
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

9. 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, (214 reviews)
"Just perfect !"
United States
Cloudi
The price is ￥22,888
￥34,021 total
includes taxes & fees
Oct 6 - Oct 7
Private Suite w/sitting room in the heart of Brandywine Valley
A covered porch with stone walls, two wicker chairs, and string lights.

10. Homestead Guesthouse

Homestead Guesthouse
Honey Brook
10.0 out of 10, Exceptional, (40 reviews)
"Definitely will stay again."
United States
robert k.
The price is ￥26,519
￥56,653 total
includes taxes & fees
Oct 27 - Oct 28
Homestead Guesthouse
A rustic barn interior with wooden beams, a large window, and string lights.

11. Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (43 reviews)
"Very cool place! "
United States
Scott M.
The price is ￥19,731
￥50,461 total
includes taxes & fees
Nov 2 - Nov 3
Underground Railroad Barn
A modern kitchen with white cabinets, a black countertop, and three teal bar stools.

12. 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 ￥41,909
￥100,658 total
includes taxes & fees
Oct 12 - Oct 13
Comfort, Fun, & charming! - 5BR oasis w/ Pool
A modern kitchen with a central island, bar stools, and a refrigerator.

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

Country Outback Cozy Home *W/Camp Fire Pit*
Parkesburg
9.8 out of 10, Exceptional, (48 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 ￥19,416
￥34,649 total
includes taxes & fees
Oct 6 - Oct 7
Country Outback Cozy Home *W/Camp Fire Pit*
A room with a large framed coastal landscape painting, a woven basket with a plant, and a framed certificate on a black console table.

14. The Travelers Havens

The Travelers Havens
Parkesburg
8.8 out of 10, Excellent, (11 reviews)
"We had a great stay with our two dogs. The house was clean and comfortable. We would definitely stay here again!"
United States
Jen D.
The price is ￥17,206
￥35,515 total
includes taxes & fees
Oct 6 - Oct 7
The Travelers Havens
A bedroom with a bed, a bedside table with a lamp, a potted plant, and a window.

15. Cottage by the Pines

Cottage by the Pines
Parkesburg
9.0 out of 10, Wonderful, (6 reviews)
"We enjoyed our stay at the cottage. Wawa is 2 min away as is cvs for any needs."
United States
Ron F.
The price is ￥20,647
￥38,318 total
includes taxes & fees
Oct 6 - Oct 7
Cottage by the Pines
A bathroom with a white sink, mirror, and toilet. A sign on the wall reads "Flush it Flush it Real Good."

16. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.6 out of 10, Excellent, (22 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 ￥19,258
￥74,048 total
includes taxes & fees
Oct 6 - Oct 7
Kennett Square, Near Longwood Gardens & Downtown
A dining area with a white table, wicker chairs, a ceiling fan, and wall-mounted light fixtures.

17. 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 ￥24,435
￥69,863 total
includes taxes & fees
Oct 12 - Oct 13
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
A modern kitchen with white cabinetry, a central island with a sink, and stainless steel appliances.

18. Charming 5 Bedroom Fully Renovated Historic Home

Charming 5 Bedroom Fully Renovated Historic Home
Reading
10.0 out of 10, Exceptional, (10 reviews)
"Nicely renovated, great stay"
United States
Bill H.
The price is ￥26,361
￥60,316 total
includes taxes & fees
Nov 2 - Nov 3
Charming 5 Bedroom Fully Renovated Historic Home
A covered hot tub area with a wooden roof, a potted plant, and a wooden deck.

19. Comfortable Split Level with Hot Tub, High Speed Internet

Comfortable Split Level with Hot Tub, High Speed Internet
Narvon
9.8 out of 10, Exceptional, (28 reviews)
"We had a great stay! The house was really nice, clean and spacious, and the location was perfect. We really enjoyed the hot tub and fire pit. Even the beds were really comfortable! We would definitely stay here again!"
United States
Crystal S.
The price is ￥43,409
￥69,691 total
includes taxes & fees
Oct 6 - Oct 7
Comfortable Split Level with Hot Tub, High Speed Internet
A modern kitchen with white cabinetry, a marble countertop, and a black ceiling with recessed lighting.

20. Convenience, Space, and Charm!

Convenience, Space, and Charm!
Conshohocken
8.6 out of 10, Excellent, (23 reviews)
"Property owner was very helpful"
United States
Wayne A.
The price is ￥33,527
￥80,475 total
includes taxes & fees
Oct 21 - Oct 22
Convenience, Space, and Charm!
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

Fairfield Inn & Suites by Marriott Philadelphia Valley Forge/Great Valley

Fairfield Inn & Suites by Marriott Philadelphia Valley Forge/Great Valley

10/10 Excellent
"Everything worked well, was clean and comfortable, very convenient location for our needs"
Barbara 1-night trip
Posted 8 hours ago
Fairfield Inn & Suites by Marriott Philadelphia Valley Forge/Great Valley

Find out more about Chester Springs

Chester Springs Vacation Homes information

Number of reviews
585
Accommodation
205 Vacation Homes
Lowest Price
￥26,125
Highest Price
￥100,658