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

Holiday Homes in Chester Springs

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Chester Springs holiday homes

Terrace/patio

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

Spacious 1-bedroom suite surrounded by nature in charming Downingtown.
Downingtown
"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 NZ$285
includes taxes & fees
20 Sept - 21 Sept
Spacious 1-bedroom suite surrounded by nature in charming Downingtown.
Exterior detail

2. Charming 2-bedroom house Phoenixville

Charming 2-bedroom house Phoenixville
Phoenixville
9.2 out of 10, 25, (25 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 NZ$452
includes taxes & fees
11 Oct - 12 Oct
Charming 2-bedroom house Phoenixville
Exterior detail

3. Ushmila's Nest- private entrance, bedroom & bathroom

Ushmila's Nest- private entrance, bedroom & bathroom
Wayne
10.0 out of 10, 61, (61 reviews)
"A wonderful little oasis in the bustle of the Main Line. Fantastic stay!"
United States
Craig J.
The price is NZ$386
includes taxes & fees
16 Sept - 17 Sept
Ushmila's Nest- private entrance, bedroom & bathroom
Outdoor dining

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

Modern & Cozy 4 bd/3 ba WC convenience!
West Chester
9.0 out of 10, 21, (21 reviews)
"We really enjoyed this property, cozy, comfortable living room, plenty of bedrooms and bathrooms. Great location! Didn’t need anything, but the host is a great communicator!"
United States
JESSICA W.
The price is NZ$866
includes taxes & fees
12 Oct - 13 Oct
Modern & Cozy 4 bd/3 ba WC convenience!
3 bedrooms, desk, travel cot, free WiFi

5. Cozy 3-Bedroom in Philly Suburbs Paoli

Cozy 3-Bedroom in Philly Suburbs Paoli
Paoli
10.0 out of 10, 9, (9 reviews)
"Property was great! "
United States
Leevon S.
The price is NZ$870
includes taxes & fees
21 Sept - 22 Sept
Cozy 3-Bedroom in Philly Suburbs Paoli
Property grounds

6. Historic Farmhouse in Chester County

Historic Farmhouse in Chester County
Downingtown
10.0 out of 10, 22, (22 reviews)
"Loved the beer on tap!"
United States
Kellie B.
The price is NZ$708
includes taxes & fees
18 Sept - 19 Sept
Historic Farmhouse in Chester County
Interior

7. Comfort, Fun & Retro Retreat

Comfort, Fun & Retro Retreat
Royersford
8.0 out of 10, 1, (1 review)
The price is NZ$891
includes taxes & fees
4 Oct - 5 Oct
Comfort, Fun & Retro Retreat
Terrace/patio

8. Fall, Colebrookdale RR – Perfect Place to Stay!

Fall, Colebrookdale RR – Perfect Place to Stay!
Pottstown
10.0 out of 10, 9, (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 NZ$570
includes taxes & fees
5 Oct - 6 Oct
Fall, Colebrookdale RR – Perfect Place to Stay!
Terrace/patio

9. Homestead Guesthouse

Homestead Guesthouse
Honey Brook
10.0 out of 10, 40, (40 reviews)
"Definitely will stay again."
United States
robert k.
The price is NZ$594
includes taxes & fees
21 Sept - 22 Sept
Homestead Guesthouse
Interior

10. Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, 40, (40 reviews)
"Very cool place! "
United States
Scott M.
The price is NZ$491
includes taxes & fees
23 Sept - 24 Sept
Underground Railroad Barn
Coffee/tea maker, fridge, microwave, oven

11. Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse
Kennett Square
10.0 out of 10, 34, (34 reviews)
"Comfortable, clean, thoughtfully stocked property. We would definitely stay again!"
United States
Amy Y.
The price is NZ$492
includes taxes & fees
22 Sept - 23 Sept
Underground Railroad 4 Bedroom Farmhouse
Microwave, oven, stovetop, dishwasher

12. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.6 out of 10, 22, (22 reviews)
"Great location with character! Host was friendly and communicated well."
United States
Ross G.
The price is NZ$805
includes taxes & fees
21 Sept - 22 Sept
Kennett Square, Near Longwood Gardens & Downtown
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

13. 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, 212, (212 reviews)
"Just perfect !"
United States
Cloudi
The price is NZ$372
includes taxes & fees
16 Sept - 17 Sept
Private Suite w/sitting room in the heart of Brandywine Valley
Interior

14. Heritage Haven - West Chester Borough

Heritage Haven - West Chester Borough
West Chester
9.2 out of 10, 10, (10 reviews)
"Very clean, and bright. Modern kitchen and bathrooms. Well equipped. Excellent location, Walkable"
United States
joseph k.
The price is NZ$979
includes taxes & fees
12 Oct - 13 Oct
Heritage Haven - West Chester Borough
Living area

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

Comfort, Fun, & charming! - 5BR oasis w/ Pool
Coatesville
8.0 out of 10, 8, (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 NZ$1,086
includes taxes & fees
16 Sept - 17 Sept
Comfort, Fun, & charming! - 5BR oasis w/ Pool
Interior

16. The Travelers Havens

The Travelers Havens
Parkesburg
8.8 out of 10, 10, (10 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 NZ$382
includes taxes & fees
22 Sept - 23 Sept
The Travelers Havens
Living area

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

Country Outback Cozy Home *W/Camp Fire Pit*
Parkesburg
9.8 out of 10, 47, (47 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 NZ$372
includes taxes & fees
28 Sept - 29 Sept
Country Outback Cozy Home *W/Camp Fire Pit*
Dining

18. Walkable Neighborhood: Updated Morton Home!

Walkable Neighborhood: Updated Morton Home!
Morton
9.8 out of 10, 6, (6 reviews)
"Great experience while staying here"
United States
Gianni G.
The price is NZ$466
includes taxes & fees
22 Sept - 23 Sept
Walkable Neighborhood: Updated Morton Home!
2 bedrooms, WiFi, bed sheets

19. Cottage by the Pines

Cottage by the Pines
Parkesburg
9.0 out of 10, 6, (6 reviews)
"My main concern at our stay was the lack of cleanliness of the house overall, the entrance had outside dirt, dry leaves and cobwebs .The kitchen table and chairs still had dirt on them from the previous guests, the microwave and oven were not cleaned either with small crumbs of old food, and lots of finger prints on the doors. The refrigerator had food in it from the previous guests. The bathroom didn’t seem to be well cleaned either which I have notified the owner. The house was cozy."
United States
Diva C.
The price is NZ$419
includes taxes & fees
20 Sept - 21 Sept
Cottage by the Pines
Coffee/tea maker, fridge, microwave, oven

20. Charming 5 Bedroom Fully Renovated Historic Home

Charming 5 Bedroom Fully Renovated Historic Home
Reading
10.0 out of 10, 10, (10 reviews)
"Nicely renovated, great stay"
United States
Bill H.
The price is NZ$536
includes taxes & fees
28 Sept - 29 Sept
Charming 5 Bedroom Fully Renovated Historic Home
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

Crowne Plaza: Philadelphia - King of Prussia by IHG

Crowne Plaza: Philadelphia - King of Prussia by IHG

10/10 Excellent
"Check-in was efficient. I had a pleasant stay."
Mark 1-night trip
Posted 2 hours ago
Crowne Plaza: Philadelphia - King of Prussia by IHG

Find out more about Chester Springs

Chester Springs Holiday Homes information

Number of reviews
455
Accommodation
209 Holiday Homes
Lowest Price
NZ$285
Highest Price
NZ$1,086