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Our top choices for Chester Springs vacation homes

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, (2 reviews)
"Great place for 2 just outside the town of West Chester, would definitely stay again!"
United States
Natasha A.
The price is AED 331
AED 577 total
includes taxes & fees
9 Nov - 10 Nov
Spacious 1-bedroom suite surrounded by nature in charming Downingtown.

2. Charming 2-bedroom house Phoenixville

Charming 2-bedroom house Phoenixville
Phoenixville
9.4 out of 10, Exceptional, (27 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 AED 606
AED 1,008 total
includes taxes & fees
8 Nov - 9 Nov
Charming 2-bedroom house Phoenixville

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 AED 834
AED 1,739 total
includes taxes & fees
12 Nov - 13 Nov
Modern & Cozy 4 bd/3 ba WC convenience!

4. 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 AED 721
AED 2,061 total
includes taxes & fees
16 Nov - 17 Nov
Riverfront Retreat - Convenience + Kayaks - 3 bed 2 ba

5. 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 AED 668
AED 1,804 total
includes taxes & fees
4 Nov - 5 Nov
Cozy 3-Bedroom in Philly Suburbs Paoli

6. Comfort, Fun & Retro Retreat

Comfort, Fun & Retro Retreat
Royersford
8.0 out of 10, Very good, (1 review)
The price is AED 711
AED 1,707 total
includes taxes & fees
4 Nov - 5 Nov
Comfort, Fun & Retro Retreat

7. Cute 1-Bedroom in Heart of Berwyn

Cute 1-Bedroom in Heart of Berwyn
Berwyn
The price is AED 440
AED 942 total
includes taxes & fees
11 Nov - 12 Nov
Cute 1-Bedroom in Heart of Berwyn

8. Historic Farmhouse in Chester County

Historic Farmhouse in Chester County
Downingtown
10.0 out of 10, Exceptional, (25 reviews)
"Beds were comfy & location was great!"
United States
Marianne W.
The price is AED 779
AED 1,565 total
includes taxes & fees
9 Nov - 10 Nov
Historic Farmhouse in Chester County

9. 7 Min to Hill School Squash Tourney | Modern Stay

7 Min to Hill School Squash Tourney | Modern Stay
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 AED 536
AED 1,156 total
includes taxes & fees
4 Nov - 5 Nov
7 Min to Hill School Squash Tourney | Modern Stay

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 AED 1,130
AED 2,091 total
includes taxes & fees
4 Nov - 5 Nov
Heritage Haven - West Chester Borough

11. 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 AED 1,287
AED 2,610 total
includes taxes & fees
15 Nov - 16 Nov
Comfort, Fun, & charming! - 5BR oasis w/ Pool

12. Homestead Guesthouse

Homestead Guesthouse
Honey Brook
10.0 out of 10, Exceptional, (43 reviews)
"Homestead Vacation Home is a clean, comfortable and spacious house in a peaceful and private setting. With all of the basics, in addition to many extras, this place truly feels like home while being on vacation. The location is ideal as it’s situated in a rural setting yet close to many area attractions. This was our second time staying here and we would love to return again next year!"
United States
Jenny K.
Homestead Guesthouse

13. Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (45 reviews)
"Very cool place! "
United States
Scott M.
The price is AED 459
AED 1,127 total
includes taxes & fees
4 Nov - 5 Nov
Underground Railroad Barn

14. 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 AED 496
AED 1,131 total
includes taxes & fees
8 Nov - 9 Nov
Underground Railroad 4 Bedroom Farmhouse

15. 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 AED 551
AED 778 total
includes taxes & fees
4 Nov - 5 Nov
Private Suite w/sitting room in the heart of Brandywine Valley

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 AED 452
AED 767 total
includes taxes & fees
17 Nov - 18 Nov
Country Outback Cozy Home *W/Camp Fire Pit*

17. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.4 out of 10, Very good, (25 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 AED 422
AED 1,596 total
includes taxes & fees
4 Nov - 5 Nov
Kennett Square, Near Longwood Gardens & Downtown

18. Cedar Glen Farmhouse • 1800s Stone Retreat

Cedar Glen Farmhouse • 1800s Stone Retreat
Mohnton
10.0 out of 10, Exceptional, (8 reviews)
"Hosts were very friendly and helpful ..house had character and charm and was original with Very thick soundproof walls and yet warm and inviting. Would recommend this home to anyone wanting privacy and seclusion in a safe neighborgood."
United States
sam p.
Cedar Glen Farmhouse • 1800s Stone Retreat

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 AED 492
AED 1,199 total
includes taxes & fees
3 Dec - 4 Dec
Charming 5 Bedroom Fully Renovated Historic Home

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, (8 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 AED 542
AED 1,530 total
includes taxes & fees
9 Nov - 10 Nov
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.
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Top Chester Springs Hotel Reviews