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Our top choices for Chadds Ford holiday homes

1. Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens
Chadds Ford
9.8 out of 10, Exceptional, (56 reviews)
"Great property with great outdoor space. Host allowed us to set up a traveling volleyball net in the backyard which was great for the kids and the fire pit was great for our family reunion. Communication with the host was smooth. We had 14 people and there were enough beds, baths and parking spots to accommodate us all. The main floor bedroom and bath was key for our elderly parents as there are a lot of stairs and step up/down to go between rooms."
United States
Grace P.
The price is HK$10,184
HK$12,790 total
includes taxes & fees
11 Nov - 12 Nov
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

2. 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$1,176
HK$1,660 total
includes taxes & fees
10 Nov - 11 Nov
Private Suite w/sitting room in the heart of Brandywine Valley

3. Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (45 reviews)
"A truly lovely place, really so comfortable, and only a few minutes from the heart of Kennett Square. This is a great stay near many wonderful spots to enjoy in the area. Host was very responsive and helpful!"
United States
Susan & Elton F.
The price is HK$980
HK$2,407 total
includes taxes & fees
15 Nov - 16 Nov
Underground Railroad Barn

4. 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$1,176
HK$2,641 total
includes taxes & fees
15 Nov - 16 Nov
Underground Railroad 4 Bedroom Farmhouse

5. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.6 out of 10, Excellent, (26 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$882
HK$3,404 total
includes taxes & fees
10 Nov - 11 Nov
Kennett Square, Near Longwood Gardens & Downtown

6. 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, (9 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 HK$1,309
HK$3,302 total
includes taxes & fees
30 Nov - 1 Dec
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome

7. Newly built Tiny House in Historic Kennett Square

Newly built Tiny House in Historic Kennett Square
Kennett Square
9.0 out of 10, Wonderful, (4 reviews)
"Home away from home"
United States
Debbie M.
The price is HK$1,568
HK$2,306 total
includes taxes & fees
10 Nov - 11 Nov
Newly built Tiny House in Historic Kennett Square

8. Homey Retreat in Historic Kennett Square!!

Homey Retreat in Historic Kennett Square!!
Kennett Square
10.0 out of 10, Exceptional, (109 reviews)
"The property was wonderful...outdoor seating was a plus...the house was clean and the host was attentive. Close to restaurants, a true gem in Kennett square."
United States
Melissa K.
The price is HK$1,960
HK$3,044 total
includes taxes & fees
12 Nov - 13 Nov
Homey Retreat in Historic Kennett Square!!

9. Heritage Haven - West Chester Borough

Heritage Haven - West Chester Borough
West Chester
9.4 out of 10, Exceptional, (13 reviews)
"Very clean, and bright. Modern kitchen and bathrooms. Well equipped. Excellent location, Walkable"
United States
joseph k.
The price is HK$2,412
HK$4,464 total
includes taxes & fees
10 Nov - 11 Nov
Heritage Haven - West Chester Borough

10. Spacious 3BR Historic Home | Walk Downtown+Parking

Spacious 3BR Historic Home | Walk Downtown+Parking
Kennett Square
10.0 out of 10, Exceptional, (46 reviews)
"We greatly enjoyed our stay at this beautiful house, in a perfect location. It was close to all the shops and restaurants and had a beautiful peaceful garden. Would happily stay again in the future!"
United States
Marta R.
The price is HK$1,875
HK$6,398 total
includes taxes & fees
10 Nov - 11 Nov
Spacious 3BR Historic Home | Walk Downtown+Parking

11. Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group

Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group
Wilmington
9.4 out of 10, Exceptional, (11 reviews)
"Comfy cozy… home away from home. Location was perfectly centered for the activities we did and the restaurants we chose. Beds and sheets were great and plenty of hot water. We had a nice relaxing stay."
United States
carla k.
The price is HK$1,482
HK$2,944 total
includes taxes & fees
12 Nov - 13 Nov
Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group

12. Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking

Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking
Wilmington
10.0 out of 10, Exceptional, (5 reviews)
"The property is very clean, recently updated and had more than enough room for the four of us staying. There was even an extra bedroom with 2 twin beds we didn't need. The neighborhood was super quiet and perfect to come back to after long days of adventure in the area."
United States
Grant S.
The price is HK$1,803
HK$2,715 total
includes taxes & fees
10 Nov - 11 Nov
Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking

13. 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 HK$706
HK$1,173 total
includes taxes & fees
12 Nov - 13 Nov
Spacious 1-bedroom suite surrounded by nature in charming Downingtown.

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

Modern & Cozy 4 bd/3 ba WC convenience!
West Chester
9.0 out of 10, Wonderful, (24 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$1,683
HK$3,597 total
includes taxes & fees
12 Nov - 13 Nov
Modern & Cozy 4 bd/3 ba WC convenience!

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

Comfort, Fun, & charming! - 5BR oasis w/ Pool
Coatesville
8.0 out of 10, Very good, (9 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$2,176
HK$4,888 total
includes taxes & fees
10 Nov - 11 Nov
Comfort, Fun, & charming! - 5BR oasis w/ Pool

16. 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$1,538
HK$4,399 total
includes taxes & fees
10 Nov - 11 Nov
Riverfront Retreat - Convenience + Kayaks - 3 bed 2 ba

17. Cute 1-Bedroom in Heart of Berwyn

Cute 1-Bedroom in Heart of Berwyn
Berwyn
The price is HK$903
HK$1,939 total
includes taxes & fees
7 Dec - 8 Dec
Cute 1-Bedroom in Heart of Berwyn

18. 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$964
HK$1,638 total
includes taxes & fees
12 Nov - 13 Nov
Country Outback Cozy Home *W/Camp Fire Pit*

19. 2 Car Parking, Private Yard, Minutes to I-95 and Subaru Park

2 Car Parking, Private Yard, Minutes to I-95 and Subaru Park
Chester
The price is HK$1,325
HK$1,570 total
includes taxes & fees
12 Nov - 13 Nov
2 Car Parking, Private Yard, Minutes to I-95 and Subaru Park

20. 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 HK$1,662
HK$3,339 total
includes taxes & fees
10 Nov - 11 Nov
Historic Farmhouse in Chester County
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.

Learn more about Chadds Ford

Immerse yourself in American art history at the Brandywine River Museum, where Andrew Wyeth's evocative paintings capture the region's rural beauty. Explore the rolling countryside with a visit to Longwood Gardens in nearby Kennett Square, where seasonal blooms and fountain shows dazzle visitors year-round.

A river with a fallen tree trunk, surrounded by dense forest and clear sky.

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