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Check prices for these dates

In two weeks
25 Sep - 27 Sep
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Downingtown vacation 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 AED 331
AED 608 total
includes taxes & fees
15 Sep - 16 Sep
Spacious 1-bedroom suite surrounded by nature in charming Downingtown.
Property grounds

2. 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 AED 680
AED 1,521 total
includes taxes & fees
13 Sep - 14 Sep
Historic Farmhouse in Chester County
Interior

3. Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (40 reviews)
"Very cool place! "
United States
Scott M.
The price is AED 364
AED 1,061 total
includes taxes & fees
14 Sep - 15 Sep
Underground Railroad Barn
Living area

4. 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 975
AED 2,264 total
includes taxes & fees
27 Sep - 28 Sep
Comfort, Fun, & charming! - 5BR oasis w/ Pool
Outdoor dining

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

Modern & Cozy 4 bd/3 ba WC convenience!
West Chester
9.0 out of 10, Wonderful, (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 AED 797
AED 1,773 total
includes taxes & fees
20 Sep - 21 Sep
Modern & Cozy 4 bd/3 ba WC convenience!
Coffee/tea maker, fridge, microwave, oven

6. 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 AED 364
AED 1,062 total
includes taxes & fees
22 Sep - 23 Sep
Underground Railroad 4 Bedroom Farmhouse
Microwave, oven, stovetop, dishwasher

7. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.6 out of 10, Excellent, (22 reviews)
"Great location with character! Host was friendly and communicated well."
United States
Ross G.
The price is AED 448
AED 1,715 total
includes taxes & fees
14 Sep - 15 Sep
Kennett Square, Near Longwood Gardens & Downtown
Interior

8. The Travelers Havens

The Travelers Havens
Parkesburg
8.8 out of 10, Excellent, (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 AED 400
AED 834 total
includes taxes & fees
22 Sep - 23 Sep
The Travelers Havens
2 bedrooms, WiFi, bed sheets

9. Cottage by the Pines

Cottage by the Pines
Parkesburg
9.0 out of 10, Wonderful, (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 AED 480
AED 892 total
includes taxes & fees
13 Sep - 14 Sep
Cottage by the Pines
Living area

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

Country Outback Cozy Home *W/Camp Fire Pit*
Parkesburg
9.8 out of 10, Exceptional, (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 AED 452
AED 814 total
includes taxes & fees
28 Sep - 29 Sep
Country Outback Cozy Home *W/Camp Fire Pit*
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

11. 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, (211 reviews)
"Just perfect !"
United States
Cloudi
The price is AED 533
AED 795 total
includes taxes & fees
14 Sep - 15 Sep
Private Suite w/sitting room in the heart of Brandywine Valley
Terrace/patio

12. 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 AED 586
AED 1,292 total
includes taxes & fees
14 Sep - 15 Sep
Homestead Guesthouse
Interior

13. Heritage Haven - West Chester Borough

Heritage Haven - West Chester Borough
West Chester
9.2 out of 10, Wonderful, (10 reviews)
"Very clean, and bright. Modern kitchen and bathrooms. Well equipped. Excellent location, Walkable"
United States
joseph k.
Heritage Haven - West Chester Borough
Dining

14. 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 AED 771
AED 1,878 total
includes taxes & fees
1 Oct - 2 Oct
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
Exterior detail

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

Ushmila's Nest- private entrance, bedroom & bathroom
Wayne
10.0 out of 10, Exceptional, (61 reviews)
"A wonderful little oasis in the bustle of the Main Line. Fantastic stay!"
United States
Craig J.
The price is AED 477
AED 823 total
includes taxes & fees
16 Sep - 17 Sep
Ushmila's Nest- private entrance, bedroom & bathroom
3 bedrooms, desk, travel crib, WiFi (free)

16. Cozy 3-Bedroom in Philly Suburbs Paoli

Cozy 3-Bedroom in Philly Suburbs Paoli
Paoli
10.0 out of 10, Exceptional, (9 reviews)
"Property was great! "
United States
Leevon S.
The price is AED 688
AED 1,773 total
includes taxes & fees
15 Sep - 16 Sep
Cozy 3-Bedroom in Philly Suburbs Paoli
Coffee/tea maker, fridge, microwave, oven

17. Homey Retreat in Historic Kennett Square!!

Homey Retreat in Historic Kennett Square!!
Kennett Square
10.0 out of 10, Exceptional, (107 reviews)
"Great find in a very nice location. HIGHLY recommend! "
United States
Bob E.
The price is AED 808
AED 1,303 total
includes taxes & fees
14 Sep - 15 Sep
Homey Retreat in Historic Kennett Square!!
Exterior detail

18. Charming 2-bedroom house Phoenixville

Charming 2-bedroom house Phoenixville
Phoenixville
9.2 out of 10, Wonderful, (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 AED 569
AED 993 total
includes taxes & fees
11 Oct - 12 Oct
Charming 2-bedroom house Phoenixville
Smart TV, fireplace, DVD player, books

19. Cozy hideaway on your own corner of our homestead

Cozy hideaway on your own corner of our homestead
Reinholds
9.8 out of 10, Exceptional, (155 reviews)
"Wonderful stay! "
United States
Adam V.
The price is AED 327
AED 604 total
includes taxes & fees
14 Sep - 15 Sep
Cozy hideaway on your own corner of our homestead
Dining

20. Walkable Neighborhood: Updated Morton Home!

Walkable Neighborhood: Updated Morton Home!
Morton
9.8 out of 10, Exceptional, (6 reviews)
"Great experience while staying here"
United States
Gianni G.
The price is AED 485
AED 991 total
includes taxes & fees
13 Sep - 14 Sep
Walkable Neighborhood: Updated Morton 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 Downingtown Hotel Reviews

Brandywine River Hotel

Brandywine River Hotel

10/10 Excellent
"Very comfortable room and walkable dinner n breakfast choices were very good!"
Andrew 1-night trip
Posted 7 hours ago
Brandywine River Hotel