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Downingtown Holiday Rentals

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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 Downingtown holiday rentals

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 HK$706
HK$1,298 total
includes taxes & fees
22 Sept - 23 Sept
Spacious 1-bedroom suite surrounded by nature in charming Downingtown.
Beach

2. Quiet Cottage In The Woods with Hot Tub

Quiet Cottage In The Woods with Hot Tub
Glenmoore
9.6 out of 10, Exceptional, (15 reviews)
"Quaint shabby chic cottage in woodsy area. Very clean and well stocked. Host was very responsive. Good location."
United States
Kathryn Ellen T.
The price is HK$1,769
HK$3,366 total
includes taxes & fees
17 Sept - 18 Sept
Quiet Cottage In The Woods with Hot Tub
Property grounds

3. 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 HK$1,451
HK$3,223 total
includes taxes & fees
18 Sept - 19 Sept
Historic Farmhouse in Chester County
Property grounds

4. Historic Cottage in West Chester PA - Two miles from town.

Historic Cottage in West Chester PA - Two miles from town.
West Chester
10.0 out of 10, Exceptional, (110 reviews)
"Our stay was perfect."
United States
Jodi H.
The price is HK$1,161
HK$2,200 total
includes taxes & fees
17 Sept - 18 Sept
Historic Cottage in West Chester PA - Two miles from town.
Living area

5. 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 HK$2,083
HK$5,002 total
includes taxes & fees
28 Sept - 29 Sept
Comfort, Fun, & charming! - 5BR oasis w/ Pool
Outdoor dining

6. 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 HK$1,527
HK$3,416 total
includes taxes & fees
21 Sept - 22 Sept
Modern & Cozy 4 bd/3 ba WC convenience!
Interior

7. 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.
The price is HK$2,308
HK$4,383 total
includes taxes & fees
21 Sept - 22 Sept
Heritage Haven - West Chester Borough
Interior

8. 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 HK$777
HK$2,266 total
includes taxes & fees
23 Sept - 24 Sept
Underground Railroad Barn
Exterior

9. Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!

Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!
Honey Brook
10.0 out of 10, Exceptional, (100 reviews)
"Apartment had everything we needed for our stay. Very welcoming and beautiful home. Close enough to everything, yet secluded enough to enjoy the quiet. The eggs, milk, bread and jelly were amazing. Cant wait to come back. "
United States
Patrick W.
The price is HK$1,287
HK$2,374 total
includes taxes & fees
22 Sept - 23 Sept
Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!
Terrace/patio

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 HK$1,252
HK$2,651 total
includes taxes & fees
21 Sept - 22 Sept
Homestead Guesthouse
Coffee/tea maker, fridge, microwave, oven

11. Homey Retreat in Historic Kennett Square!!

Homey Retreat in Historic Kennett Square!!
Kennett Square
10.0 out of 10, Exceptional, (108 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$1,726
HK$2,741 total
includes taxes & fees
23 Sept - 24 Sept
Homey Retreat in Historic Kennett Square!!
Coffee/tea maker, fridge, microwave, oven

12. 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 HK$777
HK$2,185 total
includes taxes & fees
22 Sept - 23 Sept
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.

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, Exceptional, (212 reviews)
"Just perfect !"
United States
Cloudi
The price is HK$1,137
HK$1,691 total
includes taxes & fees
17 Sept - 18 Sept
Private Suite w/sitting room in the heart of Brandywine Valley
Outdoor dining

14. Cozy Spring House in Gorgeous Chadds Ford!

Cozy Spring House in Gorgeous Chadds Ford!
Chadds Ford
9.8 out of 10, Exceptional, (87 reviews)
"We enjoyed Cozy Cottage and would come back again!"
United States
ken s.
The price is HK$1,569
HK$2,737 total
includes taxes & fees
20 Sept - 21 Sept
Cozy Spring House in Gorgeous Chadds Ford!
Property grounds

15. Sun Valley Camping and RV Resort

Sun Valley Camping and RV Resort
2.5 star property
Narvon
8.8 out of 10, Excellent, (16 reviews)
"Was very nice we love it. "
United States
Karla
The price is HK$1,114
HK$1,236 total
includes taxes & fees
17 Sept - 18 Sept
Sun Valley Camping and RV Resort
Property grounds

16. Peaceful, country setting on Fountain Hill Farm

Peaceful, country setting on Fountain Hill Farm
Gap
10.0 out of 10, Exceptional, (260 reviews)
"Absolutely charming, relaxing and the owners are so sweet. They had absolutely every comfort of home, even toys for my daughter and milk in the fridge. This has been my favorite stay and I hope to come back with my husband for a longer stay one day !"
United States
Krystyn M.
The price is HK$777
HK$1,290 total
includes taxes & fees
17 Sept - 18 Sept
Peaceful, country setting on Fountain Hill Farm
Microwave, oven, stovetop, dishwasher

17. 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 HK$957
HK$3,638 total
includes taxes & fees
29 Sept - 30 Sept
Kennett Square, Near Longwood Gardens & Downtown
2 bedrooms, WiFi, bed sheets

18. 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 HK$1,026
HK$1,904 total
includes taxes & fees
20 Sept - 21 Sept
Cottage by the Pines
TV, offices

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

Spacious 3BR Historic Home | Walk Downtown+Parking
Kennett Square
10.0 out of 10, Exceptional, (45 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.
Spacious 3BR Historic Home | Walk Downtown+Parking
Outdoor dining

20. Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven

Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven
Parkesburg
10.0 out of 10, Exceptional, (197 reviews)
"Great place to stay in a great location! It was clean and very comfortable."
United States
Mark C.
The price is HK$918
HK$1,880 total
includes taxes & fees
24 Sept - 25 Sept
Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven
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

The Alloy King of Prussia - a DoubleTree by Hilton

The Alloy King of Prussia - a DoubleTree by Hilton

8/10 Good
"Nice accommodation. Staffs very helpful."
Mary 2-night trip
Posted 3 hours ago
The Alloy King of Prussia - a DoubleTree by Hilton

Find out more about Downingtown

Search for holiday rentals in Downingtown on Expedia! You can easily find your home rentals, villas, holiday apartments in Downingtown using one of the methods below:

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Look no further and take a look at our great range of rental properties in Downingtown!

Frequently asked questions

Can I find a holiday rental in Downingtown?

Yes, there are holiday rentals in Downingtown close to United Sports, or you can select a more secluded option if you're looking for a relaxing stay. Downingtown is known for its basketball games and forests.

What are some of the best holiday rentals that Downingtown has to offer?

Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens : This holiday home rental outside of Downingtown is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Downingtown?

Choose from 6 Expedia holiday rentals in Downingtown for a memorable holiday.

What can I see and do in Downingtown?

Family-friendly attractions include Lloyd Park, whereas Struble Trail Norwood Road Trailhead is a spot to enjoy the outdoors. Other places in town to visit include Dowington Country Club and United Sports.

What are holiday rentals like in Downingtown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Downingtown. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a small group gathering.