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Downingtown Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Downingtown holiday rentals

A wooden staircase leading up to a deck with a lantern on the side.

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 HK$706
HK$1,231 total
includes taxes & fees
12 Nov - 13 Nov
Spacious 1-bedroom suite surrounded by nature in charming Downingtown.
A modern living room with two leather armchairs, a glass coffee table, and a dining area with a wooden floor and white walls.

2. 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
A dock with colorful kayaks and a sailboat, a sign indicating 'Lifeguards on Duty', and a calm lake with a forested shoreline.

3. 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)
"We thoroughly enjoyed our stay! The cottage gave our family plenty of room to relax and unwind, far more than we would have had in a hotel. The kitchen was thoughtfully stocked, and the host's communication was outstanding. The location is a little secluded, but that's part of its charm. The scenery is beautiful, and the peaceful setting made for a truly relaxing getaway."
United States
Lisandra M.
The price is HK$1,833
HK$3,288 total
includes taxes & fees
9 Nov - 10 Nov
Quiet Cottage In The Woods with Hot Tub
A stone frog sculpture in a garden setting with a gravel path, a wooden fence, and houses in the background.

4. 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
A modern kitchen with white cabinets, a black countertop, and three teal bar stools.

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$2,176
HK$4,888 total
includes taxes & fees
8 Nov - 9 Nov
Comfort, Fun, & charming! - 5BR oasis w/ Pool
A street with outdoor seating at a restaurant named "Sterling Brewery."

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, (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 HK$1,634
HK$3,534 total
includes taxes & fees
12 Nov - 13 Nov
Modern & Cozy 4 bd/3 ba WC convenience!
A spacious kitchen with a central island, large windows, and a dining area with a view of the street.

7. Heritage Haven - West Chester Borough

Heritage Haven - West Chester Borough
West Chester
9.4 out of 10, Exceptional, (12 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$4,463 total
includes taxes & fees
9 Nov - 10 Nov
Heritage Haven - West Chester Borough
A modern kitchen with a central island, bar stools, wooden cabinets, and a large window.

8. 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$776
HK$2,167 total
includes taxes & fees
9 Nov - 10 Nov
Underground Railroad 4 Bedroom Farmhouse
A modern kitchen with a large island, built-in cabinets, and a stainless steel refrigerator.

9. Luxury Apartment in Kennett Square

Luxury Apartment in Kennett Square
Kennett Square
10.0 out of 10, Exceptional, (51 reviews)
"Great location, comfortable stay."
United States
Anonymous traveller
The price is HK$1,529
HK$2,403 total
includes taxes & fees
16 Nov - 17 Nov
Luxury Apartment in Kennett Square
A modern kitchen with white cabinetry, a built-in oven, and a dining area with a round table and chairs.

10. The Suite in a carriage house in Kennett Square

The Suite in a carriage house in Kennett Square
Kennett Square
10.0 out of 10, Exceptional, (37 reviews)
"Great base station for seeing the area, including Longview Gardens. Delightful, walkable town."
United States
Robert M.
The price is HK$1,529
HK$2,220 total
includes taxes & fees
9 Nov - 10 Nov
The Suite in a carriage house in Kennett Square
A rustic barn interior with wooden beams, a large window, and string lights.

11. 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$2,415 total
includes taxes & fees
15 Nov - 16 Nov
Underground Railroad Barn
A modern kitchen with a black and white herringbone backsplash, stainless steel appliances, and a window with a view.

12. 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$1,960
HK$2,919 total
includes taxes & fees
8 Nov - 9 Nov
Homey Retreat in Historic Kennett Square!!
A dining area with a white table, wicker chairs, a ceiling fan, and wall-mounted light fixtures.

13. 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 HK$1,298
HK$3,430 total
includes taxes & fees
13 Nov - 14 Nov
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

14. 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
9 Nov - 10 Nov
Kennett Square, Near Longwood Gardens & Downtown
An indoor dining area with tables and chairs, string lights, and plants.

15. Cozy Spring House in Gorgeous Chadds Ford!

Cozy Spring House in Gorgeous Chadds Ford!
Chadds Ford
9.8 out of 10, Exceptional, (92 reviews)
"We enjoyed Cozy Cottage and would come back again!"
United States
ken s.
The price is HK$1,568
HK$2,654 total
includes taxes & fees
15 Nov - 16 Nov
Cozy Spring House in Gorgeous Chadds Ford!
A patio area with Adirondack chairs, a stone fire pit with flames, and potted flowers.

16. Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!

Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!
Concordville
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,368
HK$1,593 total
includes taxes & fees
22 Nov - 23 Nov
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!
A spacious hotel lobby with a reception desk, a sofa, a coffee table, and a chandelier.

17. 1 Queen Bed|Nsmk,Kitchen,Sofa-Bed

1 Queen Bed|Nsmk,Kitchen,Sofa-Bed
Malvern PA
8.8 out of 10, Excellent, (3 reviews)
"Microwave and fridge were small but helpful details I noticed immediately on arrival."
United States
Anonymous traveller
The price is HK$777
HK$863 total
includes taxes & fees
17 Nov - 18 Nov
1 Queen Bed|Nsmk,Kitchen,Sofa-Bed
A covered deck with outdoor furniture, a white fence, and a view of a green landscape.

18. 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, (201 reviews)
"A cozy home away from home with a full kitchen, two bedrooms and two bathrooms. It was the perfect size and floor plan for an almost empty nester couple and our youngest adult son."
United States
Craig Z.
The price is HK$999
HK$1,902 total
includes taxes & fees
9 Nov - 10 Nov
Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven
A garden with tall blue flowers, red foliage, and a glass structure in the background.

19. 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$1,668 total
includes taxes & fees
9 Nov - 10 Nov
Private Suite w/sitting room in the heart of Brandywine Valley
A modern kitchen with a central island, bar stools, and a view of the dining area.

20. Blue Lotus Cottage, Walk to Downtown Kennett Square, Near Longwood Gardens

Blue Lotus Cottage, Walk to Downtown Kennett Square, Near Longwood Gardens
Kennett Square
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful, peaceful spot perfect for 1-2 guests. The hosts were great at communicating and the price was very reasonable!"
United States
Sarah S.
The price is HK$1,332
HK$2,487 total
includes taxes & fees
10 Nov - 11 Nov
Blue Lotus Cottage, Walk to Downtown Kennett Square, Near Longwood Gardens
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

Valley Forge Casino Resort

Valley Forge Casino Resort

8/10 Good
"Nice stay, convenient to casino, friendly guy at check in."
Laura 1-night trip
Posted 4 hours ago
Valley Forge Casino Resort

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:

  • View our selection of featured holiday rentals in Downingtown
  • Use the map to find apartments and other holiday homes in the Downingtown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Downingtown while they last

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?

Hilltop Haven |Slower Pace, Timeless Views: This holiday home rental outside of Downingtown is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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 Victory Brewing Company and Dowington Country Club.

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.