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Downingtown Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

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 NZ$284
includes taxes & fees
29 Nov - 30 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 NZ$1,014
includes taxes & fees
16 Nov - 17 Nov
Riverfront Retreat - Convenience + Kayaks - 3 bed 2 ba
A rustic barn interior with wooden beams, a large window, and string lights.

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 NZ$498
includes taxes & fees
16 Nov - 17 Nov
Underground Railroad Barn
A modern kitchen with a central island, bar stools, wooden cabinets, and a large window.

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 NZ$498
includes taxes & fees
16 Nov - 17 Nov
Underground Railroad 4 Bedroom Farmhouse
A stone frog sculpture in a garden setting with a gravel path, a wooden fence, and houses in the background.

5. 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 NZ$757
includes taxes & fees
16 Nov - 17 Nov
Historic Farmhouse in Chester County
A modern kitchen with white cabinets, a black countertop, and three teal bar stools.

6. 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 NZ$1,130
includes taxes & fees
16 Nov - 17 Nov
Comfort, Fun, & charming! - 5BR oasis w/ Pool
A dock with colorful kayaks and a sailboat, a sign indicating 'Lifeguards on Duty', and a calm lake with a forested shoreline.

7. 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 NZ$745
includes taxes & fees
16 Nov - 17 Nov
Quiet Cottage In The Woods with Hot Tub
A street with outdoor seating at a restaurant named "Sterling Brewery."

8. 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 NZ$933
includes taxes & fees
16 Nov - 17 Nov
Modern & Cozy 4 bd/3 ba WC convenience!
A modern interior with a sofa, a coffee table, and a kitchen area with a dining set.

9. 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 NZ$374
includes taxes & fees
30 Nov - 1 Dec
Country Outback Cozy Home *W/Camp Fire Pit*
A small wooden structure with a sloped roof, surrounded by a well-maintained garden with various plants and flowers.

10. 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, (105 reviews)
"Beautiful rooms and property. Maybe a little small for more than two people."
United States
Rebecca S.
The price is NZ$472
includes taxes & fees
17 Nov - 18 Nov
Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!
A spacious hotel lobby with a reception desk, a sofa, a coffee table, and a chandelier.

11. 1 Queen Bed|Nsmk,Kitchen,Sofa-Bed

1 Queen Bed|Nsmk,Kitchen,Sofa-Bed
Malvern PA
7.0 out of 10, Good, (4 reviews)
"Microwave and fridge were small but helpful details I noticed immediately on arrival."
United States
Anonymous traveller
The price is NZ$187
includes taxes & fees
15 Dec - 16 Dec
1 Queen Bed|Nsmk,Kitchen,Sofa-Bed
A spacious kitchen with a central island, large windows, and a dining area with a view of the street.

12. 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 NZ$991
includes taxes & fees
16 Nov - 17 Nov
Heritage Haven - West Chester Borough
A wooden pathway leading to a house with a deck.

13. Peaceful, country setting on Fountain Hill Farm

Peaceful, country setting on Fountain Hill Farm
Gap
10.0 out of 10, Exceptional, (269 reviews)
"Great place!"
United States
Ed O.
The price is NZ$286
includes taxes & fees
19 Nov - 20 Nov
Peaceful, country setting on Fountain Hill Farm
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, (28 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 NZ$779
includes taxes & fees
16 Nov - 17 Nov
Kennett Square, Near Longwood Gardens & Downtown
A two-story house with a garage, a covered porch, and a stone foundation.

15. King's Country Suite

King's Country Suite
Narvon
9.8 out of 10, Exceptional, (100 reviews)
"We had a great time staying here. The directions to find and access the place were easy to follow. The bedroom was very comfortable (nice and toasty despite the chilly weather) and the facilities were great. And what a special treat to find fresh-baked muffins upon arrival!"
United States
Sapana V.
The price is NZ$353
includes taxes & fees
16 Nov - 17 Nov
King's Country Suite
A covered porch with stone walls, two wicker chairs, and string lights.

16. Homestead Guesthouse

Homestead Guesthouse
Honey Brook
10.0 out of 10, Exceptional, (44 reviews)
"Definitely will stay again."
United States
robert k.
The price is NZ$556
includes taxes & fees
17 Nov - 18 Nov
Homestead Guesthouse
A covered deck with outdoor furniture, a white fence, and a view of a green landscape.

17. 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, (203 reviews)
"We loved staying here again. This was our return visit after going to see Joshua at Sight and Sound. Everything was clean and perfect and we enjoyed the atmosphere as well as the farm critters in the side yard."
United States
Breeanna R.
The price is NZ$445
includes taxes & fees
1 Dec - 2 Dec
Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven
A dining area with a brick wall, wooden shelves, and a table with chairs.

18. Family Townhome with King Bed: Sleeps 7

Family Townhome with King Bed: Sleeps 7
Parkesburg
10.0 out of 10, Exceptional, (3 reviews)
"The house was beautiful and very accommodating! We loved our stay."
United States
Robin W.
Family Townhome with King Bed: Sleeps 7
A modern kitchen with a large island, built-in cabinets, and a stainless steel refrigerator.

19. 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 NZ$557
includes taxes & fees
16 Nov - 17 Nov
Luxury Apartment in Kennett Square
A cozy RV interior with a seating area, a table with a cup, and windows providing views of greenery.

20. Simple stay - Cozy camper

Simple stay - Cozy camper
Mohnton
10.0 out of 10, Exceptional, (1 review)
"Property was clean and location was perfect for the things I wanted to do in Birdsboro and French Creek State Park. John was an excellent host who made sure I had everything I needed and answered all my questions"
United States
Alexander R.
Simple stay - Cozy camper
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

Sheraton Suites Wilmington Downtown

Sheraton Suites Wilmington Downtown

8/10 Good
"Everything was great with the hotel, however the only downside was the parking. This is not a SUV or truck friendly parking garage. Multiple people either parking between two spots or parked very close to the next spot to prevent themselves from hitting the pillars of the garage. Coming back to the hotel late at night, the last thing you want to do is play parking wars. Otherwise, it was a great stay and a pleasant place."
Kiona 1-night trip
Posted 13 hours ago
Sheraton Suites Wilmington Downtown

Find out more about Downingtown

Everything you need to know about Downingtown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Downingtown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Downingtown holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Downingtown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Downingtown. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Downingtown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Downingtown holiday rentals we have selected for you start as low as NZ$187 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Downingtown rentals

At Expedia, we put the best Downingtown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Downingtown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Downingtown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Downingtown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.