A stream flowing over rocks in a forested area.

Downingtown Vacation Rentals

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Downingtown vacation rentals

A wooden deck with a railing, surrounded by lush greenery and trees.

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.
$150 nightly
The price is $166
Sep 24 - Sep 25
Total with taxes and fees
Spacious 1-bedroom suite surrounded by nature in charming Downingtown.
A dock with colorful kayaks and a sailboat, a sign indicating 'Lifeguards on Duty', and a calm lake with a forested shoreline.

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)
"This was a great stay and Dave was super responsive as we added an extra night. Would highly recommend! "
United States
Nicole L.
$405 nightly
The price is $432
Sep 24 - Sep 25
Total with taxes and fees
Quiet Cottage In The Woods with Hot Tub
A modern kitchen with white cabinets, a black countertop, and three teal bar stools.

3. 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.
$578 nightly
The price is $638
Sep 27 - Sep 28
Total with taxes and fees
Comfort, Fun, & charming! - 5BR oasis w/ Pool
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, (22 reviews)
"Loved the beer on tap!"
United States
Kellie B.
$375 nightly
The price is $414
Sep 24 - Sep 25
Total with taxes and fees
Historic Farmhouse in Chester County
A spacious kitchen with a central island, large windows, and a dining area with a view of the street.

5. 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.
$501 nightly
The price is $555
Sep 27 - Sep 28
Total with taxes and fees
Heritage Haven - West Chester Borough
A modern kitchen with a central island, bar stools, wooden cabinets, and a large window.

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.
$246 nightly
The price is $280
Oct 7 - Oct 8
Total with taxes and fees
Underground Railroad 4 Bedroom Farmhouse
A small wooden structure with a sloped roof, surrounded by a well-maintained garden with various plants and flowers.

7. 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, (101 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.
$275 nightly
The price is $304
Sep 28 - Sep 29
Total with taxes and fees
Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!
A modern kitchen with a black and white herringbone backsplash, stainless steel appliances, and a window with a view.

8. 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.
$327 nightly
The price is $361
Sep 24 - Sep 25
Total with taxes and fees
Homey Retreat in Historic Kennett Square!!
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

9. 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, (213 reviews)
"Just perfect !"
United States
Cloudi
$201 nightly
The price is $208
Oct 1 - Oct 2
Total with taxes and fees
Private Suite w/sitting room in the heart of Brandywine Valley
A residential building with a dark front door, a small porch, and a wooden deck.

10. Hot Tub Retreat Between Philly & Lancaster

Hot Tub Retreat Between Philly & Lancaster
Parkesburg
10.0 out of 10, Exceptional, (2 reviews)
"The property was very relaxing and welcoming! Our family enjoyed the hot tub and the quiet neighborhood! We would definitely stay here again."
United States
Andrew R.
$322 nightly
The price is $350
Sep 27 - Sep 28
Total with taxes and fees
Hot Tub Retreat Between Philly & Lancaster
A covered porch with stone walls, two wicker chairs, and string lights.

11. Homestead Guesthouse

Homestead Guesthouse
Honey Brook
10.0 out of 10, Exceptional, (40 reviews)
"Definitely will stay again."
United States
robert k.
$310 nightly
The price is $342
Sep 28 - Sep 29
Total with taxes and fees
Homestead Guesthouse
A rustic barn interior with wooden beams, a large window, and string lights.

12. Underground Railroad Barn

Underground Railroad Barn
Kennett Square
10.0 out of 10, Exceptional, (41 reviews)
"Very cool place! "
United States
Scott M.
$270 nightly
The price is $307
Sep 27 - Sep 28
Total with taxes and fees
Underground Railroad Barn
An indoor dining area with tables and chairs, string lights, and plants.

13. Cozy Spring House in Gorgeous Chadds Ford!

Cozy Spring House in Gorgeous Chadds Ford!
Chadds Ford
9.8 out of 10, Exceptional, (89 reviews)
"We enjoyed Cozy Cottage and would come back again!"
United States
ken s.
$316 nightly
The price is $349
Sep 24 - Sep 25
Total with taxes and fees
Cozy Spring House in Gorgeous Chadds Ford!
A cabin with a porch and a small deck, surrounded by dense forest.

14. 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
$142 nightly
The price is $158
Sep 24 - Sep 25
Total with taxes and fees
Sun Valley Camping and RV Resort
A covered deck with outdoor furniture, a white fence, and a view of a green landscape.

15. 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.
$219 nightly
The price is $242
Sep 24 - Sep 25
Total with taxes and fees
Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven
A modern bathroom with a vanity, a coffee maker, and a sign on the counter.

16. 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.
$227 nightly
The price is $243
Sep 27 - Sep 28
Total with taxes and fees
Cottage by the Pines
A room with a large framed coastal landscape painting, a woven basket with a plant, and a framed certificate on a black console table.

17. 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.
$214 nightly
The price is $226
Sep 27 - Sep 28
Total with taxes and fees
The Travelers Havens
A dining area with a white table, wicker chairs, a ceiling fan, and wall-mounted light fixtures.

18. 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.
$396 nightly
The price is $438
Sep 30 - Oct 1
Total with taxes and fees
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
A hotel room with a large bed, a TV on a stand, a desk with a chair, and two doors.

19. Cozy 3-Bedroom in Philly Suburbs Paoli

Cozy 3-Bedroom in Philly Suburbs Paoli
Paoli
10.0 out of 10, Exceptional, (10 reviews)
"Property was great! "
United States
Leevon S.
$467 nightly
The price is $517
Sep 24 - Sep 25
Total with taxes and fees
Cozy 3-Bedroom in Philly Suburbs Paoli
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

Holiday Inn Express Hotel & Suites Philadelphia – King of Prussia by IHG

Holiday Inn Express Hotel & Suites Philadelphia – King of Prussia by IHG

10/10 Excellent
"Excellence"
freddy 5-night trip
Posted less than an hour ago
Holiday Inn Express Hotel & Suites Philadelphia – King of Prussia by IHG

Find out more about Downingtown

Everything you need to know about Downingtown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Downingtown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Downingtown vacation 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 low season months. For more hustle and bustle, you may prefer to visit Downingtown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $232 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Downingtown rentals

At Expedia, we put the best Downingtown vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Downingtown?

Yes, we have vacation rentals in Downingtown close to United Sports, or you can go with a more secluded option if you'd like a relaxing place to stay. Downingtown is known for its basketball games and forests.

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

Hilltop Haven |Slower Pace, Timeless Views: This vacation home near Downingtown is located in a rural location and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Downingtown?

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

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 vacation rentals like in Downingtown?

Vacation rentals are private properties you can book for a couple days or more in Downingtown. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family gatherings.