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Downingtown Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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
10.0 out of 10, Exceptional, (1 review)
"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 CA $127
CA $234 total
includes taxes & fees
Oct 21 - Oct 22
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 CA $315
CA $879 total
includes taxes & fees
Nov 16 - Nov 17
Riverfront Retreat - Convenience + Kayaks - 3 bed 2 ba
A stone frog sculpture in a garden setting with a gravel path, a wooden fence, and houses in the background.

3. Historic Farmhouse in Chester County

Historic Farmhouse in Chester County
Downingtown
10.0 out of 10, Exceptional, (23 reviews)
"Beds were comfy & location was great!"
United States
Marianne W.
The price is CA $300
CA $637 total
includes taxes & fees
Oct 19 - Oct 20
Historic Farmhouse in Chester County
A wooden pathway leading to a house with a deck.

4. Peaceful, country setting on Fountain Hill Farm

Peaceful, country setting on Fountain Hill Farm
Gap
10.0 out of 10, Exceptional, (266 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 CA $140
CA $242 total
includes taxes & fees
Oct 22 - Oct 23
Peaceful, country setting on Fountain Hill Farm
A modern kitchen with a central island, bar stools, wooden cabinets, and a large window.

5. 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 CA $177
CA $458 total
includes taxes & fees
Oct 29 - Oct 30
Underground Railroad 4 Bedroom Farmhouse
A rustic barn interior with wooden beams, a large window, and string lights.

6. Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (44 reviews)
"Very cool place! "
United States
Scott M.
The price is CA $177
CA $458 total
includes taxes & fees
Nov 4 - Nov 5
Underground Railroad Barn
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)
"This was a great stay and Dave was super responsive as we added an extra night. Would highly recommend! "
United States
Nicole L.
The price is CA $330
CA $629 total
includes taxes & fees
Oct 19 - Oct 20
Quiet Cottage In The Woods with Hot Tub
Bedroom

8. 1 Queen Bed|Nsmk,Kitchen,Sofa-Bed

1 Queen Bed|Nsmk,Kitchen,Sofa-Bed
Malvern PA
10.0 out of 10, Exceptional, (2 reviews)
"Microwave and fridge were small but helpful details I noticed immediately on arrival."
United States
Anonymous traveller
The price is CA $140
CA $156 total
includes taxes & fees
Oct 30 - Oct 31
1 Queen Bed|Nsmk,Kitchen,Sofa-Bed
A modern kitchen with white cabinets, a black countertop, and three teal bar stools.

9. 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 CA $375
CA $911 total
includes taxes & fees
Oct 19 - Oct 20
Comfort, Fun, & charming! - 5BR oasis w/ Pool
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

10. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.8 out of 10, Excellent, (23 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 CA $155
CA $635 total
includes taxes & fees
Oct 26 - Oct 27
Kennett Square, Near Longwood Gardens & Downtown
A small wooden structure with a sloped roof, surrounded by a well-maintained garden with various plants and flowers.

11. 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 CA $232
CA $441 total
includes taxes & fees
Nov 16 - Nov 17
Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!
A two-story house with a garage, a covered porch, and a stone foundation.

12. King's Country Suite

King's Country Suite
Narvon
9.8 out of 10, Exceptional, (98 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 CA $177
CA $301 total
includes taxes & fees
Oct 19 - Oct 20
King's Country Suite
A covered deck with outdoor furniture, a white fence, and a view of a green landscape.

13. 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, (200 reviews)
"Great place to stay in a great location! It was clean and very comfortable."
United States
Mark C.
The price is CA $180
CA $361 total
includes taxes & fees
Oct 19 - Oct 20
Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven
A modern kitchen with a central island, bar stools, and a refrigerator.

14. 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 CA $174
CA $315 total
includes taxes & fees
Nov 3 - Nov 4
Country Outback Cozy Home *W/Camp Fire Pit*
A spacious kitchen with a central island, large windows, and a dining area with a view of the street.

15. 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 CA $416
CA $828 total
includes taxes & fees
Oct 21 - Oct 22
Heritage Haven - West Chester Borough
A street with outdoor seating at a restaurant named "Sterling Brewery."

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

Modern & Cozy 4 bd/3 ba WC convenience!
West Chester
9.0 out of 10, Wonderful, (22 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 CA $399
CA $807 total
includes taxes & fees
Oct 19 - Oct 20
Modern & Cozy 4 bd/3 ba WC convenience!
A dining area with a white table, wicker chairs, a ceiling fan, and wall-mounted light fixtures.

17. 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 CA $227
CA $643 total
includes taxes & fees
Oct 25 - Oct 26
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
A patio area with Adirondack chairs, a stone fire pit with flames, and potted flowers.

18. 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 CA $248
CA $312 total
includes taxes & fees
Oct 25 - Oct 26
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge 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 CA $212
CA $315 total
includes taxes & fees
Oct 19 - Oct 20
Private Suite w/sitting room in the heart of Brandywine Valley
A wooden gazebo with a gravel path leading to a lake, surrounded by trees with autumn foliage.

20. Sun Retreats Lancaster County

Sun Retreats Lancaster County
3.0 star property
Narvon
8.6 out of 10, Excellent, (4 reviews)
"Very nice campground and quiet."
United States
Sherry
The price is CA $245
CA $294 total
includes taxes & fees
Oct 20 - Oct 21
Sun Retreats Lancaster County
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

Staybridge Suites Wilmington Downtown by IHG

Staybridge Suites Wilmington Downtown by IHG

10/10 Excellent
"Spacious clean room"
Yoshi 1-night trip
Posted 4 hours ago
Staybridge Suites Wilmington Downtown 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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Downingtown vacation rentals we have selected for you start as low as CA $242 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 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. 

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.