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Holiday Homes in Downingtown

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Downingtown holiday homes

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 NZ$290
includes taxes & fees
7 Nov - 8 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$1,000
includes taxes & fees
16 Nov - 17 Nov
Riverfront Retreat - Convenience + Kayaks - 3 bed 2 ba
A modern kitchen with a central island, bar stools, wooden cabinets, and a large window.

3. 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$500
includes taxes & fees
28 Oct - 29 Oct
Underground Railroad 4 Bedroom Farmhouse
A two-story house with a porch, a swing chair, and a garden.

4. 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 NZ$759
includes taxes & fees
27 Oct - 28 Oct
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 NZ$1,082
includes taxes & fees
27 Oct - 28 Oct
Comfort, Fun, & charming! - 5BR oasis w/ Pool
A spacious kitchen with white cabinetry, a black refrigerator, and a wooden floor.

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 NZ$876
includes taxes & fees
12 Nov - 13 Nov
Modern & Cozy 4 bd/3 ba WC convenience!
A covered patio area with a wooden bench, a small bar area, and a staircase leading to an upper level.

7. 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 NZ$559
includes taxes & fees
1 Nov - 2 Nov
Underground Railroad Barn
A modern interior with a sofa, a coffee table, and a kitchen area with a dining set.

8. 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$380
includes taxes & fees
3 Nov - 4 Nov
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.

9. Heritage Haven - West Chester Borough

Heritage Haven - West Chester Borough
West Chester
9.4 out of 10, Exceptional, (11 reviews)
"Very clean, and bright. Modern kitchen and bathrooms. Well equipped. Excellent location, Walkable"
United States
joseph k.
The price is NZ$1,019
includes taxes & fees
27 Oct - 28 Oct
Heritage Haven - West Chester Borough
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
8.4 out of 10, Very good, (25 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$787
includes taxes & fees
27 Oct - 28 Oct
Kennett Square, Near Longwood Gardens & Downtown
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, (43 reviews)
"Homestead Vacation Home is a clean, comfortable and spacious house in a peaceful and private setting. With all of the basics, in addition to many extras, this place truly feels like home while being on vacation. The location is ideal as it’s situated in a rural setting yet close to many area attractions. This was our second time staying here and we would love to return again next year!"
United States
Jenny K.
The price is NZ$613
includes taxes & fees
27 Oct - 28 Oct
Homestead Guesthouse
A dining area with a white table, wicker chairs, a ceiling fan, and wall-mounted light fixtures.

12. 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 NZ$784
includes taxes & fees
3 Nov - 4 Nov
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
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, (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 NZ$386
includes taxes & fees
27 Oct - 28 Oct
Private Suite w/sitting room in the heart of Brandywine Valley
A modern living room with a herringbone wood wall, a staircase, a sofa, a coffee table, and a bookshelf.

14. Newly built Tiny House in Historic Kennett Square

Newly built Tiny House in Historic Kennett Square
Kennett Square
9.0 out of 10, Wonderful, (4 reviews)
"Home away from home"
United States
Debbie M.
The price is NZ$542
includes taxes & fees
9 Nov - 10 Nov
Newly built Tiny House in Historic Kennett Square
A modern kitchen with a black and white herringbone backsplash, stainless steel appliances, and a window with a view.

15. 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 NZ$696
includes taxes & fees
27 Oct - 28 Oct
Homey Retreat in Historic Kennett Square!!
A spacious living room with a large bed, seating area, and a fireplace.

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

Spacious 3BR Historic Home | Walk Downtown+Parking
Kennett Square
10.0 out of 10, Exceptional, (46 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.
The price is NZ$1,469
includes taxes & fees
27 Oct - 28 Oct
Spacious 3BR Historic Home | Walk Downtown+Parking
A wooden staircase leading to a white door with a 'HELLO' mat.

17. Charming 2-bedroom house Phoenixville

Charming 2-bedroom house Phoenixville
Phoenixville
9.4 out of 10, Exceptional, (27 reviews)
"Very clean and good location…short walk from Bridge St. Neva was friendly and communicative. Overall, a great stay!"
United States
Caitlin N.
The price is NZ$489
includes taxes & fees
7 Nov - 8 Nov
Charming 2-bedroom house Phoenixville
A living room with a flat-screen TV, wooden flooring, a ceiling fan, a sofa, and a window with blinds.

18. Cute 1-Bedroom in Heart of Berwyn

Cute 1-Bedroom in Heart of Berwyn
Berwyn
The price is NZ$456
includes taxes & fees
27 Oct - 28 Oct
Cute 1-Bedroom in Heart of Berwyn
A circular fire pit with a fire burning, surrounded by gravel and four tree stump seating areas.

19. Cozy hideaway on your own corner of our homestead

Cozy hideaway on your own corner of our homestead
Reinholds
9.8 out of 10, Exceptional, (158 reviews)
"Property was exactly as described and we enjoyed our stay!"
United States
Michelle M.
The price is NZ$318
includes taxes & fees
29 Oct - 30 Oct
Cozy hideaway on your own corner of our homestead
A hotel room with a large bed, a TV on a stand, a desk with a chair, and two doors.

20. Cozy 3-Bedroom in Philly Suburbs Paoli

Cozy 3-Bedroom in Philly Suburbs Paoli
Paoli
10.0 out of 10, Exceptional, (12 reviews)
"Property was great! "
United States
Leevon S.
The price is NZ$884
includes taxes & fees
3 Nov - 4 Nov
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

Best Western Plus Revere Inn & Suites

Best Western Plus Revere Inn & Suites

10/10 Excellent
"."
Eileen 2-night trip
Posted 1 hour ago
Best Western Plus Revere Inn & Suites

Find out more about Downingtown

Downingtown Holiday Homes information

Number of reviews
820
Accommodation
302 Holiday Homes
Lowest Price
NZ$290
Highest Price
NZ$1,469