A street lined with historic buildings, a sign for Kildogge's Pub, and a banner for West Chester Restaurant Week.

Holiday Homes in West Chester

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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 West Chester holiday homes

A street with outdoor seating at a restaurant named "Sterling Brewery."

1. 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 AU$610
includes taxes & fees
1 Nov - 2 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.

2. 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 AU$779
includes taxes & fees
1 Nov - 2 Nov
Heritage Haven - West Chester Borough
A wooden staircase leading up to a deck with a lantern on the side.

3. 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 AU$225
includes taxes & fees
9 Nov - 10 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.

4. 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 AU$775
includes taxes & fees
22 Nov - 23 Nov
Riverfront Retreat - Convenience + Kayaks - 3 bed 2 ba
A rustic barn interior with wooden beams, a large window, and string lights.

5. Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (45 reviews)
"Very cool place! "
United States
Scott M.
The price is AU$431
includes taxes & fees
1 Nov - 2 Nov
Underground Railroad Barn
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

6. 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 AU$291
includes taxes & fees
3 Nov - 4 Nov
Private Suite w/sitting room in the heart of Brandywine Valley
A modern kitchen with a central island, bar stools, wooden cabinets, and a large window.

7. 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 AU$478
includes taxes & fees
5 Nov - 6 Nov
Underground Railroad 4 Bedroom Farmhouse
A modern kitchen with white cabinets, a black countertop, and three teal bar stools.

8. 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 AU$890
includes taxes & fees
2 Nov - 3 Nov
Comfort, Fun, & charming! - 5BR oasis w/ Pool
A cozy living room with a rustic brick wall, two armchairs, a tufted ottoman, and a chandelier.

9. Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens
Chadds Ford
9.8 out of 10, Exceptional, (56 reviews)
"Beautiful property for a group weekend!"
United States
Lillian E.
The price is AU$2,249
includes taxes & fees
2 Nov - 3 Nov
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens
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 AU$606
includes taxes & fees
2 Nov - 3 Nov
Kennett Square, Near Longwood Gardens & Downtown
A living room with a flat-screen TV, wooden flooring, a ceiling fan, a sofa, and a window with blinds.

11. Cute 1-Bedroom in Heart of Berwyn

Cute 1-Bedroom in Heart of Berwyn
Berwyn
The price is AU$378
includes taxes & fees
11 Nov - 12 Nov
Cute 1-Bedroom in Heart of Berwyn
A hotel room with a large bed, a TV on a stand, a desk with a chair, and two doors.

12. 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 AU$686
includes taxes & fees
3 Nov - 4 Nov
Cozy 3-Bedroom in Philly Suburbs Paoli
A modern living room with a herringbone wood wall, a staircase, a sofa, a coffee table, and a bookshelf.

13. 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 AU$427
includes taxes & fees
9 Nov - 10 Nov
Newly built Tiny House in Historic Kennett Square
A dining area with a white table, wicker chairs, a ceiling fan, and wall-mounted light fixtures.

14. 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 AU$582
includes taxes & fees
10 Nov - 11 Nov
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
A stone frog sculpture in a garden setting with a gravel path, a wooden fence, and houses in the background.

15. 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 AU$598
includes taxes & fees
1 Nov - 2 Nov
Historic Farmhouse in Chester County
A modern kitchen with a black and white herringbone backsplash, stainless steel appliances, and a window with a view.

16. 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 AU$546
includes taxes & fees
3 Nov - 4 Nov
Homey Retreat in Historic Kennett Square!!
A spacious living room with a large bed, seating area, and a fireplace.

17. 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.
Spacious 3BR Historic Home | Walk Downtown+Parking
A wooden staircase leading to a white door with a 'HELLO' mat.

18. 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 AU$388
includes taxes & fees
7 Nov - 8 Nov
Charming 2-bedroom house Phoenixville
A modern interior with a sofa, a coffee table, and a kitchen area with a dining set.

19. 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 AU$303
includes taxes & fees
18 Nov - 19 Nov
Country Outback Cozy Home *W/Camp Fire Pit*
A kitchen with white cabinets, a dishwasher, a window with a view of greenery, and a door with a glass panel.

20. Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking

Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking
Wilmington
10.0 out of 10, Exceptional, (5 reviews)
"The property is very clean, recently updated and had more than enough room for the four of us staying. There was even an extra bedroom with 2 twin beds we didn't need. The neighborhood was super quiet and perfect to come back to after long days of adventure in the area."
United States
Grant S.
The price is AU$496
includes taxes & fees
2 Nov - 3 Nov
Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking
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 West Chester Hotel Reviews

Doubletree by Hilton Philadelphia Airport

Doubletree by Hilton Philadelphia Airport

10/10 Excellent
"The staff had wonderful service, the pool was warm and clean, the room was cleaned for the gods loved my stay definitely going back"
Leola 1-night trip
Posted 15 hours ago
Doubletree by Hilton Philadelphia Airport

Find out more about West Chester

West Chester Holiday Homes information

Number of reviews
682
Accommodation
541 Holiday Homes
Lowest Price
AU$225
Highest Price
AU$2,249