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
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for West Chester holiday homes

Exterior

1. Large Spacious Rancher on backroads with nature.

Large Spacious Rancher on backroads with nature.
West Chester
9.6 out of 10, Exceptional, (27 reviews)
"Always great, have stayed multiple times."
United States
Heather A.
Large Spacious Rancher on backroads with nature.
Outdoor dining

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

Modern & Cozy 4 bd/3 ba WC convenience!
West Chester
9.0 out of 10, Wonderful, (21 reviews)
"We really enjoyed this property, cozy, comfortable living room, plenty of bedrooms and bathrooms. Great location! Didn’t need anything, but the host is a great communicator!"
United States
JESSICA W.
The price is NZ$786
includes taxes & fees
14 Sept - 15 Sept
Modern & Cozy 4 bd/3 ba WC convenience!
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

3. 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, (211 reviews)
"Just perfect !"
United States
Cloudi
The price is NZ$358
includes taxes & fees
28 Aug - 29 Aug
Private Suite w/sitting room in the heart of Brandywine Valley
Interior

4. Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (38 reviews)
"Very cool place! "
United States
Scott M.
The price is NZ$539
includes taxes & fees
14 Sept - 15 Sept
Underground Railroad Barn
Microwave, oven, stovetop, dishwasher

5. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.6 out of 10, Excellent, (22 reviews)
"Great location with character! Host was friendly and communicated well."
United States
Ross G.
The price is NZ$787
includes taxes & fees
25 Aug - 26 Aug
Kennett Square, Near Longwood Gardens & Downtown
Coffee/tea maker, fridge, microwave, oven

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.
The price is NZ$588
includes taxes & fees
30 Aug - 31 Aug
Underground Railroad 4 Bedroom Farmhouse
3 bedrooms, desk, travel cot, free WiFi

7. Cozy 3-Bedroom in Philly Suburbs Paoli

Cozy 3-Bedroom in Philly Suburbs Paoli
Paoli
10.0 out of 10, Exceptional, (9 reviews)
"Property was great! "
United States
Leevon S.
The price is NZ$801
includes taxes & fees
24 Aug - 25 Aug
Cozy 3-Bedroom in Philly Suburbs Paoli
Exterior detail

8. Ushmila's Nest- private entrance, bedroom & bathroom

Ushmila's Nest- private entrance, bedroom & bathroom
Wayne
10.0 out of 10, Exceptional, (59 reviews)
"Very nice, comfortable, clean place to stay. Very easy communication with the host. Was the perfect place for our stay."
United States
Barb
The price is NZ$374
includes taxes & fees
16 Sept - 17 Sept
Ushmila's Nest- private entrance, bedroom & bathroom
Living area

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)
"Five bedrooms and plenty of space inside and outside. There is a great swimming pool for those who vacation here in warm weather. Nearby Bella Rosa has excellent food "
United States
Tom M.
The price is NZ$1,070
includes taxes & fees
2 Sept - 3 Sept
Comfort, Fun, & charming! - 5BR oasis w/ Pool
Property grounds

10. 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.
The price is NZ$699
includes taxes & fees
26 Aug - 27 Aug
Historic Farmhouse in Chester County
Dining

11. 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$824
includes taxes & fees
24 Aug - 25 Aug
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
Exterior detail

12. Charming 2-bedroom house Phoenixville

Charming 2-bedroom house Phoenixville
Phoenixville
9.2 out of 10, Wonderful, (21 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$455
includes taxes & fees
19 Aug - 20 Aug
Charming 2-bedroom house Phoenixville
Coffee/tea maker, fridge, microwave, oven

13. Homey Retreat in Historic Kennett Square!!

Homey Retreat in Historic Kennett Square!!
Kennett Square
10.0 out of 10, Exceptional, (106 reviews)
"Great find in a very nice location. HIGHLY recommend! "
United States
Bob E.
The price is NZ$678
includes taxes & fees
25 Aug - 26 Aug
Homey Retreat in Historic Kennett Square!!
Dining

14. Walkable Neighborhood: Updated Morton Home!

Walkable Neighborhood: Updated Morton Home!
Morton
9.8 out of 10, Exceptional, (6 reviews)
"Great experience while staying here"
United States
Gianni G.
The price is NZ$472
includes taxes & fees
20 Aug - 21 Aug
Walkable Neighborhood: Updated Morton Home!
Interior

15. 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, (54 reviews)
"What a lovely old house, full of fun spaces and bedrooms for the full family. A great big kitchen, large dining room, game room and more- gave us space to be together, and apart!"
United States
Elizabeth J.
The price is NZ$2,823
includes taxes & fees
13 Sept - 14 Sept
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens
Interior

16. The Travelers Havens

The Travelers Havens
Parkesburg
8.8 out of 10, Excellent, (9 reviews)
"Property was very clean, host was easy to contact - location accessible to many restaurants and convinces. "
United States
Robin K.
The price is NZ$382
includes taxes & fees
19 Aug - 20 Aug
The Travelers Havens
Property grounds

17. Country Outback Cozy Home *W/Camp Fire Pit*

Country Outback Cozy Home *W/Camp Fire Pit*
Parkesburg
9.8 out of 10, Exceptional, (47 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$325
includes taxes & fees
19 Aug - 20 Aug
Country Outback Cozy Home *W/Camp Fire Pit*
TV, offices

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

Spacious 3BR Historic Home | Walk Downtown+Parking
Kennett Square
10.0 out of 10, Exceptional, (45 reviews)
"Very comfortable, well furnished, and attractive. Kitchen is exceptional. Two-blocks easy walking distance to Kennett Square main street with shopping and dining options.We enjoyed our stay."
United States
John C.
The price is NZ$1,516
includes taxes & fees
19 Aug - 20 Aug
Spacious 3BR Historic Home | Walk Downtown+Parking
Property grounds

19. New Construction townhome close to everything downtown w/transparent pricing

New Construction townhome close to everything downtown w/transparent pricing
Hilltop
9.6 out of 10, Exceptional, (29 reviews)
"We love this townhouse, close to everything!"
United States
Judy P.
The price is NZ$309
includes taxes & fees
26 Aug - 27 Aug
New Construction townhome close to everything downtown w/transparent pricing
Smart TV

20. Urban Escape 12 mins from Phila Airport

Urban Escape 12 mins from Phila Airport
Collingdale
The price is NZ$337
includes taxes & fees
16 Sept - 17 Sept
Urban Escape 12 mins from Phila Airport
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

Loews Philadelphia Hotel

Loews Philadelphia Hotel

10/10 Excellent
"Great location. The staff was exceptional"
ATHINA 2-night trip
Posted less than an hour ago
Loews Philadelphia Hotel

Find out more about West Chester

West Chester Holiday Homes information

Number of reviews
719
Accommodation
562 Holiday Homes
Lowest Price
NZ$309
Highest Price
NZ$2,823