A pond with lily pads and purple water lilies.

Holiday Rentals in Chester County

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Our top choices for Chester County holiday rentals

Interior

1. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Philadelphia
9.0 out of 10, Wonderful, (25 reviews)
"Enjoying my stay"
United States
Anonymous traveller
The price is €87
includes taxes & fees
13 Aug - 14 Aug
2 Full Beds | Non-Smoking, Kitchen
Outdoor dining

2. 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 €172
includes taxes & fees
1 Sept - 2 Sept
Country Outback Cozy Home *W/Camp Fire Pit*
Microwave, oven, stovetop, dishwasher

3. 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 €391
includes taxes & fees
9 Aug - 10 Aug
Kennett Square, Near Longwood Gardens & Downtown
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 €281
includes taxes & fees
10 Aug - 11 Aug
Underground Railroad Barn
Exterior detail

5. 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 €201
includes taxes & fees
3 Aug - 4 Aug
Ushmila's Nest- private entrance, bedroom & bathroom
Outdoor dining

6. 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, (192 reviews)
"Great place to stay in a great location! It was clean and very comfortable."
United States
Mark C.
The price is €207
includes taxes & fees
31 Aug - 1 Sept
Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven
Property grounds

7. 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 €360
includes taxes & fees
3 Aug - 4 Aug
Historic Farmhouse in Chester County
Bar (on property)

8. Winery & Vineyard Loft with 1000+ acres of hiking. Farm with Goats & Horses

Winery & Vineyard Loft with 1000+ acres of hiking. Farm with Goats & Horses
Nottingham
9.6 out of 10, Exceptional, (21 reviews)
"Laura was very welcoming and we loved the loft! Such a charming place for a quiet get away!"
United States
Dominic L.
The price is €230
includes taxes & fees
31 Aug - 1 Sept
Winery & Vineyard Loft with 1000+ acres of hiking. Farm with Goats & Horses
Interior

9. The Travelers Havens

The Travelers Havens
Parkesburg
8.6 out of 10, Excellent, (8 reviews)
"Property was very clean, host was easy to contact - location accessible to many restaurants and convinces. "
United States
Robin K.
The price is €202
includes taxes & fees
16 Aug - 17 Aug
The Travelers Havens
2 bedrooms, WiFi, bed sheets

10. Cottage by the Pines

Cottage by the Pines
Parkesburg
8.6 out of 10, Excellent, (4 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.
The price is €218
includes taxes & fees
10 Aug - 11 Aug
Cottage by the Pines
Terrace/patio

11. Homestead Guesthouse

Homestead Guesthouse
Honey Brook
10.0 out of 10, Exceptional, (33 reviews)
"Definitely will stay again."
United States
robert k.
The price is €287
includes taxes & fees
10 Aug - 11 Aug
Homestead Guesthouse
Coffee/tea maker, fridge, microwave, oven

12. Blue Lotus, LUXE Cottage, in walkable Kennett Square near Longwood Gardens

Blue Lotus, LUXE Cottage, in walkable Kennett Square near Longwood Gardens
Kennett Square
10.0 out of 10, Exceptional, (6 reviews)
"It was everything we hoped it would be"
United States
Carla H.
Blue Lotus, LUXE Cottage, in walkable Kennett Square near Longwood Gardens
Exterior

13. 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, (98 reviews)
"Very clean and cozy"
United States
David M.
The price is €252
includes taxes & fees
3 Aug - 4 Aug
Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!
Dining

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, (7 reviews)
"Excellent rental walking distance to shops and restaurants. House was roomy and had everything we needed for a great stay. Fenced in yard for the pup was a great surprise!"
United States
Erin
The price is €438
includes taxes & fees
10 Aug - 11 Aug
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
Terrace/patio

15. Spacious 1-bedroom suite surrounded by nature in charming Downingtown.

Spacious 1-bedroom suite surrounded by nature in charming Downingtown.
Downingtown
The price is €148
includes taxes & fees
3 Aug - 4 Aug
Spacious 1-bedroom suite surrounded by nature in charming Downingtown.
Smart TV

16. Cozy 1-bedroom apartment in Lincoln University

Cozy 1-bedroom apartment in Lincoln University
Lincoln University
The price is €148
includes taxes & fees
10 Aug - 11 Aug
Cozy 1-bedroom apartment in Lincoln University
Exterior detail

17. Charming 2-bedroom house Phoenixville

Charming 2-bedroom house Phoenixville
Phoenixville
9.0 out of 10, Wonderful, (19 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 €239
includes taxes & fees
13 Aug - 14 Aug
Charming 2-bedroom house Phoenixville
Outdoor dining

18. Amish Countryside Escape at Forest Edge Farm

Amish Countryside Escape at Forest Edge Farm
Nottingham
10.0 out of 10, Exceptional, (2 reviews)
"Property was close enough to stores and restaurants if needed. House is located in the rural area of the county (very peaceful). Property had all of the necessary kitchen utensil, pots, pans, and dishes that was needed for this trip. "
United States
jckglss6 G.
The price is €201
includes taxes & fees
31 Aug - 1 Sept
Amish Countryside Escape at Forest Edge Farm
Sauna

19. The Peaceful Nook + Private Sauna

The Peaceful Nook + Private Sauna
Atglen
The price is €204
includes taxes & fees
31 Aug - 1 Sept
The Peaceful Nook + Private Sauna
Coffee/tea maker, fridge, microwave, oven

20. 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.
Underground Railroad 4 Bedroom Farmhouse
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 Chester County Hotel Reviews

Motto by Hilton Philadelphia Rittenhouse Square

Motto by Hilton Philadelphia Rittenhouse Square

8/10 Good
"Great location."
Adolph 1-night trip
Posted 6 hours ago
Motto by Hilton Philadelphia Rittenhouse Square

Find out more about Chester County

Holiday Homes in Chester County

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