A pond with lily pads and purple water lilies.

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Kennett Square holiday homes

A rustic barn interior with wooden beams, a large window, and string lights.

1. Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (39 reviews)
"Very cool place! "
United States
Scott M.
The price is £233
includes taxes & fees
14 Sept - 15 Sept
Underground Railroad Barn
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

2. 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 £340
includes taxes & fees
8 Sept - 9 Sept
Kennett Square, Near Longwood Gardens & Downtown
A dining area with a white table, wicker chairs, a ceiling fan, and wall-mounted light fixtures.

3. 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 £348
includes taxes & fees
7 Sept - 8 Sept
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
A modern kitchen with a central island, bar stools, wooden cabinets, and a large window.

4. 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 £296
includes taxes & fees
8 Sept - 9 Sept
Underground Railroad 4 Bedroom Farmhouse
A modern kitchen with a black and white herringbone backsplash, stainless steel appliances, and a window with a view.

5. Homey Retreat in Historic Kennett Square!!

Homey Retreat in Historic Kennett Square!!
Kennett Square
10.0 out of 10, Exceptional, (107 reviews)
"Great find in a very nice location. HIGHLY recommend! "
United States
Bob E.
The price is £300
includes taxes & fees
2 Sept - 3 Sept
Homey Retreat in Historic Kennett Square!!
A spacious living room with a large bed, seating area, and a fireplace.

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

Spacious 3BR Historic Home | Walk Downtown+Parking
Kennett Square
10.0 out of 10, Exceptional, (45 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 £639
includes taxes & fees
31 Aug - 1 Sept
Spacious 3BR Historic Home | Walk Downtown+Parking
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

7. 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 £163
includes taxes & fees
29 Aug - 30 Aug
Private Suite w/sitting room in the heart of Brandywine Valley
A garden with a fountain, surrounded by lush greenery and flowering plants.

8. 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 £137
includes taxes & fees
8 Sept - 9 Sept
New Construction townhome close to everything downtown w/transparent pricing
A living room with a dark grey sectional sofa, a round wooden coffee table, and a small side table.

9. Cozy Pet Friendly House

Cozy Pet Friendly House
Wilmington
The price is £141
includes taxes & fees
31 Aug - 1 Sept
Cozy Pet Friendly House
A living room with a fireplace, two sofas, a zebra rug, and a ceiling fan.

10. Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group

Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group
Wilmington
9.0 out of 10, Wonderful, (8 reviews)
"Comfy cozy… home away from home. Location was perfectly centered for the activities we did and the restaurants we chose. Beds and sheets were great and plenty of hot water. We had a nice relaxing stay."
United States
carla k.
The price is £272
includes taxes & fees
31 Aug - 1 Sept
Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group
A modern kitchen with white cabinetry, a built-in microwave, a stainless steel oven, and pendant lighting.

11. 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 £164
includes taxes & fees
1 Sept - 2 Sept
Country Outback Cozy Home *W/Camp Fire Pit*
A modern kitchen with white cabinets, a black countertop, and three teal bar stools.

12. 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 £478
includes taxes & fees
2 Sept - 3 Sept
Comfort, Fun, & charming! - 5BR oasis w/ Pool
A wooden deck with a railing, surrounded by lush greenery and trees.

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

Spacious 1-bedroom suite surrounded by nature in charming Downingtown.
Downingtown
The price is £124
includes taxes & fees
30 Aug - 31 Aug
Spacious 1-bedroom suite surrounded by nature in charming Downingtown.
A stone frog sculpture in a garden setting with a gravel path, a wooden fence, and houses in the background.

14. 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 £294
includes taxes & fees
30 Aug - 31 Aug
Historic Farmhouse in Chester County
A room with a large framed coastal landscape painting, a woven basket with a plant, and a framed certificate on a black console table.

15. 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 £170
includes taxes & fees
30 Aug - 31 Aug
The Travelers Havens
A modern bathroom with a vanity, a coffee maker, and a sign on the counter.

16. Cottage by the Pines

Cottage by the Pines
Parkesburg
8.8 out of 10, Excellent, (5 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 £181
includes taxes & fees
30 Aug - 31 Aug
Cottage by the Pines
A dining area with a rectangular table, red chairs, and hanging pendant lights.

17. Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Newark
9.6 out of 10, Exceptional, (25 reviews)
"Very nice property, just right size for our needs. Great neighborhood. Kitchen very nice, check in easy."
United States
Lori W.
The price is £243
includes taxes & fees
7 Sept - 8 Sept
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a wooden floor.

18. Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Elkton
9.8 out of 10, Exceptional, (6 reviews)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is £266
includes taxes & fees
8 Sept - 9 Sept
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

19. Honey Brook Amish Farm Stay

Honey Brook Amish Farm Stay
Honey Brook
The price is £189
includes taxes & fees
1 Sept - 2 Sept
Honey Brook Amish Farm Stay
A spacious kitchen with a central island, large windows, and a dining area with a view of the street.

20. Heritage Haven - West Chester Borough

Heritage Haven - West Chester Borough
West Chester
9.2 out of 10, Wonderful, (10 reviews)
"Great place and Michael could not have been more hospitable. "
United States
Kirk L.
The price is £418
includes taxes & fees
31 Aug - 1 Sept
Heritage Haven - West Chester Borough
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 Kennett Square Hotel Reviews

Staybridge Suites Wilmington Downtown by IHG

Staybridge Suites Wilmington Downtown by IHG

10/10 Excellent
"Everything was great would stay again"
Quanesha 4-night trip
Posted 4 hours ago
Staybridge Suites Wilmington Downtown by IHG

Find out more about Kennett Square

Kennett Square Holiday Homes information

Number of reviews
577
Accommodation
272 Holiday Homes
Lowest Price
£124
Highest Price
£639