Book Holiday Homes in Kennett Square

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Kennett Square

Ushmila's Nest - Private suite with 2 rooms & Bathroom.

Ushmila's Nest - Private suite with 2 rooms & Bathroom.

Wayne
The price is AU$282 per night from 19 Dec to 20 Dec
AU$282
includes taxes & fees
19 Dec - 20 Dec
With a stay at this vacation home in Wayne, you'll be within a 10-minute drive of King of Prussia Mall and Villanova University.
Ushmila's Nest - Private suite with 2 rooms & Bathroom.
Country Land Guest House - Spacious and Great for Families to Relax!

Country Land Guest House - Spacious and Great for Families to Relax!

Kinzers
Located in Kinzers, this vacation home is within a 10-minute drive of American Military Edged Weaponry Museum and The Quilt Museum.
Country Land Guest House - Spacious and Great for Families to Relax!
Spacious 5-bedroom house with WiFi, AC in welcoming Paradise

Spacious 5-bedroom house with WiFi, AC in welcoming Paradise

2 out of 5
Paradise
Located in Strasburg, this vacation home is in a rural location, within a 10-minute drive of Amish Impressions and The House of Donald Collectibles and ...
Spacious 5-bedroom house with WiFi, AC in welcoming Paradise
Save an average of 15% on thousands of hotels when you're signed in
Welsh Mountain Retreat Near Amish Country - FIREPLACE - KEURIG - EV CHARGER

Welsh Mountain Retreat Near Amish Country - FIREPLACE - KEURIG - EV CHARGER

East Earl
With a stay at this vacation home in East Earl, you'll be steps from Money Rocks County Park and a 4-minute drive from Welsh Mountain Nature Preserve.
Welsh Mountain Retreat Near Amish Country - FIREPLACE - KEURIG - EV CHARGER
Charming Glenolden House Near Airport & Philadelphia Eagles Stadium

Charming Glenolden House Near Airport & Philadelphia Eagles Stadium

Glenolden
Located in Glenolden, this vacation home is within a 15-minute drive of University of Pennsylvania and Citizens Bank Park.
Charming Glenolden House Near Airport & Philadelphia Eagles Stadium
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Elkton
Located in Elkton, this vacation home is a 3-minute drive from Upper Bay Museum and 6 minutes from Milburn Stone Theater.
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Family-Friendly Coatesville House w/ Fire Pit

Family-Friendly Coatesville House w/ Fire Pit

Coatesville
Located in Coatesville, this vacation home is a 4-minute drive from Layton Park and 6 minutes from Hibernia County Park.
Family-Friendly Coatesville House w/ Fire Pit
Historic Kennett Square

Historic Kennett Square

Kennett Square
With a stay at this vacation home in Kennett Square, you'll be within a 5-minute drive of Longwood Gardens and Longwood Cemetery.
Historic Kennett Square
Renovated 5 bedrooms.  6 beds. Great water pressure! New memory foam beds!

Renovated 5 bedrooms. 6 beds. Great water pressure! New memory foam beds!

Downingtown
With a stay at this vacation home in Downingtown, you'll be within a 5-minute drive of Hickory Park and Upland Farms.
Renovated 5 bedrooms. 6 beds. Great water pressure! New memory foam beds!
Don't see what you're looking for?
See all available properties in Kennett Square
View all properties
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.

Kennett Square Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Kennett Square vacation homes are the perfect way for you to wing it.

Holiday houses in Kennett Square let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Kennett Square in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Kennett Square adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Kennett Square with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Kennett Square vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Kennett Square Holiday Homes essential information

Accommodation
187 Holiday Homes
Lowest Price
AU$117
Highest Price
AU$282
Popular accommodation
Ushmila's Nest - Private suite with 2 rooms & Bathroom., Country Land Guest House - Spacious and Great for Families to Relax!, Spacious 5-bedroom house with WiFi, AC in welcoming Paradise, Welsh Mountain Retreat Near Amish Country - FIREPLACE - KEURIG - EV CHARGER, Charming Glenolden House Near Airport & Philadelphia Eagles Stadium, Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio, Family-Friendly Coatesville House w/ Fire Pit, Historic Kennett Square, Renovated 5 bedrooms. 6 beds. Great water pressure! New memory foam beds!

Top trending hotels in Kennett Square

Fairfield Inn by Marriott Kennett Square Brandywine Valley

Fairfield Inn by Marriott Kennett Square Brandywine Valley

2.5 out of 5
719 East Baltimore Pike, Kennett Square, PA
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 1 Jan to 2 Jan
AU$177
includes taxes & fees
1 Jan - 2 Jan 2025
With a stay at Fairfield Inn by Marriott Kennett Square Brandywine Valley in Kennett Square, you'll be in the historical district, within a 5-minute drive of ...
Fairfield Inn by Marriott Kennett Square Brandywine Valley
Hilton Wilmington/Christiana

Hilton Wilmington/Christiana

4 out of 5
100 Continental Dr, Newark, DE
The price is AU$199 per night from 5 Jan to 6 Jan
AU$199
includes taxes & fees
5 Jan - 6 Jan 2025
When you stay at Hilton Wilmington/Christiana in Newark, you'll be near the airport, a 3-minute drive from Christiana Mall and 9 minutes from University of ...
Hilton Wilmington/Christiana
DoubleTree by Hilton Hotel Wilmington

DoubleTree by Hilton Hotel Wilmington

4 out of 5
4727 Concord Pike, Wilmington, DE
Fully refundableReserve now, pay when you stay
The price is AU$180 per night from 25 Dec to 26 Dec
AU$180
includes taxes & fees
25 Dec - 26 Dec
With a stay at DoubleTree by Hilton Hotel Wilmington in Wilmington, you'll be in the business district, just steps from Brandywine Valley and a 2-minute drive ...
DoubleTree by Hilton Hotel Wilmington
Save an average of 15% on thousands of hotels when you're signed in
Exton Hotel & Conference Center

Exton Hotel & Conference Center

3.5 out of 5
815 N Pottstown Pike, Exton, PA
Fully refundableReserve now, pay when you stay
The price is AU$117 per night from 19 Dec to 20 Dec
AU$117
includes taxes & fees
19 Dec - 20 Dec
Located in Exton, Exton Hotel & Conference Center is in the business district, a 4-minute drive from Exton Square Mall and 7 minutes from Marsh Creek State ...
Exton Hotel & Conference Center
Don't see what you're looking for?
See all available properties in Kennett Square
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.