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Search Vacation Homes in Kennett Square

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Feb 20 - Feb 22

Our top choices for Kennett Square vacation homes

Interior
Underground Railroad Barn

Vacation Home in Kennett Square

Underground Railroad Barn
9.8 out of 10, Exceptional, (29)
"Great little gem! Convenient location and a nice yard for the dog to play."
United States
Joanne S.
$284 nightly
The price is $322
Jan 4 - Jan 5, 2026
Total with taxes and fees
Underground Railroad Barn
Interior
Kennett Square, Near Longwood Gardens & Downtown

Vacation Home in Kennett Square

Kennett Square, Near Longwood Gardens & Downtown
8.0 out of 10, Very Good, (15)
"Great location with character! Host was friendly and communicated well."
United States
Ross G.
$437 nightly
The price is $482
Jan 4 - Jan 5, 2026
Total with taxes and fees
Kennett Square, Near Longwood Gardens & Downtown
Interior
Underground Railroad 4 Bedroom Farmhouse

Vacation Home in Kennett Square

Underground Railroad 4 Bedroom Farmhouse
9.8 out of 10, Exceptional, (24)
"Very nice and clean! "
United States
Virginie M.
$347 nightly
The price is $393
Jan 4 - Jan 5, 2026
Total with taxes and fees
Underground Railroad 4 Bedroom Farmhouse
Fridge, microwave, oven, stovetop
The Historic Walton House by RPG

Vacation Home in Kennett Square

The Historic Walton House by RPG
10.0 out of 10, Exceptional, (40)
"I couldn’t rate our stay any higher! The property, the location, the communication were all subperb. I would stay here again and again. "
United States
Tina S.
The Historic Walton House by RPG
Fridge, microwave, oven, stovetop
Homey Retreat in Historic Kennett Square!!

Vacation Home in Kennett Square

Homey Retreat in Historic Kennett Square!!
10.0 out of 10, Exceptional, (85)
"One of the nicest properties we have stayed at. Fantastic amenities. Highly recommend!!"
United States
Stephen
$295 nightly
The price is $326
Jan 4 - Jan 5, 2026
Total with taxes and fees
Homey Retreat in Historic Kennett Square!!
Property grounds
Ushmila's Nest- private entrance, bedroom & bathroom

Vacation Home in Wayne

Ushmila's Nest- private entrance, bedroom & bathroom
9.8 out of 10, Exceptional, (45)
"Property was easy access to and from parking . Great location "
United States
David G.
$180 nightly
The price is $199
Dec 23 - Dec 24
Total with taxes and fees
Ushmila's Nest- private entrance, bedroom & bathroom
Terrace/patio
Country Outback Cozy Home *W/Camp Fire Pit*

Vacation Home in Parkesburg

Country Outback Cozy Home *W/Camp Fire Pit*
9.8 out of 10, Exceptional, (42)
"Nice quiet place to stay and enjoy beautiful Lancaster county!"
United States
April J.
$190 nightly
The price is $191
Jan 12 - Jan 13, 2026
Total with taxes and fees
Country Outback Cozy Home *W/Camp Fire Pit*
Fridge, microwave, oven, stovetop
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Vacation Home in Elkton

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
10.0 out of 10, Exceptional, (1)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
$322 nightly
The price is $341
Dec 23 - Dec 24
Total with taxes and fees
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Interior
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses

Vacation Home in Nottingham

Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
2.0 star property
9.2 out of 10, Wonderful, (13)
"We had an excellent stay"
United States
Meagan
$208 nightly
The price is $230
Dec 25 - Dec 26
Total with taxes and fees
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
Exterior
Ushmila's Nest - Private suite with 2 rooms & Bathroom.

Vacation Home in Wayne

Ushmila's Nest - Private suite with 2 rooms & Bathroom.
9.8 out of 10, Exceptional, (51)
"We had a wonderful stay at Ushmila’s nest. The hosts were attentive when we arrived and responded right away when we had a need or a question. We would stay here again. "
United States
Erika A.
$181 nightly
The price is $200
Dec 28 - Dec 29
Total with taxes and fees
Ushmila's Nest - Private suite with 2 rooms & Bathroom.
Stylish Private Suite in the heart of Brandywine Valley

Vacation Home in Wilmington

Stylish Private Suite in the heart of Brandywine Valley
10.0 out of 10, Exceptional, (195)
"Great time and friendly people "
United States
Karl
$195 nightly
The price is $201
Jan 3 - Jan 4, 2026
Total with taxes and fees
Stylish Private Suite in the heart of Brandywine Valley
1 bedroom
Summer Rustic Camping with AC and King Bed

Vacation Home in Elkton

Summer Rustic Camping with AC and King Bed
9.6 out of 10, Exceptional, (5)
"The owners were very attentive to our needs, and everything was exactly as advertised. We came up for a horse show in Maryland and the convenience to the grounds was exceptional, and everything was wonderful from the privacy to the beauty of the property."
United States
Rees L.
$158 nightly
The price is $159
Dec 23 - Dec 24
Total with taxes and fees
Summer Rustic Camping with AC and King Bed
Terrace/patio
Historic Farmhouse in Chester County

Vacation Home in Downingtown

Historic Farmhouse in Chester County
10.0 out of 10, Exceptional, (13)
"This property was historic but maintained so well it felt very comfortable!"
United States
David B.
$261 nightly
The price is $288
Jan 3 - Jan 4, 2026
Total with taxes and fees
Historic Farmhouse in Chester County
Exterior detail
Charming 2-bedroom house Phoenixville

Vacation Home in Phoenixville

Charming 2-bedroom house Phoenixville
10.0 out of 10, Exceptional, (11)
"Everything was easy and we love the location!"
United States
Laura R.
$244 nightly
The price is $269
Jan 2 - Jan 3, 2026
Total with taxes and fees
Charming 2-bedroom house Phoenixville
Property grounds
Small Home Paradise - close to Lancaster attractions

Vacation Home in Paradise

Small Home Paradise - close to Lancaster attractions
10.0 out of 10, Exceptional, (76)
"Very clean and welcoming! Great location!"
United States
Karen L.
$231 nightly
The price is $254
Dec 31 - Jan 1, 2026
Total with taxes and fees
Small Home Paradise - close to Lancaster attractions
Property grounds
Homestead Guesthouse

Vacation Home in Honey Brook

Homestead Guesthouse
10.0 out of 10, Exceptional, (26)
"We spent a wonderful week making memories and the place had everything we needed. "
United States
Robert D.
$277 nightly
The price is $306
Jan 5 - Jan 6, 2026
Total with taxes and fees
Homestead Guesthouse
Property grounds
New Construction townhome close to everything downtown w/transparent pricing

Vacation Home in Hilltop

New Construction townhome close to everything downtown w/transparent pricing
9.6 out of 10, Exceptional, (23)
"Very nice and clean. We do work on Fire Apparatus in the area and this will be my go to spot when in the area."
United States
Peter F.
$198 nightly
The price is $205
Jan 4 - Jan 5, 2026
Total with taxes and fees
New Construction townhome close to everything downtown w/transparent pricing
2 bedrooms, WiFi
Private townhouse near downtown and state park

Vacation Home in Downtown Wilmington

Private townhouse near downtown and state park
9.4 out of 10, Exceptional, (12)
"Great little spot in a perfect location for us"
United States
j m.
$266 nightly
The price is $273
Dec 29 - Dec 30
Total with taxes and fees
Private townhouse near downtown and state park
Interior
The Travelers Havens

Vacation Home in Parkesburg

The Travelers Havens
2.0 star property
$209 nightly
The price is $221
Dec 23 - Dec 24
Total with taxes and fees
The Travelers Havens
Interior
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Vacation Home in Newark

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
9.6 out of 10, Exceptional, (21)
"Very nice property, just right size for our needs. Great neighborhood. Kitchen very nice, check in easy."
United States
Lori W.
$326 nightly
The price is $335
Dec 30 - Dec 31
Total with taxes and fees
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
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

Brandywine River Hotel

Brandywine River Hotel

10/10 Excellent
"The ease of check-in was great. The room was clean and bed comfortable. It is very close to Longwood Gardens and Winterthur."
Joseph 2-night trip
Posted 15 hours ago
Brandywine River Hotel

Find out more about Kennett Square

Kennett Square Vacation Homes information

Number of reviews
718
Accommodation
266 Vacation Homes
Lowest Price
$159
Highest Price
$482

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