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Kennett Square Vacation Rentals

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Vacation Rentals in Kennett Square

Outdoor dining
Charming Carriage House in the Heart of Kennett

Cottage in Kennett Square

10.0 out of 10, Exceptional, (37)
"Just what we were hoping for."
United States
Anonymous traveler
$401 nightly
The price is $443
Dec 7 - Dec 8
Total with taxes and fees
Charming Carriage House in the Heart of Kennett
Stylish Private Suite in the heart of Brandywine Valley

Vacation Home in Wilmington

10.0 out of 10, Exceptional, (194)
"Great time and friendly people "
United States
Karl
$194 nightly
The price is $200
Dec 7 - Dec 8
Total with taxes and fees
Stylish Private Suite in the heart of Brandywine Valley
Fridge, microwave, oven, stovetop
Charming 2-bedroom house with WiFi, AC in marvelous Wilmington

Vacation Home in South Wilmington

2.0 out of 10, (2)
"Never heard from host. Expedia had to cancel reservation."
United States
Josh
Charming 2-bedroom house with WiFi, AC in marvelous Wilmington
Exterior detail
Charming 2-bedroom house Phoenixville

Vacation Home in Phoenixville

9.8 out of 10, Exceptional, (9)
"Very clean and a great location. "
United States
Daniel C.
$209 nightly
The price is $231
Dec 22 - Dec 23
Total with taxes and fees
Charming 2-bedroom house Phoenixville
Outdoor dining
Chesapeake Bay House with Dock & Private Beach

Vacation Home in Elkton

10.0 out of 10, Exceptional, (178)
"We loved this house and had the best time!!"
United States
Laura C.
Chesapeake Bay House with Dock & Private Beach
Interior
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

Vacation Home in Chadds Ford

9.8 out of 10, Exceptional, (41)
"Perfect house! Host was amazing. "
United States
Gretchen B.
$1,552 nightly
The price is $1,713
Dec 8 - Dec 9
Total with taxes and fees
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens
Dining
The Lodge at Cricklewood...where time melts away....

Vacation Home in West Chester

10.0 out of 10, Exceptional, (80)
"Great property!"
United States
David R.
$1,669 nightly
The price is $1,842
Dec 8 - Dec 9
Total with taxes and fees
The Lodge at Cricklewood...where time melts away....
Outdoor dining
2 Bedroom x 2 Bathroom in Malvern, PA

Aparthotel in Malvern

8.4 out of 10, Very Good, (32)
"Perfect overnight! Clean, quiet and comfortable- just what we needed!"
United States
Chelsea D.
$244 nightly
The price is $269
Dec 7 - Dec 8
Total with taxes and fees
2 Bedroom x 2 Bathroom in Malvern, PA
Terrace/patio
Family-friendly, 1 mile from Intercourse Village and Kitchen Kettle PA

Vacation Home in Gordonville

10.0 out of 10, Exceptional, (165)
"Everything was fabulous!"
United States
Deborah G.
Family-friendly, 1 mile from Intercourse Village and Kitchen Kettle PA
Outdoor dining
Cozy Spring House in Gorgeous Chadds Ford!

Cottage in Chadds Ford

10.0 out of 10, Exceptional, (66)
"Comfy, clean and comfortable. Would stay here again. Great location, location, location."
United States
Stephen D.
$310 nightly
The price is $337
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cozy Spring House in Gorgeous Chadds Ford!
Property grounds
Ushmila's Nest- private entrance, bedroom & bathroom

Vacation Home in Wayne

9.8 out of 10, Exceptional, (45)
"Property was easy access to and from parking . Great location "
United States
David G.
$181 nightly
The price is $200
Dec 7 - Dec 8
Total with taxes and fees
Ushmila's Nest- private entrance, bedroom & bathroom
Fridge, microwave, oven, stovetop
Two-story condo in luxury townhouse. Free parking.

Condo in Downtown Wilmington

9.6 out of 10, Exceptional, (16)
"This is a great place and super conveniently located. We loved all the amenities! Special shout out for the lovely towels! We would definitely stay here again!"
United States
Shelly S.
$350 nightly
The price is $360
Dec 7 - Dec 8
Total with taxes and fees
Two-story condo in luxury townhouse. Free parking.
Fridge, microwave, oven, stovetop
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Vacation Home in Elkton

9.8 out of 10, Exceptional, (44)
"This was our second time staying here and we really love it! It has everything needed and is very close &convenient to any outing we did, The house layout works great for our group of six. Already planning our next trip!! "
United States
Susan G.
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Private kitchen
Room #3 in Elkton, MD – Easy Access to I-95

Vacation Home in Elkton

2.0 star property
8.0 out of 10, Very Good, (1)
"For our first time trying shared spaces. Over all, the pros; The room was in a nice home in a very quiet and decent housing development. The home was neat decorated in a minimalist style. The bed was very comfortable, pillows and bedding, and hot shower and bath water with soap provided. The kitchen/dining area was just right for cooking and dining and cleaning up had the minimal supplies needed. The sitting areas were very relaxing to watch T.V. and or just lounge. Common bathroom off living...
United States
Nicomedes M R.
$125 nightly
The price is $133
Dec 18 - Dec 19
Total with taxes and fees
Room #3 in Elkton, MD – Easy Access to I-95
Exterior
The Stone House Between the Streams

Apartment in Gap

3.5 star property
10.0 out of 10, Exceptional, (18)
"it was a beautiful spot...clean and comfy! Excellent stay. "
United States
Brigid m.
The Stone House Between the Streams
Property grounds
Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!

Apartment in Honey Brook

10.0 out of 10, Exceptional, (86)
"The rooms were spotless and comfortable. The bathrooms were clean. Our hosts were friendly and available, and very accommodating. We would happily stay here again and again. "
United States
Jacob G.
$211 nightly
The price is $232
Dec 7 - Dec 8
Total with taxes and fees
Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!
Fridge, microwave, oven, stovetop
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

Apartment in Wilmington

8.8 out of 10, Excellent, (13)
"Very quiet place with comfortable bed. Great overnight stay!"
United States
Rhonda Y.
$170 nightly
The price is $174
Dec 7 - Dec 8
Total with taxes and fees
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
Property grounds
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Cottage in Elkton

9.8 out of 10, Exceptional, (14)
"It was a lovely home and we very much enjoyed our stay. Clean, comfortable beds and great location. "
United States
Deborah M.
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC
Dining
In the heart of Amish Paradise with GREAT view of Lancaster County!

Vacation Home in Ronks

10.0 out of 10, Exceptional, (238)
"Amazing. Highly recommend this place. The best vacation rental we have been to. The home was very nice and well furnished. The location was great. The owner was great to work with and checked to make sure everything was to our satisfaction. Also had some suggestions for places to dine and things to see in the area. We will definitely stay here again if we are in the area."
United States
Les F.
In the heart of Amish Paradise with GREAT view of Lancaster County!
Interior
Charming 2-bedroom cabin close to Fair Hill on horse farm

Cabin in Elkton

9.6 out of 10, Exceptional, (14)
"Good experience"
United States
Thomas Z.
Charming 2-bedroom cabin close to Fair Hill on horse farm
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

La Quinta Inn & Suites by Wyndham Philadelphia Airport

La Quinta Inn & Suites by Wyndham Philadelphia Airport

10/10 Excellent
"It was ok"
WILLIAM 1-night trip
Posted 3 days ago
La Quinta Inn & Suites by Wyndham Philadelphia Airport

Find out more about Kennett Square

Everything you need to know about Kennett Square vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kennett Square vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kennett Square vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kennett Square vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kennett Square. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Kennett Square in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $133 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Kennett Square rentals

At Expedia, we put the best Kennett Square vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Kennett Square rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kennett Square vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kennett Square. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Kennett Square?

Yes, we have vacation rentals close to top attractions in Kennett Square, or you can go with a more remote option if you're looking for relaxation. Visitors to Kennett Square speak positively about the picturesque gardens and restaurants in this destination. Make sure you have time to check out the shopping and festivals during your trip.

What are some of the best vacation rentals that Kennett Square has to offer?

Charming 2-bedroom house with WiFi, AC in marvelous Wilmington: This vacation home rental outside of Kennett Square offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Kennett Square?

With 13 Expedia vacation rentals, you're sure to find just the right place for your Kennett Square stay.

What can I see and do in Kennett Square?

Longwood Gardens and Brandywine Valley are a couple of lovely local spots to get outside and enjoy nature. Anson B. Nixon Park and Auburn Valley State Park are other places to visit while you're in town.

What are vacation rentals like in Kennett Square?

Vacation rentals are private properties you can reserve for several days or more in Kennett Square. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for family trips.