Photo by Jeff White

Kennett Square Holiday Rentals

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Our top choices for Kennett Square holiday rentals

Holiday Home in Kennett Square

Underground Railroad Barn
9.8 out of 10, Exceptional, (30 reviews)
"Clean and welcoming. We enjoyed the open design and especially the back patio."
United States
Lauren S.
The price is NZ$550
includes taxes & fees
24 Jan - 25 Jan
Underground Railroad Barn

Holiday Home in Kennett Square

Underground Railroad 4 Bedroom Farmhouse
9.8 out of 10, Exceptional, (26 reviews)
"Very nice and clean! "
United States
Virginie M.
The price is NZ$497
includes taxes & fees
11 Jan - 12 Jan
Underground Railroad 4 Bedroom Farmhouse
8.0 out of 10, Very good, (15 reviews)
"Great location with character! Host was friendly and communicated well."
United States
Ross G.
The price is NZ$803
includes taxes & fees
23 Jan - 24 Jan
Kennett Square, Near Longwood Gardens & Downtown
10.0 out of 10, Exceptional, (37 reviews)
"They had everything you may need there just in case and a great location. Beautiful place to stay!"
United States
William R.
The price is NZ$610
includes taxes & fees
23 Jan - 24 Jan
Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens
10.0 out of 10, Exceptional, (39 reviews)
"Beautiful "
United States
Dawn M.
The price is NZ$802
includes taxes & fees
9 Feb - 10 Feb
Charming Carriage House in the Heart of Kennett

Holiday Home in Kennett Square

Homey Retreat in Historic Kennett Square!!
10.0 out of 10, Exceptional, (89 reviews)
"One of the nicest properties we have stayed at. Fantastic amenities. Highly recommend!!"
United States
Stephen
The price is NZ$557
includes taxes & fees
19 Jan - 20 Jan
Homey Retreat in Historic Kennett Square!!
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"Excellent secluded and restful spot with great attention to detail."
United States
Jason J.
The price is NZ$378
includes taxes & fees
12 Jan - 13 Jan
New A-Frame Tiny Home Retreat -With Private Sauna!
10.0 out of 10, Exceptional, (179 reviews)
"Very nice relaxing place and location."
United States
HERBERT T.
The price is NZ$447
includes taxes & fees
15 Jan - 16 Jan
Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven
10.0 out of 10, Exceptional, (239 reviews)
"Very nice. Spotless and cozy. Fresh homemade bread and cookies. Wilma was such a beautiful person. Would stay again for sure"
United States
Robert R.
The price is NZ$243
includes taxes & fees
11 Jan - 12 Jan
Peaceful, country setting on Fountain Hill Farm
9.8 out of 10, Exceptional, (40 reviews)
"Absolutely love the accommodations. First impression when entering room was so fresh and clean."
United States
Beverly M.
The price is NZ$194
includes taxes & fees
19 Jan - 20 Jan
Country Get Away 1 Bedroom Apartment

Apartment in Bear

Cozy loft above ink shop
9.8 out of 10, Exceptional, (6 reviews)
"Cozy little place to stay that was fully stocked for a fair price compared to others in the area. Plenty of parking and quiet even with the tattoo shop below. The only thing that I would like to have had is a light on the front porch but I used my flashlight on my phone so it wasn’t too bad. I would definitely stay again."
United States
Krystle M.
The price is NZ$202
includes taxes & fees
28 Jan - 29 Jan
Cozy loft above ink shop
9.6 out of 10, Exceptional, (5 reviews)
"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.
The price is NZ$259
includes taxes & fees
12 Jan - 13 Jan
Summer Rustic Camping with AC and King Bed
10.0 out of 10, Exceptional, (1 review)
"Exactly what I needed. "
United States
Robert W.
The price is NZ$481
includes taxes & fees
13 Jan - 14 Jan
Beautiful & Convenient Studio Downtown Devon
10.0 out of 10, Exceptional, (195 reviews)
"Great time and friendly people "
United States
Karl
The price is NZ$344
includes taxes & fees
11 Jan - 12 Jan
Stylish Private Suite in the heart of Brandywine Valley
9.8 out of 10, Exceptional, (8 reviews)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
The price is NZ$280
includes taxes & fees
11 Jan - 12 Jan
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Holiday Home in Parkesburg

The Travelers Havens
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Property was very clean, host was easy to contact - location accessible to many restaurants and convinces. "
United States
Robin K.
The Travelers Havens
8.8 out of 10, Excellent, (18 reviews)
"Very quiet place with comfortable bed. Great overnight stay!"
United States
Rhonda Y.
The price is NZ$302
includes taxes & fees
18 Jan - 19 Jan
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
9.8 out of 10, Exceptional, (42 reviews)
"Nice quiet place to stay and enjoy beautiful Lancaster county!"
United States
April J.
The price is NZ$333
includes taxes & fees
12 Jan - 13 Jan
Country Outback Cozy Home *W/Camp Fire Pit*
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful property probably even better than described. Photos don't do it justice the location is great. Wonderful communication as needed. I would definitely come back here again"
United States
Joanne L.
The price is NZ$400
includes taxes & fees
12 Jan - 13 Jan
This newly renovated studio apartment is located off of Lincoln Highway in Paradise, making it an extremely central location for Lancaster County attractions. The unique decor and architecture gives it a one of a kind vibe.
6.0 out of 10, (1 review)
"I'll say up front that I should have looked closer at the listing. We were trying to be close to family. So, location sold us on it. Pros: This property is in a good location/quiet street. The unit itself was clean. The double bed was comfortable The communication/check-in/etc. were all ok. Cons: On-street parking is challenging. The property is in an old building and it shows. The unit has been painted, but it still felt very run-down. Common/Entry hallway smelled of tobacco ... "
United States
James S.
The price is NZ$505
includes taxes & fees
11 Jan - 12 Jan
Trolley Teacup Charming Cozy Studio by RedAwning
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

Find out more about Kennett Square

Everything you need to know about Kennett Square holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kennett Square holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kennett Square holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kennett Square holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kennett Square holiday rentals we have selected for you start as low as NZ$217 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kennett Square rentals

At Expedia, we put the best Kennett Square holiday 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 holiday.

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. 

Frequently asked questions

Can I find a holiday rental in Kennett Square?

Yes, there are holiday rentals close to the most popular sights in Kennett Square, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Kennett Square has to offer?

The Lodge at Cricklewood...where time melts away....: This holiday home rental outside of Kennett Square is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Kennett Square?

With 13 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Kennett Square?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kennett Square. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for small groups.