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Kennett Square Holiday Rentals

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Holiday Rentals in Kennett Square

Homey Retreat in Historic Kennett Square!!
10.0 out of 10, Exceptional, 44 reviews
"My friends and I stayed here for a girl's weekend. It was really a perfect stay. The location is great for walking to shops and restaurants. The house is so cute and beautifully decorated. There were so many little details that made us feel we were somewhere special--the kitchen had coffee, tea, and snacks set out for us. The bathroom had nice toiletries and we had plenty of towels for our group of five. The backyard patio looked very cozy and is set up for relaxing in privacy. We loved it!"
The price is NZ$505
includes taxes & fees
5 Jun - 6 Jun
Homey Retreat in Historic Kennett Square!!
Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens
10.0 out of 10, Exceptional, 7 reviews
"We couldn't have had a more positive experience! The apartment was extremely well equipped with lots of little extras and spotlessly clean. Very comfortable. The neighborhood is very enjoyable, good restaurants, galleries, shops, and an awesome little ice cream place across the street. An easy drive to Longwood Gardens, Brandywine Museum and other interesting places. Our hosts were fabulous. One evening a smoke detector battery ran low and started beeping and they were here in minutes to replace...
The price is NZ$587
includes taxes & fees
26 Jun - 27 Jun
Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens
Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven
10.0 out of 10, Exceptional, 121 reviews
"Very spacious & clean!! Beautiful country setting and convenient to most everything. The kitchen was supplied well with everything we needed to make meals and eat at the kitchen table."
The price is NZ$371
includes taxes & fees
10 Jun - 11 Jun
Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven
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White Horse Guest Home w/Pool / hot tub
9.8 out of 10, Exceptional, 136 reviews
"This is the second year I've used this house for a school group that went to see Sight and Sound, and I will/would use them again."
White Horse Guest Home w/Pool / hot tub
Cozy loft tucked away on the beautiful Chester and Lancaster County line.
10.0 out of 10, Exceptional, 74 reviews
"Absolutely an amazing trip ! The property was breath taking ! Franklin was such a wonderful addition to the farm ! The space was very nice and clean ! Went above my expectations ! Will definitely be back !"
Cozy loft tucked away on the beautiful Chester and Lancaster County line.
Ushmila's Nest - Private suite with 2 rooms & Bathroom.
10.0 out of 10, Exceptional, 16 reviews
"I do not know what is more inviting the hosts or the home. Everything is so well planned out they have all your needs thought of in advance. The location is an exceptionally beautiful residential area, and it is right next to the train stop. You can roll out of bed and be on a ride to Philly in minutes. "NOTE" the train is quiet I think we only heard it once in the two days stay. We are looking forward to coming again next year and staying. Thank you again for making us feel very much at...
The price is NZ$285
includes taxes & fees
5 Jun - 6 Jun
Ushmila's Nest - Private suite with 2 rooms & Bathroom.
Updated and renovated Hideaway Apartment with brand-new kitchen! Charming!
10.0 out of 10, Exceptional, 138 reviews
"We absolutely loved our stay, the hideaway was clean, beautiful and comfortable. Everything we could have needed was provided and wonderful little extras like the amish friendship bread and delicious coffee! It was a rainey weekend we would have loved to give Riley more attention! We will definatelt be back!"
Updated and renovated Hideaway Apartment with brand-new kitchen! Charming!
Lovely Home in the heart of Amish country
10.0 out of 10, Exceptional, 140 reviews
"House was spacious and clean and had everything we needed, plus corn hole! Great time spent with friends visiting Amish country."
Lovely Home in the heart of Amish country
Private & Charming Cottage In Rural Lancaster County - 5 mile from attractions
10.0 out of 10, Exceptional, 10 reviews
"Perfect place to stay, already missing the sounds of the horse and buggies going by the house! It is a little expensive, but you definitely get what you pay for!"
Private & Charming Cottage In Rural Lancaster County - 5 mile from attractions
Family-friendly, 1 mile from Intercourse Village and Kitchen Kettle PA
10.0 out of 10, Exceptional, 118 reviews
"We really enjoyed our weekend at the property. There was a small issue with our code not working on the door when we arrived, but this was quickly resolved by the property manager and later on, the property owner dropped by to ensure we were settling in okay and to personally apologize for the inconvenience. We really enjoyed the personal touches and would highly recommend this property to anyone looking for a nice, quiet property with great amenities and responsive management."
Family-friendly, 1 mile from Intercourse Village and Kitchen Kettle PA
Cottage on Historic Gentleman's Farm
9.8 out of 10, Exceptional, 192 reviews
"This was my first VRBO rental and I was not disappointed. The guest cottage was beautiful and there was music playing and fresh cut flowers to add to the welcome ambience. Everything was perfect except for perhaps some difficulty navigating the TV electronics that we were not interested in watching anyway. It was very pet friendly without additional charges. We would definitely stay here again. Thank you Chris!"
Cottage on Historic Gentleman's Farm
Ushmila's Nest- private entrance, bedroom & bathroom
10.0 out of 10, Exceptional, 7 reviews
"We were here for just one night and this place was perfect. Easy access, clean, and very responsive host. My only suggestion is to have more security between the private room and the rest of the house, there was no deadbolt between the door and it would have felt safer as a renter of a private room to have that option. Otherwise great stay."
The price is NZ$303
includes taxes & fees
5 Jul - 6 Jul
Ushmila's Nest- private entrance, bedroom & bathroom
Peaceful, country setting on Fountain Hill Farm
10.0 out of 10, Exceptional, 188 reviews
"Quiet. Peaceful. Secluded. Randy and William were very kind and attentive to our needs. They went above and beyond what we could have asked or expected."
The price is NZ$264
includes taxes & fees
10 Jun - 11 Jun
Peaceful, country setting on Fountain Hill Farm
Wayne Home w/ Spacious Yard ~ 20 Mi to Philly!
9.8 out of 10, Exceptional, 18 reviews
"Well stocked and comfortable."
Wayne Home w/ Spacious Yard ~ 20 Mi to Philly!
NEW! Comfy 1B/1B w/ Parking Spot!
9.8 out of 10, Exceptional, 8 reviews
"Loved the cottage and loved the area. Will be returning to this cottage for more Phillies games from our home in North Carolina."
The price is NZ$300
includes taxes & fees
25 Jun - 26 Jun
NEW! Comfy 1B/1B w/ Parking Spot!
Country Home In the midst of Amish farm neighborhood
9.2 out of 10, Wonderful, 25 reviews
"Exactly what we wanted. Quiet and relaxing."
The price is NZ$487
includes taxes & fees
26 Jun - 27 Jun
Country Home In the midst of Amish farm neighborhood
Historic Cottage in West Chester PA - Two miles from town.
10.0 out of 10, Exceptional, 54 reviews
"This was a cozy and lovingly appointed place to stay. It was convenient to many attractions as well as great restaurants in West Chester. The owners were warm and welcoming."
Historic Cottage in West Chester PA - Two miles from town.
Small Home Paradise - close to Lancaster attractions
10.0 out of 10, Exceptional, 26 reviews
"We would love to stay here on our next trip to Pa.You have made our stay so pleasant and the house is so neat and clean. We hope we left it the way you wanted! May God Bless you and yours. Louzetta Page&my daughters Penni and Robin and my Grandaughter Jackie ."
The price is NZ$466
includes taxes & fees
6 Jun - 7 Jun
Small Home Paradise - close to Lancaster attractions
The Lodge at Cricklewood...where time melts away....
10.0 out of 10, Exceptional, 56 reviews
"14 of us stayed here for a secluded bachelorette weekend in nature and it was truly a dream come true. The home is beautiful and comfortable for a large group, it didn’t even matter that it rained the entire time! We even canceled some of our day plans to stay and enjoy the house. The only minor down side was the water heater struggled keeping up with 14 woman’s daily hygiene needs. Overall, everything was so wonderful and Eric was very pleasant and accommodating. If you stay here you will never...
The Lodge at Cricklewood...where time melts away....
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
9.8 out of 10, Exceptional, 27 reviews
"This location was perfect for our stay during a bass tournament on the upper bay. boa parking was great and very secure compared to hotels. SAhelly was very accomadating"
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
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See all available properties in Kennett Square
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.

Other types of properties in Kennett Square you may be interested in

Fairfield Inn by Marriott Kennett Square Brandywine Valley
2.5 star property
8.8 out of 10, Excellent, 1,007 reviews
"Everything was great, but the room faces route one and was very noisy from all the traffic."
The price is NZ$244
includes taxes & fees
16 Jun - 17 Jun
Fairfield Inn by Marriott Kennett Square Brandywine Valley
La Quinta Inn & Suites by Wyndham Philadelphia Airport
2.5 star property
6.8 out of 10, 1,523 reviews
"Quiet area"
The price is NZ$178
includes taxes & fees
23 Jun - 24 Jun
La Quinta Inn & Suites by Wyndham Philadelphia Airport
Sonesta Select Newark Christiana Mall
3.0 star property
7.8 out of 10, Good, 1,008 reviews
"I had a little stupid something happen in regards to my room (a self caused issue), that left me locked out of my room. The staff was nothing but understanding & even offered me a side room until the problem was resolved. Thanks so much for everything!"
The price is NZ$197
includes taxes & fees
1 Jul - 2 Jul
Sonesta Select Newark Christiana Mall
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Kennett Square holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Kennett Square. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Kennett Square. Seeing all the best attractions is bound to make you fall in love with Kennett Square. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Kennett Square short-term rentals, that won’t be hard to do.

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?

White Horse Guest Home w/Pool / hot tub: This holiday home rental outside of Kennett Square is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with 1 hot tub and a selection of books.

How many holiday rentals are there in Kennett Square?

With 11 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.

Recent reviews of Kennett Square properties
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