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Kennett Square Vacation Rentals

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Kennett Square Vacation Homes

Chesapeake Bay House with Dock & Private Beach
Relax on the lakeside deck with a round table and four Adirondack chairs, surrounded by a rocky shoreline and a wooden pier.

Chesapeake Bay House with Dock & Private Beach

10.0 out of 10, Exceptional, (166)
"Great place for a long weekend. Easy travel to surrounding areas to explore."
Chesapeake Bay House with Dock & Private Beach
Sleeps up to 18 people, perfect for a family getaway
Outdoor dining

Sleeps up to 18 people, perfect for a family getaway

9.8 out of 10, Exceptional, (14)
"Nice and clean!"
Sleeps up to 18 people, perfect for a family getaway
The Lodge at Cricklewood...where time melts away....
Enjoy cooking in this well-equipped kitchen with a granite countertop, microwave, oven, and ample kitchenware.

The Lodge at Cricklewood...where time melts away....

10.0 out of 10, Exceptional, (73)
"This is a beautiful property and was perfect for our group of 7 friends. The house was spacious and well stocked with a gourmet kitchen and ample indoor and outdoor gathering places. The hot tub was delightful and the owner was responsive to our questions. Highly recommend!"
The Lodge at Cricklewood...where time melts away....
Cozy Farmhouse in Greenville, DE
Enjoy cooking in this well-equipped kitchen with ample counter space and a large island.

Cozy Farmhouse in Greenville, DE

10.0 out of 10, Exceptional, (24)
"Super clean house that’s perfect for a group gathering "
Cozy Farmhouse in Greenville, DE
Luxury Oasis with Resort-Style Pool, Spa & Outdoor Living — Just Outside Philly
Outdoor pool, a heated pool

Luxury Oasis with Resort-Style Pool, Spa & Outdoor Living — Just Outside Philly

10.0 out of 10, Exceptional, (2)
""Had a wonderful two-day stay at this lovely house! It was impeccably clean and had all the amenities we needed for our family. The location was perfect, . Our host was incredibly hospitable and made sure we had everything we needed. Overall, it was a comfortable and enjoyable experience, and we would definitely recommend this place to others!" "
Luxury Oasis with Resort-Style Pool, Spa & Outdoor Living — Just Outside Philly
Stay & Play at Our Beautiful Retreat
Surrounded by lush trees, this pool offers a serene escape.

Stay & Play at Our Beautiful Retreat

10.0 out of 10, Exceptional, (3)
"This property has everything you need for a friends weekend. Pickelball, pool, basketball, even golf hitting net were all used by our group and we enjoyed the TV room and large outdoor space. Takes a little navigating to get there, but the directions were well done and communication with the owner was great. They were very responsive to all of our questions. Would highly recommend this place for groups."
Stay & Play at Our Beautiful Retreat
Newly remodeled Spacious 4-BM house in Phoenixville with OS parking/ central, AC
Exterior

Newly remodeled Spacious 4-BM house in Phoenixville with OS parking/ central, AC

10.0 out of 10, Exceptional, (3)
"Everything was as advertised. Communication with property owner was easy, and received prompt replies."
Newly remodeled Spacious 4-BM house in Phoenixville with OS parking/ central, AC
Spacious home in Lancaster County PA with awesome backyard
Relax in style on the patio, complete with lounge chairs and dining area.

Spacious home in Lancaster County PA with awesome backyard

9.8 out of 10, Exceptional, (46)
"This house is amazing, tons of space and was very enjoyable for my family to have a nice little get away"
Spacious home in Lancaster County PA with awesome backyard
Historic Home on Gay Street.
Compact kitchen with a classic design, featuring a microwave, stove, and sink.

Historic Home on Gay Street.

10.0 out of 10, Exceptional, (39)
"We had a wonderful stay here. So many places to walk to, and just truly enjoyed our time. Wonderful host!"
Historic Home on Gay Street.
Homestead Guesthouse
Relax in a serene outdoor setting surrounded by lush greenery and natural beauty.

Homestead Guesthouse

10.0 out of 10, Exceptional, (21)
"Property was very clean, comfortable and a very quiet neighborhood."
The price is CA $176
CA $395 total
includes taxes & fees
Aug 11 - Aug 12
Homestead Guesthouse
South Side Beauty. Newly renovated 4Br 2Bath, Central Air near downtown and Oaks
Stunning historic building with a symmetrical design, featuring arched windows and a central entrance.

South Side Beauty. Newly renovated 4Br 2Bath, Central Air near downtown and Oaks

9.8 out of 10, Exceptional, (13)
"We enjoyed the excellent location of this clean and updated home! It was the perfect size for our family, and Tony was a very responsive host. We especially appreciated being able to walk to the restaurants in Phoenixville."
South Side Beauty. Newly renovated 4Br 2Bath, Central Air near downtown and Oaks
Lovely Home in the heart of Amish country
Relax in this inviting living space with a comfortable sofa, coffee table, and side table, surrounded by a large window and a beautiful rug.

Lovely Home in the heart of Amish country

10.0 out of 10, Exceptional, (186)
"This is our second time staying in this beautiful home, we really enjoy spending time there! So peaceful, comfortable, clean--nice location too! Quiet and we enjoy seeing the neighboring farms, horses. When it's time to check out, I never want to leave! We appreciate being able to stay at this beautiful home! "
Lovely Home in the heart of Amish country
Historic Farmhouse in Chester County
Relax on the patio with wicker sofas and a fire pit, surrounded by a well-maintained lawn and children's play area.

Historic Farmhouse in Chester County

10.0 out of 10, Exceptional, (5)
"This property was historic but maintained so well it felt very comfortable!"
The price is CA $176
CA $372 total
includes taxes & fees
Aug 13 - Aug 14
Historic Farmhouse in Chester County
NEW!!! Spacious 3 br single/off steet parking, XBOX, Arcade, Ping Pong
Experience the charm of a historic building with a unique architectural style, featuring a gabled roof and arched windows.

NEW!!! Spacious 3 br single/off steet parking, XBOX, Arcade, Ping Pong

10.0 out of 10, Exceptional, (45)
"Stayed here for a golf trip for my father’s birthday. Perfect location in relation to the course and easy walk to downtown Phoenixville. House was in excellent condition and the stay was very comfortable. "
NEW!!! Spacious 3 br single/off steet parking, XBOX, Arcade, Ping Pong
Walk to Town & River: Charming Home in North East!
Fridge, microwave, stovetop, dishwasher

Walk to Town & River: Charming Home in North East!

10.0 out of 10, Exceptional, (2)
"Great stay and responsive host. So definitely stay again. "
Walk to Town & River: Charming Home in North East!
Small Home Paradise - close to Lancaster attractions
Enjoy a serene outdoor space with a tree-lined view and access to a paved road.

Small Home Paradise - close to Lancaster attractions

10.0 out of 10, Exceptional, (56)
"Everything was wonderful "
The price is CA $186
CA $372 total
includes taxes & fees
Sep 1 - Sep 2
Small Home Paradise - close to Lancaster attractions
Chester County Oasis with Pool, Modern Ammenities, Tranquil and Private
Enjoy a spacious two-story house with a backyard featuring a swimming pool and patio area surrounded by lush greenery and trees.

Chester County Oasis with Pool, Modern Ammenities, Tranquil and Private

10.0 out of 10, Exceptional, (6)
"House is just as described. Spent a month here visiting family and friends. Will definitely book again! "
Chester County Oasis with Pool, Modern Ammenities, Tranquil and Private
Family-friendly, 1 mile from Intercourse Village and Kitchen Kettle PA
Relax in comfort on the patio with two Adirondack chairs.

Family-friendly, 1 mile from Intercourse Village and Kitchen Kettle PA

10.0 out of 10, Exceptional, (147)
"5 stars across the board for our stay in this beautiful home. Very clean and roomy for a large family and so many supplies for guests to use as needed. The kids and adults had a great time and would certainly return. "
Family-friendly, 1 mile from Intercourse Village and Kitchen Kettle PA
K9 Cottage @ Berwyn MainLine
Fridge, microwave, oven, stovetop

K9 Cottage @ Berwyn MainLine

9.8 out of 10, Exceptional, (14)
"It was a great stay. My dog loves the backyard and the neighborhood is great for walking."
K9 Cottage @ Berwyn MainLine
Cheerful 3 bedroom home free parking on premise
Enjoy cooking in this well-equipped kitchen with a stainless steel range hood, microwave, and double sink.

Cheerful 3 bedroom home free parking on premise

8.4 out of 10, Very good, (5)
"Clean and nice house just been better if had a shower area not so good but pay for what you get"
The price is CA $211
CA $428 total
includes taxes & fees
Aug 11 - Aug 12
Cheerful 3 bedroom home free parking on premise
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

Comfort Inn & Suites Newark - Wilmington

Comfort Inn & Suites Newark - Wilmington

10/10 Excellent
"Quiet and clean"
Diane 4-night trip
Posted 1 day ago
Comfort Inn & Suites Newark - Wilmington