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A paved road with a yellow centerline, surrounded by lush greenery and trees.

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Our top choices for Kennett Square holiday homes

A modern kitchen with a central island, bar stools, wooden cabinets, and a large window.

A rustic barn interior with wooden beams, a large arched window, and string lights.

A rustic barn with a large open door, surrounded by a well-maintained garden and a brick pathway leading to the entrance.

A modern kitchen with wooden cabinets, a large island with stools, a built-in oven, and a hanging light fixture.

1. Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse

Kennett Square

10.0 out of 10, Exceptional, (35 reviews)

10/10

Exceptional

(35 reviews)

"Comfortable, clean, thoughtfully stocked property. We would definitely stay again!"

Amy Y.

The price is £213

£213

includes taxes & fees

28 Oct - 29 Oct

Underground Railroad 4 Bedroom Farmhouse

A covered patio area with a wooden bench, a small bar area, and a staircase leading to an upper level.

A modern bedroom with a four-poster bed, a large window, and a view of the outdoors.

A modern kitchen with white cabinets, a central island, and a dining area with two chairs.

A rustic barn interior with wooden beams, a large window, and string lights.

2. Underground Railroad Barn

Underground Railroad Barn

Kennett Square

9.8 out of 10, Exceptional, (44 reviews)

9.8/10

Exceptional

(44 reviews)

"Very cool place! "

Scott M.

The price is £243

£243

includes taxes & fees

5 Nov - 6 Nov

Underground Railroad Barn

A dining area with a white table, wicker chairs, a ceiling fan, and wall-mounted light fixtures.

A bedroom with two beds, a chair, a nightstand, and a window.

A covered porch with a wooden deck, a sliding glass door, and a small outdoor light fixture.

A living room with a sofa, armchair, coffee table, TV stand, and a ceiling fan.

3. SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome

SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome

Kennett Square

10.0 out of 10, Exceptional, (7 reviews)

10/10

Exceptional

(7 reviews)

"Excellent rental walking distance to shops and restaurants. House was roomy and had everything we needed for a great stay. Fenced in yard for the pup was a great surprise!"

Erin

The price is £338

£338

includes taxes & fees

3 Nov - 4 Nov

SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

A covered patio with a table and chairs, a hanging disco ball, and a view of a backyard with a shed and trees.

A spacious kitchen with wooden cabinets, a central island, and a dining area with a table and chairs.

A living room with a black sofa, a patterned rug, and a dining area with wooden flooring.

4. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown

Kennett Square

8.6 out of 10, Excellent, (24 reviews)

8.6/10

Excellent

(24 reviews)

"Linda's home is perfect for family traveling! Everything you need for cooking, washing, and just enjoying. The back yard and Patio were awesome for Thunderstorm watching. We'll be back !"

Patricia T.

The price is £329

£329

includes taxes & fees

26 Oct - 27 Oct

Kennett Square, Near Longwood Gardens & Downtown

A modern kitchen with a black and white herringbone backsplash, stainless steel appliances, and a window with a view.

A bedroom with a bed, a dresser, a mirror, a wall-mounted lamp, and a woven stool.

A living room with a staircase, teal furniture, a TV, and framed pictures on the walls.

A living room with a sofa, a coffee table, and a dining area with chairs.

5. Homey Retreat in Historic Kennett Square!!

Homey Retreat in Historic Kennett Square!!

Kennett Square

10.0 out of 10, Exceptional, (108 reviews)

10/10

Exceptional

(108 reviews)

"The property was wonderful...outdoor seating was a plus...the house was clean and the host was attentive. Close to restaurants, a true gem in Kennett square."

Melissa K.

The price is £309

£309

includes taxes & fees

3 Nov - 4 Nov

Homey Retreat in Historic Kennett Square!!

A spacious living room with a large bed, seating area, and a fireplace.

A dining area with a round table, chairs, and a patterned rug. There is a mirror on the wall and a hanging light fixture above the table.

A house with a patio, a wooden fence, and a garden with various plants and a small table with chairs.

A two-story house with a red door, a front porch, and a small garden.

6. Spacious 3BR Historic Home | Walk Downtown+Parking

Spacious 3BR Historic Home | Walk Downtown+Parking

Kennett Square

10.0 out of 10, Exceptional, (46 reviews)

10/10

Exceptional

(46 reviews)

"We greatly enjoyed our stay at this beautiful house, in a perfect location. It was close to all the shops and restaurants and had a beautiful peaceful garden. Would happily stay again in the future!"

Marta R.

The price is £629

£629

includes taxes & fees

25 Oct - 26 Oct

Spacious 3BR Historic Home | Walk Downtown+Parking

A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

A bedroom with a bed, dresser, and a desk with a computer and lamp.

A brick building with a red door, a wreath, and a small tree in front.

A paved patio with potted plants, a stone wall, and a grassy area.

7. Private Suite w/sitting room in the heart of Brandywine Valley

Private Suite w/sitting room in the heart of Brandywine Valley

Wilmington

10.0 out of 10, Exceptional, (215 reviews)

10/10

Exceptional

(215 reviews)

"An outstanding rental, we stayed six nights and loved the location. Had a lovely pond next door with walking/running path."

Melissa

The price is £171

£171

includes taxes & fees

26 Oct - 27 Oct

Private Suite w/sitting room in the heart of Brandywine Valley

A living room with a large horse painting, two sofas, a coffee table, and a window with blinds.

A brick building with a paved walkway and a tree in front.

A bedroom with a bed, a wooden nightstand, a desk with a lamp, a ceiling fan, and a window with curtains.

A garden with a fountain, surrounded by lush greenery and flowering plants.

8. New Construction townhome close to everything downtown w/transparent pricing

New Construction townhome close to everything downtown w/transparent pricing

Hilltop

9.6 out of 10, Exceptional, (30 reviews)

9.6/10

Exceptional

(30 reviews)

"We love this townhouse, close to everything!"

Judy P.

The price is £145

£145

includes taxes & fees

25 Oct - 26 Oct

New Construction townhome close to everything downtown w/transparent pricing

A modern kitchen with white cabinets, a black countertop, and three teal bar stools.

A modern living room with a wooden floor, a purple rug, a neon sign, and a small table with chairs.

A modern living room with a stone fireplace, a grey sectional sofa, a pink round table, and a dining area with a white table and chairs.

A bedroom with a bed, a ceiling fan, a dresser, a mirror, and a window with curtains.

9. Comfort, Fun, & charming! - 5BR oasis w/ Pool

Comfort, Fun, & charming! - 5BR oasis w/ Pool

Coatesville

8.0 out of 10, Very good, (8 reviews)

8.0/10

Very good

(8 reviews)

"This is a fantastic property in a gorgeous area. Room for a big crowd yet it feels quite cozy. The host David attended to our every need and request. He was really responsive and treated us like royalty. The pool is absolutely divine. We will definitely stay here again."

Jennifer W.

The price is £497

£497

includes taxes & fees

28 Oct - 29 Oct

Comfort, Fun, & charming! - 5BR oasis w/ Pool

A living room with a black sofa, a round mirror, a dining table, and a kitchen area with a refrigerator.

A kitchen with white cabinets, a black trash bin, a sink, and a window with blinds.

A dining table with a pumpkin centerpiece, a bench, and a window with blinds.

A two-story brick house with a white front door, blue shutters, and a small front porch.

10. Cozy, Comfortable, Pet Friendly Home with a fenced in private yard

Cozy, Comfortable, Pet Friendly Home with a fenced in private yard

Wilmington

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Spotless and so cozy. It was like coming home. Our host was communicative and kind. We’d love to come back."

Chris D.

The price is £141

£141

includes taxes & fees

25 Oct - 26 Oct

Cozy, Comfortable, Pet Friendly Home with a fenced in private yard

A cozy living room with a rustic brick wall, two armchairs, a tufted ottoman, and a chandelier.

A kitchen with white cabinets, a large island with a sink, a stove, and a stone wall. There are various kitchen items and a window with a view of greenery.

A garden with a central path, surrounded by various plants and trees.

A cozy living room with leather sofas, a fireplace, a dining area, and a chandelier.

11. Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

Chadds Ford

9.8 out of 10, Exceptional, (56 reviews)

9.8/10

Exceptional

(56 reviews)

"Beautiful property for a group weekend!"

Lillian E.

The price is £1,239

£1,239

includes taxes & fees

26 Oct - 27 Oct

Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

A wooden deck with a railing, surrounded by lush greenery and trees.

A bedroom with a bed, a window with a view, a bedside lamp, and a wall with vertical lines.

A welcome sign for guest parking, surrounded by potted plants and a wooden planter.

A wooden deck with a glass door entrance, a welcome mat with floral designs, and a wooden bench in the background.

12. Spacious 1-bedroom suite surrounded by nature in charming Downingtown.

Spacious 1-bedroom suite surrounded by nature in charming Downingtown.

Downingtown

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"We loved our stay! Such a warm, welcoming retreat in a beautiful setting with lots of special touches included. They thought of everything! Hope we are able return some day."

Joanne O.

The price is £127

£127

includes taxes & fees

7 Nov - 8 Nov

Spacious 1-bedroom suite surrounded by nature in charming Downingtown.

A living room with a fireplace, two sofas, a zebra rug, and a ceiling fan.

A kitchen with white cabinets, a black countertop, a stove, and a refrigerator.

A room with a sofa, two armchairs, a dining table, and a chandelier.

Wonderful private outdoor space found on the 2nd floor off of bedroom #5

13. Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group

Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group

Wilmington

9.4 out of 10, Exceptional, (11 reviews)

9.4/10

Exceptional

(11 reviews)

"Comfy cozy… home away from home. Location was perfectly centered for the activities we did and the restaurants we chose. Beds and sheets were great and plenty of hot water. We had a nice relaxing stay."

carla k.

The price is £311

£311

includes taxes & fees

26 Oct - 27 Oct

Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group

A spacious kitchen with a central island, large windows, and a dining area with a view of the street.

A modern kitchen with white cabinetry, stainless steel appliances, and a wooden island with bar stools.

A dining area with a round table, chairs, and a wooden cabinet with shelves.

A living room with a sofa, a coffee table, a potted plant, and a fireplace.

14. Heritage Haven - West Chester Borough

Heritage Haven - West Chester Borough

West Chester

9.4 out of 10, Exceptional, (11 reviews)

9.4/10

Exceptional

(11 reviews)

"Very clean, and bright. Modern kitchen and bathrooms. Well equipped. Excellent location, Walkable"

joseph k.

The price is £429

£429

includes taxes & fees

25 Oct - 26 Oct

Heritage Haven - West Chester Borough

A modern living room with two leather armchairs, a glass coffee table, and a dining area with a wooden floor and white walls.

A staircase with dark wooden balusters leading to a landing.

A bedroom with a bed, a sofa, and two windows with curtains.

A modern dining area with a wooden table, brown chairs, a bar area, and a large potted plant.

15. Riverfront Retreat - Convenience + Kayaks - 3 bed 2 ba

Riverfront Retreat - Convenience + Kayaks - 3 bed 2 ba

Downingtown

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"The stay was great. Perfect location for our needs. Would definitely stay again"

Shaun H.

The price is £428

£428

includes taxes & fees

16 Nov - 17 Nov

Riverfront Retreat - Convenience + Kayaks - 3 bed 2 ba

A two-story house with a porch, a swing chair, and a garden.

A cozy living room with a fireplace, a television, and comfortable seating.

A two-story house with a front porch, a flagpole with an American flag, and a gravel driveway.

A stone frog sculpture in a garden setting with a gravel path, a wooden fence, and houses in the background.

16. Historic Farmhouse in Chester County

Historic Farmhouse in Chester County

Downingtown

10.0 out of 10, Exceptional, (23 reviews)

10/10

Exceptional

(23 reviews)

"Beds were comfy & location was great!"

Marianne W.

The price is £336

£336

includes taxes & fees

25 Oct - 26 Oct

Historic Farmhouse in Chester County

A modern living room with a grey sofa, a round coffee table, and a large horse painting on the wall.

A modern kitchen with wooden cabinets, stainless steel appliances, and a granite countertop.

A hallway with framed pictures on the walls, a door at the end, and a staircase to the right.

17. New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi

New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi

Hilltop

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"Wonderful stay , comfortable and very warm welcoming"

Shyaniece S.

The price is £182

£182

includes taxes & fees

25 Oct - 26 Oct

New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi

A kitchen with white cabinets, a dishwasher, a window with a view of greenery, and a door with a glass panel.

A room with a beige armchair, a black ottoman, and two windows with blinds.

A bedroom with two beds, a ceiling fan, and a nightstand with a lamp.

A room with a beige armchair, a small black ottoman, a wicker plant, and a white shelf with a drawer.

18. Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking

Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking

Wilmington

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"The property is very clean, recently updated and had more than enough room for the four of us staying. There was even an extra bedroom with 2 twin beds we didn't need. The neighborhood was super quiet and perfect to come back to after long days of adventure in the area."

Grant S.

The price is £265

£265

includes taxes & fees

26 Oct - 27 Oct

Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking

A modern interior with a sofa, a coffee table, and a kitchen area with a dining set.

A bedroom with a bed, a bedside table with a lamp, a painting on the wall, and a window with curtains.

A covered porch with a wooden deck, a metal gate, and a 'welcome' sign.

A modern kitchen with a central island, stainless steel appliances, and a pendant light.

19. Country Outback Cozy Home W/Camp Fire Pit

Country Outback Cozy Home *W/Camp Fire Pit*

Parkesburg

9.8 out of 10, Exceptional, (49 reviews)

9.8/10

Exceptional

(49 reviews)

"Perfect for two couples to take in a show at sight and sound and take in the area "

Gail H.

The price is £168

£168

includes taxes & fees

19 Nov - 20 Nov

Country Outback Cozy Home *W/Camp Fire Pit*

A modern kitchen with dark cabinets, a stainless steel refrigerator, and a wooden floor.

A compact kitchen with a black stove, white appliances, and dark cabinets.

A modern living room with a blue sofa, a beige sofa, a TV, and a wooden floor.

A living room with a beige sofa, two armchairs, a glass coffee table, and a wall clock.

20. Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Elkton

9.8 out of 10, Exceptional, (6 reviews)

9.8/10

Exceptional

(6 reviews)

"Nothing fancy but extremely functional! House was clean, had what we needed in kitchen, beds were comfy. Would highly recommend!"

Shana G.

The price is £280

£280

includes taxes & fees

27 Oct - 28 Oct

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

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

10/10 Excellent

"Great staff"

Amir 1-night trip

Posted 1 hour ago

La Quinta Inn & Suites by Wyndham Philadelphia Airport

Artelo

10/10 Excellent

"Unique boutique hotel. Absolutely loved it"

Mark 1-night trip

Posted 2 hours ago

Artelo

Sonesta Select Newark Christiana Mall

8/10 Good

"Overall good place. Breakfast was average. Both days we were there they were hosting meeting in the Breakfast area."

thomas 2-night trip

Posted 3 hours ago

Sonesta Select Newark Christiana Mall

Comfort Inn Philadelphia International Airport West

10/10 Excellent

"I like that they booked me a room with a tub"

Taurean 2-night trip

Posted 22 hours ago

Comfort Inn Philadelphia International Airport West

Baymont by Wyndham Newark at University of Delaware

8/10 Good

"I would absolutely stay here again...Excellent for the price"

Michael 1-night trip

Posted 1 day ago

Baymont by Wyndham Newark at University of Delaware

SureStay Plus Hotel by Best Western Brandywine Valley

8/10 Good

"All was well. There were a few spider webs in a corner . I cleaned and wiped but otherwise it was pretty good. Food was good also ! Bed and linen was clean and comfortable. I would go back !"

Nibatisah 2-night trip

Posted 1 day ago

SureStay Plus Hotel by Best Western Brandywine Valley

Embassy Suites by Hilton Newark Wilmington South

10/10 Excellent

"great customer service"

Shawn 1-night trip

Posted 1 day ago

Embassy Suites by Hilton Newark Wilmington South

Microtel Inn & Suites By Wyndham Philadelphia Airport Ridley

10/10 Excellent

"Quick shuttle to the airport and timely pickup!"

KRISTIN 1-night trip

Posted 1 day ago

Microtel Inn & Suites By Wyndham Philadelphia Airport Ridley

Find out more about Kennett Square

Kennett Square Holiday Homes information

Number of reviews	687
Accommodation	267 Holiday Homes
Lowest Price	£127
Highest Price	£1,239

Explore a world of travel with Expedia

More ways to book

Book Holiday Homes in Kennett Square on Expedia.com

Search Holiday Homes in Kennett Square

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kennett Square holiday homes

1. Underground Railroad 4 Bedroom Farmhouse

2. Underground Railroad Barn

3. SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome

4. Kennett Square, Near Longwood Gardens & Downtown

5. Homey Retreat in Historic Kennett Square!!

6. Spacious 3BR Historic Home | Walk Downtown+Parking

7. Private Suite w/sitting room in the heart of Brandywine Valley

8. New Construction townhome close to everything downtown w/transparent pricing

9. Comfort, Fun, & charming! - 5BR oasis w/ Pool

10. Cozy, Comfortable, Pet Friendly Home with a fenced in private yard

11. Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

12. Spacious 1-bedroom suite surrounded by nature in charming Downingtown.

13. Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group

14. Heritage Haven - West Chester Borough

15. Riverfront Retreat - Convenience + Kayaks - 3 bed 2 ba

16. Historic Farmhouse in Chester County

17. New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi

18. Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking

19. Country Outback Cozy Home *W/Camp Fire Pit*

20. Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Find holiday rentals that suit your style

Top Kennett Square Hotel Reviews

La Quinta Inn & Suites by Wyndham Philadelphia Airport

Find out more about Kennett Square

Kennett Square Holiday Homes information

Explore a world of travel with Expedia

19. Country Outback Cozy Home W/Camp Fire Pit