Kennett Square Holiday Homes from €151: Search Top House Rentals

Kennett Square Holiday Homes
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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 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 €280

€280

includes taxes & fees

28 Oct - 29 Oct

Underground Railroad 4 Bedroom Farmhouse

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

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

A kitchen with a hexagonal tile backsplash, a rustic wooden shelf, a coffee bar, and a hanging plant.

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

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 €290

€290

includes taxes & fees

11 Nov - 12 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 living room with a sofa, armchair, coffee table, TV stand, and a ceiling fan.

A kitchen with white cabinets, a stainless steel oven, and a tiled backsplash.

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)

"The home was very clean and perfectly situated for easy access to downtown and local sites."

Patricia Nora R.

The price is €396

€396

includes taxes & fees

26 Oct - 27 Oct

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

A living room with a black sofa, a patterned rug, and a wooden floor.

4. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown

Kennett Square

8.8 out of 10, Excellent, (23 reviews)

8.8/10

Excellent

(23 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 €393

€393

includes taxes & fees

21 Oct - 22 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 dining area with a round table, teal chairs, and a patterned wall.

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 €360

€360

includes taxes & fees

18 Oct - 19 Oct

Homey Retreat in Historic Kennett Square!!

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

A kitchen with white cabinets, a herringbone-patterned floor, a window with curtains, and a stainless steel dishwasher.

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.

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 €730

€730

includes taxes & fees

20 Oct - 21 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 paved patio with potted plants, a stone wall, and a grassy area.

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

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 €205

€205

includes taxes & fees

18 Oct - 19 Oct

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

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

A flat-screen TV mounted on a wall displaying a yellow taxi on a city street. Below the TV, there is a fireplace with visible flames.

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

A large framed horse portrait on a wall above a beige sofa with patterned cushions.

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 €164

€164

includes taxes & fees

21 Oct - 22 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 kitchen with a stainless steel sink, a toaster, and a built-in spice rack.

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 €572

€572

includes taxes & fees

18 Oct - 19 Oct

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

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

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

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.

10. 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 €151

€151

includes taxes & fees

21 Oct - 22 Oct

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 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

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

11. 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

9.2 out of 10, Wonderful, (9 reviews)

9.2/10

Wonderful

(9 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 €369

€369

includes taxes & fees

26 Oct - 27 Oct

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

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

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

12. 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, (55 reviews)

9.8/10

Exceptional

(55 reviews)

"Beautiful property for a group weekend!"

Lillian E.

The price is €1,481

€1,481

includes taxes & fees

19 Oct - 20 Oct

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

A compact kitchen with a clock, espresso machine, coffee maker, and a stainless steel refrigerator.

A stone exterior with a wooden door, two potted plants, a black doormat, and a wall-mounted lantern.

A hallway with a wooden bench, a shelf with a vase and candles, and a door with a window.

A laundry room with a stacked washer and dryer, a metal drying rack, and a white trash bin.

13. Wilmington Cottage. Peaceful 2BR county getaway

Wilmington Cottage. Peaceful 2BR county getaway

Coatesville

Wilmington Cottage. Peaceful 2BR county getaway

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

A stone building with a blue door, a black door, and a window with a lantern.

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

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

9.2 out of 10, Wonderful, (10 reviews)

9.2/10

Wonderful

(10 reviews)

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

joseph k.

The price is €511

€511

includes taxes & fees

21 Oct - 22 Oct

Heritage Haven - West Chester Borough

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

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

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

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

15. 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 €337

€337

includes taxes & fees

19 Oct - 20 Oct

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

A modern kitchen with a central island, bar stools, and a refrigerator.

A wooden deck with a railing, surrounded by greenery and a black fence.

A gravel driveway leading to a wooden fence with decorative finials.

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

16. 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 €200

€200

includes taxes & fees

16 Nov - 17 Nov

Country Outback Cozy Home *W/Camp Fire Pit*

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

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

A red Adirondack chair by a pond surrounded by dense trees.

A staircase with dark wooden balusters leading to a landing.

17. 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 €575

€575

includes taxes & fees

10 Nov - 11 Nov

Riverfront Retreat - Convenience + Kayaks - 3 bed 2 ba

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

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.

18. 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 €390

€390

includes taxes & fees

19 Oct - 20 Oct

Historic Farmhouse in Chester County

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 small black ottoman, a wicker plant, and a white shelf with a drawer.

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.

19. 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 €318

€318

includes taxes & fees

19 Oct - 20 Oct

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

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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