Kennett Square Vacation Home Rentals from CA $234: Search Top Private Vacation Homes for Rent

Kennett Square Vacation Homes
Pennsylvania
United States of America
Vacation Homes
Expedia.ca

Kennett Square Travel Guide Hotels in Kennett Square Vacation Rentals in Kennett Square Flights to Kennett Square Things to do in Kennett Square Kennett Square Car Rentals Kennett Square Vacation Packages

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Kennett Square vacation 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.

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 CA $177

CA $177

CA $458 total

includes taxes & fees

Oct 28 - Oct 29

Underground Railroad 4 Bedroom Farmhouse

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

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.

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

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 CA $177

CA $177

CA $458 total

includes taxes & fees

Nov 10 - Nov 11

Underground Railroad Barn

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

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

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.

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 CA $215

CA $215

CA $622 total

includes taxes & fees

Oct 26 - Oct 27

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

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

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.

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

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 CA $157

CA $157

CA $639 total

includes taxes & fees

Oct 26 - Oct 27

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

A dining area with a round table, teal chairs, and a patterned wall.

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

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 CA $354

CA $354

CA $571 total

includes taxes & fees

Oct 21 - Oct 22

Homey Retreat in Historic Kennett Square!!

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

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

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

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.

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 CA $394

CA $394

CA $1,184 total

includes taxes & fees

Oct 20 - Oct 21

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

A garden with tall blue flowers, red foliage, and a glass structure in the background.

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

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 CA $212

CA $212

CA $312 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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 CA $146

CA $146

CA $253 total

includes taxes & fees

Oct 21 - Oct 22

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

A modern kitchen with a stainless steel sink, a toaster, and a built-in spice rack.

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.

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 CA $377

CA $377

CA $903 total

includes taxes & fees

Oct 18 - Oct 19

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

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

A living room with a TV, a sofa, a dining table, and a chair.

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

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

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 CA $127

CA $127

CA $234 total

includes taxes & fees

Nov 12 - Nov 13

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 living room with a blue sofa, two lamps, a painting, and potted plants.

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

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 CA $294

CA $294

CA $592 total

includes taxes & fees

Oct 26 - Oct 27

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 purple front door with a wreath, surrounded by potted plants and a heart-shaped decoration.

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 CA $1,837

CA $1,837

CA $2,363 total

includes taxes & fees

Oct 18 - Oct 19

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 staircase with wooden steps and a glass door on the left, leading to a kitchen area with wooden chairs and a bar counter.

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

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

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 CA $418

CA $418

CA $831 total

includes taxes & fees

Oct 21 - Oct 22

Heritage Haven - West Chester Borough

A modern living room with a beige sofa, a glass coffee table, a blue armchair, and a TV mounted on the wall.

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.

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

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 CA $243

CA $243

CA $552 total

includes taxes & fees

Oct 19 - Oct 20

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

A living room with a grey sofa, a beige sofa, a patterned rug, and a small table with a basket.

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

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 CA $174

CA $174

CA $310 total

includes taxes & fees

Nov 17 - Nov 18

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 staircase with dark wooden balusters leading to a landing.

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

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

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 CA $338

CA $338

CA $908 total

includes taxes & fees

Nov 10 - Nov 11

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 kitchen with wooden floors, a central island with a sink, and hanging pots.

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.

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 CA $300

CA $300

CA $637 total

includes taxes & fees

Oct 21 - Oct 22

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 dining area with a table and chairs, a cabinet with a coffee machine, and a sign on the wall.

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 CA $311

CA $311

CA $499 total

includes taxes & fees

Oct 27 - Oct 28

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.

View all properties