
House holiday rentals in Kennett Square
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Top-rated house rentals in Kennett Square
Guests agree: These houses are highly rated for location, cleanliness and more.

Country Outback Cozy Home *W/Camp Fire Pit
Outback Cozy Home is located off a back road, but just minutes from Route 30. It is back in a shared, gravel driveway. It sits beside two other parcels. One where the owners (your hosts) live, but you will still be able to have your own privacy. You will have easy access to Walmart and a few restaurants and coffee shops. It is approximately 15 miles from Sight and Sound in Strasburg, and also the town of Intercourse. And about a 30-minute drive from West Chester, Pa. The kitchen has all new appliances, including fridge, oven, microwave, and is fully stocked with kitchen essentials. It also has a spacious living room with a comfortable sectional sofa and a smart tv. You have a back deck which would be a great place to drink your coffee, relax, and watch some wildlife. We want our guests to immediately feel welcome the moment they walk thru the front door. It is perfect for a quick visit or extended stay!

Eclectic Escape Near Longwood Gardens & Mt. Cuba
Home information: Home owners are on the other side of house ( your space is very private). 1/2 the house is your space. Imagine a ranch house cut down the middle and 1/2 is the Airbnb and the other 1/2 is the owners side. Private entrance with keyless lock , 2 bedrooms with Queen beds, private bathroom and a living room. Other features include: Wifi , TV’s , a small refrigerator/freezer , microwave, coffee maker and a Private 1 acre lot w/ parking ( 2 cars max). There is no kitchen .

New Breeze Guesthouse, 3BDR Home/Private Backyard
This adorable ranch home has 3 bedrooms, 2 full baths, a spacious living area, dining area to seat six, and a beautiful, fully equipped kitchen. Located near area attractions but still in the country with fields on 3 sides of the home. No TV but the WIFI signal is good. Walmart and several restaurants are only about 10 minutes drive. Longwood Gardens, King of Prussia Mall within 35 min drive. Amish attractions, Sight and Sound, Strasburg Railroad, Dutch Wonderland within 40 minutes drive.

Historic J. Pyle House Main St Location Dogs OK!
The J. Pyle House, built in 1844, is in the National Historic District of Kennett Square, PA. We are in the heart of walkable downtown Kennett Square and a quick 6 minute drive to Longwood Gardens. The townhome has been lovingly restored to reflect its mid-19th century roots, while providing an updated, cozy place to relax while visiting our quaint town. 45 min to the PHL airport, 25 min to Wilmington, DE, 25 min to West Chester University, 6 min to Longwood Gardens 15 min to Winterthur

Longwood | Shops & Restaurants | Private Backyard
"We've stayed at AirBnBs all over the world and this was our favorite!" • Walk Score 86 (Walk to cafes, dining, shopping, breweries, etc.) • Fully equipped + stocked kitchen w/ SMEG appliances • Backyard patio w/ fire pit + BBQ grill • Samsung Frame TV • Onsite washer + dryer • Extremely safe neighborhood • Self check-in w/ keypad → 2 mins to Downtown → 10 mins to Longwood Gardens (#1 Botanical Gardens in USA) → 15 mins to Brandywine Battlefield → 25 mins to downtown Philly

The Pump Maker’s House Marshallton Historic Beauty
Situated in the historic village of Marshallton, this home is furnished in country style with lovely antiques and vintage items. The first half of the house was built in 1790 with an addition added in 1830. This house was the childhood home of George McFarland, pump maker. He was the town plumber and made wooden pumps in a shop in the rear. We have just completed an entire rehabilitation with brand new plumbing, electric, hvac, as well as brand new bathrooms and kitchen.

Cozy cottage on beautiful dairy farm in Strasburg
Tranquil. Refreshing. Restful. These are the perfect words to describe Graystone Cottage, located on a working dairy farm just outside the quaint historic town of Strasburg in Lancaster County, PA. Built in 1753, this 1000 square feet, newly restored limestone cottage was the original settlement home on the 135-acre homestead. Boasting a French country esthetic, this little darling has the most captivating views of rolling hills, a brook, and lush green farmland.

Newly built Tiny House in Historic Kennett Square
Custom-built tiny house Cottage with designer touches. Main floor has living area, full bath, and laundry. Loft bedroom with queen bed and full ceiling height, accessed by stairs. Fully equipped kitchen with full appliances, cookware, table settings, and coffee. Smart TV, high-speed internet, and on-site parking. Two blocks from downtown Kennett Square dining, shops, and breweries. Near Longwood Gardens and Brandywine Valley attractions. Max 2 guests.

Spacious 3BR Historic Home | Walk Downtown+Parking
✨ The Walton House, built in 1846, is located in the National Historic District of Kennett Square, PA. We are walking distance to downtown Kennett Square and a short drive to local Brandywine Valley points of interest. ✨ The home has been lovingly maintained to reflect its mid 19th century beginnings, while providing a modern, comfortable place to rest while visiting our lovely town. We hope you enjoy the home as much as we do!

Beautiful Large Home in Private Woods with Hot Tub
Welcome to Elk Creek Lodge, an expansive and secluded sanctuary nestled on 18 acres of lush woods and meadows. Situated just a short drive from historic Oxford, Pennsylvania. Also conveniently located to horse riding events in Fair Hill, MD. Scan the QR code for a virtual tour. Distance from Attractions: Fairwinds Farm - 6.8 mi Fair Hill Training Center & Fair Hill International - 7.6 mi Great Wolf Lodge Water Park - 17.4 mi

The Mineral House of West Chester
Unique home in the heart of West Chester, tastefully renovated with fantastic detail, walking distance to all the dining, bars, shops and parks the borough has to offer. This home will bring you back to WC again and again. Do not let the staircase frighten you, it was designed by the late great architect George A Matuszewski for this unique space. Come and enjoy this special property and all the charm West Chester has to offer.

The View
Come enjoy The View overlooking Amish farmland and feed the farm animals in the back yard. Watch spectacular sunrises from the deck or overlook the farmers field from the hot tub. Feel the smooth texture and beauty of solid handmade furniture. We have room for the whole family or even several families. Relax knowing your host lives on the adjoining property and is wanting your stay to be all you hoped for and more!
Popular amenities for Kennett Square house rentals
House rentals with a pool

Luxury Mansion: Heated Pool+HotTub+Arcade Room

Findley Farm View Cottage (Outdoor Pool!)

Home w/private pool & waterfall - Amish community

Peaceful Retreat with pool and great outdoor space

King’s place, hot tub. Pool is open for summer!

The Mint Cottage in Chesapeake City

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

Lakefront Guesthouse
Weekly house rentals

Dog-friendly Farmhouse w/ Peaceful Waterfall View

Shurs Lane Cottage, EV Charging, Free Parking

Dog Friendly Cottage with Fully Fenced in Yard

Red Point Lighthouse

"The Stay Over" your Home away from Home

Historic Farmhouse

Private 2BR Residence | Bala Cynwyd, PA | Parking

The Cottage at the Mill
Private house rentals

Radiant 4-Bed Haven w/ King suite in N. Wilmington

Historic Spacious 6 bedroom home in West Grove

Glenmar Lodge at Vincent Forge

Quaint farmhouse

Have It All on the East Coast-The Hawthorne House!

Hot Tub, Fenced in Backyard & Farm Views

Antique Home with Garden + Fish Pond

Charming Carriage House -Kennett Spring & Longwood
Quick stats about house rentals in Kennett Square

Total holiday rentals
Explore 10 holiday rentals in Kennett Square

Nightly prices starting at
Kennett Square holiday rentals start at $114 AUD per night before taxes and fees

Verified guest reviews
Over 1,320 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Kennett Square holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kennett Square rentals

4.9 Average rating
Kennett Square stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Norfolk Holiday rentals
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- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
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- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pennsylvania Convention Center
- Lincoln Financial Field
- Longwood Gardens
- Fairmount Park
- Citizens Bank Park
- Wells Fargo Center
- Philadelphia Museum of Art
- University of Pennsylvania
- Dutch Wonderland
- Temple University
- Betterton Beach
- Bear Creek Ski and Recreation Area
- Diggerland
- Philadelphia Zoo
- 30th Street Station
- Marsh Creek State Park
- French Creek State Park
- Valley Forge National Historical Park
- Independence Hall
- Wissahickon Valley Park
- The Franklin Institute
- Eastern State Penitentiary
- Franklin Square
- Dover Motor Speedway





