
House holiday rentals in Kennett Square
Find and book unique houses on Airbnb
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 $135 NZD per night before taxes and fees

Verified guest reviews
Over 1,430 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!
Top-rated house rentals in Kennett Square
Guests agree: These houses are highly rated for location, cleanliness and more.

Outback Country Home *HOT TUB *BREEO Fire Pit
Outback Cozy Home is located off a back road, but just minutes from Route 30. It is nestled 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 only a few miles away! 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 .

Historic J. Pyle House Main St Local Host
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

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.

The Cottage at the Mill
Welcome to the Cottage at the Mill – we are so thrilled you are here. Let us host you in our one of a kind Pennsylvania home, where you will find yourself immersed in nature and luxury. Our 1800’s Grist Mill is situated on 7 acres, just minutes from Valley Forge Park, the King of Prussia Mall, and the Main Line. The Cottage at the Mill offers a quintessential Montgomery County experience from its architecture to its picturesque surroundings.

Historic Home on Gay Street.
Welcome to historic downtown West Chester, PA. This freshly renovated historic home boasts 2 Queen bedrooms and 2 full baths, sleeping 6. Amenities and accommodation await behind the lavender door. This home is nestled on one of the most desirable blocks in the borough that boasts 260 years of history. Convenience, history, haven, and limitless adventures begin with your stay at 236 W Gay street. Take a look behind the lavender door.

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!

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.

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

Downingtown Manor | 1900s Farmhouse w/ Creek Views
Downingtown Manor is a historic farmhouse, dating back to circa 1900, that provides picturesque views of Brandywine Creek. Nestled on 2.6 acres of lush greenery in the heart of Downingtown, you’ll be in close proximity to Chester County attractions, Philadelphia, and Lancaster, PA. Comfortably accommodating 8 guests, the charming manor serves as the perfect base for those in town for weddings, holidays, & events.

Longwood Kennett Newly Renovated
Lovely renovated and newly decorated duplex, close to downtown Kennett Square and all of the great activities nearby. Walk Score 73 (Walk to cafes, dining, shopping, breweries, etc.) 9 min walk to Downtown Kennett for more restaurants and shopping 2 min walk to restaurants 9 mins drive to Longwood Gardens (#1 Botanical Gardens in USA) 25 mins drive to downtown Philly 25 mins drive to Wilmington
Popular amenities for Kennett Square house rentals
House rentals with a pool

Sweet home w/pool & woods at peaceful Glen Mills

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

Family Fun Retreat | Pool, Hot Tub & Game Room

Secluded home pool & waterfall - Amish community

Luxury Mansion: Heated Pool+HotTub+Arcade Room

Lakefront Guesthouse

Peaceful Retreat with pool and great outdoor space

Happy Trails Guest House “private pool & hot tub”
Weekly house rentals

The View

Cozy Cottage near it all in Wilmington

Historic Farmhouse

15 min to Sight & Sound-Hot Tub-EV-Plug-Firepit

Experience the charm of a historical getaway

Sunny Cottage, Private, Cheerful, Convenient!

Sunrise Guesthouse, walk to Kitchen Kettle Village

Top of the Chesapeake - Private Waterfront Home
Private house rentals

The Lodge On Linden Avenue with hot tub!

Homestead Guesthouse

The Hillside Home - Lancaster

South Bridge Farm Cottage

Charming Carriage House -Kennett Spring & Longwood

Walk to Mushroom Festival w/Parking- Pet Friendly

SquareHaus - At the heart of Kennett Sq

Traveler's Dream | Game Room & Fire Pit
Destinations to explore
- New York Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Pittsburgh Holiday rentals
- Virginia Beach Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Richmond Holiday rentals
- Pennsylvania Convention Center
- Longwood Gardens
- Wells Fargo Center
- Citizens Bank Park
- University of Pennsylvania
- Fairmount Park
- Philadelphia Museum of Art
- Dutch Wonderland
- Betterton Beach
- Temple University
- Bear Creek Ski and Recreation Area
- Spooky Nook Sports
- Amish Village
- Drexel University
- University of Delaware
- Diggerland
- Dover Motor Speedway
- French Creek State Park
- Philadelphia Zoo
- 30th Street Station
- Marsh Creek State Park
- Independence Hall
- Greater Philadelphia Expo Center & Fairgrounds
- Lincoln Financial Field





