House holiday rentals in Kennett Square

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Top-rated house rentals in Kennett Square

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Top Guest favourite
A modern kitchen is showcased, featuring new stainless steel appliances, including a fridge, oven, and microwave. Open shelving displays kitchen essentials. A light-toned countertop is complemented by four black bar stools. Natural light is provided through windows, enhancing the inviting space.
Home in Parkesburg
4.96 out of 5 average rating, 332 reviews

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 which comfortably seats 4. 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!

Top Guest favourite
A cozy living area is furnished with a slipcovered sectional sofa and two blue slipper chairs surrounding a glass coffee table. Natural light filters through patterned curtains, highlighting a vintage rug on hardwood floors. The space connects to a dining area and staircase leading to the upper levels.
Home in Kennett Square
4.99 out of 5 average rating, 150 reviews

Historic Downtown D. Clark House Dog Friendly!

The historic Dorothy Clark House, built around 1907, is in the National Historic District of Kennett Square, PA. We are downtown in the heart of the walkable Kennett Square Borough! This twin home has been lovingly restored to reflect its early 20th century roots, while providing a cozy place to relax while visiting our quaint town. We hope you’ll fall in love with the home like we have! 45 min to Philadelphia airport, 25 min to Wilmington 25 min to WCU, 6 min to Longwood, 15 min to Winterthur

Top Guest favourite
A cozy bedroom features a spacious bed with a softly draped blanket. Decorative pillows add color, while muted teal and warm brown tones create a comfortable ambiance. A circular mirror and artwork complement the floral wallpaper, with ambient lighting provided by matching bedside lamps.
Home in Hockessin
4.97 out of 5 average rating, 541 reviews

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 .

Top Guest favourite
Home in Parkesburg
4.97 out of 5 average rating, 139 reviews

New Breeze Guesthouse, 3BDR Home on Quiet Street

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.

Guest favourite
A serene waterfront view is captured at sunset, highlighting the calm water and a colorful sky filled with clouds. Several chairs are arranged near the water's edge, framed by lush trees and grassy areas.
Home in Perryville
4.97 out of 5 average rating, 147 reviews

Upper Chesapeake Getaway

Come relax with expansive views of the Upper Chesapeake with family or friends. Tucked away in Carpenter's point, you'll find peace watching boats pass by and local wildlife. The newly renovated home features newly 3BR, 1.5 Bath with a fully functional kitchen. You'll enjoy the beautiful sunrise views, water access, kayaks and deck. Local amenities include Great Wolf Water Park, Elk Neck State Park, local restaurants, and Perryville Casino. We welcome you to join the relaxing experience!

Top Guest favourite
The inviting living area features a warm-toned couch and decorative accent pillows. A circular coffee table sits in front, complemented by a stylish lamp. A wall-mounted TV is visible, along with an open kitchen view, highlighting natural light from nearby windows.
Home in Kennett Square
4.98 out of 5 average rating, 244 reviews

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

Top Guest favourite
A spacious two-story home features a blend of modern and historic architectural styles. A welcoming porch with seating arrangements is adorned with string lights, while well-maintained flower gardens and greenery enhance the outdoor setting. The image captures the serene ambiance of the property.
Home in West Chester
4.96 out of 5 average rating, 106 reviews

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.

Guest favourite
The exterior of the Tiny House is showcased, featuring a modern design with a gray metal facade. A welcoming entryway is installed with a wooden door. A brick walkway leads from the grass area to the entrance, framed by trees and landscaping, creating an inviting environment.
Home in Kennett Square
4.86 out of 5 average rating, 122 reviews

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.

Top Guest favourite
A fireplace with a white mantel serves as a focal point beneath a mounted television. The area is complemented by a colorful wall art piece, with natural wood beams enhancing the ceiling. Light streams through a window, and a small desk with coffee amenities is visible.
Home in West Chester
4.97 out of 5 average rating, 479 reviews

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.

Guest favourite
The historic farmhouse showcases charming stone exterior and a spacious deck. The property is set amidst lush greenery, featuring a well-maintained lawn and a pathway leading to the entrance. Sunlight filters through the trees, highlighting the serene surroundings.
Home in Downingtown
4.96 out of 5 average rating, 126 reviews

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.

Guest favourite
A living room is presented with a neutral color palette featuring green walls. Comfortable seating includes a spacious sofa and two armchairs. A wooden coffee table occupies the center, while a TV is mounted on a cabinet. Natural light enters through large windows, and a staircase is visible in the background.
Home in Kennett Square
4.92 out of 5 average rating, 119 reviews

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

Top Guest favourite
Home in Quarryville
4.98 out of 5 average rating, 192 reviews

*Woodland Chalet* Hot Tub - Fire Pit - Grill

Welcome to your cozy woodland retreat! Nestled in a serene forest, this charming one-bedroom Airbnb offers a perfect blend of style and tranquility. Designed with a modern aesthetic, the space features chic furnishings, warm modern accents, and large windows that invite natural light and breathtaking views of the surrounding trees.

Popular amenities for Kennett Square house rentals

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 $113 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,220 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!