
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.

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

Entire home-private yard & firepit-LancasterCounty
Relax with family & friends at the Highland Cottage! You will have the entire home to yourself & a private yard & patio to enjoy. Highland Cottage sets up on a hill, giving you a spectacular view of the country side and sunsets. We are located in the heart of Lancaster County & within walking distance of Rails to Trails, a paved walking path. Hershey area, with many attractions, is less than an hour away/Close to Amish attractions/3 miles off Ephrata 222 exit & 8 miles from Denver turnpike exit

Dog-friendly Farmhouse w/ Peaceful Waterfall View
Calming sounds of the waterfall and views of Mill Creek nature 7 minutes from Sight & Sound. Located along a convenient and busy road close to all things Lancaster, this home is truly a getaway in the backyard. The inside, furnished by our neighboring Olde Mill House Shoppes has a modern kitchen and amenities boast comfort and convenience. Stairs are a must in this old home, with 2 bedrooms (1 overlooking the falls & one having 2 queen beds) and a full bath are upstairs. Dogs ok with messaging.

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 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.

Appleton Retreat
This 3 bedroom, 2 bathroom home is the perfect place to get away from it all while remaining convenient to all the best that Maryland, Delaware, and Pennsylvania have to offer. Minutes from Fair Hill Natural Resource Management Area for the horseback riders, mountain bikers, hikers and nature enthusiasts. University of Delaware is a quick 10 minute ride away to catch a football game or celebrate commencement. Other local attractions - boating, fishing, vineyards and breweries.

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.

Hilltop Guesthouse - in Intercourse on Beacon Hill
This spacious & comfortable Central Lancaster County Guesthome is located on a quiet & scenic hilltop overlooking the farmland surrounding the popular village of Intercourse. The 4 comfortable bedrooms, central AC & free Wifi access will ensure your comfort while you visit the many nearby attractions such as the Kitchen Kettle Village in Intercourse (2 min), Bird in Hand (8 min), Strasburg Railroad (16 min), Sight & Sound Theater (17 min), Dutch Wonderland (17 min).

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 king 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!

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.
Popular amenities for house rentals in Kennett Square
House rentals with a pool

Findley Farm View Cottage (Outdoor Pool!)

Creek home with pool & waterfall heated all year

Breathtaking Waterfront w/pool and private dock

Peaceful Retreat Pool and great outdoor space

King’s place, hot tub Pool is closed until Spring

Fun for 8 / Weekly and Extended Stays

Lakefront Guesthouse

Family Fun Retreat | Pool, Hot Tub & Game Room
Weekly house rentals

"The Stay Over" your Home away from Home

Experience the charm of a historical getaway

Hilltop Haven |Slower Pace, Timeless Views

The Sycamore Cottage located in the Amish Country.

Downingtown Manor | 1900s Farmhouse w/ Creek Views

Upper Chesapeake Getaway

Home Away from Home in Rising Sun, MD

Cozy Getaway in the heart of Amish Country
Private house rentals

The Cottage Haven ~ near Sight and Sound

Historic Spacious 6 bedroom home in West Grove

Quaint farmhouse

Mine Ridge Cottage, Pet friendly, Buggy watching

Water View Historic Tennis Club - 3br 2.5bath

Poplar grove schoolhouse with hot tub/swim spa

Private Cozy Ranch Home w/ Deck & Fast Wi-Fi

Beautiful Large Home in Private Woods with Hot Tub
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 £60 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 & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Kennett Square holiday rentals include wifi 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
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- Pennsylvania Convention Center
- Lincoln Financial Field
- Citizens Bank Park
- Longwood Gardens
- Fairmount Park
- Philadelphia Museum of Art
- Wells Fargo Center
- Penn's Landing
- Bear Creek Ski and Recreation Area
- Diggerland
- Dutch Wonderland
- Betterton Beach
- University of Pennsylvania
- 30th Street Station
- Philadelphia Zoo
- French Creek State Park
- The Franklin Institute
- Marsh Creek State Park
- Wissahickon Valley Park
- Valley Forge National Historical Park
- Independence Hall
- Eastern State Penitentiary
- Franklin Square
- Spruce Street Harbor Park




