
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 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!

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

The Suite at Rosemont, 3 BDR, HOT TUB
This home is a great mid point to explore Lancaster and Philadelphia attractions. Located in the town of Parkesburg, the house is within walking distance to several local shops. Amish attractions are within 30 minutes drive as well as Exton, King of Prussia, and Longwood Gardens. Approx 1 hours drive to Philadelphia. Several grocery stores and restaurants are a short drive from the home. Guests will also enjoy the hot tub which is open year round. WIFI and a Smart TV to log into your accounts.

Covered Bridge Cottage
Located on a farm in the heart of Amish country and amid one of the largest concentrations of antiques in America, we are central to many attractions, yet quaint and secluded enough to provide a relaxing retreat. The Covered Bridge Cottage started out in the 1800’s as a mill office and over the years was converted into a home through several additions. The house has been in our family for close to a century and it was our honor to restore it to a comfortable, energy efficient, durable home.

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 .

King’s place, hot tub Pool is closed until Spring
New hot tub, above ground pool with deck built into it ! Recently remodeled, Centrally located on a 1 acre lot. Not far from all the tourist attractions that Lancaster has to offer. 1 hr from philly airport, 15 minutes from downingtown, 15 minutes from gap,and 20 minutes from Intercourse. A quiet neighborhood with a spacious back yard, which is great for kids. Whether you bring cornhole, use the grill, or sit around the propane fire pit. The yard and large back deck have so much to offer!

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 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.

The Historic Walton House by RPG
✨ 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.

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 house rentals in Kennett Square
House rentals with a pool

Findley Farm View Cottage (Outdoor Pool!)

Creek front home *heated pool open year round!*

Peaceful Retreat Pool and great outdoor space

Modern Farmhouse: Pool, Hot Tub & Pickleball

Idyllic estate, close to downtown and the Amish.

Wood Country Bungelow - Fall Getaway!

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

Ode to the '70's - hot tub & pool in Honey Brook
Weekly house rentals

3 Bed/1.5 Bath + 2MI - University of Delaware

The Lighthouse

Quaint farmhouse

Newly built Tiny House in Historic Kennett Square

Upper Chesapeake Getaway

Entire home-private yard & firepit-LancasterCounty

The Dawdy House

Country house and view of horses
Private house rentals

Cottage by the Pines

Glenmar Lodge at Vincent Forge

Water View Historic B & B - Gift Card Included

Stay-4-Awhile

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

A home away from home.

Cute, cozy and convenient 2BR w/ office

Have It All on the East Coast-The Hawthorne House!
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 € 70 per night before taxes and fees

Verified guest reviews
Over 1,090 verified reviews to help you choose

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
- Penn's Landing
- Betterton Beach
- Philadelphia Museum of Art
- 30th Street Station
- Diggerland
- French Creek State Park
- Wells Fargo Center
- Marsh Creek State Park
- Philadelphia Zoo
- The Franklin Institute
- Aronimink Golf Club
- Wissahickon Valley Park
- Valley Forge National Historical Park
- Crystal Beach Manor, Earleville, MD
- Independence Hall
- Franklin Square
- Eastern State Penitentiary
- Philadelphia Cricket Club
- Spruce Street Harbor Park