
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!

Cozy, Historic House in West Chester, PA
Bright & beautifully decorated house in the historical village of Marshallton PA. Built in 1810, the Honeycomb House is steps away from the Four Dogs Tavern & Marshalton Inn. Located only 4 miles outside Downtown West Chester and 8 miles from Longwood Gardens. The house has 3 bedrooms, one queen bedroom, a 2 twin bedroom, and a walk thru bedroom with 2 twins that is located upstairs in the coffee bar room, THIS LAST BEDROOM DOES NOT HAVE DOORS AS IT IS A WALKTHRU SPACE . One bathroom (upstairs)

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.

Historic J. Pyle House Main St Location Pets 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

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 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.

The Lighthouse
Centrally located in northern Delaware with easy on/off access to 95 and 495. Newer construction, built in 2018. One large bedroom with KING size bed, 1.5 bath, private entrance, living room and full eat in kitchen. Work station area. Twin size pull out in living room. Free WiFi and large smart TVs in living room and bedroom. Deck off of the kitchen and upstairs deck off of the bedroom. Laundry located in bedroom upstairs. NO CLEANING FEE

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

Meadowview Cottage

Findley Farm View Cottage (Outdoor Pool!)

Creek home with pool & waterfall heated all year

Peaceful Retreat Pool and great outdoor space

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

Modern Farmhouse: Pool, Hot Tub & Pickleball

The Mint Cottage in Chesapeake City

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

Modern 3 bedroom ranch house/5 min from UD

Beautiful Home in Prime Location

The Cottage Haven ~ near Sight and Sound

Shurs Lane Cottage, EV Charging, Free Parking

Cute, cozy and convenient 2BR w/ office

Quaint Bungalow

The Dawdy House

Amish Country Cottage at Nature View Farm
Private house rentals

Casa Domino: A Peaceful Waterfront Retreat

Classic Country Retreat | Spacious Home on 1 Acre

Historic Spacious 6 bedroom home in West Grove

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

Quaint farmhouse

3 Bedroom Home in Lancaster

Stay-4-Awhile, Modern, comfy home in Wilmington DE

Private Cozy Ranch Home w/ Deck & Fast Wi-Fi
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 $102 SGD 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
- Longwood Gardens
- Citizens Bank Park
- Fairmount Park
- Philadelphia Museum of Art
- Wells Fargo Center
- Penn's Landing
- Bear Creek Ski and Recreation Area
- Betterton Beach
- Diggerland
- French Creek State Park
- Philadelphia Zoo
- The Franklin Institute
- Wissahickon Valley Park
- Marsh Creek State Park
- Valley Forge National Historical Park
- Independence Hall
- Spruce Street Harbor Park
- Eastern State Penitentiary
- Franklin Square
- Ridley Creek State Park
- Clark Park
- Philadelphia's Magic Gardens




