
Holiday rentals in Chester County
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Top-rated holiday rentals in Chester County
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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

Buena Hill Homestead
We're located in the heart of scenic Lancaster County, PA, minutes from countless restaurants, attractions, and shopping, including Sight & Sound Theatre, Dutch Wonderland, and Outlet Malls. Whether your coming to country for a vacation weekend of exploration, or a quiet getaway to work and rejuvenate, our guesthouse is the perfect fit for you! There's several different tables and islands to accommodate work and dining in, as well as space outside for children to use riding toys and play.

Refined Lavender Farm Escape with a Luxurious Spa
Escape to Windy Hill Lavender Farm, a luxurious countryside retreat surrounded by rolling hills and fragrant lavender blooms. Unwind in a spa-style bathroom with a tiled walk-in shower and deep soaking tub, then relax in the cozy queen bedroom or loft with 2 twin beds . Savor starry nights in the hot tub on the spacious deck, grill in the charming corncrib area, and gather by the fire pit. Perfect for romantic getaways, peaceful escapes, and unforgettable memories in nature’s beauty.

West Chester apartment located on horse facility
Our apartment in located in the heart of West Chester PA. Our place is close to restaurants and dining, nightlife, great views, and family-friendly activities. You’ll love Sunset Valley Farm because it is a Horse property with activities on the property (season permitting). Horse lessons, Kayak, creek, fishing, and near all of the local attractions (King of Prussia Mall, Gettysburg, Valley Forge, Brandywine river, Lancaster (Amish country) 40 mins away).

The Millhaus
This is the original "tiny house." Built in 1766, the Millhaus sits on a 32-acre historic site with the Knauer Mill, Horseshoe Trail, and French Creek. Take a short hike along the water's edge to Saint Peter’s Village for coffee & pastries, or dinner & drinks. Recharge with modern touches like onsite massage and private fitness amenities, available by appointment. Stay put and unwind—or venture out and explore the best of PA from this beautiful location!

Private West Chester Cottage close to Longwood
Treat yourself to time away in the heart of Chester County history and horse country. This charming little gem, privately nestled under the evergreens is surrounded by acres of American history dating back to the 1700s. Tucked behind the property's historic stone farmhouse is the newly refurbished cottage which you'll have to yourself. The cottage is tastefully decorated with vintage treasures & has spectacular views of the unique property & gardens.

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 Farmer’s House
Historic FARM STAY. Est. In 1757 and hidden from view, it is certain to provide a private getaway! If you have the heart of a "homesteader" or simply want to have a peaceful holiday, this farmette will allow you to travel back in time for a relaxing experience you will not forget! A winding brook and pond are located within short walking distance from the home. Well furnished, this home will impress you with all her comfort and character!

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.

Charming cottage on 50 acre Chester County farm
Frog Hollow Cottage is a newly renovated getaway located in the heart of the Chester County’s rolling farmland and equestrian community. Overlooking beautiful pastures, the cottage was formerly the large painting studio of Delaware Valley artist Peter Sculthorpe. The studio has been re-imagined as a peaceful retreat for families, friends and couples.

Luxury Mountain Chalet with Fireplace & Hot Tub
Discover a luxurious A-frame chalet in Birdsboro, Pennsylvania, offering stunning mountain views. Enjoy the cozy fireplace, relax in the hot tub, and cook in the outdoor kitchen. Perfect for a relaxing getaway, this chalet is near hiking trails, fishing spots, and canoeing opportunities. Experience a true escape from the ordinary.

Charming loft apartment
The loft is in a newly renovated barn, located on our small farm in Gap PA. The location is approximately 15 min from Lancaster County’s main attractions. (please see below for more details on location) We have the cutest pony named Snickers who is accompanied by his two bunny friends. He loves when guests stop by to say hi!😊
Popular amenities for Chester County holiday rentals
Other great holiday rentals in Chester County

Applewood A-Frame Retreat + Hot tub

The Peaceful Nook

Newly Renovated Chic Farmhouse with Creek access

Historic Barn

Bala Farm Cottage - 2 miles from West Chester

Country-Side Hut - firepit - cozy loft

Longwood Gardens Carriage House

Covered Bridge Cottage
Destinations to explore
- Cabin rentals Chester County
- Rentals with pools Chester County
- Rentals with a patio Chester County
- Tiny house rentals Chester County
- Boutique hotels Chester County
- Guest house rentals Chester County
- Rentals with lake access Chester County
- Private suite rentals Chester County
- Rentals with a washing machine and dryer Chester County
- Fitness-friendly rentals Chester County
- House rentals Chester County
- Cottage rentals Chester County
- Hotel rooms Chester County
- Rentals with a hot tub Chester County
- Rentals with breakfast Chester County
- Family-friendly rentals Chester County
- Townhouse rentals Chester County
- Farm stay rentals Chester County
- Rentals with a firepit Chester County
- Loft rentals Chester County
- Bed and breakfasts Chester County
- Rentals with a fireplace Chester County
- Flat rentals Chester County
- Apartment rentals Chester County
- Pet-friendly rentals Chester County
- Rentals with outdoor seating Chester County
- Pennsylvania Convention Center
- Lincoln Financial Field
- Hersheypark
- Longwood Gardens
- Citizens Bank Park
- Fairmount Park
- Dorney Park & Wildwater Kingdom
- Wells Fargo Center
- Philadelphia Museum of Art
- Penn's Landing
- Bear Creek Ski and Recreation Area
- Temple University
- Diggerland
- University of Pennsylvania
- Dutch Wonderland
- Betterton Beach
- Philadelphia Zoo
- 30th Street Station
- The Franklin Institute
- French Creek State Park
- Marsh Creek State Park
- Valley Forge National Historical Park
- Wissahickon Valley Park
- Independence Hall





