
Holiday rentals in Chester County
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Top-rated holiday rentals in Chester County
Guests agree: these stays are highly rated for location, cleanliness and more.

Beautiful Studio Guest Suite near Parkesburg
Cozy & Private, the suite has everything you'll need for a comfortable and relaxing stay. A fully equipped kitchen with a Keurig Coffee Maker. King Sized Bed, Living Area w a pullout couch to sleep 4 guests total, Spacious bathroom with a tub/shower combo, a large private backyard with a BBQ grill. Just a few minutes drive to grocery stores. Located less than an hours drive from Philadelphia. Within 40 min drive to Longwood Gardens, King of Prussia Mall, Amish Attractions, and Lancaster. NO TV.

Peaceful Retreat Pool and great outdoor space
Peaceful and spacious home on a 2 acre lot with a small above ground pool. Great outdoor space with fire pit and seating area. Located just minutes from beautiful Lancaster County. 15 to 30 minutes from most local attractions. Philadelphia is about an hour away. There is an Amish farm market nearby. Our place is great for families with children, couples, business travelers and more. *Please read the entire listing before you decide to book and message me with any questions you may have.

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.

The Log House at Twin Brook
A cozy family getaway. While staying here, you will get to live in this historic stone home with a beautiful log addition. The original structure was built in the 1700s and served as the servant's quarters for the stone house across the road where your hosts now live. Set out in the country, you will be delighted with the peaceful environment created by the woods, fields, and buggies going by on the road. The house is set close to the road, so traffic can be heard at times.

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).

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.

Luxury Chalet with Mountain Views & Hot Tub
Escape to this luxurious A-frame chalet nestled in Birdsboro, Pennsylvania, providing breathtaking mountain vistas. Delight in the warmth of the cozy fireplace, unwind in the hot tub, and utilize the outdoor kitchen for culinary adventures. This chalet is ideal for relaxation and rejuvenation, with convenient access to nearby trails for hiking, opportunities for fishing, and the chance to go canoeing. It's a genuine retreat from the everyday.

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.

Broad Run Suite- West Bradford Township
The comfy suite is located on a private 4- acre wooded lot, with a stream, in scenic Chester County. The private suite, which is attached to the house, has its own entrance and all the comforts of home...close to West Chester and Downingtown, Longwood Gardens, historic sites, Brandywine River Museum, several nature preserves, SEPTA Regional Rail and Amtrak lines, and much more. Come relax in this beautiful, scenic location.

Cozy, Creative, One of a Kind
Enjoy activities (ping-pong/dart/board games), then stretch out in the king size bed. Full of host's original art. Driveway parking 10 minutes or less to all that Kennett has to offer (breweries, restaurants, Longwood Gardens, etc.), 1/2 hour to Wilmington or UD, 1 hour to Philadelphia. We live upstairs and you will hear footsteps in the morning before school and afternoons. *Solar Powered*Woman Owned*EV Charger*

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.

*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 Chester County holiday rentals
Other great holiday rentals in Chester County

Charming Radnor Home With Yard Hosted By Stay Rafa

Applewood A-Frame Retreat + Hot tub

Tranquil Hilltop Retreat

A-Frame Studio w/ Ramp Entry at Red Run - Site 136

Church Street Views #2

Historic Barn

Historic Country Schoolhouse with kitchen

The Guest Suite on Lilly
Destinations to explore
- Bed and breakfasts Chester County
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- Pennsylvania Convention Center
- Lincoln Financial Field
- Citizens Bank Park
- Longwood Gardens
- Hersheypark
- Fairmount Park
- Dorney Park & Wildwater Kingdom
- Philadelphia Museum of Art
- Wells Fargo Center
- Penn's Landing
- Bear Creek Ski and Recreation Area
- Diggerland
- Betterton Beach
- 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
- Hershey's Chocolate World
- Eastern State Penitentiary
- Franklin Square




