Holiday houses 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.

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Guest favourite
Apartment in Paradise
4.92 out of 5 average rating, 179 reviews

Apt. 1 at Witmer Estate, Near Amish Attractions

The apartment is located on the property of the historic Witmer Estate. This 2nd floor apartment (above garage) offers a Smart TV, WIFI, King bed, an suite bath, a spacious living room and kitchen, a small desk area if you plan to work during your stay. The home is located near Amish attractions, Intercourse, Bird in Hand, Strasburg all within a few minutes drive. 20 minutes to Downtown Lancaster. Shopping and the outlets also within 10 minutes drive. Outdoor patio area w picnic table & lights.

Top Guest favourite
A bright and airy living area features a brown leather couch and a wooden coffee table on a patterned rug. Natural light filters through sheer curtains by a cozy reading chair. The open-plan space includes a kitchen visible in the background, highlighted by modern fixtures.
Cottage in Downingtown
4.98 out of 5 average rating, 323 reviews

The Cottage at Marsh Creek (with hot tub!)

Cottage less than a mile from Marsh Creek State Park! Relax in the YEAR ROUND HOT TUB, enjoy the 50" Smart TV, & sleep in the comfy gel memory foam king size bed! The house comes with two inflatable SUP board. Dog friendly! Peaceful surroundings. The park has tons of trails for hiking, as well as fishing & water sports. You'll have access to the entire home, including the private patio & hot tub. 15 minutes to great coffee & dining. Follow us on IG! @thecottageatmarshcreek

Top Guest favourite
The front entrance of the home features a well-maintained pathway bordered by lush greenery and flowering plants. An elegant lamp post stands beside the path, illuminating the approach to the entrance where double doors and a decorative American flag are positioned.
Apartment in Chadds Ford
4.99 out of 5 average rating, 248 reviews

Silo Suite

Welcome to our charming suite located in the heart of the historic Brandywine Valley. Nestled within the entrance of a beautifully converted 12,000 square foot barn home, this space offers a truly unique and memorable stay. Our special place is perfectly situated between the renowned Brandywine River Museum and the Chadds Ford Winery, and in just minutes, you can explore the enchanting beauty of Longwood Gardens or dive into the world of history at Winterthur.

Top Guest favourite
A cozy living area features a bright orange sofa alongside a green lounge chair, with a round white coffee table set on a black and white patterned rug. Natural light fills the space through a window adorned with simple decor, complemented by rustic wood accents and a warm-colored chimney.
Loft in Honey Brook
4.97 out of 5 average rating, 572 reviews

Funky Private Attic Apartment in Honey Brook

A private one bedroom attic apartment - perfect for a weekend getaway or solo time 🫶🏼 *please be aware that this property is alongside a main road, so if traffic noise bothers you, this may not be the right fit Located in the Borough of Honey Brook & just a mile from September Farm Cheese Shop & wonderful thrift stores! Pickleball courts within walking distance in local park. Paddles and balls provided. Lancaster County Tourist towns - within 25 min.

Guest favourite
Apartment in West Chester
4.84 out of 5 average rating, 363 reviews

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).

Top Guest favourite
A charming cottage with a green, A-frame roof is framed by blossoming dogwood trees. A gravel path leads to the entrance, which is flanked by lush greenery and flowering shrubs, providing a tranquil and inviting approach.
Place to stay in West Chester
4.98 out of 5 average rating, 252 reviews

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.

Guest favourite
The exterior of the Tiny House is showcased, featuring a modern design with a gray metal facade. A welcoming entryway is installed with a wooden door. A brick walkway leads from the grass area to the entrance, framed by trees and landscaping, creating an inviting environment.
Home in Kennett Square
4.86 out of 5 average rating, 115 reviews

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.

Guest favourite
Apartment in Kennett Square
4.92 out of 5 average rating, 319 reviews

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*

Top Guest favourite
Guesthouse in Kennett Square
4.97 out of 5 average rating, 462 reviews

Longwood Gardens Carriage House

Two miles from Longwood Gardens and six from Winterthur and Brandywine River museums, the apartment is ideally located for exploring Brandywine Valley sites and historic Kennett Square. Situated in a garden with views of a wildflower meadow and horses, it offers a spacious bedroom and bath, cozy kitchen/living combo and washer/dryer. It is modern, super clean, comfortable, and private--an idyllic country escape.

Top Guest favourite
A charming cottage is nestled among lush greenery, with a large window inviting natural light. The exterior features a sloping roof and a stone wall, accentuating the surrounding landscape of rolling hills and fields.
Cottage in Coatesville
5 out of 5 average rating, 324 reviews

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.

Top Guest favourite
Home in Quarryville
4.98 out of 5 average rating, 175 reviews

*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.

Top Guest favourite
A serene outdoor area features a sparkling blue pool surrounded by lush greenery. A curved stone deck provides an inviting space for relaxation. Trees and shrubs create a natural backdrop, offering privacy and a tranquil atmosphere.
Guest suite in West Chester
4.99 out of 5 average rating, 278 reviews

Your own peaceful, natural retreat!

So much better than staying in a hotel! A completely private apartment! Quiet... comfortable... accessible. A perfect place for business travelers, your holiday guests, nature lovers, history buffs or anyone just wanting to escape the hustle bustle for a few days. Only 3 minutes away from downtown West Chester.

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