Holiday rentals in Chester County

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Top-rated holiday rentals in Chester County

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Guest favourite

Cottage

4.97 out of 5 average rating, 200 reviews

The Cottage at Hoffman Barn

The Cottage at Hoffman Barn is a freestanding modern studio cottage located on what was once a dairy farm. The cottage is filled with eclectic art and modern appliances. Outside, your private deck is surrounded by mature specimen trees, birds and nature! You will love the charming waterfall patio and freedom to walk most of the four acre property including visits to goats and chickens at the stable. Most amenities needed for a lovely private getaway or a productive business trip are included.

Guest favourite

Cottage

4.94 out of 5 average rating, 201 reviews

Silk Purse Cottage-a private, cozy retreat

Silk Purse Cottage (ca. 1920) is in scenic, historic Chester County, PA 6 miles from the PA turnpike. It is a completely renovated, private cottage on a 6 acre property. Perfect spot for a relaxing vacation. Visitors who are interested in gardening, history and outdoor activities will find many opportunities close by. Hike, fish, go boating or mountain biking one mile away at Marsh Creek State Park. Longwood Gardens, Winterthur, Lancaster and Philadelphia are all a short distance by car.

Guest favourite

Farm stay

5 out of 5 average rating, 183 reviews

Country getaway on a horse farm, Bryn Taran Farm

Country farm, but quick drive to major historical and entertainment sites and events. Private, secluded accommodation adjacent to 275 yr old farmhouse. Includes an expansive porch with seating, a table for outdoor dining overlooking a garden, horse fields and historic barn. You have a private entrance to your own elegant living space with all modern amenities, including full-size kitchen appliances, an ample dining area with a view outdoors and a spacious bedroom with en-suite bathroom/shower.

Guest favourite

Cottage

4.97 out of 5 average rating, 185 reviews

The Cottage at Marsh Creek (with hot tub!)

Peaceful cottage less than a mile from Marsh Creek State Park! Relax in the HOT TUB, catch up on Netflix with the 50" Smart TV, & sleep in the gel memory foam king size bed! You’ll also have use of the two inflatable SUP boards that come with the house. Dog friendly! The park has miles of trails for hiking, as well as fishing & water sports. You'll have access to the entire home, including the private patio & hot tub. Close to great coffee & dining. Follow us on IG! @thecottageatmarshcreek

Guest favourite

Guest suite

4.94 out of 5 average rating, 117 reviews

Unionville Apartment-Minutes from Longwood Gardens

Bright and open two-story, modern one-bedroom, 1 bath apartment with central air conditioning, great room, walk-in closet, wood floors, and utility room with washer/dryer. Private parking. Rural setting in Unionville adjacent to ChesLen Preserve. We are also minutes from Longwood Gardens, Plantation Field Events, and Kennett Square, PA. Particularly well suited for travel and business trips to Southern Chester County. 20% off stays over a week. 30% off monthly and longer stays.

Guest favourite

Guest suite

4.98 out of 5 average rating, 491 reviews

The Welcoming Woods

Enjoy the quiet of the woods as you relax in your private space. The studio is minutes away from downtown Media where you can enjoy the shops & restaurants on State St or take a 20 minute ride into Philadelphia. Attractions include Tyler Arboretum, Ridley Creek State Park, Longwood Gardens, Linvilla Orchards & local wineries in Brandywine & Chadds Ford PA. After a day of activities relax on the hammock or enjoy a soak in the hot tub. The woods are waiting to welcome you!

Guest favourite

Rental unit

4.91 out of 5 average rating, 244 reviews

Cozy, Creative, One of a Kind

Welcome to the Mushroom Capital of the World! Enjoy activities (ping-pong and 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*

Guest favourite

Serviced apartment

4.99 out of 5 average rating, 123 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.

Guest favourite

Guest suite

4.96 out of 5 average rating, 177 reviews

The Stone House between the Streams

While staying here, you will get to drive over a little bridge and past a winding stream to get to our historic stone house where you will stay. The original structure was built in 1758. Out in the country with Amish neighbors all around, you will be delighted with the peaceful environment created by the little streams, rustic barn, and buggies going by on the road. The property use to be a winery with it's own vineyards. The house was where the vintner lived.

Superhost

Rental unit

4.83 out of 5 average rating, 290 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).

Guest favourite

Place to stay

4.98 out of 5 average rating, 211 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

Guest house

4.97 out of 5 average rating, 423 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.