Holiday rentals in Chester County

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Top-rated holiday rentals in Chester County

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Guest favourite

Barn in East Earl

4.99 out of 5 average rating, 117 reviews

Sunny Side Creek View

A quiet Stay in Amish Country with a Modern feel. There are working farms to observe, a creek & pastures of all kinds of animals. Watch the sunrise and sunset from your own deck with a gas fire pit for your enjoyment! It’s the perfect place for a last minute stay in a private country setting. This private efficiency apartment/barn is located on our mini farmette. Located only a few miles from Shady Maple Farm Market/Smorgasboard, and local Amish- Mennonite owned attractions. Come Rest & Explore.

Guest favourite

Cottage in Downingtown

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 in Downingtown

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 in Spring City

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 in Downingtown

4.97 out of 5 average rating, 186 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 in Kennett Square

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 in Media

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

Serviced apartment in Chadds Ford

4.99 out of 5 average rating, 124 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

Place to stay in West Chester

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

Cottage in Coatesville

5 out of 5 average rating, 247 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.

Guest favourite

Rental unit in West Grove

4.98 out of 5 average rating, 201 reviews

Swallow's Rest: East

This two hundred year old post-and-beam farm building has been converted into two elegant, private apartments that share a common entry. Either apartment can be reserved separately, or both can be shared by a group of guests. The property is located in a quiet and picturesque region that is close to many attractions in southern Chester County.

Guest favourite

Guest house in East Earl

4.99 out of 5 average rating, 294 reviews

Laurel Springs Guest House

The Laurel Springs Guest House is a serene countryside getaway with accommodations for one or two people. The outdoor charm of this property is felt as soon as you walk down the sidewalk and take in the view of the water and farmland. The private guest house is cozy but simple and was renovated in 2004.