Chester County vacation rentals

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Top-rated vacation rentals in Chester County

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Barn in East Earl

4.99 out of 5 average rating, 114 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 favorite

Cottage in Downingtown

4.93 out of 5 average rating, 199 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 favorite

Farm stay

5 out of 5 average rating, 181 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 favorite

Cottage in Downingtown

4.97 out of 5 average rating, 178 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 favorite

Guest suite in Kennett Square

4.94 out of 5 average rating, 115 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 favorite

Guest suite

4.98 out of 5 average rating, 490 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 favorite

Rental unit

4.95 out of 5 average rating, 152 reviews

Fisher's Country Suite

Fisher's Country Suite is a cozy little getaway in Southeastern Pennsylvania . It is a beautiful peaceful area but still close to lots of attractions. It is just minutes from Walmart and several restaurants. Other nearby places are Longwood Gardens - 30 minutes Wolf’s Hollow County park-10minutes Strasburg Railroad- 17 minutes Sight and Sound theatre - 21 minutes Also within 30 minutes to Dutch wonderland, Amish attractions and lots of shopping and restaurants.

Guest favorite

Rental unit in Kennett Square

4.91 out of 5 average rating, 241 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 favorite

Serviced apartment in Chadds Ford

4.99 out of 5 average rating, 119 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.

Superhost

Rental unit

4.83 out of 5 average rating, 287 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 favorite

Place to stay in West Chester

4.98 out of 5 average rating, 209 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 favorite

Cottage

5 out of 5 average rating, 242 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.