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

A 650 SF Condo| Walking distance to Amtrak station
If you are looking for a quiet and convenient location in the Paoli area for a comfortable stay, welcome to East Central Ave. Close to shops, restaurants, walking trails, and the Paoli train station. This suite is a basement, but it has a private entrance, full bathroom and a patio. The kitchen has white cabinets with appliances, including a stove, an oven, a coffee maker, a toaster, kettle, and a refrigerator. Ideal for family of 5, 1 bedroom with a queen bed for 2 and 2 sofa cum beds for 3.

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.

Historic J. Pyle House Main St Location Pets OK!
The J. Pyle House, built in 1844, is in the National Historic District of Kennett Square, PA. We are in the heart of walkable downtown Kennett Square and a quick 6 minute drive to Longwood Gardens. The townhome has been lovingly restored to reflect its mid-19th century roots, while providing an updated, cozy place to relax while visiting our quaint town. 45 min to the PHL airport, 25 min to Wilmington, DE, 25 min to West Chester University, 6 min to Longwood Gardens 15 min to Winterthur

Bala Farm Cottage - 2 miles from West Chester
Bala Farm Cottage is a wonderfully cozy stone cottage, located less than 3 miles from the center of West Chester, on a hilltop in a quiet neighborhood. It has a charming study downstairs with a bay window looking out towards majestic trees, and an entry hall that ends with a wet bar, equipped with a mini-fridge, kettle, coffee machine and microwave. The original curved staircase leads to the upstairs bedroom with queen bed and a spacious bathroom. You'll love your stay in the Cottage!

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.

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.

Historic Home on Gay Street.
Welcome to historic downtown West Chester, PA. This freshly renovated historic home boasts 2 Queen bedrooms and 2 full baths, sleeping 6. Amenities and accommodation await behind the lavender door. This home is nestled on one of the most desirable blocks in the borough that boasts 260 years of history. Convenience, history, haven, and limitless adventures begin with your stay at 236 W Gay street. Take a look behind the lavender door.

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.

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. The woods are waiting to welcome you!

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.

Charming loft apartment
The loft is in a newly renovated barn, located on our small farm in Gap PA. The location is approximately 15 min from Lancaster County’s main attractions. (please see below for more details on location) We have the cutest pony named Snickers who is accompanied by his two bunny friends. He loves when guests stop by to say hi!😊

Glasshouse overlooking the Great Marsh
Come enjoy the Great Marsh of Chester County, PA. We have 600 acres for you to enjoy hiking, bird watching, biking our trails, kayaking/canoeing our marsh or just finding a quite place on the property to enjoy the outdoors. We also have a non-profit on the property called "Great Marsh Institute".
Popular amenities for outdoor seating rentals in Chester County
House rentals with outdoor seating

Gorgeous Victorian Style Home

"The Stay Over" your Home away from Home

Covered Bridge Cottage

Historic Farmhouse

Country Outback Cozy Home *W/Camp Fire Pit*

Cozy hideaway on your own corner of our homestead

Longwood | Shops & Restaurants | Private Backyard

Downingtown Manor | 1900s Farmhouse w/ Creek Views
Apartment rentals with outdoor seating

Queen Bed, Luxury Studio with Balcony

Spacious apartment in a quiet setting.

Quiet suite in the heart of Amish country.

Carriage House Suite

Stoltzfus Farm Guest House

Apt. 1 at Witmer Estate, Near Amish Attractions

Lemon St. Retreat

Peaceful, country setting on Fountain Hill Farm
Other holiday rentals with outdoor seating

Historic Barn

Historic Country Schoolhouse with kitchen

Country Cottage

The Loft at Jackson Farm-Your Relaxing Destination

Vintage Farmhouse Stay | History Meets Comfort

A-Frame Getaway on Amish Farm

The Stone House between the Streams

Tilton Park Loft Studio
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- Rentals with outdoor seating Pennsylvania
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- Pennsylvania Convention Center
- Lincoln Financial Field
- Citizens Bank Park
- Hersheypark
- Longwood Gardens
- Fairmount Park
- Dorney Park & Wildwater Kingdom
- Penn's Landing
- Philadelphia Museum of Art
- Betterton Beach
- 30th Street Station
- Diggerland
- Wells Fargo Center
- French Creek State Park
- Marsh Creek State Park
- Philadelphia Zoo
- The Franklin Institute
- Aronimink Golf Club
- Valley Forge National Historical Park
- Wissahickon Valley Park
- Crystal Beach Manor, Earleville, MD
- Independence Hall
- Hershey's Chocolate World
- Franklin Square




