Vacation rentals with outdoor seating in Chester County

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Top-rated outdoor seating rentals in Chester County

Guests agree: these outdoor seating 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, 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 favorite

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 favorite

Guest suite in Morgantown

4.96 out of 5 average rating, 280 reviews

Lucy's Log Cabin Cottage in the Woods

Cozy guest suite attached to main house in log cabin village. Full kitchen, dining area, wood stove, comfy queen bed, walk-in closet, games, 100 movies. Walk-in shower & built-in seat. Laundry room with door to deck area, bistro tables, firepit. The vaulted living room has pull-out love seat for one sleeper, TV [ROKU, You Tube TV, HULU, Netflix, Amazon, Disney], Blu-Ray player and Google Nest Mini. Enjoy breakfast items like fresh eggs, juice, milk, bread, coffee, tea and our homemade pizzelle.

Guest favorite

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 favorite

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 favorite

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 favorite

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 favorite

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 favorite

Cottage in Chester Springs

4.97 out of 5 average rating, 179 reviews

Charming cottage under the pines. No cleaning fee.

Relax in our tiny cottage overlooking the fields of Chester County. View the beautiful St. Matthews church from your bedroom window. Livingroom has comfortable pull down couch. Kitchen and bathroom are newly renovated. Enjoy the peaceful enclosed back porch to wind down after a day of hiking or horseback riding on local trails and parks, boating at nearby Marsh Creek or spending the day in the quaint nearby towns and/or historic Philadelphia.

Guest favorite

Guesthouse in Kennett Square

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.

Guest favorite

Cottage in Coatesville

5 out of 5 average rating, 246 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 favorite

Farm stay in Lincoln University

4.96 out of 5 average rating, 101 reviews

Pyle Cottage circa 1750

Relax at this unique and tranquil getaway located within 5 minutes of Fair Hill Training Center and MD 5* Event site. Quiet with lots of outside spaces and local hiking & biking right out your front door. Ten minutes off Rte 95 ~ 1 hour south of Philadelphia and 1 hr north of Baltimore in the tristate corner of DE-MD-PA.