
Holiday rentals with outdoor seating in Chester County
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Chester County
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Historic J. Pyle House Main St Location Dogs 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

The Peaceful Nook A-Frame + Sauna
The Peaceful Nook, built by Zook Cabins is the perfect place for a romantic getaway, or a peaceful time in nature. The A-frame is one of the best glamping experiences you will find! With heat and AC, a luxurious bed, kitchenette, hammock, rain shower, bath house, sauna, flat top griddle, fire pit (firewood included) chairs under the stars, and the unparalleled connection to nature - Robes also provided! What better way to spend a few nights to fully re-energize yourselves!

The Millhaus
This is the original "tiny house." Built in 1766, the Millhaus sits on a 32-acre historic site with the Knauer Mill, Horseshoe Trail, and French Creek. Take a short hike along the water's edge to Saint Peter’s Village for coffee & pastries, or dinner & drinks. Recharge with modern touches like onsite massage and private fitness amenities, available by appointment. Stay put and unwind—or venture out and explore the best of PA from this beautiful location!

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.

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.

The Farmer’s House
Historic FARM STAY. Est. In 1757 and hidden from view, it is certain to provide a private getaway! If you have the heart of a "homesteader" or simply want to have a peaceful holiday, this farmette will allow you to travel back in time for a relaxing experience you will not forget! A winding brook and pond are located within short walking distance from the home. Well furnished, this home will impress you with all her comfort and character!

Broad Run Suite- West Bradford Township
The comfy suite is located on a private 4- acre wooded lot, with a stream, in scenic Chester County. The private suite, which is attached to the house, has its own entrance and all the comforts of home...close to West Chester and Downingtown, Longwood Gardens, historic sites, Brandywine River Museum, several nature preserves, SEPTA Regional Rail and Amtrak lines, and much more. Come relax in this beautiful, scenic location.

The View
Come enjoy The View overlooking Amish farmland and feed the farm animals in the back yard. Watch spectacular sunrises from the deck or overlook the farmers field from the hot tub. Feel the smooth texture and beauty of solid handmade furniture. We have room for the whole family or even several families. Relax knowing your host lives on the adjoining property and is wanting your stay to be all you hoped for and more!

Country-Side Hut - Firepit - Cozy Loft
Enjoy The Peaceful Campsite/Cabin Nestled in Royal Amish Country. Spend Time with Family or Friends in the Outdoors of Narvon A Summer Night around the Fire 3D Target Archery Hunt Or enjoy the Cabin The cabin setting sleeps 4, we also have a cot for a 5th person, you are welcome to bring a tent for larger groups

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.

Luxury Mountain Chalet with Fireplace & Hot Tub
Discover a luxurious A-frame chalet in Birdsboro, Pennsylvania, offering stunning mountain views. Enjoy the cozy fireplace, relax in the hot tub, and cook in the outdoor kitchen. Perfect for a relaxing getaway, this chalet is near hiking trails, fishing spots, and canoeing opportunities. Experience a true escape from the ordinary.

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!😊
Popular amenities for Chester County outdoor seating rentals
Holiday House Rentals with Outdoor Seating

No steps. Peaceful, quiet street. Amish country.

Gorgeous Victorian Style Home

Covered Bridge Cottage

*Woodland Chalet* Hot Tub - Fire Pit - Grill

King’s place, hot tub. Pool is open for summer!

Lakefront Guesthouse

Downingtown Manor | 1900s Farmhouse w/ Creek Views

Historic Home on Gay Street.
Apartment rentals with outdoor seating

Compass Victorian Apt 2

Quiet suite in the heart of Amish country.

Private Suite with Hot tub

Stoltzfus Farm Guest House

Carriage House Suite

Apt. 1 at Witmer Estate, King Bed, Near Amish Area

Amish farmland view: peaceful

Coachman's Suite - Intercourse, Lancaster PA
Other holiday rentals with outdoor seating

Hillside Haven |Hot Tub & Sauna

Longwood Gardens Carriage House

Vintage Farmhouse Stay - History Meets Comfort

See Wild Deer From The Front Porch! *With Hot-Tub*

Quiet, Country Church, Lancaster County

The Loft On Forever Lane

Refined Lavender Farm Escape with a Luxurious Spa

3 acre A-frame In Amish Farmland
Destinations to explore
- Loft rentals Chester County
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- Rentals with lake access Chester County
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- Rentals with a fireplace Chester County
- Condo rentals Chester County
- Rentals with a fire pit Chester County
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- Fitness-friendly rentals Chester County
- Rentals with a patio Chester County
- Rentals with a hot tub Chester County
- Rentals with breakfast Chester County
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- Rentals with outdoor seating Pennsylvania
- Rentals with outdoor seating United States
- Hersheypark
- Lincoln Financial Field
- Pennsylvania Convention Center
- Longwood Gardens
- Citizens Bank Park
- Dorney Park & Wildwater Kingdom
- Wells Fargo Center
- Fairmount Park
- University of Pennsylvania
- Philadelphia Museum of Art
- Dutch Wonderland
- Spooky Nook Sports
- Hershey's Chocolate World
- Betterton Beach
- Bear Creek Ski and Recreation Area
- Diggerland
- Philadelphia Zoo
- Temple University
- 30th Street Station
- French Creek State Park
- University of Delaware
- Marsh Creek State Park
- Drexel University
- Valley Forge National Historical Park





