
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.

Newly Renovated Chester Springs Guesthouse
The newly renovated one bedroom apartment (that can accommodate up to 5 guests) above the detached garage at Artisan Studios provides a lovely guesthouse retreat. Nestled in the woods in beautiful Chester County, you'll enjoy privacy and seclusion even though you're just a 5 minute drive to anything you could need. We're just 8 miles from the PA Turnpike and only 38 miles (45 minutes to an hour) from Philadelphia. Feel free to bring your pet, as long as they are house broken or litter trained.

King’s place, hot tub. Pool is open for summer!
New hot tub, above ground pool with deck built into it ! Recently remodeled, Centrally located on a 1 acre lot. Not far from all the tourist attractions that Lancaster has to offer. 1 hr from philly airport, 15 minutes from downingtown, 15 minutes from gap,and 20 minutes from Intercourse. A quiet neighborhood with a spacious back yard, which is great for kids. Whether you bring cornhole, use the grill, or sit around the propane fire pit. The yard and large back deck have so much to offer!

Historic J. Pyle House Main St Local Host
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

Lovers A-Frame Tiny Home - With Sauna & Hot Tub!
Perfect for a romantic getaway, or a peaceful time in nature. The A-frame is one of the best scenic experiences you will find! With heat and AC, a luxurious bed, kitchenette, outdoor rain shower, bath house, sauna, hot tub, flat top griddle and the unparalleled connection to nature – Robes also provided! What better way to spend a few nights to fully re-energize yourselves! If your lucky, you may even see some deer or turkey feeding in the cornfield :)

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.

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!

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!

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.

*Woodland Chalet* Hot Tub - Fire Pit - Grill
Welcome to your cozy woodland retreat! Nestled in a serene forest, this charming one-bedroom Airbnb offers a perfect blend of style and tranquility. Designed with a modern aesthetic, the space features chic furnishings, warm modern accents, and large windows that invite natural light and breathtaking views of the surrounding trees.

A-Frame Chalet: Fireplace, Hot Tub & Mountain View
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

"The Stay Over" your Home away from Home

Covered Bridge Cottage

Peaceful Retreat with pool and great outdoor space

Downingtown Manor | 1900s Farmhouse w/ Creek Views

15 min to Sight & Sound-Hot Tub-EV-Plug-Firepit

Beautiful Large Home in Private Woods with Hot Tub

Historic Home on Gay Street.

The Dawdy House
Apartment rentals with outdoor seating

Queen Bed, Luxury Studio with Balcony

Cozy Weaverland Valley Farm View

Private Suite with Hot tub

Quiet suite in the heart of Amish country.

Carriage House Suite

Stoltzfus Farm Guest House

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

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

Hillside Haven |Hot Tub & Sauna

Country-Side Hut - Firepit - Cozy Loft

Longwood Gardens Carriage House

Pyle Cottage, circa 1750

Country Cottage

Charming cottage under the pines. No cleaning fee.

Cozy Cabin in Wayne

See Wild Deer From The Front Porch! *With Hot-Tub*
Destinations to explore
- Loft rentals Chester County
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- Fitness-friendly rentals Chester County
- Private suite rentals Chester County
- Tiny house rentals Chester County
- Family-friendly rentals Chester County
- Rentals with lake access Chester County
- Rentals with a washing machine and dryer Chester County
- Cabin rentals Chester County
- Pet-friendly rentals Chester County
- Condo rentals Chester County
- Rentals with a patio Chester County
- Apartment rentals Chester County
- Rentals with breakfast Chester County
- House rentals Chester County
- Guesthouse rentals Chester County
- Bed and breakfasts Chester County
- Rentals with a fire pit Chester County
- Townhouse rentals Chester County
- Rentals with a hot tub Chester County
- Rentals with a fireplace Chester County
- Hotel rooms Chester County
- Farmstay rentals Chester County
- Rentals with outdoor seating Pennsylvania
- Rentals with outdoor seating United States
- Hersheypark
- Pennsylvania Convention Center
- Longwood Gardens
- Dorney Park & Wildwater Kingdom
- Citizens Bank Park
- 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
- University of Delaware
- French Creek State Park
- Drexel University
- 30th Street Station
- Marsh Creek State Park
- Greater Philadelphia Expo Center & Fairgrounds
- Valley Forge National Historical Park





