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

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.

Mill Road Farmhouse: Restored with Beautiful Pool.
The Mill Road Farmhouse is a destination in and of itself. Immaculately restored inside and out, this home is a true retreat in the middle of Amish Country. We have a feeling you will be spending all of your time relaxing by pool and hot tub during the warmer months (or maybe grilling up a feast in the brand new outdoor kitchen area) and curled up next to one of the four indoor fireplaces during the winter months. And then of course end each day star-gazing while sitting around the campfire.

Refined Lavender Farm Escape with a Luxurious Spa
Escape to Windy Hill Lavender Farm, a luxurious countryside retreat surrounded by rolling hills and fragrant lavender blooms. Unwind in a spa-style bathroom with a tiled walk-in shower and deep soaking tub, then relax in the cozy queen bedroom or loft with 2 twin beds . Savor starry nights in the hot tub on the spacious deck, grill in the charming corncrib area, and gather by the fire pit. Perfect for romantic getaways, peaceful escapes, and unforgettable memories in nature’s beauty.

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.

The Blue Lotus - a cottage in Kennett Square
Welcome to the Blue Lotus, a cottage in lovely Kennett Square! Voted 5th coolest town in the U.S. and is home to Longwood Gardens. A quick walk downtown makes it easy to enjoy the local food, coffee and culture. The Blue Lotus has just been completely renovated & has lovely furnishings, hardwood floors in the main space, a new kitchen, laundry & bathroom. You'll love the intimacy of this space. Great for couples, solo adventurers, & business travelers.

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.

Luxury Chalet with Mountain Views & Hot Tub
Escape to this luxurious A-frame chalet nestled in Birdsboro, Pennsylvania, providing breathtaking mountain vistas. Delight in the warmth of the cozy fireplace, unwind in the hot tub, and utilize the outdoor kitchen for culinary adventures. This chalet is ideal for relaxation and rejuvenation, with convenient access to nearby trails for hiking, opportunities for fishing, and the chance to go canoeing. It's a genuine retreat from the everyday.

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.

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.

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 outdoor seating rentals in Chester County
House rentals with outdoor seating

Peaceful, beautiful home. Amish country. No steps.

Gorgeous Victorian Style Home

Historic Farmhouse

Peaceful Retreat Pool and great outdoor space

Country Outback Cozy Home *W/Camp Fire Pit*

Longwood | Shops & Restaurants | Private Backyard

Eclectic Escape Near Longwood Gardens & Mt. Cuba

The Dawdy House
Apartment rentals with outdoor seating

Queen Bed, Luxury Studio with Balcony

Spacious apartment in a quiet setting.

Cozy 1 BDR Apartment in Paradise

Quiet suite in the heart of Amish country.

Carriage House Suite

Stoltzfus Farm Guest House

Lemon St. Retreat

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

The Peaceful Nook

Hilltop Mansion: Farm Views+HotTub+Pool+GameRoom.

West Chester PA THE LOFT your 5 Star romantic stay

Pyle Cottage, circa 1750

Private Guest Suite and Entrance

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

The Stone House between the Streams

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