
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.

Beautiful Studio Guest Suite near Parkesburg
Cozy & Private, the suite has everything you'll need for a comfortable and relaxing stay. A fully equipped kitchen with a Keurig Coffee Maker. King Sized Bed, Living Area w a pullout couch to sleep 4 guests total, Spacious bathroom with a tub/shower combo, a large private backyard with a BBQ grill. Just a few minutes drive to grocery stores. Located less than an hours drive from Philadelphia. Within 40 min drive to Longwood Gardens, King of Prussia Mall, Amish Attractions, and Lancaster. NO TV.

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.

Beloved Chateau (with Hot Tub)
The Beloved Chateau is a guest suite in a character house in Adamstown. You will relax in a hot tub, enjoy a comfortable bed with a newly renovated, modern bathroom. The tv is a 55 inch TV with access to your personal streaming accounts. Whether you like to hike, shop for antiques in town, or enjoy a restful evening in, it is perfect for couples searching for a restful overnight stay. The room is fully independent from the rest of our house. It has a private entrance with NO shared space.

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!

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.

Vintage Farmhouse Stay | History Meets Comfort
LONG STAY DISCOUNTS!!! Nestled in the heart of Chester county, the Brandywine Lodge is a colonial and Victorian-themed farmhouse, just minutes from local Amish farms, the Brandywine River, Longwood Gardens, and various local historic sites. Take your stay to the next level by attending a class we offer on traditional skills such as painting, sourdough making, and plant propagation. Please see below for class lengths and prices.

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.

*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

"The Stay Over" your Home away from Home

Covered Bridge Cottage

Historic Farmhouse

Country Outback Cozy Home *W/Camp Fire Pit*

Downingtown Manor | 1900s Farmhouse w/ Creek Views

Longwood | Shops & Restaurants | Private Backyard

Cute Cape Cod in Lancaster County

The Dawdy House
Apartment rentals with outdoor seating

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

Amish farmland view: peaceful

Luli’s Peaceful Getaway - In Lancaster County, PA

Close To Villanova University & Downtown Wayne
Other holiday rentals with outdoor seating

Hillside Haven |Hot Tub & Sauna

Newly Renovated Chic Farmhouse with Creek access

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

Sparkling Clean Suite in Amish Country w/ Hot Tub

Quiet, Country Church, Lancaster County

Mill Road Farmhouse: Restored with Beautiful Pool.

Lucy's Log Cabin Cottage in the Woods

Homey Retreat in Historic Kennett Square!!
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- Pennsylvania Convention Center
- Lincoln Financial Field
- Citizens Bank Park
- Longwood Gardens
- Hersheypark
- Fairmount Park
- Dorney Park & Wildwater Kingdom
- Philadelphia Museum of Art
- Penn's Landing
- Wells Fargo Center
- Betterton Beach
- Bear Creek Ski and Recreation Area
- Diggerland
- French Creek State Park
- Philadelphia Zoo
- Liberty Bell
- Marsh Creek State Park
- The Franklin Institute
- Wissahickon Valley Park
- Valley Forge National Historical Park
- Drexel University
- Independence Hall
- Eastern State Penitentiary
- Hershey's Chocolate World




