
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.

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.

A 650 SF Condo| Walking distance to Amtrak station
If you are looking for a quiet and convenient location in the Paoli area for a comfortable stay, welcome to East Central Ave. Close to shops, restaurants, walking trails, and the Paoli train station. This suite is a basement, but it has a private entrance, full bathroom and a patio. The kitchen has white cabinets with appliances, including a stove, an oven, a coffee maker, a toaster, kettle, and a refrigerator. Ideal for family of 5, 1 bedroom with a queen bed for 2 and 2 sofa cum beds for 3.

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.

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.

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.

Wonderful room near Pottstown Hospital & Limerick
First floor big room with private entrance, private bathroom, and kitchenette but no stove.This house is situated about 5 minutes from Pottstown Hospital, 7 minutes for Limerick plant, 35 minutes from Reading Hospital, 30 minutes from KOP, and 50 minutes from Lincoln Financial in Philly. Street parking is always available just follow the first car to manage the space. The neighborhood is safe and quiet if you don't have any issues with cars' noises. Welcome!

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.

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.

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

Historic Downtown D. Clark House Dog Friendly!

"The Stay Over" your Home away from Home

*Family Friendly Home - Surrounded by Amish*

Covered Bridge Cottage

Country Outback Cozy Home *W/Camp Fire Pit*

Cozy hideaway on your own corner of our homestead

Cute Cape Cod in Lancaster County

Eclectic Escape Near Longwood Gardens & Mt. Cuba
Apartment rentals with outdoor seating

Private Suite with Hot tub

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

King's Suite
Other holiday rentals with outdoor seating

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

Newly Renovated Chic Farmhouse with Creek access

1 Bedroom Condo in Trolley Square

Fox Creek Cabin, private wooded property w/ stream

Broad Run Suite- West Bradford Township

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

Downingtown Manor | 1900s Farmhouse w/ Creek Views

Tilton Park Loft Studio
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- Rentals with outdoor seating Pennsylvania
- Rentals with outdoor seating United States
- Pennsylvania Convention Center
- Lincoln Financial Field
- Longwood Gardens
- Citizens Bank Park
- Hersheypark
- Fairmount Park
- Dorney Park & Wildwater Kingdom
- Philadelphia Museum of Art
- Penn's Landing
- Wells Fargo Center
- Bear Creek Ski and Recreation Area
- Betterton Beach
- Diggerland
- French Creek State Park
- Philadelphia Zoo
- The Franklin Institute
- Wissahickon Valley Park
- Marsh Creek State Park
- Valley Forge National Historical Park
- Independence Hall
- Spruce Street Harbor Park
- Eastern State Penitentiary
- Hershey's Chocolate World
- Franklin Square




