Vacation rentals with outdoor seating in Chester County

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.

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

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!

A-Frame Tiny Home Retreat - 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!

Longwood Gardens Carriage House

Two miles from Longwood Gardens and six from Winterthur and Brandywine River museums, the apartment is ideally located for exploring Brandywine Valley sites and historic Kennett Square. Situated in a garden with views of a wildflower meadow and horses, it offers a spacious bedroom and bath, cozy kitchen/living combo and washer/dryer. It is modern, super clean, comfortable, and private--an idyllic country escape.

3 King Beds | Scenic Amish Flower Farm Retreat

Experience the best of both worlds: the peace of a working Amish flower farm with direct access to Philadelphia’s 2026 events. Perfect for groups or families attending the World Cup, the 250th Anniversary celebrations, or the MLB All-Star game, our home offers a rare 3-King-bed layout just 3 minutes from the Parkesburg Amtrak station. Avoid the city crowds and retreat to floral vistas and high-end comfort

Blue Lotus - a luxe cottage in Kennett Square

Escape to the Blue Lotus, a serene cottage located in walkable downtown Kennett Square and within minutes from the world-famous Longwood Gardens. Thoughtfully designed for rest and connection with deep rich color & themed around the Lotus flower, Lilly pads, Ferns, Birds & nature. This intimate retreat offers peaceful garden views, cozy luxury, and the perfect setting to unwind.

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.