Holiday rentals in Chester County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chester County

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top guest favourite
Guest house in Chester Springs
4.96 out of 5 average rating, 283 reviews

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.

Top guest favourite
A charming cottage exterior is surrounded by lush greenery and well-maintained landscaping. The inviting front porch features two turquoise chairs and a small table, with a pathway leading to the entrance. Large windows offer views of nature and enhance the bright atmosphere.
Cottage in Downingtown
4.94 out of 5 average rating, 246 reviews

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.

Top guest favourite
Flat in Gap
4.96 out of 5 average rating, 214 reviews

Peaceful, country setting on Fountain Hill Farm

Settled in the heart of Lancaster County and Amish County, this cozy apartment has a private entrance and offers you a full sized kitchen and living/dining area. Enjoy a step back from the frantic pace of life to relax in this peaceful, rural setting. Grocery Stores and Restaurants are 5 minutes from here. The historical towns of Intercourse and Strasburg (15 min.) offer tourist attractions. These include the Sight and Sound Theater, The kitchen Kettle , Buggy rides and more.

Guest favourite
A serene landscape is captured at dusk, showcasing a vibrant orange and yellow sky above rolling green fields. Silhouettes of barns and a lone tree are visible, with a quiet road meandering through the picturesque rural setting.
Guest house in Gordonville
4.96 out of 5 average rating, 163 reviews

Pleasant View Guest Suite in central Lancaster Co!

The Pleasant View Guest Suite is a private 2nd floor lodging on a quiet country road surrounded by Amish farmland. It's centrally located near many popular attractions such as Sight & Sound Theater (10 min), Dutch Wonderland (10 min), Bird in Hand (5 min), Strasburg (10 min) & Intercourse (3 min). The Amish host couple who live nextdoor are very friendly and enjoy talking to guests about their way of life. You are invited to enjoy this authentic Lancaster County lodging experience!

Top guest favourite
A charming cottage with a green, A-frame roof is framed by blossoming dogwood trees. A gravel path leads to the entrance, which is flanked by lush greenery and flowering shrubs, providing a tranquil and inviting approach.
Place to stay in West Chester
4.98 out of 5 average rating, 254 reviews

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.

Guest favourite
The exterior of a charming carriage home is displayed, featuring intricate woodwork and a variety of window shapes. The structure includes a distinctive turret and a red brick chimney. Vibrant flowers surround the entrance, enhancing the inviting appearance.
Flat in Kennett Square
4.89 out of 5 average rating, 207 reviews

Luxury Apartment in Kennett Square

Historic carriage house Apartment with 2 bedrooms (king & double) and shared Jack-and-Jill bath. Spacious living room with pull-out sofa, dining for 6, work desk, and fully equipped kitchen with full appliances and coffee. Smart TVs, high-speed internet, and on-site parking. Two blocks from downtown Kennett Square shops, dining, and breweries. Near Longwood Gardens and Brandywine Valley attractions. Ground-floor unit; no steps. Shared laundry.

Top guest favourite
An a-frame home is showcased, featuring a spacious deck with modern outdoor seating arrangements. A fire pit sits on a stone patio, surrounded by greenery. Large windows reflect the surrounding trees, inviting natural light into the living space. A barbecue grill is positioned nearby.
Chalet in Birdsboro
4.95 out of 5 average rating, 255 reviews

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.

Top guest favourite
The exterior of a red carriage house showcases large, multiple-pane windows, allowing natural light to fill the space. The building is framed by greenery, including flowering plants and bushes, offering a serene garden setting that complements the architecture.
Guest house in Kennett Square
4.97 out of 5 average rating, 462 reviews

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.

Top guest favourite
A charming cottage is nestled among lush greenery, with a large window inviting natural light. The exterior features a sloping roof and a stone wall, accentuating the surrounding landscape of rolling hills and fields.
Cottage in Coatesville
5 out of 5 average rating, 330 reviews

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.

Top guest favourite
A cozy living area features a soft, light-colored sofa facing a glass coffee table. Natural light fills the space through large windows, highlighting rustic wooden beams. A dining area with a table and benches is visible in the background, alongside a kitchenette, enhancing the open layout.
Flat in West Grove
4.97 out of 5 average rating, 180 reviews

Swallow’s Rest: West

This two hundred year old post-and-beam farm building has been converted into two elegant, private apartments that share a common entry. Either apartment can be reserved separately, or both can be shared by a group of guests. The property is located in a quiet and picturesque region that is close to many attractions in southern Chester County.

Top guest favourite
Home in Quarryville
4.98 out of 5 average rating, 183 reviews

*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.

Top guest favourite
The living room features high ceilings with a textured dark wall, decorated with a world map. A sleek electric fireplace is surrounded by decorative wood stacks. Two sofas face each other, accompanied by a coffee table and indoor plants that add a natural touch to the space.
Loft in Gap
4.98 out of 5 average rating, 318 reviews

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 holiday rentals

Destinations to explore