Vacation rentals in Chester County

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Top-rated vacation rentals in Chester County

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Guest favourite
The inviting entrance features a blue door framed by lush greenery and colorful flowers. An American flag hangs prominently from a porch overhang, complementing the charming exterior of the home.
Home in West Chester
4.96 out of 5 average rating, 357 reviews

Cozy, Historic House in West Chester, PA

Bright & beautifully decorated house in the historical village of Marshallton PA. Built in 1810, the Honeycomb House is steps away from the Four Dogs Tavern & Marshalton Inn. Located only 4 miles outside Downtown West Chester and 8 miles from Longwood Gardens. The house has 3 bedrooms, one queen bedroom, a 2 twin bedroom, and a walk thru bedroom with 2 twins that is located upstairs in the coffee bar room, THIS LAST BEDROOM DOES NOT HAVE DOORS AS IT IS A WALKTHRU SPACE . One bathroom (upstairs)

Top guest favourite
Guest suite in Downingtown
4.98 out of 5 average rating, 104 reviews

Spacious 2-BR in-law suite in Chester County

Enjoy room to relax in our family friendly, two bed room in-law suite minutes from Chester County sights -27 miles to Subaru Park for World Cup! -Spacious living w/fast Wi-Fi & smart TV—for movie nights -Fully equipped kitchen & laundry available—ideal for longer stays -Quiet bedrooms with hotel-quality linens -We are superhosts with a personal touch Visiting family, sports travel, etc.—our home keeps you close to everything! Ready for a worry-free stay? Tap “Reserve” to secure your dates.

Guest favourite
A two-story house is surrounded by lush greenery and colorful plants. The exterior features a mix of brick and siding, complemented by purple shutters. A set of stairs leads to the front door, while a shaded porch provides a welcoming entryway.
Home in Coatesville
4.97 out of 5 average rating, 136 reviews

King’s place, hot tub. Pool is closed until Spring

New hot tub, above ground pool with deck built into it ! Recently remodeled, Centrally located on a 1 acre lot. Not far from all the tourist attractions that Lancaster has to offer. 1 hr from philly airport, 15 minutes from downingtown, 15 minutes from gap,and 20 minutes from Intercourse. A quiet neighborhood with a spacious back yard, which is great for kids. Whether you bring cornhole, use the grill, or sit around the propane fire pit. The yard and large back deck have so much to offer!

Top guest favourite
A bright and airy living area features a brown leather couch and a wooden coffee table on a patterned rug. Natural light filters through sheer curtains by a cozy reading chair. The open-plan space includes a kitchen visible in the background, highlighted by modern fixtures.
Cottage in Downingtown
4.97 out of 5 average rating, 331 reviews

The Cottage at Marsh Creek (with hot tub!)

Peaceful, renovated cottage with year-round hot tub less than a mile from Marsh Creek State Park and lake! 1 bedroom (with king size bed!), 1 bathroom The park has hiking, fishing & water sports. Close to great dining, breweries, coffee, & other activities, but far enough from town to feel relaxing & somewhat secluded. Dog friendly! You'll have access to the entire home, including the private patio with string lights & hot tub. Follow us on IG! @thecottageatmarshcreek

Top guest favourite
The front entrance of the home features a well-maintained pathway bordered by lush greenery and flowering plants. An elegant lamp post stands beside the path, illuminating the approach to the entrance where double doors and a decorative American flag are positioned.
Apartment in Chadds Ford
4.99 out of 5 average rating, 257 reviews

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.

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, 255 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.

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.

Guest favourite
The entrance of a historic farmhouse is framed by lush foliage, revealing a stone façade adorned with wooden shutters and an American flag. A small rocking chair is positioned on the covered porch alongside potted plants and a wooden barrel, creating a welcoming outdoor space.
Farm stay in Coatesville
4.92 out of 5 average rating, 101 reviews

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!

Top guest favourite
A fireplace with a white mantel serves as a focal point beneath a mounted television. The area is complemented by a colorful wall art piece, with natural wood beams enhancing the ceiling. Light streams through a window, and a small desk with coffee amenities is visible.
Home in West Chester
4.97 out of 5 average rating, 477 reviews

The Mineral House of West Chester

Unique home in the heart of West Chester, tastefully renovated with fantastic detail, walking distance to all the dining, bars, shops and parks the borough has to offer. This home will bring you back to WC again and again. Do not let the staircase frighten you, it was designed by the late great architect George A Matuszewski for this unique space. Come and enjoy this special property and all the charm West Chester has to offer.

Top guest favourite
An open living area features a small dining table surrounded by chairs, adjacent to a comfortable corner sofa. Sliding barn doors lead to a bedroom with a spacious bed. A ceiling fan and unique wall art contribute to the inviting ambiance.
Apartment in Kennett Square
4.92 out of 5 average rating, 326 reviews

Cozy, Creative, One of a Kind

Enjoy activities (ping-pong/dart/board games), then stretch out in the king size bed. Full of host's original art. Driveway parking 10 minutes or less to all that Kennett has to offer (breweries, restaurants, Longwood Gardens, etc.), 1/2 hour to Wilmington or UD, 1 hour to Philadelphia. We live upstairs and you will hear footsteps in the morning before school and afternoons. *Solar Powered*Woman Owned*EV Charger*

Top guest favourite
The exterior of a blue cottage is shown, featuring a gravel pathway leading to the front door. Lush greenery surrounds the home, with a small seating area visible to the left, complemented by colorful flowers and shrubs.
Guesthouse in Kennett Square
4.98 out of 5 average rating, 305 reviews

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.

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, 331 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.

Popular amenities for Chester County vacation rentals