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Holiday rentals in Chesterbrook

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Top-rated holiday rentals in Chesterbrook

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Guest favourite
An outdoor patio area is set with a round glass-topped table surrounded by four metal chairs. A tall umbrella provides shade, while a built-in stone fireplace is visible in the background. The ground is covered with leaves, hinting at a seasonal change.
Guest suite in Paoli
4.96 out of 5 average rating, 308 reviews

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.

Guest favourite
The dining area features a round wooden table surrounded by eight chairs, placed on plush carpeting. A decorative display cabinet showcases various items. Wooden paneling lines the walls, and a clock is mounted above the table. A doorway leads to a brightly lit hallway.
Flat in Berwyn
4.98 out of 5 average rating, 215 reviews

Large, Casual 2nd Floor Apt.

3 Bedrooms. 2 Queen Beds + 1 King + 1 XLong Twin = 4 Beds. 1 Full Bathroom 1600+ sq. ft. 2nd floor Apartment at 1592 E. Lancaster Ave., Paoli, Pa. above a busy flower shop. A 5 min. walk to the Daylesford train station. A safe home base for anyone visiting people locally, on a short work trip, or in the area for a local event. A thoughtfully equipped kitchen that feels like home. More info. with pictures of rooms. EXTRA GUEST FEE IS $20. PER PERSON PER NIGHT . House Manual is posted.

Top guest favourite
A private yard showcases a hot tub and fire pit, surrounded by a wooden fence, presenting a serene evening scene. A glass filled with a beverage rests on a surface nearby, highlighting the outdoor relaxation space. Soft lighting adds a calm ambiance.
Guest house in Hatfield
4.95 out of 5 average rating, 106 reviews

Hatfield's Hidden Gem •Hot Tub •Fire Pit

Welcome to Hatfield’s Hidden Gem where luxury meets wellness with a hint of farm charm! This 1 bedroom 1 bathroom home sits on an acre of land completely separated from the main house. Featuring a fenced in yard, hot tub, hammock, fire pit, washer & dryer, hi speed internet, walk-in shower, tvs in living room & bedroom, variety of coffee, tea & hot cocoa. *Queen size memory foam mattress *Twin size pull out sofa bed *Walkin-shower *Full Kitchen w/ dishwasher, coffee maker *Private Parking

Top guest favourite
Guest suite in Eagleville
4.86 out of 5 average rating, 389 reviews

The Vintage Suite at Park House

Welcome to the Vintage Suite at Park House! The cozy, vintage themed suite features a private entrance and balcony overlooking over two acres of the park-like property. Pet friendly! Dedicated parking that can be seen from the suite. Early check ins: The availability of the Suite prior to the 3PM check in time is unlikely due to the popularity of the Suite. The pool and hot tub are closed for the season. They will be available again in May. Please, no parties or smoking inside!

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, 334 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.
Flat in Chadds Ford
4.99 out of 5 average rating, 259 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 large American flag hangs prominently on the stone exterior of the historic Millhaus. The natural surroundings are visible, with green trees framing the building and clear blue skies overhead, highlighting the rustic charm of the property.
Cottage in Elverson
4.98 out of 5 average rating, 100 reviews

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!

Top guest favourite
A rustic stone building with a wooden deck extends over a serene waterway, surrounded by lush greenery. A bench is positioned nearby, inviting relaxation. The structure showcases a blend of natural materials, with a charming entrance that opens to the inviting outdoor space.
Home in Collegeville
5 out of 5 average rating, 126 reviews

The Cottage at the Mill

Welcome to the Cottage at the Mill – we are so thrilled you are here. Let us host you in our one of a kind Pennsylvania home, where you will find yourself immersed in nature and luxury. Our 1800’s Grist Mill is situated on 7 acres, just minutes from Valley Forge Park, the King of Prussia Mall, and the Main Line. The Cottage at the Mill offers a quintessential Montgomery County experience from its architecture to its picturesque surroundings.

Guest favourite
A charming stone exterior of a two-story home is surrounded by a lush green lawn and trees. The façade showcases large windows and a warm entrance arch, complemented by a smaller adjoining structure visible to the left.
Guest house in Eagleville
4.81 out of 5 average rating, 299 reviews

Serene & Peaceful 2-Bedroom Guesthouse

Welcome to our charming Airbnb in the heart of Eagleville, Pennsylvania! Nestled amidst lush greenery and picturesque landscapes, our Airbnb offers a perfect blend of tranquility and modern comfort. Embark on scenic hikes in the nearby parks and historical landmarks, visit charming local shops and restaurants, or take a short drive to explore the vibrant city of Philadelphia. The possibilities for adventure and relaxation are endless.

Guest favourite
A charming exterior of the guest suite is presented, featuring two large windows that allow natural light to fill the space. The entrance is marked by a white door, surrounded by blooming flowers and landscaped greenery. Sunlight casts gentle shadows on the pathway.
Guest suite in Conshohocken
4.85 out of 5 average rating, 110 reviews

Private Accessible Conshohocken Guest Suite

Private guest suite attached to a whole house airbnb rental minutes from major highways to Philadelphia, the mainline and King of Prussia. Close to Villanova and local Universities. The access is a private side entrance with plenty of natural light and side yard. Roomy bedroom, kitchenette with midsize refrigerator/freezer, and eating area. Full size washer and dryer in laundry area. This unit is handicap accessible.

Guest favourite
A welcoming entryway is showcased, featuring a wooden dresser and framed floral artwork. Light from recessed ceiling fixtures illuminates the space, highlighting the wooden cabinetry of the nearby kitchen. The area has hardwood flooring, creating a warm atmosphere.
Flat in Devon
4.88 out of 5 average rating, 161 reviews

Off The Beaten Path - Choose This Private Gem

The unit was freshly painted and, even though it is on the second floor, it has two large wall ac units to keep you cool as a cucumber in the hot weather and also have a heating component to keep everyone warm in the winter. There is a small dining area to eat the prepared foods made in a full walk in kitchen, or takeout food re-heated in the microwave. Also, the coffee is on us with the Keurig coffee maker.

Top guest favourite
An outdoor patio area is arranged with comfortable seating, including a sectional sofa and coffee table, surrounded by greenery. Soft lighting is provided by decorative string lights overhead, creating an inviting ambiance. A spiral staircase leads to an upper level, enhancing the outdoor space.
Flat in Wallingford
4.96 out of 5 average rating, 108 reviews

Private Suite with Hot tub

Escape to our private guest suite nestled in a quiet residential neighborhood in Delaware County, Pennsylvania. Just one mile from the town of Media and Swarthmore College. Conveniently located close to route 476 and just a 20 minutes drive from Philadelphia and all the major sporting events. Our recently renovated in-law suite offers comfort and convenience for short and medium-term stays.

Popular amenities for Chesterbrook holiday rentals