Holiday rentals in Chesterbrook

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Top-rated holiday rentals in Chesterbrook

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Top guest favourite
Guest house in Chester Springs
4.96 out of 5 average rating, 286 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.

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 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 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
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, 102 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!

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.

Guest favourite
A bright kitchen area features a wooden dining table surrounded by four metal chairs. Against the wall, a white stove and a black microwave are positioned, with a window allowing natural light. A few decorative elements and wall art enhance the space.
Flat in Media
4.77 out of 5 average rating, 318 reviews

Media's Hidden Gem!

Welcome to Media's Hidden Gem! Nestled on a quiet block in everybody's hometown Media. Just a couple blocks from all that downtown has to offer. Enjoy some time away on the nice deck, and check out the completely renovated bathroom. You won't be dissapointed with this one. Perfect set up for the weekend away or the business traveler. We went above and beyond to make sure this is a space you can call home!

Top guest favourite
A forest path is surrounded by tall trees and dense greenery, with ferns lining the ground. The sunlight filters through the leaves, creating a serene atmosphere for hikers. The trail, partially obscured by foliage, invites exploration into the natural surroundings.
Guest suite in Media
4.98 out of 5 average rating, 575 reviews

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!

Guest favourite
The entrance features a white door adorned with a circular wreath. Flanking the door, bright yellow flowers bloom in metal planters. A stone pathway leads to the door, complemented by a gravel surface and wooden accents on the lower section of the wall.
Bungalow in Paoli
4.9 out of 5 average rating, 167 reviews

Bohemian Bungalow

Originally a darling local tailor shop, this space was lovingly restored into a adorable one bedroom bungalow. It is located just a few minutes from the popular Town Center of Malvern, with restaurants, train station, galleries, and boutiques. This cozy bungalow is great for overnight visits or longer stays. We look forward to hosting you!

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