
Holiday rentals in Chester County
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Top-rated holiday rentals in Chester County
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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.

Sunny Cottage, Private, Cheerful, Convenient!
Sunny Cottage is conveniently located in the quaint yet bustling borough of Phoenixville. The location is less than a mile from Bridge Street where you’ll find dozens of restaurants, breweries, wine tasting, shops and more. The cottage is also close to Valley Forge National Historic Park and plenty of hiking and biking trails. You will be steps away from tennis/pickleball and basketball courts. The cottage is perfect for one or two couples, is private and has free off-street parking for 2 cars.

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

Bala Farm Cottage - 2 miles from West Chester
Bala Farm Cottage is a wonderfully cozy stone cottage, located less than 3 miles from the center of West Chester, on a hilltop in a quiet neighborhood. It has a charming study downstairs with a bay window looking out towards majestic trees, and an entry hall that ends with a wet bar, equipped with a mini-fridge, kettle, coffee machine and microwave. The original curved staircase leads to the upstairs bedroom with queen bed and a spacious bathroom. You'll love your stay in the Cottage!

The Peaceful Nook A-Frame + Sauna
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!

West Chester apartment located on horse facility
Our apartment in located in the heart of West Chester PA. Our place is close to restaurants and dining, nightlife, great views, and family-friendly activities. You’ll love Sunset Valley Farm because it is a Horse property with activities on the property (season permitting). Horse lessons, Kayak, creek, fishing, and near all of the local attractions (King of Prussia Mall, Gettysburg, Valley Forge, Brandywine river, Lancaster (Amish country) 40 mins away).

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!

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.

Broad Run Suite- West Bradford Township
The comfy suite is located on a private 4- acre wooded lot, with a stream, in scenic Chester County. The private suite, which is attached to the house, has its own entrance and all the comforts of home...close to West Chester and Downingtown, Longwood Gardens, historic sites, Brandywine River Museum, several nature preserves, SEPTA Regional Rail and Amtrak lines, and much more. Come relax in this beautiful, scenic location.

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

Experience the charm of a historical getaway
Take it easy at this unique and tranquil getaway. Step back into time in this historic 1735 house transformed into a beautiful retreat by Jeff & Janelle, as seen on the Magnolia Network. The Inn can accommodate up to 9 people in 4 comfortable bedrooms. So, grab your friends and family and escape into a one-of-a-kind stone home, right in the heart of Pennsylvania.
Popular amenities for Chester County holiday rentals
Other great holiday rentals in Chester County

Applewood A-Frame Retreat + Hot tub

Historic Barn

The Cottage at Marsh Creek (with hot tub!)

Historic Country Schoolhouse with kitchen

The Suite in a carriage house in Kennett Square

Charming loft apartment

A 650 SF Condo| Walking distance to Amtrak station

The Artisan Collective | 2 Units & Outdoor Sauna
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- Hersheypark
- Lincoln Financial Field
- Pennsylvania Convention Center
- Longwood Gardens
- Citizens Bank Park
- Dorney Park & Wildwater Kingdom
- Wells Fargo Center
- Fairmount Park
- University of Pennsylvania
- Philadelphia Museum of Art
- Dutch Wonderland
- Spooky Nook Sports
- Hershey's Chocolate World
- Betterton Beach
- Bear Creek Ski and Recreation Area
- Diggerland
- Philadelphia Zoo
- 30th Street Station
- French Creek State Park
- Temple University
- University of Delaware
- Marsh Creek State Park
- Drexel University
- Valley Forge National Historical Park





