
Holiday houses 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.

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.

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

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

The Log House at Twin Brook
A cozy family getaway. While staying here, you will get to live in this historic stone home with a beautiful log addition. The original structure was built in the 1700s and served as the servant's quarters for the stone house across the road where your hosts now live. Set out in the country, you will be delighted with the peaceful environment created by the woods, fields, and buggies going by on the road. The house is set close to the road, so traffic can be heard at times.

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).

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!

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.

Newly built Tiny House in Historic Kennett Square
Custom-built tiny house Cottage with designer touches. Main floor has living area, full bath, and laundry. Loft bedroom with queen bed and full ceiling height, accessed by stairs. Fully equipped kitchen with full appliances, cookware, table settings, and coffee. Smart TV, high-speed internet, and on-site parking. Two blocks from downtown Kennett Square dining, shops, and breweries. Near Longwood Gardens and Brandywine Valley attractions. Max 2 guests.

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.

The View
Come enjoy The View overlooking Amish farmland and feed the farm animals in the back yard. Watch spectacular sunrises from the deck or overlook the farmers field from the hot tub. Feel the smooth texture and beauty of solid handmade furniture. We have room for the whole family or even several families. Relax knowing your host lives on the adjoining property and is wanting your stay to be all you hoped for and more!
Popular amenities for Chester County holiday rentals
Other great holiday rentals in Chester County

Applewood A-Frame Retreat + Hot tub

Historic Barn

private, quiet, new guest house 1 king bed

Solidago Farmview

Family Friendly Apt, Full Kitchen (Pickleball)

Cozy Nook on Prospect

The Cottage at Vincent Forge

Peaceful Getaway newly renovated bathroom, hot tub
Destinations to explore
- Rentals with a patio Chester County
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- Rentals with a washing machine and dryer Chester County
- Cabin rentals Chester County
- Rentals with breakfast Chester County
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- Rentals with lake access Chester County
- Cottage rentals Chester County
- Rentals with a hot tub Chester County
- Loft rentals Chester County
- Hotel rooms Chester County
- Boutique hotels Chester County
- Farmstay rentals Chester County
- Townhouse rentals Chester County
- House rentals Chester County
- Pet-friendly rentals Chester County
- Rentals with a fire pit Chester County
- Tiny house rentals Chester County
- Guesthouse rentals Chester County
- Family-friendly rentals Chester County
- Fitness-friendly rentals Chester County
- Apartment rentals Chester County
- Rentals with outdoor seating Chester County
- Rentals with a fireplace Chester County
- Bed and breakfasts Chester County
- Pennsylvania Convention Center
- Lincoln Financial Field
- Hersheypark
- Longwood Gardens
- Fairmount Park
- Citizens Bank Park
- Dorney Park & Wildwater Kingdom
- Wells Fargo Center
- Philadelphia Museum of Art
- University of Pennsylvania
- Temple University
- Dutch Wonderland
- Betterton Beach
- Bear Creek Ski and Recreation Area
- Diggerland
- Philadelphia Zoo
- 30th Street Station
- Hershey's Chocolate World
- Marsh Creek State Park
- Valley Forge National Historical Park
- French Creek State Park
- Wissahickon Valley Park
- Independence Hall
- Eastern State Penitentiary





