Holiday houses in Downingtown

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Top-rated holiday rentals in Downingtown

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Top Guest favourite
Guesthouse in Chester Springs
4.96 out of 5 average rating, 289 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.

Top Guest favourite
A charming cottage exterior is surrounded by lush greenery and well-maintained landscaping. The inviting front porch features two turquoise chairs and a small table, with a pathway leading to the entrance. Large windows offer views of nature and enhance the bright atmosphere.
Cottage in Downingtown
4.94 out of 5 average rating, 249 reviews

Silk Purse Cottage-a private, cozy retreat

Silk Purse Cottage (ca. 1920) is in scenic, historic Chester County, PA 6 miles from the PA turnpike. It is a completely renovated, private cottage on a 6 acre property. Perfect spot for a relaxing vacation. Visitors who are interested in gardening, history and outdoor activities will find many opportunities close by. Hike, fish, go boating or mountain biking one mile away at Marsh Creek State Park. Longwood Gardens, Winterthur, Lancaster and Philadelphia are all a short distance by car.

Top Guest favourite
Guest suite in Downingtown
4.98 out of 5 average rating, 110 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.

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, 340 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 exterior of a farmhouse is shown, featuring a covered porch with a swing and decorative elements. A lush green lawn surrounds the home, complemented by vibrant trees offering shade. A quaint path leads to the front door, and manicured flower beds add charm.
Home in Downingtown
4.96 out of 5 average rating, 226 reviews

Historic Farmhouse

Quaint meticulously restored farmhouse with central AC and excellentWiFi. Experience the peace & tranquility that comes with a rural getaway. A short drive to antiques, United Sports, Oaks Convention Center, Springton Manor, Victory Brewery, Marsh Creek lake, Longwood Gardens, and Amish country, there is something for everyone. Enjoy a large yard, patio, grill, fire pit, and space for the kids! Relax and enjoy the feel of country life with endless opportunities for fun!

Top Guest favourite
The cottage is nestled on a hillside, featuring a wooden deck that extends from its entrance. Surrounded by lush greenery, the exterior showcases a gentle sloped roof and large windows that offer views of the natural landscape.
Cottage in Downingtown
4.96 out of 5 average rating, 129 reviews

Boat House on the Brandywine | Waterfront Cottage

Boat House on the Brandywine is a waterfront cottage that sits on the edge of the Brandywine Creek. Enjoy your morning coffee on the private deck amidst the sounds of ducks swimming in the water below. This inviting one-bedroom cottage accommodates up to four guests and is conveniently located in the heart of Downingtown, within walking distance to restaurants, shops, parks, and the train station. This unique cottage experience is professionally hosted by Michele & Mark.

Top Guest favourite
A panoramic view showcases a clear swimming pool surrounded by a spacious deck. Lounge chairs and umbrellas are positioned along the poolside, with lush greenery and trees in the background. The inviting outdoor space provides a serene atmosphere for relaxation.
Home in Downingtown
4.94 out of 5 average rating, 127 reviews

Lakefront Guesthouse

Come stay at our beautiful one bedroom guest house that sits on an eight acre lakefront property. This poolside guest house includes a spacious kitchen, full bathroom, and one bedroom with a queen sized bed. Whether you're local or visiting from out of town, spend your getaway relaxing by Marsh Creek Lake or take advantage of the wide variety of local attractions that Chester County has to offer. Our guest house is for a maximum of two adults only. No children.

Guest favourite
A gravel driveway is visible, lined with greenery and shaded by trees. The scene opens up to a grassy area beyond, enclosed by a wooden fence. Sunlight filters through the leaves, creating a tranquil outdoor space.
Apartment in West Chester
4.84 out of 5 average rating, 374 reviews

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).

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, 102 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 quaint cottage is surrounded by green foliage and vibrant flower beds. The exterior features white siding and large windows, allowing natural light to fill the interior. A small patio area is visible, suitable for outdoor seating.
Cottage in Chester Springs
4.96 out of 5 average rating, 252 reviews

Charming cottage under the pines. No cleaning fee.

Relax in our tiny cottage overlooking the fields of Chester County. View the beautiful St. Matthews church from your bedroom window. Livingroom has comfortable pull down couch. Kitchen and bathroom are newly renovated. Enjoy the peaceful enclosed back porch to wind down after a day of hiking or horseback riding on local trails and parks, boating at nearby Marsh Creek or spending the day in the quaint nearby towns and/or historic Philadelphia.

Top 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
4.93 out of 5 average rating, 108 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 colonial-style farmhouse is viewed from the driveway, framed by trees and shrubs. The stone bridge leads to the front entrance, where warm lanterns illuminate the pathway. The structure features a charmed exterior with a sloped roof and a welcoming entrance.
Farm stay in Coatesville
4.94 out of 5 average rating, 131 reviews

Vintage Farmhouse Stay | History Meets Comfort

LONG STAY DISCOUNTS!!! Nestled in the heart of Chester county, the Brandywine Lodge is a colonial and Victorian-themed modern house, just minutes from local Amish farms, the Brandywine River, Longwood Gardens, and various local historic sites. Take your stay to the next level by attending a class we offer on traditional skills such as painting, sourdough making, and plant propagation. Please see below for class lengths and prices.

Popular amenities for Downingtown holiday rentals

Quick stats about holiday rentals in Downingtown

  • Nightly prices starting at

    Downingtown holiday rentals start at $42 AUD per night before taxes and fees

  • Verified guest reviews

    Over 590 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Downingtown rentals

  • 4.9 Average rating

    Downingtown stays are highly rated by guests—averaging 4.9 out of 5!