Holiday houses in Downingtown

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Top-rated holiday rentals in Downingtown

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Guesthouse in Parkesburg
4.94 out of 5 average rating, 104 reviews

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.

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, 243 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.

Guest favourite
A walkway leads toward the entrance of the modern apartment, flanked by colorful foliage and seasonal plants. The path is bordered by manicured gardens, while trees with autumn leaves create a serene backdrop. Natural light brightens the inviting exterior.
Guest suite in Kennett Square
4.93 out of 5 average rating, 135 reviews

Unionville Apartment-Minutes from Longwood Gardens

Bright and open two-story (stairs), modern one-bedroom, 1 bath apartment with central air conditioning, great room, walk-in closet, wood floors, and utility room with washer/dryer. Private parking. Rural setting in Unionville adjacent to ChesLen Preserve. We are also minutes from Longwood Gardens, Plantation Field Events, and Kennett Square, PA. Particularly well suited for travel and business trips to Southern Chester County. 18% off stays over a week. 25% off stays of a month or longer.

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
4.98 out of 5 average rating, 313 reviews

The Cottage at Marsh Creek (with hot tub!)

Cottage less than a mile from Marsh Creek State Park! Relax in the YEAR ROUND HOT TUB, enjoy the 50" Smart TV, & sleep in the comfy gel memory foam king size bed! The house comes with two inflatable SUP board. Dog friendly! Peaceful surroundings. The park has tons of trails for hiking, as well as fishing & water sports. You'll have access to the entire home, including the private patio & hot tub. 15 minutes to great coffee & dining. 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
4.95 out of 5 average rating, 218 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
4.97 out of 5 average rating, 124 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
An outdoor sitting area features two rocking chairs positioned around a small table. The space is surrounded by vibrant blooming shrubs and lush greenery, providing a serene ambiance. Sunlight streams over the brick patio, enhancing the inviting atmosphere.
Guest suite in Malvern
4.93 out of 5 average rating, 127 reviews

Serene Private Apartment/Entrance

Peaceful, quiet, clean guest suite with private second floor entrance . Spacious one bedroom, one bath apartment with charming vintage decor. Full kitchen equipped with a coffee maker, range, cooktop, full refrigerator, pots, pans, blender, toaster, crockpot, and utensils. Patio and outdoor seating (shared space). Every window lets in lots of natural sunlight and a view of the beautiful grounds. Conveniently located to many area restaurants, parks and walking trails.

Top Guest favourite
A cozy living area features a bright orange sofa alongside a green lounge chair, with a round white coffee table set on a black and white patterned rug. Natural light fills the space through a window adorned with simple decor, complemented by rustic wood accents and a warm-colored chimney.
Loft in Honey Brook
4.97 out of 5 average rating, 571 reviews

Funky Private Attic Apartment in Honey Brook

A private one bedroom attic apartment - perfect for a weekend getaway or solo time 🫶🏼 *please be aware that this property is alongside a main road, so if traffic noise bothers you, this may not be the right fit Located in the Borough of Honey Brook & just a mile from September Farm Cheese Shop & wonderful thrift stores! Pickleball courts within walking distance in local park. Paddles and balls provided. Lancaster County Tourist towns - within 25 min.

Superhost
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, 359 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 charming cottage with a green, A-frame roof is framed by blossoming dogwood trees. A gravel path leads to the entrance, which is flanked by lush greenery and flowering shrubs, providing a tranquil and inviting approach.
Place to stay in West Chester
4.98 out of 5 average rating, 251 reviews

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.

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
4.96 out of 5 average rating, 112 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 farmhouse, 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.

Top Guest favourite
A fireplace with a white mantel serves as a focal point beneath a mounted television. The area is complemented by a colorful wall art piece, with natural wood beams enhancing the ceiling. Light streams through a window, and a small desk with coffee amenities is visible.
Home in West Chester
4.97 out of 5 average rating, 464 reviews

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.

Popular amenities for Downingtown holiday rentals

Quick stats about holiday rentals in Downingtown

  • Nightly prices starting at

    Downingtown holiday rentals start at $52 NZD 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!