Holiday houses in Downingtown

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Top-rated holiday rentals in Downingtown

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Top Guest favourite
A spacious studio bedroom is illuminated by natural light from the skylight and large arched window. The area features a Queen bed dressed in soft linens, a cozy seating arrangement with light-colored armchairs, and warm wooden furnishings, creating a harmonious atmosphere.
Cottage in Downingtown
4.97 out of 5 average rating, 226 reviews

The Cottage at Hoffman Barn

The Cottage at Hoffman Barn is a freestanding modern studio cottage located on what was once a dairy farm. The cottage is filled with eclectic art and modern appliances. Outside, your private deck is surrounded by mature specimen trees, birds and nature! You will love the charming waterfall patio and freedom to walk most of the four acre property including visits to goats and chickens at the stable. Most amenities needed for a lovely private getaway or a productive business trip are included.

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, 295 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.

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, 237 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
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
4.94 out of 5 average rating, 131 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 newly renovated kitchen is equipped with stainless steel appliances, including a refrigerator and stove. White cabinets provide ample storage, while a small breakfast bar with a stool is positioned near the entrance. Natural light enters through a window above the sink.
Townhouse in Parkesburg
4.94 out of 5 average rating, 139 reviews

Rosemont Villa, newly renovated 3BR Townhome

This beautiful, newly renovated home, is perfect for a family getaway, girls weekend, or for guests traveling for work. Located in the town of Parkesburg, just 5 min off Route 30 bypass, approx. 20 min to King of Prussia, within an hours drive of Philly, close to area attractions like Longwood Gardens, Amish attractions, and Strasburg Railroad. The home offers, WIFI throughout, Smart TV, 3 bedrooms, 1 and a half baths, washer and dryer, spacious kitchen, and backyard patio.

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, 299 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 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.
Apartment in Chadds Ford
4.99 out of 5 average rating, 232 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 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, 570 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.

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, 352 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 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
4.97 out of 5 average rating, 239 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 historic farmhouse showcases charming stone exterior and a spacious deck. The property is set amidst lush greenery, featuring a well-maintained lawn and a pathway leading to the entrance. Sunlight filters through the trees, highlighting the serene surroundings.
Home in Downingtown
4.96 out of 5 average rating, 124 reviews

Downingtown Manor | 1900s Farmhouse w/ Creek Views

Downingtown Manor is a historic farmhouse, dating back to circa 1900, that provides picturesque views of Brandywine Creek. Nestled on 2.6 acres of lush greenery in the heart of Downingtown, you’ll be in close proximity to Chester County attractions, Philadelphia, and Lancaster, PA. Comfortably accommodating 8 guests, the charming manor serves as the perfect base for those in town for weddings, holidays, & events.

Top Guest favourite
A charming cottage is nestled among lush greenery, with a large window inviting natural light. The exterior features a sloping roof and a stone wall, accentuating the surrounding landscape of rolling hills and fields.
Cottage in Coatesville
5 out of 5 average rating, 315 reviews

Charming cottage on 50 acre Chester County farm

Frog Hollow Cottage is a newly renovated getaway located in the heart of the Chester County’s rolling farmland and equestrian community. Overlooking beautiful pastures, the cottage was formerly the large painting studio of Delaware Valley artist Peter Sculthorpe. The studio has been re-imagined as a peaceful retreat for families, friends and couples.

Popular amenities for Downingtown holiday rentals

Quick stats about holiday rentals in Downingtown

  • Nightly prices starting at

    Downingtown holiday rentals start at $53 NZD per night before taxes and fees

  • Verified guest reviews

    Over 570 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!