
House holiday rentals in Chester County
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Top-rated house rentals in Chester County
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Family friendly home:near Lancaster, w/pickleball
Welcome to our beautiful country home conveniently located near many of the popular tourist attractions.(15 minutes to Intercourse, 20 minutes to Bird in Hand) Settle in and watch the occasional passing horse and buggy, or make this your next hangout spot with family and friends. There’s plenty of space to spread out and relax and a there’s a fully furnished kitchen for cooking + large yard w/pickleball and kids play area. This home is wheelchair friendly, with first floor bed/bathroom(with tub)
4.83 out of 5 average rating, 308 reviews
Bunk Room, Pavilion, Pickleball & Swimming Pond
-Pickleball, Basketball & Shuffleboard Court -Swimming Pond with Paddle Boat -Children's Playset & Trampoline -Outdoor Kitchen with Kamado Joe Smoker & 36" Griddle -Newly added LG Smart TV -Peaceful retreat surrounded by acres of woodlands -Additional bunk house sleeps 16, available to rent for $100/night Located in Chester County, minutes from Lancaster County's popular tourist attractions and 1 hour from Philadelphia International Airport. Rock Hollow can be your family's next destination!
4.97 out of 5 average rating, 241 reviews
King’s place, hot tub. Pool is open for summer!
New hot tub, above ground pool with deck built into it ! Recently remodeled, Centrally located on a 1 acre lot. Not far from all the tourist attractions that Lancaster has to offer. 1 hr from philly airport, 15 minutes from downingtown, 15 minutes from gap,and 20 minutes from Intercourse. A quiet neighborhood with a spacious back yard, which is great for kids. Whether you bring cornhole, use the grill, or sit around the propane fire pit. The yard and large back deck have so much to offer!
4.98 out of 5 average rating, 160 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!
4.95 out of 5 average rating, 247 reviews
The Pump Maker’s House Marshallton Historic Beauty
Situated in the historic village of Marshallton, this home is furnished in country style with lovely antiques and vintage items. The first half of the house was built in 1790 with an addition added in 1830. This house was the childhood home of George McFarland, pump maker. He was the town plumber and made wooden pumps in a shop in the rear. We have just completed an entire rehabilitation with brand new plumbing, electric, hvac, as well as brand new bathrooms and kitchen.
4.97 out of 5 average rating, 118 reviews
Sunrise Guesthouse, walk to Kitchen Kettle Village
This Amish owned family friendly home is centrally located in the village of Intercourse, Lancaster County. The home is a 3 minute walk or a 1 minute drive from the shops of Kitchen Kettle Village in Intercourse. It's also a 10 min. drive from the town of Bird in Hand, Strasburg Railroad (16 min), Sight & Sound Theater (17 min), Dutch Wonderland (17 min). Enjoy the beautiful view of rolling Amish farmland out back and the game room in the basement with pool table!
4.94 out of 5 average rating, 235 reviews
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.
4.87 out of 5 average rating, 143 reviews
The Cottage at the Mill
Welcome to the Cottage at the Mill – we are so thrilled you are here. Let us host you in our one of a kind Pennsylvania home, where you will find yourself immersed in nature and luxury. Our 1800’s Grist Mill is situated on 7 acres, just minutes from Valley Forge Park, the King of Prussia Mall, and the Main Line. The Cottage at the Mill offers a quintessential Montgomery County experience from its architecture to its picturesque surroundings.
5.0 out of 5 average rating, 136 reviews
Historic Home on Gay Street.
Welcome to historic downtown West Chester, PA. This freshly renovated historic home boasts 2 Queen bedrooms and 2 full baths, sleeping 6. Amenities and accommodation await behind the lavender door. This home is nestled on one of the most desirable blocks in the borough that boasts 260 years of history. Convenience, history, haven, and limitless adventures begin with your stay at 236 W Gay street. Take a look behind the lavender door.
4.92 out of 5 average rating, 212 reviews
Spacious 3BR Historic Home | Walk Downtown+Parking
✨ The Walton House, built in 1846, is located in the National Historic District of Kennett Square, PA. We are walking distance to downtown Kennett Square and a short drive to local Brandywine Valley points of interest. ✨ The home has been lovingly maintained to reflect its mid 19th century beginnings, while providing a modern, comfortable place to rest while visiting our lovely town. We hope you enjoy the home as much as we do!
4.97 out of 5 average rating, 150 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.
4.97 out of 5 average rating, 503 reviews
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!
4.96 out of 5 average rating, 196 reviewsPopular amenities for Chester County house rentals
House rentals with a pool

Sweet home w/pool & woods at peaceful Glen Mills
4.92 out of 5 average rating, 193 reviews
Family Fun Retreat | Pool, Hot Tub & Game Room
4.94 out of 5 average rating, 336 reviews
Quiet Country Home in Parkesburg, In Ground Pool
4.94 out of 5 average rating, 100 reviews
Peaceful Retreat with great outdoor space
4.84 out of 5 average rating, 140 reviews
Lakefront Guesthouse
4.94 out of 5 average rating, 142 reviews
White Horse Guest Home w/ Pool & Spa
4.88 out of 5 average rating, 103 reviews
Fireplace, Pool Table, In Ground Pool & Sun Room
4.82 out of 5 average rating, 50 reviews
Modern Farmhouse: Pool, Hot Tub & Pickleball
5.0 out of 5 average rating, 79 reviewsWeekly house rentals

Historic J. Pyle House Main St Local Host
4.96 out of 5 average rating, 182 reviews
Sunny Cottage, Private, Cheerful, Convenient!
5.0 out of 5 average rating, 112 reviews
Historic Farmhouse in Wayne
4.99 out of 5 average rating, 164 reviews
*Woodland Wellness Retreat* Hot Tub - Sauna
4.96 out of 5 average rating, 246 reviews
Homestead Guesthouse
4.99 out of 5 average rating, 153 reviews
Dream View
4.9 out of 5 average rating, 202 reviews
20 min to Sight&Sound*game room*hot tub*patio*BBQ
4.99 out of 5 average rating, 168 reviews
Modern Farmhouse in Amish Country | Paradise, PA
5.0 out of 5 average rating, 196 reviewsPrivate house rentals

Small Home Paradise-close to Lancaster attractions
4.98 out of 5 average rating, 530 reviews
The Hillside Home - Lancaster
4.95 out of 5 average rating, 118 reviews
Eden Woodland Acres
4.95 out of 5 average rating, 104 reviews
The Dawdy House
4.93 out of 5 average rating, 187 reviews
15 min to Sight & Sound-Hot Tub-EV-Plug-Firepit
4.99 out of 5 average rating, 239 reviews
Longwood | Shops & Restaurants | Private Backyard
4.98 out of 5 average rating, 273 reviews
The Traveler's Haven
4.99 out of 5 average rating, 143 reviews
Phoenix Walk
4.91 out of 5 average rating, 152 reviewsDestinations to explore
- Loft rentals Chester County
- Cabin rentals Chester County
- Rentals with pools Chester County
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- Private suite rentals Chester County
- Tiny house rentals Chester County
- Family-friendly rentals Chester County
- Rentals with lake access Chester County
- Pet-friendly rentals Chester County
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- House rentals United States
- Hersheypark
- Pennsylvania Convention Center
- Dorney Park & Wildwater Kingdom
- Longwood Gardens
- Wells Fargo Center
- University of Pennsylvania
- Citizens Bank Park
- Fairmount Park
- Philadelphia Museum of Art
- Hershey's Chocolate World
- Dutch Wonderland
- Temple University
- Betterton Beach
- Bear Creek Ski and Recreation Area
- University of Delaware
- Amish Village
- Lincoln Financial Field
- French Creek State Park
- Drexel University
- Diggerland
- Spooky Nook Sports
- Philadelphia Zoo
- Marsh Creek State Park
- 30th Street Station





