Holiday rentals in Chester Heights

Cozy Historic Spring House in Chadds Ford!

Welcome Friends!! This COZY, cute, historic, Spring House is minutes away from Terrain at Styers Wedding Venue. (If you are a bride, you'll want to get ready here!) It is minutes from World-Renowned Longwood Gardens, Chadds Ford Village, (the Conservancy now offers over 5 miles of hiking/walking trails) Minutes from Andrew Wyeth Home, Brandywine River Museum, Brandywine Battlefield, Wineries, 5-star restaurants, shopping, AND it sits on the same property as the #1 Antique Shop in Chester County.

Scenic Farmhouse Escape in Media

Discover your hideaway behind an 1811 stone farmhouse, set on 2 scenic acres with trails, wildlife, and a garden paradise. A 2021 conversion turned this woodshop into a rustic studio with modern comforts—queen bed, full kitchen, 65" Roku TV, washer/dryer, and a private patio. Enjoy tranquility and nature, minutes from vibrant downtown Media and a short drive to Philadelphia. Ideal for a peaceful retreat or city exploration. Book your stay for a perfect blend of convenience and countryside charm!

Lovely 2-bedroom Condo with Free Parking

Kick back and relax in this calm, stylish newly renovated space. It is on the second floor in a two-story building, located in a bamboo forest. A shopping mall is around the corner. Riddle Village and Riddle Hospital are nearby. A 4 min drive to Elwyn or Wawa Septa Train Station, 18 min drive to Philadelphia International Airport, 25 min to UPenn. Easy access to Media downtown area with lots of restaurants. Hope you'll enjoy the wall pictures that I brought back from different national parks.

Jacuzzi/Game Room/Close to Airport/Philly Stadiums

This gorgeous REMODEL features 4 bedrooms & 2.5 baths, a game room/bar w/NFL Package, & a JACUZZI at a GREAT PRICE. Quiet community, central to many attractions and I-95. It is beautifully furnished with new comfortable beds, plus a POOL TABLE. Multiple living spaces give all guests the freedom to move around & not feel crowded. The spacious kitchen has quartz countertops & has EVERYTHING you need for an extended stay. Perfect for large families & groups looking to visit Philly/NJ/Delaware!

Sweet home w/pool & woods at peaceful Glen Mills

IMPORTANT – PLEASE READ BEFORE BOOKING: This is a private home in a quiet residential neighborhood. Maximum occupancy is 8 people at all times. NO parties, events, or unauthorized gatherings. Violations may result in termination of the stay and a charge of up to $500, subject to Airbnb policies. Please read all House Rules before booking. Relax with your family in peaceful Glen Mills, near Ridley Creek State Park, Longwood Gardens, Philadelphia Airport and Wilmington.

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.

Tranquil Hilltop Retreat

Escape to a peaceful retreat in our newly remodeled two-bedroom guest cottage, situated atop a scenic hill in Glen Mills. With its light-filled interior and modern amenities, this 1,100 sq ft cottage provides the perfect respite from the hustle and bustle of nearby Media and West Chester. Wake up to the tranquil sounds of nature and enjoy your morning coffee on the cobblestone patio, where you can watch the deer graze in the yard.

Media's Hidden Gem!

Welcome to Media's Hidden Gem! Nestled on a quiet block in everybody's hometown Media. Just a couple blocks from all that downtown has to offer. Enjoy some time away on the nice deck, and check out the completely renovated bathroom. You won't be dissapointed with this one. Perfect set up for the weekend away or the business traveler. We went above and beyond to make sure this is a space you can call home!

The Welcoming Woods

Enjoy the quiet of the woods as you relax in your private space. The studio is minutes away from downtown Media where you can enjoy the shops & restaurants on State St or take a 20 minute ride into Philadelphia. Attractions include Tyler Arboretum, Ridley Creek State Park,Longwood Gardens,Linvilla Orchards & local wineries in Brandywine & Chadds Ford PA. The woods are waiting to welcome you!

Quaint farmhouse

Take it easy at this unique and tranquil getaway in Delaware county. Built in the late 1600s, this peaceful house has beautiful views of the West Branch of the Chester Creek. Modern amenities include, coffee maker, dishwasher, washer/dryer, Cable TV, Wi-fi, A/C. Go for a hike at the picturesque Grist Mill park across the street, when you get back, enjoy a soak in the clawfoot tub.

Private Room near Swarthmore Widener & PHL Airport

Centrally-located private with own entrance, 1 bedroom, w/ living room and private bath suite. Conveniently located near Swarthmore College & Train Station(5 min) Widener University(5 min), Media (10 min), & the Philadelphia Airport (12 min). There is Private keyless entry for easy check-in. We live above the suite, and are available most times if you need anything.

Historic Farmhouse in Wayne

This 5 bedroom, 4 bath house is the perfect home away from home. 5 minutes from the center of Wayne, King of Prussia and Devon Horse Show grounds and Eastern college. Villanova and golf courses, St. Davids, Aronimink, Waynesbourough and are all within 15 minutes. Valley Forge National Park and nature trails are also a wonderful addition to our area.