
Holiday rentals in Chester Heights
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Top-rated holiday rentals in Chester Heights
Guests agree: these stays are highly rated for location, cleanliness and more.

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.
4.86 out of 5 average rating, 201 reviews
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.
4.89 out of 5 average rating, 141 reviews
Private Suite & sitting room in Brandywine Valley
Seeking a romantic getaway or respite from a long work day? You'll love relaxing "at home" in your private 1 BR suite. We are located in a tree lined quiet community. Convenient shopping & restaurants are within walking distance. Short & extended rentals for business travelers or those relocating. Minutes from historic Chadds Ford & the scenic Brandywine Valley, plan to tour our Wine & Ale Trail, hike our greenways or experience the many duPont Chateau's with their glorious gardens & grounds.
4.99 out of 5 average rating, 303 reviews
Media Oasis: Voted Best Place & Train to Philly!
Welcome to your perfect getaway in Media, PA! This newly renovated, modern 2-bedroom, 1-bath apartment is just a block from historic State Street and steps from the Media train station. Enjoy spacious bedrooms and a large kitchen featuring a stunning blue island, fully equipped for all your cooking needs. Explore Media’s award-winning restaurants and parks. With easy access to public transportation and highways, you can enjoy both Media and Philadelphia areas. We can’t wait to host you!
4.95 out of 5 average rating, 42 reviews
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.
4.92 out of 5 average rating, 193 reviews
Cozy Cottage! Large fenced backyard.
Nestled on a spacious corner lot, The Cozy Retreat is your home away from home, offering the ideal blend of relaxation and fun. Whether you’re looking to unwind by the fireplace or just enjoy the large fenced in backyard. This charming space has something for everyone. Features 🌟 ✅ Expansive Backyard ✅ Updated kitchen with modern appliances. Cabinets are labeled for convenience ✅ Comfy furniture. Couch & Beds ✅ Attention to detail for all amenities
4.96 out of 5 average rating, 80 reviews
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.
4.92 out of 5 average rating, 130 reviews
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!
4.76 out of 5 average rating, 349 reviews
Traveler's Dream | Game Room & Fire Pit
Welcome to your perfect getaway! This stunning 3-bedroom, 2-bathroom home offers a luxurious and entertaining experience, ideal for families, groups of friends, or anyone seeking a comfortable and convenient stay near West Chester University and the vibrant West Chester Borough. This home is designed for both relaxation and fun. We've meticulously curated every detail to ensure a memorable stay.
4.97 out of 5 average rating, 67 reviews
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!
4.97 out of 5 average rating, 623 reviews
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.
4.98 out of 5 average rating, 57 reviews
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.
4.99 out of 5 average rating, 163 reviewsPopular amenities for Chester Heights holiday rentals
Other great holiday rentals in Chester Heights

Scenic Farmhouse Escape in Media
4.99 out of 5 average rating, 96 reviews
Radiant 4-Bed Haven w/ King suite in N. Wilmington
4.72 out of 5 average rating, 309 reviews
South Bridge Farm Cottage
5.0 out of 5 average rating, 23 reviews
Comfy, Cozy Home by Philly, Airport, I-95, + more!
4.92 out of 5 average rating, 50 reviews
Jacuzzi/Game Room/Close to Airport/Philly Stadiums
5.0 out of 5 average rating, 98 reviews
Charming Studio in Thornton, PA
4.81 out of 5 average rating, 81 reviews
Historical Cozy and Quiet Trinity in Media
4.9 out of 5 average rating, 49 reviews
Single level home, private yard, kid/pet friendly
4.98 out of 5 average rating, 87 reviewsDestinations to explore
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- Sesame Place
- Pennsylvania Convention Center
- Dorney Park & Wildwater Kingdom
- Longwood Gardens
- Wells Fargo Center
- University of Pennsylvania
- Citizens Bank Park
- Fairmount Park
- Philadelphia Museum of Art
- Dutch Wonderland
- Temple University
- Betterton Beach
- Bear Creek Ski and Recreation Area
- Dover Motor Speedway
- Amish Village
- University of Delaware
- Drexel University
- French Creek State Park
- Diggerland
- Lincoln Financial Field
- Philadelphia Zoo
- Marsh Creek State Park
- 30th Street Station
- Greater Philadelphia Expo Center & Fairgrounds





