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.

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Guest favourite
The bedroom features exposed wooden beams and a large, comfortable bed dressed in crisp white linens. A decorative area rug adds warmth to the wooden floor. Light enters through the window, while dark lamps provide a cozy ambiance. A dresser is positioned against the wall.
Cottage in Chadds Ford Junction

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
Guest favourite
A light-filled living area features a stylish blue couch adorned with patterned cushions. A modern dining table is situated nearby, surrounded by four wooden stools. Two windows provide natural light, highlighting the space's calm ambiance.
Apartment in Media

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
Top guest favourite
A bright bedroom features a queen-size bed with plush bedding and decorative pillows. A wooden dresser with a mirror and two lamps are positioned alongside. Natural light filters through the window, highlighting a cozy armchair in the corner. Two doors lead to adjoining spaces.
Guest suite in Wilmington

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
Guest favourite
Flat in Media

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
Guest favourite
A dining area is presented with a large wooden table surrounded by six light-colored chairs. Soft light fixtures hang overhead, and large windows are adorned with flowing drapes. A sideboard with decorative items complements the space, which is finished with warm wooden flooring.
Home in Glen Mills

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
Top guest favourite
The living area is designed with a spacious couch adorned with decorative pillows. A large area rug covers the floor, and a coffee table is positioned at the center. A smart TV displays the Netflix logo, and natural light filters through the window treatments.
Home in North Claymont

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
Guest favourite
The cottage exterior features a blend of natural stone and siding, showcasing a green front door. Lush green grass surrounds the home, complemented by trees in the backdrop. A gravel path leads to the entrance, providing access to the peaceful surroundings.
Cottage in Glen Mills

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
Superhost
A bright kitchen area features a wooden dining table surrounded by four metal chairs. Against the wall, a white stove and a black microwave are positioned, with a window allowing natural light. A few decorative elements and wall art enhance the space.
Flat in Media

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
Top guest favourite
A spacious living room features a combination of light and dark tones. Comfortable seating options include a beige sectional sofa and two dark chairs. A wooden coffee table is centered, with a wall-mounted flat screen TV and electric fireplace providing a focal point.
Home in West Chester

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
Top guest favourite
A forest path is surrounded by tall trees and dense greenery, with ferns lining the ground. The sunlight filters through the leaves, creating a serene atmosphere for hikers. The trail, partially obscured by foliage, invites exploration into the natural surroundings.
Guest suite in Media

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
Top guest favourite
The historic house built in the late 1600s displays a unique three-story structure, featuring a blend of stone and wood materials. Green trees surround the property, and a porch with supportive columns wraps around the front, inviting relaxation outdoors.
Home in Glen Mills

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
Top guest favourite
A light-filled kitchen space features white cabinetry and a marble countertop. A glass-front cabinet displays various glassware. Fresh flowers in a vase add a touch of color, while the sleek design emphasizes a clean and modern aesthetic.
Home in Wayne

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 reviews

Popular amenities for Chester Heights holiday rentals