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

Cozy 2BR Guesthouse Near Philly
Cozy Cricket’s Cove is a private 2-bedroom, 1-bath guesthouse in Glenside that sleeps 7. Minutes from Keswick Theatre and a short drive to Center City Philly and Sesame Place, it offers easy access to events with a peaceful place to unwind. Enjoy high-speed WiFi, central AC, a fully equipped kitchen, and free two-car driveway parking. The fenced backyard, patio seating, and fire pit create a relaxing outdoor space for families and pets. Self check-in and responsive hosting ensure a smooth stay.

Cheerful Chestnut Hill 2 BR/1.5 BA/Private Deck
Enjoy this renovated Chestnut Hill apartment, ideal for long stays. This two-story retreat features two spacious bedrooms and a full bathroom with a standing shower upstairs. Downstairs offers powder room, a fully equipped kitchen, and a cozy living room. Each bedroom has a queen-sized bed and ample closet space. The kitchen includes a gas range/oven, microwave, dishwasher, and refrigerator with water and ice dispenser. Start your day with a Keurig coffee maker in the heart of Chestnut Hill.

Jenkintown 3-BR House with Sauna Near Philadelphia
Nestled in a quiet walkable community, this suburban oasis offers peace of mind to travelers and families. This home has a mid-century aesthetic paired with traditional comforts, and modern conveniences, plus a sauna in the back yard! A ten-minute walk to the regional train line makes traveling to the airport or center city a breeze- as this home is just 10 miles from Center City Philadelphia. Additionally, this home offers incredible access to local cafes, restaurants, and charming shops.

The Vintage Suite at Park House
Welcome to the Vintage Suite at Park House! The cozy, vintage themed suite features a private entrance and balcony overlooking over two acres of the park-like property. Pet friendly! Dedicated parking that can be seen from the suite. Early check ins: The availability of the Suite prior to the 3PM check in time is unlikely due to the popularity of the Suite. The pool and hot tub are closed for the season. They will be available again in May. Please, no parties or smoking inside!

Step away for shopping, dining, bar. Quiet street.
Welcome to this cozy and newly renovated house! It's in a great location, the surroundings are quiet but are near a lively Mainline town. You'll find bars, restaurants, stores, SEPTA/Amtrack stations, and Suburban Square within walking distance. It's also near many colleges such as Haverford College, Bryn Mawr College, Villanova University, and more. It's near the center city of Philadelphia and the King of Prussia mall. The most important thing is the security around the neighborhood.

Private, cozy tiny house in peaceful setting
Pull into the driveway from a bustling suburban avenue and the noise of the street fades away as you enter and lay eyes on the tiny house, bordered by the George Perly Bird Sanctuary. You'll be greeted by tall maples, a round veggie garden growing inside of a trampoline enclosure and possibly one, two or maybe three or more deer! The 130 square foot tiny house feels spacious with its high ceiling, skylight, and many windows that welcome in the shifting light of the natural setting.

Jenkintown 2 Bedroom Private Apt 1100 sq ft
This super-clean, 2 Bedroom 2nd floor apt sleeps 4 adults & 1 baby/toddler and 1 child. Kid-friendly & pet-free. If you are traveling with kids under 2, please list them as children, not infants, Airbnb does not automatically charge children under two, but I accommodate babies and count all guests the same. Two TV’s with ROKU. Bus at the corner. All hardwood floors, toys,, Pack n & play, books, baby gate, parking, in a safe suburban area. Walk to market & restaurants

Guest cottage with pool in historic Bucks County
Welcome to Serendipity Knoll! Relax and unwind in this peaceful grove, completely secluded but centrally located near restaurants, shopping, historic sites and tourist activities. Stroll through the gardens, wander by the creek or sit and relax at the pool as you enjoy the surroundings on our beautiful two acre lot. We believe you will literally feel your stress melt away as you drive onto the property. Easily accessible by train(Septa) and by highway.

Newly Remodeled Home in Glenside, PA
Relax with the whole crew at this Glenside vacation rental! Whip up breakfast in the fully equipped kitchen, then let your furry friend and kids play in the fully fenced yard while you relax on the patio. After a fun-filled day at LEGOLAND Discovery Center, settle in for a movie night in the spacious living room. With a welcoming interior and a convenient location just outside Philadelphia, this 2-bedroom, 2.5-bath home sets the stage for lasting memories.

Serene & Peaceful 2-Bedroom Guesthouse
Welcome to our charming Airbnb in the heart of Eagleville, Pennsylvania! Nestled amidst lush greenery and picturesque landscapes, our Airbnb offers a perfect blend of tranquility and modern comfort. Embark on scenic hikes in the nearby parks and historical landmarks, visit charming local shops and restaurants, or take a short drive to explore the vibrant city of Philadelphia. The possibilities for adventure and relaxation are endless.

King Beds & Comfort | 2BR Family-Friendly Stay
Enjoy a peaceful stay in this newly renovated, semi-attached private guest apartment, located just outside Philadelphia in charming Ambler, PA. This cozy, family-friendly space features two comfortable bedrooms, one full bathroom, a welcoming living room, a dining area, and a fully equipped kitchen. Conveniently situated within walking distance to a grocery store and a nearby shopping plaza with boutique shops and local charm.

Golfer's Dream | Luxury 1 Bed Apt
Experience effortless living in a furnished one-bedroom apartment at a premier residential community offering resort-style amenities near Philadelphia. Enjoy flexible stays, curated interiors, and exceptional onsite service, just minutes from major employers, shopping, and dining. Perfect for corporate travelers, relocators, and extended stays seeking comfort, convenience, and sophistication. Live Better here
Popular amenities for Glenside holiday rentals
Other great holiday rentals in Glenside

Oasis

Charming 1 bd 1 bath near Philly

Cheerful & Modern Home w/ a Walkout Deck Area

Cozy quaint bilevel apartment for you! Near Philly

Cozy One Bedroom Unit of a duplex

2BR | Rooftop + Garage | Near Pavilion & Hospitals

NEW 3min to downtown + train station

Private Studio in a Park House
Quick stats about holiday rentals in Glenside

Total holiday rentals
Explore 10 holiday rentals in Glenside

Nightly prices starting at
Glenside holiday rentals start at $85 NZD per night before taxes and fees

Verified guest reviews
Over 1,220 verified reviews to help you choose

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Glenside rentals

4.9 Average rating
Glenside stays are highly rated by guests—averaging 4.9 out of 5!
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- Pennsylvania Convention Center
- Lincoln Financial Field
- Sesame Place
- Six Flags Great Adventure
- Citizens Bank Park
- Longwood Gardens
- Fairmount Park
- Dorney Park & Wildwater Kingdom
- Wells Fargo Center
- Philadelphia Museum of Art
- Penn's Landing
- Bear Creek Ski and Recreation Area
- Diggerland
- University of Pennsylvania
- 30th Street Station
- Philadelphia Zoo
- The Franklin Institute
- French Creek State Park
- Marsh Creek State Park
- Wissahickon Valley Park
- Valley Forge National Historical Park
- Independence Hall
- Eastern State Penitentiary
- Franklin Square




