
Vacation rentals in Glenside
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Top-rated vacation 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.

Artful Lakeside Retreat: Dreamy Tub-Rave Reviews
Escape to our lakeside farmhouse. Comfortable and spacious, the suite sleeps 1–5 guests and offers the perfect mix of privacy and accessibility. Set on a generous property, it feels worlds away—yet it's just minutes from the Turnpike and close to popular destinations. Enjoy inspiring grounds, curated art and decor, soaking tub, and great sleep. Work remotely with strong Wi-Fi &contactless check-in for a seamless stay. Whether you're here to unwind, create, or explore—stay and feel at home.

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!

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.

Cozy Getaway in a Friendly Neighborhood
This charming home is located in the suburban community of Willow Grove, just outside Philadelphia. The house offers comfortable accommodations, making it perfect for families or small groups visiting for a wedding, concert, or event. Late Spring/Summer/Early Fall - you can enjoy our large pool, providing a refreshing retreat for guests. The property is situated just 13 miles from Center City and 19 miles from PHL, offering easy access to everything the city has to offer!

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

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.

Cozy 1 bedroom apartment with 3/4 bath
1 bedroom apartment attached to our home with its own separate driveway and key code entrance. Centrally located between Philadelphia and New York City. Popular family attraction Sesame Place is 10 minutes away, and Philadelphia is a 30 minute drive. Conveniently located near major highways 95 and the PA Turnpike. 1 hour drive to the Jersey Shore The apartment has its own separate entrance and does not have access to our backyard or the patio upstairs.

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.

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.

Tranquil Getaway in Skippack Township
This furnished apartment with full kitchen and amenities is nestled lovely tranquil grounds of a country manor home in Skippack Township close to the village of Schwenksville. Perfect for individuals or families preferring independence whilst on business travel or whilst exploring the greater Philadelphia history, art, parks, shops and landscapes.
Popular amenities for Glenside places to stay
Other great vacation rentals in Glenside

The Wissahickon Loft: A Sunlit Parkside Retreat

Daisy Cottage

Enchanting Garden Home (Close to Blue Bell/Ambler)

ModPod Erdenheim - Modern One-Bedroom Apartment

3rd Floor Guest Suite in Charming New England Home

Cool “Blue” 2-bdrm Apt in Suburbs w/Free Parking

Family Home near Philadelphia, Chestnut Hill Area

The Nook at Ardsley
Quick stats about vacation rentals in Glenside

Total vacation rentals
Explore 10 vacation rentals in Glenside

Nightly prices starting at
Glenside vacation rentals start at G$10,460 GYD 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
- Philadelphia Museum of Art
- Wells Fargo Center
- Penn's Landing
- Bear Creek Ski and Recreation Area
- Diggerland
- 30th Street Station
- Philadelphia Zoo
- French Creek State Park
- The Franklin Institute
- Wissahickon Valley Park
- Marsh Creek State Park
- Valley Forge National Historical Park
- Independence Hall
- Crayola Experience
- Spruce Street Harbor Park
- Eastern State Penitentiary




