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.

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Guest favourite
A dining area is furnished with a round table and four upholstered chairs, set against warm wooden flooring. Light enters through a window beside the staircase, which leads to the upper floor. Decorative wall art adds character to the neutral walls.
Apartment in Chestnut Hill
4.98 out of 5 average rating, 107 reviews

Cheerful Chestnut Hill 2 BR/1.5 BA/Private Deck

Enjoy this newly 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, you'll find a powder room, a fully equipped kitchen, and a cozy living room. Each bedroom offers a queen-sized bed with ample closet space for your storage needs. The kitchen is fully equipped with a gas range/oven, microwave, dishwasher, and a refrigerator with a water and ice dispenser. Start your day w

Guest favourite
Guesthouse in Glenside
4.92 out of 5 average rating, 246 reviews

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.

Top Guest favourite
Home in Jenkintown
4.91 out of 5 average rating, 151 reviews

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.

Guest favourite
A two-story brick house is visible, surrounded by lush green trees and shrubbery. The well-maintained lawn features a mix of colorful flower beds. A covered porch with decorative details is partially seen in the foreground, adding depth to the peaceful outdoor setting.
Place to stay in Philadelphia
4.9 out of 5 average rating, 323 reviews

The Coachman's House

The Coachman's House is part of a larger estate built in 1852. Tucked away on top of a hill, the property is accessed by a long, winding drive through a park-like 3+ acre oasis in historic Germantown. The renovated 2 story cottage once served as the coachman's home and is adjacent to the main house and the former stables. With a private entrance, the first floor contains a mini kitchen, seating area and work space nook. The second floor contains a queen size bed and private bath.

Top Guest favourite
A cozy tiny house is set amid lush greenery, featuring a welcoming front porch with steps leading to the door. A treehouse platform stands nearby, offering an elevated view of the natural surroundings. The property is bordered by mature trees and a grassy area.
Tiny home in Wyncote
4.96 out of 5 average rating, 319 reviews

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.

Guest favourite
A spacious living area features exposed wooden beams and industrial-style windows, illuminating the room. A large, comfortable sectional sofa is positioned around a coffee table, complemented by a decorative plant nearby. A vibrant mural adds color to one wall, enhancing the inviting atmosphere.
Apartment in Old Kensington
4.93 out of 5 average rating, 204 reviews

Stylish Artist Flat on Fun Bar & Restaurant Strip

Discover a unique retreat in an updated Philadelphia warehouse adorned with vibrant graffiti murals. This artist’s dream space features colorful decor, antique wooden doors, and industrial charm, creating an inspiring atmosphere for creativity. The 1-bedroom flat offers a spacious shower, a chef’s kitchen, and cozy furnishings for a creative and comfortable stay. Overlooking lively 5th Street, it’s surrounded by bars, restaurants, and breweries, with plenty to explore nearby.

Guest favourite
A comfortable living room features a spacious gray sectional sofa adorned with patterned throw pillows. A round wooden coffee table is positioned in front, with a decorative vase displaying dried flowers. A ceiling fan is mounted, providing a cool ambiance.
Apartment in Jenkintown
4.88 out of 5 average rating, 76 reviews

Staycation in Oversized 1 Bdrm~Jenkintown, PA

Traveling a distance or live nearby? Well we have the place for you! Enjoy a stay in this quaint, vibrant, family-friendly, walkable suburban town of Jenkintown, PA; still within easy access to the city by car or SEPTA. Free parking onsite. The entire second floor apartment w/ its own entry is yours! This comfortable oversized 1 bedroom unit has a dedicated work station, living room w/sleeper sofa, full kitchen & bath. Free Wi-Fi, Smart TV & free washer/dryer in the unit.

Top Guest favourite
The exterior of the home is showcased, featuring manicured landscaping with neatly trimmed evergreen shrubs and flower pots hanging on a decorative stand. A sign is positioned near the entrance, and the green lawn offers a spacious, inviting area.
Apartment in Jenkintown
4.92 out of 5 average rating, 122 reviews

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

Top Guest favourite
A modern kitchen showcases stainless steel appliances, including a refrigerator and oven. Gray cabinets provide ample storage, while a light-colored countertop offers workspace. A cozy seating area is indicated by a wooden chair. Natural light enhances the inviting atmosphere through recessed lighting.
Home in Glenside
4.99 out of 5 average rating, 115 reviews

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.

Guest favourite
A cozy living area features a modern orange sofa paired with a decorative rug in soft colors. A small round coffee table sits in front, while a dining table with yellow chairs is visible. Wall art and plants enhance the inviting space.
Guest suite in West Oak Lane
4.9 out of 5 average rating, 273 reviews

Private 1BR Suite • Dedicated Parking

This private 1-bedroom suite offers a quiet, comfortable stay for couples, solo travelers, and business guests. The entire space is yours, featuring a queen-size bed, walk-in shower, streaming TV, and high-speed Wi-Fi. The kitchenette has a fridge, microwave, and coffee maker for easy meals. A dedicated workspace makes remote work simple. Best of all, you’ll have your own private, dedicated parking spot just steps from the entrance for added convenience.

Guest favourite
A cozy bedroom featuring a spacious bed with light grey bedding and decorative pillows. A stylish chandelier with exposed bulbs hangs from the ceiling. Natural light enters through large white curtains, and a blue nightstand is positioned beside the bed. A patterned area rug covers the floor.
Apartment in Glenside
4.9 out of 5 average rating, 111 reviews

Historic & Family-Friendly 2BR | Walk to Train

Lovingly restored, cheerful, and cozy 2 bedroom apartment (includes King suite) outside of Philadelphia, free parking (1), located 1-block away from SEPTA Glenside train station and seconds away from restaurants and boutique stores. Commute to Philadelphia center city in 20-30 minutes via SEPTA REGIONAL RAILS at Glenside Train Station with ability to take the express train. Approx. 1-hour train ride (or 20 mile drive) to the PHL Int'l airport,

Top Guest favourite
A spacious bedroom features a queen bed topped with a checkered blanket. A green armchair is positioned in one corner, while two doorways lead to the bathroom and kitchenette. Light streams in through a window covered by soft curtains, complementing the warm tones of the decor.
Guest suite in West Mount Airy
4.99 out of 5 average rating, 227 reviews

West Mount Airy Private Suite w. Front Door, Porch

Situated in the historic neighborhood of West Mt. Airy, with convenient access by car or train into city, our suite is self-contained and located in the first floor of our home. Comprising bedroom (queen bed), kitchenette and bathroom. Walk to Weaver's Way Co-op & High Point Cafes. Close to local restaurants, coffee shops, supermarkets & short drive to Wissahickon trails and Chestnut Hill. Easy on-street parking. **No cleaning fee**

Popular amenities for Glenside holiday rentals

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 $70 AUD 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!