Vacation rentals in Glenside

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Top-rated vacation rentals in Glenside

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Guest favorite
A spacious living area features a light grey sectional sofa arranged around a circular white coffee table, with soft throw pillows adding comfort. Large windows create a bright environment, while a contemporary lamp stands beside the couch. A stylish rug anchors the seating area.
Home in Glenside
4.89 out of 5 average rating, 171 reviews

Cheerful & Modern Home w/ a Walkout Deck Area

Recently renovated, beautiful, and cozy 3BR house located in a historic area. Close to amazing local restaurants (Union Jack's), trails, coffee shops, malls, and convenient access by train or car into city. The Home has everything you need for a comfortable stay. Working washer, dryer, internet, 75-inch smart TV, electric fireplace, central a/c and other necessary amenities. Home has been featured in a show - Interrogation Raw from A&E Networks and an upcoming movie as well commercials.

Guest favorite
Home in Jenkintown
4.91 out of 5 average rating, 141 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 favorite
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, 315 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.

Guest favorite
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, 298 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.

Top guest favorite
The mid-1700’s farmhouse is set amidst lush greenery, showcasing a spacious front porch and multiple chimneys. A gravel pathway leads to the entrance, framed by well-maintained shrubs and large trees that provide shade, creating an inviting outdoor setting.
Guest suite in Chalfont
5 out of 5 average rating, 252 reviews

Private two-bedroom guest suite on Ruth Bros Farm

This charming four acre, mid-1700’s farmhouse property has an attached 2 bedroom guest suite with a private entrance, a full kitchen and quaint front porch. Enjoy the outdoors including the animals and gardens on our farm or have access to nearby attractions. Located just 15 minutes from Doylestown, 45 minutes from downtown Philadelphia, and 2 hours from New York, with easy access to Philadelphia regional rail train. Family friendly! Maximum 4 guests, not available for parties.

Top guest favorite
Guesthouse in Glenside
4.92 out of 5 average rating, 228 reviews

Cozy 2BR Guesthouse Retreat Near Philly

Welcome to Cozy Cricket’s Cove! Step into a thoughtfully curated space where comfort meets style. The open-concept living room flows into a modern kitchen stocked with essentials, while two serene bedrooms offer plush beds, calming colors, and soft natural light. Every detail has been designed to create an atmosphere of warmth, ease, and connection — a true home away from home near the heart of Philadelphia. Make our story part of yours—book your stay at Cozy Cricket’s Cove today.

Guest favorite
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 Olde Kensington
4.93 out of 5 average rating, 184 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.

Top guest favorite
Home in Willow Grove
4.93 out of 5 average rating, 137 reviews

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!

Top guest favorite
Guesthouse in Doylestown
4.92 out of 5 average rating, 440 reviews

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.

Top guest favorite
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, 107 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.

Superhost
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, 261 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 favorite
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, 103 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,

Popular amenities for Glenside places to stay

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 $50 per night before taxes and fees

  • Verified guest reviews

    Over 1,120 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!