
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.

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

Cozy 2BR Guesthouse Near Philly
Welcome to Cozy Cricket’s Cove, a retreat where comfort meets calm. Comfortable, fully heated home, ideal during winter storms. The open living space invites you to unwind, with a dedicated workspace and high-speed Wi-Fi making everyday living effortless. The modern kitchen is fully equipped for cooking, while outside, a private patio with lounge seating, BBQ, and fire pit sets the tone for slow mornings and cozy evenings. A peaceful home base near Philadelphia, designed for connection and rest.

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.

Modern/Kitchen/WI-FI/WorkSpace/ASD Child Equipped
License #905695 Welcome to our sub-terrain (Lower level), modern space, nestled away in the lovely area of Mount Airy. Our space features a private full bathroom, full kitchen, dining area, washer/dryer, 55"’ smart TV (with apps to add your own account), A/C, heating system, and Wi-fi. This unit has a dedicated workspace and is ideal for a traveling professional. Additionally, this unit is equipped for a family with an ASD toddler and is an ideal location for visiting family and friends.

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.

Private two bedroom oasis in Richboro.
This is a very cozy, 2-bedroom apartment attached to a 200+ yo farmhouse in historic Bucks County. We are right at the edge of town on the main street in Richboro so in walking distance of restaurants and grocery stores. The yard is beautifully maintained, and the decks, outdoor grill and fire pit are available for your use and enjoyment during your stay. Owners live in the farmhouse and are generally available to answer questions and provide recommendations for the local area.

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.

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.

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

Philadelphia’s Kickback 2 Kingbed/ Studio Apt
This one of a kind Studio apartment is located in the Mt.Airy section of Philadelphia on a quiet clean street. It is found in a Prime location. This unit is walking distance to Cedarbrook plaza and less then 5 min from the PA turnpike and major highways. It is central to Malls, a Market, gas stations, restaurants etc. Dressed to stand out it is unique in design, layout and artistic touch. Our guests can expect to stay in a safe environment. You'll love it guaranteed.

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.

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.
Popular amenities for Glenside places to stay
Other great vacation rentals in Glenside

Basement Suite in Historic Home

Best of Philly in the heart of Chestnut Hill

The Wissahickon Loft: A Sunlit Parkside Retreat

Enchanting Garden Home (Close to Blue Bell/Ambler)

Guest Suite

Staycation in Oversized 1 Bdrm~Jenkintown, PA

The Nook at Ardsley

Peaceful Oasis Near Philly
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 € 42 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
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