
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.

Zen & Cozy | Close To Philly | parking | FastWiFi
✓an extra TwinXL bed - upon request! ✓ Third Floor 1 Bedroom Apt,Modern Retro chic ✓ Free street parking ✓ 20 Minute Drive To PhiladelphiaCity/Airport ✓ Superfast WiFi 950mbps ✓ Lake Nearby ✓ SmartTv (include Diseny+, Hulu, ESPN) With FREE newest movies ✓ Full Kitchen Kitchenette With Induction range oven, fridge, microwave, ✓kettle include Coffee and tea ✓ Linens&Towels ✓ Shampoo, Conditioner & Body Wash ✓ Dining Table for 2 people ✓game console ✓ outdoor Patio area with Chairs ✓ Queen Size Bed

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, 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.

Cozy Comfort- 2 bedroom apt/65 inch T.V. wifi
Welcome to the Cozy Comfort. This newly spacious 2nd floor fits whether you are visiting by yourself or with your family. We have a well-equipped kitchen for preparing a tasty meal. We provide pots, pans, and cooking utensils for making meals. Restaurants are about 15 minutes away. Spend your free time watching a smart T.V. You can hook up your internet streaming service. You can begin and end your day with a drink from the coffee station followed by a refreshing shower.

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.

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.

The perfect studio w/washer dryer
This studio space is in the West Oak Lane section of Philadelphia. The space is comfortable, convenient, functional and clean. It has everything you need to feel at home for a night or for a month. Drop your bags and hop on the queen size bed and take a nap, or connect to the high speed internet and get some work done. This space is ideal for a solo traveler, but would also be comfortable for a companion. PERFECT for a travel nurse.

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 places to stay
Other great vacation rentals in Glenside

The Wissahickon Loft: A Sunlit Parkside Retreat

Best of Philly in the heart of Chestnut Hill

Basement Suite in Historic Home

Enchanting Garden Home (Close to Blue Bell/Ambler)

Modern, luxury studio w private parking & entrance

Staycation in Oversized 1 Bdrm~Jenkintown, PA

King Beds & Comfort | 2BR Family-Friendly Stay

Cozy Family Retreat in Mt. Airy
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$10,455 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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