
Vacation rentals in Glenside
Find and book unique accommodations on Airbnb
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.

2nd floor Bryn Mawr apartment with private deck
This light filled 2 bedroom, 1 bathroom 2nd floor apartment is conveniently located steps away from the heart of Bryn Mawr. It is within walking distance to Bryn Mawr Hospital, the regional rail line, the high speed line, and minutes away from Villanova University, Bryn Mawr College, and Haverford College. The apartment is uniquely situated above a co-working space (discounted packages are offered to all guests) with free on-site parking, separate entrance with keyless entry, and private deck.

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!

Saint Davids Cottage: Walk to Train & Main Street
Enjoy a memorable visit in this historic, three-story, Federal-style row home on a quiet alley in the Philadelphia neighborhood of Manayunk. Leave your car at home. Take the train to this charming two-bedroom cottage, a three-minute walk from Manayunk Station. If you want to drive, there is free street parking and a nearby lot with free parking. Spend time strolling Main Street, discovering countless eateries, & hiking on trails. Commercial License #890 819. Renters License - 903966.

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.

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

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.

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 2BR Residence | Bala Cynwyd, PA | Parking
This private second-floor residence is located in Bala Cynwyd, a residential community just outside Philadelphia. The home offers guests exclusive use of the second floor. This home is a strong fit for guests who: Prefer a private, residential setting; value having their own entrance and independent space; need convenient access to Philadelphia without staying downtown and appreciate a simple, organized home for short or extended stays
Popular amenities for Glenside vacation rentals
Other great vacation rentals in Glenside

The Wissahickon Loft: A Sunlit Parkside Retreat

Cheerful & Modern Home w/ a Walkout Deck Area

Enchanting Garden Home (Close to Blue Bell/Ambler)

ModPod Erdenheim - Modern One-Bedroom Apartment

Home Away From Home

3rd Floor Guest Suite in Charming New England Home

Colorful King Bed Apt | Large Kitchen | Game Room

Sunny Cottage, Private, Cheerful, Convenient!
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 $69 CAD 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!
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- Pocono Mountains Vacation rentals
- South Jersey Vacation rentals
- 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
- University of Pennsylvania
- 30th Street Station
- Philadelphia Zoo
- French Creek State Park
- The Franklin Institute
- Marsh Creek State Park
- Wissahickon Valley Park
- Valley Forge National Historical Park
- Independence Hall
- Crayola Experience
- Eastern State Penitentiary




