
Holiday rentals in Glenside
Find and book unique accommodation on Airbnb
Top-rated holiday 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.

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, 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.

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!

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.

Cozy 1 bedroom apartment with 3/4 bath
1 bedroom apartment attached to our home with its own separate driveway and key code entrance. Centrally located between Philadelphia and New York City. Popular family attraction Sesame Place is 10 minutes away, and Philadelphia is a 30 minute drive. Conveniently located near major highways 95 and the PA Turnpike. 1 hour drive to the Jersey Shore The apartment has its own separate entrance and does not have access to our backyard or the patio upstairs.

Beautiful loft space in renovated textile mill.
This beautiful renovated apartment is in a lovely location in Roxborough-Manayunk section of Philadelphia. It is huge! 15+foot ceilings and open floorplan allow for the most comfortable space. Natural light pours in all day through the oversized windows. A king size bed awaits on the main bedroom and a queen bed is at the opposite end of the 1400 sq ft loft space to provide privacy. Commercial License- 1177754 Limited Lodging License-003468 PENDING

The Cottage at the Mill
Welcome to the Cottage at the Mill – we are so thrilled you are here. Let us host you in our one of a kind Pennsylvania home, where you will find yourself immersed in nature and luxury. Our 1800’s Grist Mill is situated on 7 acres, just minutes from Valley Forge Park, the King of Prussia Mall, and the Main Line. The Cottage at the Mill offers a quintessential Montgomery County experience from its architecture to its picturesque surroundings.
Popular amenities for Glenside holiday rentals
Other great holiday rentals in Glenside

Cheerful & Modern Home w/ a Walkout Deck Area

3rd Floor Guest Suite in Charming New England Home

Waterfront Deck Retreat | Sunrise & Peaceful Views

Cozy Cabin in Wayne

Cozy quaint bilevel apartment for you! Near Philly

A Turquoise Gem 12 miles center city Philadelphia

Private House Retreat | King Bed & Backyard

NEW 3min to downtown + train station
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 £38 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 Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday 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
- 30th Street Station
- Philadelphia Zoo
- French Creek State Park
- The Franklin Institute
- Wissahickon Valley Park
- Marsh Creek State Park
- Valley Forge National Historical Park
- Independence Hall
- Crayola Experience
- Spruce Street Harbor Park
- Eastern State Penitentiary




