
Holiday rentals in Glenside
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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.

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.

Hatfield's Hidden Gem •Hot Tub •Fire Pit
Welcome to Hatfield’s Hidden Gem where luxury meets wellness with a hint of farm charm! This 1 bedroom 1 bathroom home sits on an acre of land completely separated from the main house. Featuring a fenced in yard, hot tub, hammock, fire pit, washer & dryer, hi speed internet, walk-in shower, tvs in living room & bedroom, variety of coffee, tea & hot cocoa. *Queen size memory foam mattress *Twin size pull out sofa bed *Walkin-shower *Full Kitchen w/ dishwasher, coffee maker *Private Parking

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.

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.

Cozy and comfortable in-law suite
Please note: AirBnB lists this as 4 beds. It is 2 beds, a queen in bedroom and a sleeper sofa in the living room. Ideal for 2 adults and children, tighter for 4 adults. Private bed & bath, kitchenette, den w/TV, pull out sofa bed,microwave, fridge/freezer, toaster oven, Keurig, furnished screened in porch in summer. Private entrance. The space is an in-law suite with its own entrance. We do not come through when you are here, but with permission to go to the laundry in basement.

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.

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.

King Beds & Comfort | 2BR Family-Friendly Stay
Enjoy a peaceful stay in this newly renovated, semi-attached private guest apartment, located just outside Philadelphia in charming Ambler, PA. This cozy, family-friendly space features two comfortable bedrooms, one full bathroom, a welcoming living room, a dining area, and a fully equipped kitchen. Conveniently situated within walking distance to a grocery store and a nearby shopping plaza with boutique shops and local charm.
Popular amenities for Glenside holiday rentals
Other great holiday rentals in Glenside

Cheerful & Modern Home w/ a Walkout Deck Area

Cozy home in Historic Trappe near Ursinus College

Single level home, private yard, kid/pet friendly

Charming Home Historic Bucks Co

Cozy Collegeville Studio with In-Unit Laundry

Swarthmore Guesthouse

Elegant Urban Escape

Colorful King Bed Apt | Large Kitchen | Game Room
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!
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- 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




