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.

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Guest favourite
Guest house in Glenside
4.92 out of 5 average rating, 250 reviews

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.

Top guest favourite
The charming farmhouse features a spacious porch surrounded by colorful flower beds. Lush greenery complements the inviting exterior, while a stone pathway leads to the entrance. The two-story structure showcases a traditional design with prominent brick chimneys and large windows.
Guest suite in Souderton
4.99 out of 5 average rating, 186 reviews

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.

Top guest favourite
A private yard showcases a hot tub and fire pit, surrounded by a wooden fence, presenting a serene evening scene. A glass filled with a beverage rests on a surface nearby, highlighting the outdoor relaxation space. Soft lighting adds a calm ambiance.
Guest house in Hatfield
4.96 out of 5 average rating, 100 reviews

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

Top guest favourite
Home in Jenkintown
4.91 out of 5 average rating, 152 reviews

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.

Guest favourite
A cozy living area features a stone fireplace with an electric heater and a wooden coffee table. A small dining set is positioned beside a set of stairs, and light streams through a nearby window, illuminating the warm tones of the space.
Cottage in Manayunk
4.94 out of 5 average rating, 241 reviews

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.

Top guest favourite
A living room features a large, patterned sectional sofa surrounding a wooden coffee table. A stone fireplace is centrally located, with a fan above. Light streams in through windows adorned with soft drapes, and additional seating is provided by a patterned chair. A bookshelf adds a cozy touch.
Guest suite in Chalfont
4.95 out of 5 average rating, 213 reviews

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.

Guest favourite
A cozy tiny house is set amid lush greenery, featuring a welcoming front porch with steps leading to the door. A treehouse platform stands nearby, offering an elevated view of the natural surroundings. The property is bordered by mature trees and a grassy area.
Tiny home in Wyncote
4.96 out of 5 average rating, 321 reviews

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.

Top guest favourite
The exterior of the home is showcased, featuring manicured landscaping with neatly trimmed evergreen shrubs and flower pots hanging on a decorative stand. A sign is positioned near the entrance, and the green lawn offers a spacious, inviting area.
Flat in Jenkintown
4.92 out of 5 average rating, 124 reviews

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

Top guest favourite
Guest house in Doylestown
4.92 out of 5 average rating, 491 reviews

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.

Top guest favourite
A modern kitchen showcases stainless steel appliances, including a refrigerator and oven. Gray cabinets provide ample storage, while a light-colored countertop offers workspace. A cozy seating area is indicated by a wooden chair. Natural light enhances the inviting atmosphere through recessed lighting.
Home in Glenside
4.99 out of 5 average rating, 117 reviews

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.

Top guest favourite
A rustic stone building with a wooden deck extends over a serene waterway, surrounded by lush greenery. A bench is positioned nearby, inviting relaxation. The structure showcases a blend of natural materials, with a charming entrance that opens to the inviting outdoor space.
Home in Collegeville
5 out of 5 average rating, 123 reviews

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.

Top guest favourite
A bright bedroom features a spacious bed with neutral bedding and decorative pillows. Large windows on two sides allow natural light to fill the space, with a view of trees outside. A small bedside table and a chair are positioned next to the bed.
Flat in Ambler
4.99 out of 5 average rating, 133 reviews

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

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!