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.

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Guest favorite
Guesthouse in Glenside
4.91 out of 5 average rating, 263 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 favorite
A stand-alone carriage house features a charming cedar shake exterior, framed by lush greenery and colorful pink azaleas. The structure includes multiple windows, allowing natural light to filter through. A well-kept lawn leads to the inviting front door.
Barn in Wayne
5 out of 5 average rating, 100 reviews

Star Carriage House: Philly, Villanova, Wayne, KOP

Escape to this tucked away apartment in a Main Line carriage house. Located 5 min from Villanova University & downtown Wayne; 10 min from King of Prussia; short walk to Radnor Train Station gets you to Philadelphia in 30 min with access to NYC and D.C. With a private entrance, full kitchen, bath, and bedroom, we preserved the cedar shake exterior, wood beams & floors, & exposed the cupola. Perfect for university visits, Valley Forge National Park, or Philly access without staying in the city.

Top guest favorite
A dining area is furnished with a round table and four upholstered chairs, set against warm wooden flooring. Light enters through a window beside the staircase, which leads to the upper floor. Decorative wall art adds character to the neutral walls.
Apartment in Chestnut Hill
4.98 out of 5 average rating, 116 reviews

Cheerful Chestnut Hill 2 BR/1.5 BA/Private Deck

Enjoy this 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 offers powder room, a fully equipped kitchen, and a cozy living room. Each bedroom has a queen-sized bed and ample closet space. The kitchen includes a gas range/oven, microwave, dishwasher, and refrigerator with water and ice dispenser. Start your day with a Keurig coffee maker in the heart of Chestnut Hill.

Guest favorite
Home in Jenkintown
4.91 out of 5 average rating, 160 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 favorite
Apartment in Jenkintown
4.89 out of 5 average rating, 101 reviews

Cool “Blue” 2-bdrm Apt in Suburbs w/Free Parking

This unique stylish apartment is a suburban oasis waiting for your relaxing getaway. Enjoy the sun-drenched kitchen and living room as you have a scrumptious meal or sip your favorite beverage. Conveniently located near restaurants & the quaint Jenkintown shopping district. Easy access to SEPTA if you need the PHL Int’l Airport, want to go to the PA Convention Center, Phila Museum of Art or the gardens of Morris Arboretum. Family-friendly neighborhood; young children & up are welcomed.

Top guest favorite
Apartment in Willow Grove
5 out of 5 average rating, 110 reviews

Private Studio Apt in Willow Grove, PA

Privacy is everything! Welcome to our brand-new, detached Back Yard Carriage House Studio Suite in beautiful Willow Grove, PA. Designed to be simple, functional, and completely private, it’s the perfect quiet retreat to sleep, study, or unwind. ⚽ FIFA WORLD CUP BASE CAMP: Located just 1 block from the Willow Grove SEPTA Station! Skip the traffic and $100+ rideshare surges—take the train directly into Center City and transfer straight to the stadium. Single individuals or couples only.

Guest favorite
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
4.95 out of 5 average rating, 342 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 favorite
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.
Apartment in Jenkintown
4.92 out of 5 average rating, 125 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

Guest favorite
Apartment in Philadelphia
4.95 out of 5 average rating, 333 reviews

Town & Country ♥️ Park, Trail, Food, Arts, or City

2BR apartment with King bed. 1 block from Mount Airy's main strip. Close to restaurants, coffee shops, parks, grocery stores. Short distance to Chestnut Hill College, IAHP, Lutheran Theological Seminary, Morris Arboretum & Germantown Jewish Centre. Short walk to BOTH the Chestnut Hill West & Chestnut Hill East rail lines to get downtown without traffic hassles! My place is perfect for people who want to get downtown easily but enjoy the laid back community of Mt. Airy.

Top guest favorite
The exterior of the home is characterized by a traditional design with white walls and brown shutters. A stone pathway leads to the entrance, framed by landscaped greenery. The large covered porch features seating areas, inviting moments of relaxation outdoors.
Home in Conshohocken
4.99 out of 5 average rating, 113 reviews

Conshohocken Home-Stream View

Take it easy at this unique getaway. It overlooks a peaceful stream from the large back deck and hundreds of birds that live there. This home offers 3 BRs and sleeps 6 with 1 full bath and 2 powder rooms. 1 king bed, 1 queen and 2 full beds. This 18th century home has all the modern amenities while boasting much of the original charm. Conveniently located near Philadelphia, King of Prussia, Valley Forge. Minutes from the PA Turnpike, Schuylkill Expressway and Rt 202.

Top guest favorite
The exterior features a stone and brick facade with ornamental ironwork gates. A four-step entry leads to the front door, positioned beside a concrete walkway. A staircase is visible along the side, providing access to the rear of the property.
Home in Roxborough
4.95 out of 5 average rating, 320 reviews

Shurs Lane Cottage, EV Charging, Free Parking

Our newly renovated cottage in Philadelphia is in the exciting, hip neighborhood of Manayunk. Enjoy countless indoor and outdoor restaurants, walking along Main Street shops, biking, and hiking on local and nearby trails. Sit on the back patio and watch the happenings from above. Private parking is free and safe, including a NEMA 14-50 receptacle for your EV/plug-in hybrid. Please bring your own plug-in device. Commercial License #890 819 Rental License #893142

Guest favorite
The living area features light grey walls and modern laminate flooring. A comfortable seating arrangement includes soft chairs and a patterned rug, while a flat-screen television is placed on a black media console. Natural light enters through large windows draped with sheer curtains.
Home in Glenside
4.98 out of 5 average rating, 123 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.

Popular amenities for Glenside places to stay