Vacation rentals in Glenside

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Top-rated vacation rentals in Glenside

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Guest favorite
Guesthouse in Glenside
4.91 out of 5 average rating, 258 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
Apartment in Chestnut Hill
4.98 out of 5 average rating, 111 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, 158 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.

Superhost
Apartment in Philadelphia
4.84 out of 5 average rating, 335 reviews

Philadelphia Kickback *King Bed/Entire Apartment *

This beautiful one bedroom apartment is located in the MT.AIRY section of Philadelphia in a twin style house, on a quiet clean street. Walking distance to Cedarbrook plaza, minutes from Montgomery county/and Turnpike and 15 min drive to WillowGrove Mall. 5 min from Chesnut hill Village where there are a variety of Restaurants, Brewery's and unique places to shop. Ready to Entertain you and your guests with everything you'll need to have the best stay possible.You'll love it guaranteed.

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, 334 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 mid-1700’s farmhouse is set amidst lush greenery, showcasing a spacious front porch and multiple chimneys. A gravel pathway leads to the entrance, framed by well-maintained shrubs and large trees that provide shade, creating an inviting outdoor setting.
Guest suite in Chalfont
4.99 out of 5 average rating, 266 reviews

Private two-bedroom guest suite on Ruth Bros Farm

This charming four acre, mid-1700’s farmhouse property has an attached 2 bedroom guest suite with a private entrance, a full kitchen and quaint front porch. Enjoy the outdoors including the animals and gardens on our farm or have access to nearby attractions. Located just 15 minutes from Doylestown, 45 minutes from downtown Philadelphia, and 2 hours from New York, with easy access to Philadelphia regional rail train. Family friendly! Maximum 4 guests, not available for parties.

Top guest favorite
The exterior of the renovated barn guest suite showcases a striking red facade, accented by a star and complemented by a green lawn. A welcoming entrance is framed by a decorative door and bordered by vibrant shrubs, with a clear blue sky overhead.
Barn in Newtown
5 out of 5 average rating, 140 reviews

The Red Barn | Newtown, PA

This romantic getaway offers a history all its own. Welcome to our fully renovated and restored circa 1829 barn 2nd floor guest suite. Within walking/biking distance to Historic Newtown Borough and all of its unique boutique shops and restaurants. This cozy space offers 1 bedroom with a queen bed, efficiency kitchen, open floor plan living room, dedicated workspace and outdoor deck. Close to I-95 as well as the charming towns of New Hope, Lambertville, Doylestown and Princeton.

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

Top guest favorite
A living area features exposed wooden beams and a charming stone fireplace. A plush sofa is accompanied by a stylish chair. Bright blue chairs are positioned by a window, while a small table sits on a soft area rug, creating a comfortable gathering space.
Home in Conshohocken
4.99 out of 5 average rating, 110 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
A cozy living room features a light-colored, spacious sofa adorned with decorative pillows, alongside a comfortable armchair. A distinctive wooden coffee table sits in the center, while a colorful abstract painting adds a vibrant touch to the wall. Stairs lead to the upper floor.
Home in Roxborough
4.95 out of 5 average rating, 315 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
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
4.98 out of 5 average rating, 118 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 favorite
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.
Apartment in Ambler
4.99 out of 5 average rating, 140 reviews

Step-Free 2BR | 2 King Beds, Family & Business

Enjoy a cozy, step‑free 2BR apartment in charming Ambler, just outside Philadelphia. Two king beds and a pull‑out sofa sleep up to 6 guests. Relax in the living room, cook in the fully equipped kitchen, and enjoy a convenient drip‑coffee station. Wi‑Fi and keypad self check‑in make stays easy for families and business travelers, with a high chair and pack‑and‑play available upon request, all within walking distance to a grocery store and local shops.

Popular amenities for Glenside places to stay