Holiday rentals in Glenside

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Top-rated holiday rentals in Glenside

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Guest favourite
The living room features a spacious grey sofa accompanied by a patterned area rug. A medium-sized round coffee table sits in front of the sofa. A flat-screen TV is positioned against the wall, and light streams in through the windows, complemented by light-colored walls.
Flat in Jenkintown
4.95 out of 5 average rating, 78 reviews

Shop, Eat, Rest-Perfect 1 bdrm for solo/group trip

Enjoy a historical location w/a modern twist for weekend getaways or long business trips! Free Wi-Fi, Smart TV & full kitchen. A short walk to shops, supermarket, restaurants & theater. This 1 bdrm features queen bed & full-sized sofa as well as dedicated work station. Located across from the Abington Friends School Field in a family-friendly neighborhood. Easy access to city via SEPTA to get to PHL Int’l Airport, PA Convention Center & the Phila Museum of Art or the gardens of Morris Arboretum.

Guest favourite
A modern kitchen features a large island with a white countertop that includes veining, complemented by black chairs. Light fixtures hang above, while a sleek black range hood is mounted over the stove. Fresh flowers add a touch of color to the space.
Home in Oreland
4.95 out of 5 average rating, 64 reviews

Enchanting Garden Home (Close to Blue Bell/Ambler)

Private & Spacious, 3-BR and 2-BA single-level garden home. New remodel and professionally designed mid-century open floor plan. Loaded with character and charm, this home boasts a private office & professionally landscaped outdoor space. Cozy over-sized family room with gray stone fireplace overlooks a picturesque view of flowers and trees. Enjoy the outdoors living area w/ fenced in back yard. Outside living space is equipped with a BQ grill, & Bronze Hammered fire pit. Self check-in.

Guest favourite
A spacious living area features a light grey sectional sofa arranged around a circular white coffee table, with soft throw pillows adding comfort. Large windows create a bright environment, while a contemporary lamp stands beside the couch. A stylish rug anchors the seating area.
Home in Glenside
4.89 out of 5 average rating, 169 reviews

Cheerful & Modern Home w/ a Walkout Deck Area

Recently renovated, beautiful, and cozy 3BR house located in a historic area. Close to amazing local restaurants (Union Jack's), trails, coffee shops, malls, and convenient access by train or car into city. The Home has everything you need for a comfortable stay. Working washer, dryer, internet, 75-inch smart TV, electric fireplace, central a/c and other necessary amenities. Home has been featured in a show - Interrogation Raw from A&E Networks and an upcoming movie as well commercials.

Guest favourite
Home in Jenkintown
4.9 out of 5 average rating, 136 reviews

Jenkintown 3bd Retreat with Sauna

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 sleeping area features a comfortable queen bed with crisp white linens and a light gray blanket. Blue curtains frame the entrance, and a bedside lamp provides soft illumination. Light enters from a nearby window, enhancing the tranquil atmosphere of the space.
Flat in Far Northeast Philadelphia
4.92 out of 5 average rating, 205 reviews

Cozy Apartment with a Fireplace and Courtyard

Kick back and relax in this calm, stylish Apartment. This location is only 5 minutes from Parx casino! Parking is free and 5 feet from where you will be staying. This space features a courtyard with a fire pit and a well lit outdoor dinning space. Inside the walls are well insulated, so the space is quiet. And features a gas fireplace for cold winter nights! Internet is fast and free. There is a desk in the living room that is perfect for remote workers. Tesla charger is also available

Superhost
A modern bedroom is illuminated by ambient LED lights along the walls. A large flat-screen TV is mounted, displaying streaming options. A mural of city landmarks is featured on one wall, while a ceiling fan adds ventilation and comfort to the space.
Flat in Philadelphia
4.84 out of 5 average rating, 317 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 favourite
A two-story brick house is visible, surrounded by lush green trees and shrubbery. The well-maintained lawn features a mix of colorful flower beds. A covered porch with decorative details is partially seen in the foreground, adding depth to the peaceful outdoor setting.
Place to stay in Philadelphia
4.9 out of 5 average rating, 308 reviews

The Coachman's House

The Coachman's House is part of a larger estate built in 1852. Tucked away on top of a hill, the property is accessed by a long, winding drive through a park-like 3+ acre oasis in historic Germantown. The renovated 2 story cottage once served as the coachman's home and is adjacent to the main house and the former stables. With a private entrance, the first floor contains a mini kitchen, seating area and work space nook. The second floor contains a queen size bed and private bath.

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, 291 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.

Guest favourite
Guest house in Glenside
4.92 out of 5 average rating, 220 reviews

Cozy 2BR Guesthouse Retreat Near Philly

Welcome to Cozy Cricket’s Cove! Step into a thoughtfully curated space where comfort meets style. The open-concept living room flows into a modern kitchen stocked with essentials, while two serene bedrooms offer plush beds, calming colors, and soft natural light. Every detail has been designed to create an atmosphere of warmth, ease, and connection — a true home away from home near the heart of Philadelphia. Make our story part of yours—book your stay at Cozy Cricket’s Cove today.

Guest favourite
Home in Willow Grove
4.92 out of 5 average rating, 128 reviews

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!

Guest favourite
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
4.94 out of 5 average rating, 296 reviews

Shurs Lane Cottage, EV Charging, Free Parking

Our newly renovated cottage in Philadelphia is in the exciting and hip walking 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 NEMA 14-50 receptacle for your EV/plug-in hybrid. Bring your own plug-in device, please. Commercial License #890 819 Rental License #893142

Superhost
A dining area features a rectangular table with a glass top, surrounded by four wooden chairs with soft upholstery. A small potted plant adds greenery, while sunlight filters through a nearby window, illuminating the space and a cozy seating area in the background.
Flat in Olney
4.82 out of 5 average rating, 254 reviews

Cozy Comfort- 2 bedroom apt/65 inch T.V. wifi

Welcome to the Cozy Comfort. This newly spacious 2nd floor fits whether you are visiting by yourself or with your family. We have a well-equipped kitchen for preparing a tasty meal. We provide pots, pans, and cooking utensils for making meals. Restaurants are about 15 minutes away. Spend your free time watching a smart T.V. You can hook up your internet streaming service. You can begin and end your day with a drink from the coffee station followed by a refreshing shower.

Popular amenities for Glenside holiday rentals