Vacation rentals in Glenside

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Top-rated vacation rentals in Glenside

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Guest favorite

Guesthouse in Glenside

4.92 out of 5 average rating, 208 reviews

Cozy 2BR Guesthouse + King Bed • 25 min Philly

Welcome to Cozy Cricket’s Cove – Your Private Getaway near Philly! Perfect for singles, couples, and families, our spacious retreat pleasantly hosts up to 7 guests and offers the perfect blend of privacy and convenience. Explore vibrant cultural eateries and unique local shops just a short stroll away. Then return to relax on the patio or unwind on king beds. We’ve curated every detail for your comfort. Come experience the charm and hospitality of Cozy Cricket’s Cove. Book your stay today!

Superhost

The exterior of a two-story home is displayed, featuring a blend of light siding and stone accents. A neatly maintained lawn surrounds the house, with trees visible in the background under a clear blue sky. Steps lead to a covered front porch.

Home in Chestnut Hill

4.8 out of 5 average rating, 276 reviews

Family Home near Philadelphia, Chestnut Hill Area

Enjoy your stay in this family-friendly private home with 4 bedrooms and 3 full bathrooms. Casa Hillcrest offers guests a large backyard and driveway for parking 2 cars. Conveniently located in Erdenheim, your family can explore Philadelphia, Montgomery and Bucks County. Easily access the Septa public transportation bus routes, regional rail and major highways. Close to Chestnut Hill College, the Morris Arboretum, Valley Green, Wissahickon park areas. Day trips to NYC, Baltimore, DC and more!

Guest favorite

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, 166 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 favorite

An open-concept living and dining area with warm wood flooring is featured. A comfortable sectional sofa is positioned beside a circular coffee table. A dining table with four chairs sits adjacent to a large window, allowing natural light to brighten the space.

Home in Jenkintown

4.91 out of 5 average rating, 132 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.

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.

Apartment in Philadelphia

4.84 out of 5 average rating, 310 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, 282 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 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

4.94 out of 5 average rating, 292 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

Guest favorite

A private pool is surrounded by a spacious patio area, featuring lounge chairs and a semi-circular seating arrangement. Lush greenery and decorative flowers enhance the outdoor space, while a charming shed can be seen in the background.

Guest suite in Eagleville

4.85 out of 5 average rating, 366 reviews

The Vintage Suite at Park House

Welcome to the Vintage Suite at Park House! The cozy, vintage themed suite features a private entrance and balcony overlooking over two acres of the park-like property. Pet friendly! Dedicated parking that can be seen from the suite. Early check ins: The availability of the Suite prior to the 3PM check in time is unlikely due to the popularity of the Suite. The shared pool and hot tub are available from May 5th to October 5th. Please, no parties or smoking inside!

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.

Apartment in Olney

4.82 out of 5 average rating, 248 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.

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, 120 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

The cottage exterior showcases a charming two-story structure with beige siding and a sloped roof. A welcoming front door is framed by a flower bed. Windows adorned with shutters allow light to filter in, while greenery and landscaping enhance the serene environment.

Guesthouse in Doylestown

4.92 out of 5 average rating, 411 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 favorite

An open living area features a mix of natural stone and white walls, complemented by large windows allowing ample sunlight. A cozy sofa is positioned near a glass coffee table, with a dining area visible in the background, showcasing a comfortable seating arrangement.

Loft in Manayunk

4.95 out of 5 average rating, 698 reviews

Beautiful loft space in renovated textile mill.

This beautiful renovated apartment is in a lovely location in Roxborough-Manayunk section of Philadelphia. It is huge! 15+foot ceilings and open floorplan allow for the most comfortable space. Natural light pours in all day through the oversized windows. A king size bed awaits on the main bedroom and a queen bed is at the opposite end of the 1400 sq ft loft space to provide privacy. Commercial License- 1177754 Limited Lodging License-003468 PENDING