
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.

Impeccably Restored and Appointed Row-house
Impeccably and lovingly restored historic Mt. Airy Row-house half a block to the Sedgwick train station and two blocks to the unique shops and eateries on Germantown Ave. Chestnut Hill and all its amenities are a quick trip away. The property is light filled, recently upgraded, includes Gigabit Fios internet, premium cable TV, and a smart TV in the master. Villa Amabile has all the amenities of a 5 star hotel all on one of Philadelphia's most sought-after blocks where visitors feel like family.

Private, 2nd Floor2-bed. 1 full bath
Separate entrance to all pvt. SECOND floor. Clean and bright! Two bedrooms, full bath with tub shower, kitchen with table and four chairs. No living room. Central heat and air. Kitchen equipped with microwave, coffee maker, Kurig, electric kettle, toaster, refrigerator, and kitchen sink. No oven. Five minute drive to Philadelphia City center, Mann theater, and zoo. Short walk to bus, train, and shopping. The place to stay if you are looking for peace, privacy, and the feeling of home!

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.

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.

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.

Private two bedroom oasis in Richboro.
This is a very cozy, 2-bedroom apartment attached to a 200+ yo farmhouse in historic Bucks County. We are right at the edge of town on the main street in Richboro so in walking distance of restaurants and grocery stores. The yard is beautifully maintained, and the decks, outdoor grill and fire pit are available for your use and enjoyment during your stay. Owners live in the farmhouse and are generally available to answer questions and provide recommendations for the local area.

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.

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.

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!

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.

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

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 vacation rentals
Other great vacation rentals in Glenside

Garden Suite on Quiet Road

Private Room and En Suite Bathroom

Main Line Getaway that's Close to Everything

Private Room /private entrance and big bathroom.

A Warm Beautiful Place In Warrington

Cozy family suite w/breakfast.

King bed w/ private bath in historic Germantown

Peaceful | Quiet Neighborhood | Private Bathroom
Quick stats about vacation rentals in Glenside

Total vacation rentals
Explore 10 vacation rentals in Glenside

Nightly prices starting at
Glenside vacation rentals start at $71 CAD per night before taxes and fees

Verified guest reviews
Over 1,120 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!
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