
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.

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.

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, 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.

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.

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.

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 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.

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.

Private 1BR Suite • Dedicated Parking
This private 1-bedroom suite offers a quiet, comfortable stay for couples, solo travelers, and business guests. The entire space is yours, featuring a queen-size bed, walk-in shower, streaming TV, and high-speed Wi-Fi. The kitchenette has a fridge, microwave, and coffee maker for easy meals. A dedicated workspace makes remote work simple. Best of all, you’ll have your own private, dedicated parking spot just steps from the entrance for added convenience.

Historic & Family-Friendly 2BR | Walk to Train
Lovingly restored, cheerful, and cozy 2 bedroom apartment (includes King suite) outside of Philadelphia, free parking (1), located 1-block away from SEPTA Glenside train station and seconds away from restaurants and boutique stores. Commute to Philadelphia center city in 20-30 minutes via SEPTA REGIONAL RAILS at Glenside Train Station with ability to take the express train. Approx. 1-hour train ride (or 20 mile drive) to the PHL Int'l airport,

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

The perfect studio w/washer dryer
This studio space is in the West Oak Lane section of Philadelphia. The space is comfortable, convenient, functional and clean. It has everything you need to feel at home for a night or for a month. Drop your bags and hop on the queen size bed and take a nap, or connect to the high speed internet and get some work done. This space is ideal for a solo traveler, but would also be comfortable for a companion. PERFECT for a travel nurse.
Popular amenities for Glenside places to stay
Other great vacation rentals in Glenside

The Wissahickon Loft: A Sunlit Parkside Retreat

Best of Philly in the heart of Chestnut Hill

Hatfield's Hidden Gem •Hot Tub •Fire Pit

Enchanting Garden Home (Close to Blue Bell/Ambler)

Staycation in Oversized 1 Bdrm~Jenkintown, PA

The Cottage at the Mill

Private Studio Apt in Willow Grove, PA

Private two bedroom oasis in Richboro.
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 € 43 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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- Pennsylvania Convention Center
- Lincoln Financial Field
- Six Flags Great Adventure
- Citizens Bank Park
- Sesame Place
- Longwood Gardens
- Fairmount Park
- Dorney Park & Wildwater Kingdom
- Penn's Landing
- Philadelphia Museum of Art
- Wells Fargo Center
- Diggerland
- French Creek State Park
- Liberty Bell
- Philadelphia Zoo
- Marsh Creek State Park
- Aronimink Golf Club
- The Franklin Institute
- Wissahickon Valley Park
- Valley Forge National Historical Park
- Bear Creek Ski and Recreation Area
- Renault Winery
- Independence Hall
- Franklin Square




