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, 267 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.

Guest favorite
A cozy living area features a butter-soft leather sofa with accent pillows, neatly arranged around a low coffee table. A flat-screen TV is mounted above a brick fireplace, while a dining area is visible in the background through an open doorway.
Apartment in Jenkintown
4.89 out of 5 average rating, 104 reviews

“Red” 2-bedrm Apt in Jenkintown w/Free Parking

This stylish suburban apartment is for you! It holds Queen beds w/workstations & cozy living area complete w/buttery soft leather sofa. Free Wi-Fi, Smart TVs & full kitchen. Short walk to supermarket, restaurants, shops & theater. It’s perfect for a weekend getaway, month-long business trip, or special celebration w/loved ones. Family-friendly neighborhood. Easy access to city via SEPTA to get to PHL Int’l Airport, Convention Center & the Phila Museum of Art, or the gardens of Morris Arboretum.

Top guest favorite
A stand-alone carriage house features a charming cedar shake exterior, framed by lush greenery and colorful pink azaleas. The structure includes multiple windows, allowing natural light to filter through. A well-kept lawn leads to the inviting front door.
Barn in Wayne
5 out of 5 average rating, 101 reviews

Starlight Carriage House: Philly Villanova Wayne

Escape to this tucked away apartment in a Main Line carriage house. Located 5 min from Villanova University & downtown Wayne; 10 min from King of Prussia; short walk to Radnor Train Station gets you to Philadelphia in 30 min with access to NYC and D.C. With a private entrance, full kitchen, bath, and bedroom, we preserved the cedar shake exterior, wood beams & floors, & exposed the cupola. Perfect for university visits, Valley Forge National Park, or Philly access without staying in the city.

Guest favorite
Apartment in Chestnut Hill
4.99 out of 5 average rating, 104 reviews

Patio/Chestnut Hill / 2 BR/ 1.5 BA

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 a 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, 164 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.

Guest favorite
Guest suite in Eagleville
4.86 out of 5 average rating, 404 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 pool and hot tub are closed for the season. They will be available again in May. Please, no parties or smoking inside!

Top guest favorite
A cozy sleeping area is presented with a colorful quilt covering a spacious bed. A small table and chair set is visible, alongside a comfortable armchair. A kitchenette with modern appliances, including a refrigerator and microwave, occupies one corner of the room, enhanced by warm lighting.
Apartment in Willow Grove
5 out of 5 average rating, 111 reviews

Private Studio Apt in Willow Grove, PA

Privacy is everything! Welcome to our brand-new, detached Back Yard Carriage House Studio Suite in beautiful Willow Grove, PA. Designed to be simple, functional, and completely private, it’s the perfect quiet retreat to sleep, study, or unwind. ⚽ FIFA WORLD CUP BASE CAMP: Located just 1 block from the Willow Grove SEPTA Station! Skip the traffic and $100+ rideshare surges—take the train directly into Center City and transfer straight to the stadium. Single individuals or couples only.

Guest favorite
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, 331 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.

Top guest favorite
Guest suite in Richboro
4.97 out of 5 average rating, 411 reviews

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.

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, 117 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
4.94 out of 5 average rating, 326 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, 127 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.

Popular amenities for Glenside places to stay