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, 214 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 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 the lavish 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, 279 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, 167 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

4.9 out of 5 average rating, 133 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 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, 306 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

Home in Willow Grove

4.92 out of 5 average rating, 127 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 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, 293 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, 371 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!

Guest favorite

Guesthouse in Doylestown

4.92 out of 5 average rating, 416 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, 702 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

Top guest favorite

A rustic stone building with a wooden deck extends over a serene waterway, surrounded by lush greenery. A bench is positioned nearby, inviting relaxation. The structure showcases a blend of natural materials, with a charming entrance that opens to the inviting outdoor space.

Home in Collegeville

5 out of 5 average rating, 107 reviews

The Cottage at the Mill

Welcome to the Cottage at the Mill – we are so thrilled you are here. Let us host you in our one of a kind Pennsylvania home, where you will find yourself immersed in nature and luxury. Our 1800’s Grist Mill is situated on 7 acres, just minutes from Valley Forge Park, the King of Prussia Mall, and the Main Line. The Cottage at the Mill offers a quintessential Montgomery County experience from its architecture to its picturesque surroundings.

Guest favorite

A compact kitchen area features modern appliances, including a stainless steel refrigerator and a stacked washer and dryer. A sleek stove and microwave are situated above the countertop, with light-colored cabinetry providing storage. Natural light enters through a nearby window, illuminating the functional design.

Apartment in West Oak Lane

4.93 out of 5 average rating, 153 reviews

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.