Vacation rentals in Oreland

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Top-rated vacation rentals in Oreland

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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, 171 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.

Top guest favorite
Home in Jenkintown
4.91 out of 5 average rating, 139 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.

Top guest favorite
A cozy sleeping area features a comfortable queen bed with crisp white linens and a light gray blanket. Blue curtains frame the entrance, and a bedside lamp provides soft illumination. Light enters from a nearby window, enhancing the tranquil atmosphere of the space.
Apartment in Far Northeast Philadelphia
4.93 out of 5 average rating, 214 reviews

Cozy Apartment with a Fireplace and Courtyard

Kick back and relax in this calm, stylish Apartment. This location is only 5 minutes from Parx casino! Parking is free and 5 feet from where you will be staying. This space features a courtyard with a fire pit and a well lit outdoor dinning space. Inside the walls are well insulated, so the space is quiet. And features a gas fireplace for cold winter nights! Internet is fast and free. There is a desk in the living room that is perfect for remote workers. Tesla charger is also available

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
4.96 out of 5 average rating, 295 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.

Top guest favorite
The open kitchen features sleek white cabinetry and a mosaic backsplash, complemented by stainless appliances. A central island with seating is visible, alongside modern light fixtures illuminating the workspace. The wood flooring adds warmth, while large windows allow natural light to fill the area.
Loft in Roxborough
4.96 out of 5 average rating, 601 reviews

Dreamy loft in renovated textile mill with parking

Located in the Roxborough Manayunk section of Philadelphia this beautifully converted loft space has everything you need for your stay. There is no way to capture the full 1600+ square ft you will find yourself in. From the custom mosaic backsplash, incredibly comfortable beds, essentials and added amenities and carefully chosen decor, you will feel so at home you will not want to leave. OFF STREET PARKING for two cars is included. Commercial License- 1177754 LLL-003468 PENDING

Top guest favorite
The mid-1700’s farmhouse is set amidst lush greenery, showcasing a spacious front porch and multiple chimneys. A gravel pathway leads to the entrance, framed by well-maintained shrubs and large trees that provide shade, creating an inviting outdoor setting.
Guest suite in Chalfont
5 out of 5 average rating, 251 reviews

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.

Top guest favorite
Guesthouse in Glenside
4.92 out of 5 average rating, 224 reviews

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.

Guest favorite
Home in Willow Grove
4.92 out of 5 average rating, 133 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!

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, 298 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
4.99 out of 5 average rating, 102 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.

Top guest favorite
A cozy bedroom featuring a spacious bed with light grey bedding and decorative pillows. A stylish chandelier with exposed bulbs hangs from the ceiling. Natural light enters through large white curtains, and a blue nightstand is positioned beside the bed. A patterned area rug covers the floor.
Apartment in Glenside
4.91 out of 5 average rating, 100 reviews

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,

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, 113 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.

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