
Holiday rentals in Oreland
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Top-rated holiday rentals in Oreland
Guests agree: these stays are highly rated for location, cleanliness and more.

Cheerful Chestnut Hill 2 BR/1.5 BA/Private Deck
Enjoy this newly 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, you'll find a powder room, a fully equipped kitchen, and a cozy living room. Each bedroom offers a queen-sized bed with ample closet space for your storage needs. The kitchen is fully equipped with a gas range/oven, microwave, dishwasher, and a refrigerator with a water and ice dispenser. Start your day w

Shop, Eat, Rest-Perfect 1 bdrm for solo/group trip
Enjoy a historical location w/a modern twist for weekend getaways or long business trips! Free Wi-Fi, Smart TV & full kitchen. A short walk to shops, supermarket, restaurants & theater. This 1 bdrm features queen bed & full-sized sofa as well as dedicated work station. Located across from the Abington Friends School Field in a family-friendly neighborhood. Easy access to city via SEPTA to get to PHL Int’l Airport, PA Convention Center & the Phila Museum of Art or the gardens of Morris Arboretum.

Enchanting Garden Home (Close to Blue Bell/Ambler)
Private & Spacious, 3-BR and 2-BA single-level garden home. New remodel and professionally designed mid-century open floor plan. Loaded with character and charm, this home boasts a private office w/ professionally landscaped outdoor space. Cozy over-sized family room with gray stone fireplace overlooks a picturesque view of flowers and trees. Enjoy the outdoors living area w/ fenced in back yard. Outside living space is equipped with a BQ grill, & Bronze Hammered fire pit. Self check-in

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.

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.

Stylish Artist Flat on Fun Bar & Restaurant Strip
Discover a unique retreat in an updated Philadelphia warehouse adorned with vibrant graffiti murals. This artist’s dream space features colorful decor, antique wooden doors, and industrial charm, creating an inspiring atmosphere for creativity. The 1-bedroom flat offers a spacious shower, a chef’s kitchen, and cozy furnishings for a creative and comfortable stay. Overlooking lively 5th Street, it’s surrounded by bars, restaurants, and breweries, with plenty to explore nearby.

The Wissahickon Loft: A Sunlit Parkside Retreat
Lovely one bedroom guesthouse with an extra queen bed in the loft if needed. Kitchenette with granite counters, large toaster oven, fridge, and coffee maker. There is NO cooktop. The house faces the woods and is bathed in sunlight throughout the day. Enjoy the view from inside the house or from the private back patio. The house is steps away from the Wissahickon park where there are many trails to enjoy. *This is a property for TWO guests only and ONE car.

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,

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 Oreland holiday rentals
Other great holiday rentals in Oreland

Room C, Einstein/La Salle U.

Lovely private room in big house near city.

Peaceful Clean Cozy Little Bedroom in Ridley Park

Charming Magnolia Bedroom

Ideal Business Travel Retreat

Midsize Room in 3BR Twin House

The Pre-raphaelite Room

Last minute, Ok! 1 Bed &1 Bath. Also Pet sitting!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- 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




