Holiday rentals in Oreland

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Top-rated holiday rentals in Oreland

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Top guest favourite
A dining area is furnished with a round table and four upholstered chairs, set against warm wooden flooring. Light enters through a window beside the staircase, which leads to the upper floor. Decorative wall art adds character to the neutral walls.
Flat in Chestnut Hill
4.98 out of 5 average rating, 105 reviews

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

Guest favourite
The living room features a spacious grey sofa accompanied by a patterned area rug. A medium-sized round coffee table sits in front of the sofa. A flat-screen TV is positioned against the wall, and light streams in through the windows, complemented by light-colored walls.
Flat in Jenkintown
4.92 out of 5 average rating, 83 reviews

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.

Guest favourite
A modern kitchen features a large island with a white countertop that includes veining, complemented by black chairs. Light fixtures hang above, while a sleek black range hood is mounted over the stove. Fresh flowers add a touch of color to the space.
Home in Oreland
4.96 out of 5 average rating, 67 reviews

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

Guest favourite
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, 174 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 favourite
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, 319 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 favourite
Guest house in Glenside
4.92 out of 5 average rating, 234 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 favourite
A spacious living area features exposed wooden beams and industrial-style windows, illuminating the room. A large, comfortable sectional sofa is positioned around a coffee table, complemented by a decorative plant nearby. A vibrant mural adds color to one wall, enhancing the inviting atmosphere.
Flat in Old Kensington
4.94 out of 5 average rating, 192 reviews

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.

Top guest favourite
The main living area features large windows allowing ample natural light, enhancing the spacious feel. A comfortable seating arrangement includes a sofa and armchair, positioned around a wooden coffee table. Decorative elements and a TV on a stand are visible, creating a cozy atmosphere.
Guest house in Lafayette Hill
5 out of 5 average rating, 51 reviews

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.

Top guest favourite
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, 110 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.

Superhost
A cozy living area features a modern orange sofa paired with a decorative rug in soft colors. A small round coffee table sits in front, while a dining table with yellow chairs is visible. Wall art and plants enhance the inviting space.
Guest suite in West Oak Lane
4.9 out of 5 average rating, 264 reviews

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.

Guest favourite
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.
Flat in Glenside
4.91 out of 5 average rating, 106 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,

Guest favourite
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.
Flat in West Oak Lane
4.93 out of 5 average rating, 166 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.

Popular amenities for Oreland holiday rentals