Holiday houses 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.
Apartment in Chestnut Hill
4.98 out of 5 average rating, 104 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
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.

Guest favourite
Home in Jenkintown
4.91 out of 5 average rating, 141 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 favourite
A cozy living area features a stone fireplace with an electric heater and a wooden coffee table. A small dining set is positioned beside a set of stairs, and light streams through a nearby window, illuminating the warm tones of the space.
Cottage in Manayunk
4.94 out of 5 average rating, 227 reviews

Saint Davids Cottage: Walk to Train & Main Street

Enjoy a memorable visit in this historic, three-story, Federal-style row home on a quiet alley in the Philadelphia neighborhood of Manayunk. Leave your car at home. Take the train to this charming two-bedroom cottage, a three-minute walk from Manayunk Station. If you want to drive, there is free street parking and a nearby lot with free parking. Spend time strolling Main Street, discovering countless eateries, & hiking on trails. Commercial License #890 819. Renters License - 903966.

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, 317 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.

Guest favourite
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, 301 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 favourite
Guesthouse in Glenside
4.92 out of 5 average rating, 230 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.

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, 108 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, 262 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.
Apartment in Glenside
4.9 out of 5 average rating, 103 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 favourite
The exterior of the cottage features light yellow siding, white trim, and blue shutters. A flower bed with colorful blooms adds a touch of nature, and stone pathways lead to the entrance. Lush greenery surrounds the home, creating a welcoming atmosphere.
Cottage in Yardley
4.95 out of 5 average rating, 423 reviews

Historic Tiny Cottage on the Delaware Canal

This renovated home, dating back to 1900, is located right along the picturesque Delaware Canal, offering stunning views and plenty of opportunities for outdoor activities like kayaking and biking. Inside are modern amenities like a new heating/AC system, hardwood floors, a new bathroom, W/D, and a fully equipped kitchen. The loft area features a queen bed and a desk area perfect for remote work. The yard has outdoor seating to enjoy the scenery.

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.
Apartment in West Oak Lane
4.93 out of 5 average rating, 164 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