Holiday houses in Oreland

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Top-rated holiday rentals in Oreland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Guesthouse in Glenside
4.91 out of 5 average rating, 263 reviews

Cozy 2BR Guesthouse Near Philly

Cozy Cricket’s Cove is a private 2-bedroom, 1-bath guesthouse in Glenside that sleeps 7. Minutes from Keswick Theatre and a short drive to Center City Philly and Sesame Place, it offers easy access to events with a peaceful place to unwind. Enjoy high-speed WiFi, central AC, a fully equipped kitchen, and free two-car driveway parking. The fenced backyard, patio seating, and fire pit create a relaxing outdoor space for families and pets. Self check-in and responsive hosting ensure a smooth stay.

Top Guest favourite
A stand-alone carriage house features a charming cedar shake exterior, framed by lush greenery and colorful pink azaleas. The structure includes multiple windows, allowing natural light to filter through. A well-kept lawn leads to the inviting front door.
Barn in Wayne
5 out of 5 average rating, 100 reviews

Star Carriage House: Philly, Villanova, Wayne, KOP

Escape to this tucked away apartment in a Main Line carriage house. Located 5 min from Villanova University & downtown Wayne; 10 min from King of Prussia; short walk to Radnor Train Station gets you to Philadelphia in 30 min with access to NYC and D.C. With a private entrance, full kitchen, bath, and bedroom, we preserved the cedar shake exterior, wood beams & floors, & exposed the cupola. Perfect for university visits, Valley Forge National Park, or Philly access without staying in the city.

Top Guest favourite
Guesthouse in Hatfield
4.96 out of 5 average rating, 118 reviews

Hatfield's Hidden Gem •Hot Tub •Fire Pit

Welcome to Hatfield’s Hidden Gem where luxury meets wellness with a hint of farm charm! This 1 bedroom 1 bathroom home sits on an acre of land completely separated from the main house. Featuring a fenced in yard, hot tub, hammock, fire pit, washer & dryer, hi speed internet, walk-in shower, tvs in living room & bedroom, variety of coffee, tea & hot cocoa. *Queen size memory foam mattress *Twin size pull out sofa bed *Walkin-shower *Full Kitchen w/ dishwasher, coffee maker *Private Parking

Top Guest favourite
The kitchen presents a blend of modern amenities and rustic charm, featuring dark cabinetry and exposed brick walls. A central island with two wooden stools enhances the space. Appliances include a gas range, refrigerator, and dishwasher, with ample counter space for meal preparation.
Apartment in Chestnut Hill
4.99 out of 5 average rating, 102 reviews

Patio/Chestnut Hill / 2 BR/ 1.5 BA

Enjoy this 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 offers powder room, a fully equipped kitchen, and a cozy living room. Each bedroom has a queen-sized bed and ample closet space. The kitchen includes a gas range/oven, microwave, dishwasher, and refrigerator with water and ice dispenser. Start your day with a Keurig coffee maker in the heart of Chestnut Hill.

Top Guest favourite
The spacious living area features a large sectional sofa facing a coffee table, with a dining area visible in the background. Light sources brighten the room, enhancing the modern decor and inviting layout.
Home in Manayunk
4.98 out of 5 average rating, 105 reviews

Luxurious Philadelphia Retreat

Experience spacious comfort in our beautifully updated 4-bedroom home in Philadelphia. Enjoy four off-street parking spots and be just a short walk from top restaurants, shops, and the main train line. Ideal for families or groups, this home combines modern convenience with city charm. Make the most of your stay with easy access to everything Philly has to offer! Our home boasts massive living rooms, bedrooms, man cave with games, and a luxurious and inviting rooftop with fire pit and games.

Guest favourite
Home in Jenkintown
4.91 out of 5 average rating, 160 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.

Superhost
A modern bedroom is illuminated by ambient LED lights along the walls. A large flat-screen TV is mounted, displaying streaming options. A mural of city landmarks is featured on one wall, while a ceiling fan adds ventilation and comfort to the space.
Apartment in Philadelphia
4.84 out of 5 average rating, 341 reviews

Philadelphia Kickback *King Bed/Entire Apartment *

This beautiful one bedroom apartment is located in the MT.AIRY section of Philadelphia in a twin style house, on a quiet clean street. Walking distance to Cedarbrook plaza, minutes from Montgomery county/and Turnpike and 15 min drive to WillowGrove Mall. 5 min from Chesnut hill Village where there are a variety of Restaurants, Brewery's and unique places to shop. Ready to Entertain you and your guests with everything you'll need to have the best stay possible.You'll love it guaranteed.

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
4.95 out of 5 average rating, 342 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
A rooftop deck offers panoramic views of the surrounding landscape, highlighted by a colorful sunset. Cozy seating arrangements, including a lounge couch and chairs, provide ample space for relaxation. String lights are hung above, creating a warm ambiance for evening gatherings.
Townhouse in Manayunk
4.96 out of 5 average rating, 158 reviews

Spacious & Quiet, 5 Min Walk to Main St, Rooftop!

Spread out in a clean and quiet homebase, yet just a 5 minute walk to main street! Newly renovated, our 4 bedroom home features upscale finishes, comfy beds, child-friendly amenities and a rooftop hangout. ⭐ “Quiet, very comfortable, convenient, super clean, great kitchen amenities!” 🌆 HIGHLIGHTS ✓ 5 minute walk to restaurants, bars, shops and trails; 3 blocks from train station ✓ Stay-in w/ streaming options, games & stocked kitchen ✓ Breathtaking views from our rooftop lounge

Top Guest favourite
Guest suite in Doylestown
4.99 out of 5 average rating, 270 reviews

Secluded Private Guesthouse - Doylestown Twp

Our 1200 sq. ft 2BR guesthouse is quiet, clean, comfortable & private. Let the light shine in as you enjoy the view of the expansive garden and meadow surrounding the property! The cathedral ceiling windows as well as the bay window light up this open plan suite consisting of the living, dining and kitchen areas. This guesthouse can accommodate four persons. If more space is necessary, visit our other listing Quiet, Tranquil and Secluded at airbnb.com/h/blueroom360mnm.

Top Guest favourite
Home in Roxborough
4.95 out of 5 average rating, 320 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 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
4.98 out of 5 average rating, 122 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.

Popular amenities for Oreland holiday rentals