Vacation rentals in Oreland

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Top-rated vacation rentals in Oreland

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Guest favorite

Guesthouse in Glenside

4.92 out of 5 average rating, 213 reviews

Cozy 2BR Guesthouse + King Bed • 25 min Philly

Welcome to Cozy Cricket’s Cove – Your Private Getaway near Philly! Perfect for singles, couples, and families, our spacious retreat hosts up to 7 guests and offers the perfect blend of privacy and convenience. Explore vibrant cultural eateries and unique local shops just a short stroll away. Then return to relax on the patio or unwind on the lavish king beds. We’ve curated every detail for your comfort. Come experience the charm and hospitality of Cozy Cricket’s Cove. Book your stay today!

Superhost

The exterior of a two-story home is displayed, featuring a blend of light siding and stone accents. A neatly maintained lawn surrounds the house, with trees visible in the background under a clear blue sky. Steps lead to a covered front porch.

Home in Chestnut Hill

4.8 out of 5 average rating, 279 reviews

Family Home near Philadelphia, Chestnut Hill Area

Enjoy your stay in this family-friendly private home with 4 bedrooms and 3 full bathrooms. Casa Hillcrest offers guests a large backyard and driveway for parking 2 cars. Conveniently located in Erdenheim, your family can explore Philadelphia, Montgomery and Bucks County. Easily access the Septa public transportation bus routes, regional rail and major highways. Close to Chestnut Hill College, the Morris Arboretum, Valley Green, Wissahickon park areas. Day trips to NYC, Baltimore, DC and more!

Guest favorite

A dining table is set outdoors with two glasses and a bottle of wine. Lush greenery, including trees and flowering plants, serves as a backdrop under a clear blue sky, creating a serene environment for outdoor dining.

Home in Oreland

4.95 out of 5 average rating, 61 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 & 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 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, 166 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 favorite

An open-concept living and dining area with warm wood flooring is featured. A comfortable sectional sofa is positioned beside a circular coffee table. A dining table with four chairs sits adjacent to a large window, allowing natural light to brighten the space.

Home in Jenkintown

4.9 out of 5 average rating, 133 reviews

Jenkintown 3bd Retreat with Sauna

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 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, 293 reviews

Shurs Lane Cottage, EV Charging, Free Parking

Our newly renovated cottage in Philadelphia is in the exciting and hip walking 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 NEMA 14-50 receptacle for your EV/plug-in hybrid. Bring your own plug-in device, please. Commercial License #890 819 Rental License #893142

Guest favorite

A private pool is surrounded by a spacious patio area, featuring lounge chairs and a semi-circular seating arrangement. Lush greenery and decorative flowers enhance the outdoor space, while a charming shed can be seen in the background.

Guest suite in Eagleville

4.85 out of 5 average rating, 370 reviews

The Vintage Suite at Park House

Welcome to the Vintage Suite at Park House! The cozy, vintage themed suite features a private entrance and balcony overlooking over two acres of the park-like property. Pet friendly! Dedicated parking that can be seen from the suite. Early check ins: The availability of the Suite prior to the 3PM check in time is unlikely due to the popularity of the Suite. The shared pool and hot tub are available from May 5th to October 5th. Please, no parties or smoking inside!

Superhost

A dining area features a rectangular table with a glass top, surrounded by four wooden chairs with soft upholstery. A small potted plant adds greenery, while sunlight filters through a nearby window, illuminating the space and a cozy seating area in the background.

Apartment in Olney

4.82 out of 5 average rating, 251 reviews

Cozy Comfort- 2 bedroom apt/65 inch T.V. wifi

Welcome to the Cozy Comfort. This newly spacious 2nd floor fits whether you are visiting by yourself or with your family. We have a well-equipped kitchen for preparing a tasty meal. We provide pots, pans, and cooking utensils for making meals. Restaurants are about 15 minutes away. Spend your free time watching a smart T.V. You can hook up your internet streaming service. You can begin and end your day with a drink from the coffee station followed by a refreshing shower.

Top guest favorite

An open living area features a mix of natural stone and white walls, complemented by large windows allowing ample sunlight. A cozy sofa is positioned near a glass coffee table, with a dining area visible in the background, showcasing a comfortable seating arrangement.

Loft in Manayunk

4.95 out of 5 average rating, 701 reviews

Beautiful loft space in renovated textile mill.

This beautiful renovated apartment is in a lovely location in Roxborough-Manayunk section of Philadelphia. It is huge! 15+foot ceilings and open floorplan allow for the most comfortable space. Natural light pours in all day through the oversized windows. A king size bed awaits on the main bedroom and a queen bed is at the opposite end of the 1400 sq ft loft space to provide privacy. Commercial License- 1177754 Limited Lodging License-003468 PENDING

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, 106 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.

Guest favorite

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, 152 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.

Top guest favorite

A bright bedroom features a spacious bed with neutral bedding and decorative pillows. Large windows on two sides allow natural light to fill the space, with a view of trees outside. A small bedside table and a chair are positioned next to the bed.

Apartment in Ambler

4.99 out of 5 average rating, 112 reviews

King Beds & Comfort | 2BR Family-Friendly Stay

Enjoy a peaceful stay in this newly renovated, semi-attached private guest apartment, located just outside Philadelphia in charming Ambler, PA. This cozy, family-friendly space features two comfortable bedrooms, one full bathroom, a welcoming living room, a dining area, and a fully equipped kitchen. Conveniently situated within walking distance to a grocery store and a nearby shopping plaza with boutique shops and local charm.