
Vacation rentals in Oreland
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Top-rated vacation 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

Cozy 2BR Guesthouse Near Philly
Welcome to Cozy Cricket’s Cove, a peaceful retreat where comfort meets calm. This private guesthouse is thoughtfully designed to feel clean, cozy, warm and welcoming from the moment you arrive. Whether relaxing after a long day or working with high-speed Wi-Fi, guests consistently describe their stay as better than expected. Located in a quiet residential neighborhood in Glenside with easy access to Philadelphia, Cozy Cricket’s Cove offers the perfect balance of convenience and tranquility.

Cozy Private Guest Suite - Driveway Parking
Our beautiful private guest suite is located in one of the most quiet, safe, and green residential neighborhoods in Philadelphia, Roxborough. We are a 10 minute drive from Manayunk restaurants & bars, and 35 minute drive from Center City Philadelphia (45 with traffic). Buses and trains are within walking distance to go to Center City if you don’t want to drive. Also, the Wissahickon Valley park is less than 5 mins away for those interested in sightseeing, hiking, and biking along the trails.

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.

Modern/Kitchen/WI-FI/WorkSpace/ASD Child Equipped
License #905695 Welcome to our sub-terrain (Lower level), modern space, nestled away in the lovely area of Mount Airy. Our space features a private full bathroom, full kitchen, dining area, washer/dryer, 55"’ smart TV (with apps to add your own account), A/C, heating system, and Wi-fi. This unit has a dedicated workspace and is ideal for a traveling professional. Additionally, this unit is equipped for a family with an ASD toddler and is an ideal location for visiting family and friends.

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.

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 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.

Town & Country ♥️ Park, Trail, Food, Arts, or City
2BR apartment with King bed. 1 block from Mount Airy's main strip. Close to restaurants, coffee shops, parks, grocery stores. Short distance to Chestnut Hill College, IAHP, Lutheran Theological Seminary, Morris Arboretum & Germantown Jewish Centre. Short walk to BOTH the Chestnut Hill West & Chestnut Hill East rail lines to get downtown without traffic hassles! My place is perfect for people who want to get downtown easily but enjoy the laid back community of Mt. Airy.

Philadelphia’s Kickback 2 Kingbed/ Studio Apt
This one of a kind Studio apartment is located in the Mt.Airy section of Philadelphia on a quiet clean street. It is found in a Prime location. This unit is walking distance to Cedarbrook plaza and less then 5 min from the PA turnpike and major highways. It is central to Malls, a Market, gas stations, restaurants etc. Dressed to stand out it is unique in design, layout and artistic touch. Our guests can expect to stay in a safe environment. You'll love it guaranteed.

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.
Popular amenities for Oreland vacation rentals
Other great vacation rentals in Oreland

Basement Suite in Historic Home

The Wissahickon Loft: A Sunlit Parkside Retreat

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Enchanting Garden Home (Close to Blue Bell/Ambler)

Modern, luxury studio w private parking & entrance

“The Flat” cozy, comfortable, private 1BDR

Guest Suite

Staycation in Oversized 1 Bdrm~Jenkintown, PA
Destinations to explore
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- Pennsylvania Convention Center
- Lincoln Financial Field
- Sesame Place
- Six Flags Great Adventure
- Longwood Gardens
- Citizens Bank Park
- Fairmount Park
- Dorney Park & Wildwater Kingdom
- Philadelphia Museum of Art
- Penn's Landing
- Wells Fargo Center
- Bear Creek Ski and Recreation Area
- Diggerland
- French Creek State Park
- Philadelphia Zoo
- The Franklin Institute
- Marsh Creek State Park
- Wissahickon Valley Park
- Valley Forge National Historical Park
- Independence Hall
- Spruce Street Harbor Park
- Eastern State Penitentiary
- Franklin Square
- Crayola Experience




