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Windy Oaks Cabin | Near Pittsburgh NFL Draft

Windy Oaks Cabin is your 5★ retreat just 25 minutes from downtown Pittsburgh. Perfect for couples, small groups, or guests attending special events like the NFL Draft, weddings, or a getaway, this cozy cabin sits among the oaks in a quiet neighborhood, offering a sense of privacy and a peaceful setting. Step inside to enjoy classic cabin charm, a game room, and a backyard fire pit, ideal for relaxing after a day in the city. Thoughtfully prepared for comfort, the cabin is a memorable getaway.

Oakmont Area - Carriage House

Carriage House apartment in East Oakmont is minutes away from Oakmont Country Club and is also close to Longwood at Oakmont and Presbyterian SeniorCare. Two parking spaces provided. Owners live on-site, but are very hands-off unless you need us! TONS of restaurants, shops, and breweries within minutes. The town of Oakmont is one mile away and the infamous Oakmont Bakery is just down the hill. Easily accessed from the PA Turnpike and from Route 28. 11 miles from downtown Pittsburgh.

Cozy Cottage Near Pittsburgh | Quiet

Welcome to your Pittsburgh winter home! This warm, inviting space sleeps up to four guests and is perfect for families visiting for events or friends gathering for a winter escape. Whether you’re in town to see relatives, cheer on the Steelers or Penguins, or simply enjoy a cozy seasonal getaway, our home is ready. Nestled in a quiet, friendly neighborhood just minutes from the heart of Pittsburgh, this home offers the comfort of a tranquil retreat with easy access to Pittsburgh.

Comfort Central

Comfort Central is in a very safe neighborhood with on street parking. It's 7 miles from downtown Pittsburgh, universities, stadiums, museums and 2 miles from RIDC Park in O'Hara Township. It' conveniently located within an 8 minute drive from the Pennsylvania Turnpike . There is a hospital and park nearby. The Waterworks Mall which includes grocery stores, retail shopping, restaurants, wine and spirits store, fast food , and movie theater is a short 5 minute drive.

The Traveler's Cozy Getaway

This is a self check in private apartment. Our goal for our fully equipped open-concept apartment was to create a cozy, comfortable and affordable space that reflected what we look for when we travel. Located minutes from the Armstrong Trail. Whether you bike, walk, hike, run or are a history buff this 35.5 mile trail on the eastern bank of the Allegheny River for you to enjoy. About 40 miles from Pittsburgh. Restaurants minutes away. We truly hope you enjoy your stay!

2br gem in cute small town.

The whole group will enjoy easy access to everything from this centrally located place. Grab a book about Pittsburgh from the coffee table and find some fun things to do or have game night with the selection of board games. Sip a beverage on the back porch or make s’mores at the fire pit. Easy access to Pittsburgh, hop on 28 and be there in no time, or ride one of the busses that stop outside the door. 13 miles to PNC Park 14 miles to Acrisure Stadium

The Camera Stop

Open and bright private apartment located in the Fox Chapel area. Entire apartment was recently remodeled with all new furnishings and fixtures. We are located only 20 minutes from Downtown Pittsburgh and 15 minutes to Heinz Field, PPG Paints Arena, and PNC Park. This area is close to shopping, restaurants, grocery stores and the PA Turnpike. Jennifer is my office manager and your contact for any bookings or questions you may have. NO SMOKING

Tiny House on a Homestead

This beautiful, hand-crafted tiny house was just completed Oct, 2025. It's located in a private corner on an 8-acre homestead overlooking Plum Borough's oldest barn. Across the street from Boyce Park, enjoy miles of hiking and biking trails, tennis and pickleball courts, and much more. Relax while watching the sheep, goats, chickens, ducks, and great pyrenees dogs from your deck. 6 miles from Monroeville and 18 miles from downtown Pittsburgh.

PRIVATE MINI STUDIO (D1)

This Mini Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, sleeper sofa, a kitchenette and a full bathroom with a private entrance on the 3rd floor of a beautiful 1890s Pittsburgh mansion. It's the size of a large room and works very well with guests that are planning to work, or go out enjoying the city and come back to a safe, clean and comfy place to recharge for the night(not suitable for kids under 10).

Cozy Farmhouse

Quaint farmhouse restored to its original charm with beautiful hemlock floors, restored vintage furniture and a relaxing front porch with a panoramic view of a tranquil pond and farmland. Master bedroom has a queen bed and a reading corner. Bonus room fits a twin. Minimum stay is 5 nights. You will have the first floor to yourself. The second floor is sealed off for storage with a separate entrance. We look forward to hosting you!

Sunny Friendship "Treehouse" 2 story / 1BD gem

Friendship Treehouse: Walking distance to 3 hospitals, our private, 2 story apartment w/ separate entry is steps away from great restaurants, coffee shops, yoga studios, art galleries & major bus lines. Located on a quiet tree-lined street in the aptly named Friendship area, we are an easy commute to Pitt & CMU. Our apartment is perfect for all of your travel & work needs. Suited for solo travelers, couples, and business travelers.

Cozy Cottage Bungalow

(Formerly the “MidCentury Burrell Bungalow) Located only 30 minutes from the beautiful city of Pittsburgh, this newly renovated home is nestled in a quiet, dog & family friendly rural neighborhood. While the home is playground-adjacent & located just up the hill from the rails-to-trails along the Allegheny River, the backyard is fenced in & perfectly suited for families & furry friends alike.