Holiday rentals in Boston

Entire home near Kennywood without extra fees.

Bring everyone along for the trip, including Fido! Our home is a cozy, yet spacious Cape Cod southeast of downtown Pittsburgh. The backyard faces a beautiful and peaceful meadow. The yard is fenced in and has a small garden filled with herbs and tomatoes during the summer. Our home has all of the amenities to make your stay enjoyable and easy. We keep our home clean, organized and stocked with essentials. The beds, pillows and sheets are new and comfortable. Parking is plentiful and easy!

Hilltop Suite, Quiet Street

Your suite has your own entrance through the back of the house as well as onsite parking in the driveway. You are in your own PRIVATE area that does not join with my living area in any way. Inside, I’ve worked hard to make the space very updated and clean. Amenities include your own bathroom with a deluxe shower, an in-suite mini kitchen with stove and fridge, a small dining table, a couch, and a comfy queen bed. It is approximately 15 mins to all main universities and the city center.

"Little Boston" cozy cottage by the GAP Trail

Experience comfort and convenience at our cozy cottage situated just yards from the Boston Trailhead on the Great Allegheny Passage. Less than 20 miles from Downtown Pittsburgh our location is the ideal “home base” for GAP Trail adventurers and regional travelers who prefer to be off the "beaten path" while still being just a short drive from larger city attractions & amenities. *Sunny Days Arena-6.4 mi *Monroeville Convention Ctr-12 mi *Vinoski Winery-12 mi *Renaissance Festival-15 mi

McClure Manor - 3 King Bedrooms

Step into the warmth of McClure Manor! Just 14 miles from the heart of downtown Pittsburgh and nestled near the trendiest neighborhoods, this inviting haven offers not only proximity to Route 30 and the turnpike but also unparalleled convenience to explore all that Pittsburgh has to offer. Make this your ideal home base, effortlessly connecting you to the vibrant pulse of the city. *If you enjoy this home, the owners are amenable to selling! Please contact us for more information

Restful Studio (B) on bike trail

Located in a recreational haven less than 20 miles from downtown Pittsburgh, our property borders a world-class rail-trail that connects Pittsburgh to Washington, D.C. Outdoor opportunities are plentiful, with hiking, biking, walking, running, & boating accessible from our front door. We are in a small town, yet within walking distance from a grocery store, bar/restaurant, and public transit. When it's time to relax, your private space awaits you, and feels like home.

PRIVATE MINI STUDIO (D2)

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).

Charming Loft in Historic Town

This is a newly renovated loft apartment above the garage in a quiet older established neighborhood with treelined streets and beautiful well kept historic homes in Monongahela, PA. Close access to Routes 43, 70, 51 and interstate 79. This rental provides access to the greater Pittsburgh area and the larger cities of Uniontown, Greensburg and Washington areas. All of these areas are within 25 miles of the property.

Upscale King Suite by WholeFoods

Spacious 1 bedroom apartment in a brand new building just a 1 min walk to the new Whole Foods! Short Walk to UPMC, West Penn, & Children's hospitals, close to CMU & Pitt, and Shadyside The building was gutted and entirely remodeled in March 2024, everything down to the soundproofing and top of the line appliances are brand new! Granite kitchen, Free laundry included inside the unit

MCM Basement Suite/Attached Garage

Walk-out basement studio with secured garage parking (keyless entry) in quiet "Mr. Rogers" neighborhood. Mid-century comfort with modern amenities and eclectic furnishings. Private bath and kitchenette. Queen-size bed, new shower, and three-quarter sofa bed. Comfortable for single, couple, and 1-2 children. Ground level patio. No stairs.