
Holiday rentals in Boston
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Top-rated holiday rentals in Boston
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Little Boston cozy cottage by the GAP Trail
Experience comfort and convenience at our cozy cottage situated within walking distance of 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 *UPMC McKeesport-4.0 mi

Historic Sunporch Suite
Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

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!

Cozy, Clean, Convenient Escape!
A true home away from home! Welcome to Trailside Escape located in a little town known as Greenock, PA near the GAP (Greater Allegheny Passage) Trail! Ideal for those traveling along the trail, visiting family in the area, or an extended stay. This fully renovated unit is a quick drive to Downtown Pittsburgh (40 minutes), less than an hour from Pittsburgh International Airport, & within 1.5 hours of outdoor fun such as 7Springs Resort, Laurel Highlands, Ohio Pyle, Deep Creek MD, & more.

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

The Lee Reynolds House
Step into a one-of-a-kind escape filled with character, charm, and inspiration. This home features more than 20 pieces of Lee Reynolds artwork, creating a gallery-like atmosphere while maintaining a cozy feel. The spacious back patio offers a peaceful view of abundant wildlife. And the dedicated workstation with high-speed Wi-Fi is ideal for remote work or a creative project. Whether you're here to relax, create, or explore, you'll find everything you need.

PRIVATE FULL STUDIO IN PITTSBURGH (C2)
This Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, a new sleeper sofa, a full kitchen and a full bathroom with a private entrance on the 2rd 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).

Our cozy contemporary home near PA turnpike
Enjoy this peaceful, private residence conveniently located <5 miles from PA turnpike exit 67 with quick access to many restaurants and retail establishments. This is a nicely appointed and recently renovated ranch home in a residential neighborhood with a peaceful outdoor space. There is an open concept living room, dining area and new modern kitchen with stainless steel appliances. The bedrooms have comfortable beds with down comforters .

Pittsburgh Area 2 Bedroom Apt.
Comfortable, convenient, clean 2 bedroom apartment (1 queen bed & 1 twin size day bed). Located on a "Pittsburgh Hill" you'll remember in Forest Hills a quiet residential eastern suburb of city. Downtown & Stadiums 10 mi. Universities, Medical Center & Carnegie Museums 8 mi. Monroeville Convention Center & Sri Venkateswara Temple 5mi, International A/P 27 mi. PENS Hockey Arena 9 mi. I-76 PA turnpike 8 mi. Kennywood Park 5 mi.

Free parking ⁕ Affordable Stay ⁕ 5 min to Downtown
Cozy 450 sq ft 1-bedroom with everything you need and nothing you don't. This private access unit has a newly renovated bathroom and kitchen. Located near downtown Pittsburgh but in a suburban-feeling neighborhood. Walking distance from a grocery store, some great local food options, and the public transit right at your door. Free and easy parking readily available. An affordable and comfortable way to experience the Burgh!

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.

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.
Popular amenities for Boston holiday rentals
Other great holiday rentals in Boston

Private Room V w/ King | Walk to UPMC Shadyside

Basement apartment with private entrance and bath

Cottage on a hill

Bay window - overlook Murray - warm- Squirrel Hill

The Buck Room - King Bed

Private Room in Pittsburgh near Carnegie Mellon

Bedroom 1 in Quaint Rustic Home (Blue Key)

Cozy Private Room
Destinations to explore
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- PNC Park
- Carnegie Mellon University
- Strip District
- Fallingwater
- Seven Springs Mountain Resort
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Oakmont Country Club
- Raccoon Creek State Park
- Kennywood
- Yellow Creek State Park
- National Aviary
- Ohiopyle State Park
- Phipps Conservatory and Botanical Gardens
- Fox Chapel Golf Club
- Carnegie Museum of Art
- Point State Park
- Narcisi Winery
- Schenley Park
- Lakeview Golf Resort
- Senator John Heinz History Center
- Bella Terra Vineyards
- Children's Museum of Pittsburgh
- Cathedral of Learning