Holiday houses in Penn Township

5 Stars! - Clean, Cozy, and Convenient to PGH

Ask about extended stay discounts - 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.

Trailside Comforts #2

Nestled in the heart of Export alongside the Westmoreland Heritage Trail (WHT), this modern, smartly designed one bedroom offers an array of comforts and conveniences. Steps away from walking, biking, jogging on the WHT and a short walk to Export’s deli, breakfast spots, eateries, brewery & lounges. Multi-tiered deck overlooks the WHT and offers great sunset views. Perfect for events in Murrysville, Monroeville, Greensburg & Westmoreland Co. Only 30 mins from PGH. We know you’ll love your stay.

Private 1 bedroom cabin on 14 acres

Beautiful cabin in the Laurel Highlands minutes away from 3 ski resorts and many miles of trails through state forest land. Tons of local trout fishing streams. Spectacular mountain view from picture windows on either side of wood burning fireplace and from outside firepit. Cabin is situated on 14 partially wooded, partially open acres. Views of woods, mountains, and wildlife from all windows. Short drive to a number of tourist attractions, including Idlewild, OhioPyle, and Ft. Ligonier

The Lofts at St. Clair - Loft 1

One-of-a kind newly renovated 1,000sq ft. loft. A central downtown location, set this space apart from any other in the area. Enjoy free, private parking and walk just steps to Gbg concert venues, downtown restaurants, breweries & cafes. Perfect location if you are in town for business, to catch a concert, a romantic weekend or to visit any of the local universities. This loft features a spacious king size bedroom curated for relaxation and a pull-out queen sofa bed for additional guests.

The Old Export Inn

The whole group will be comfortable in this spacious and unique space. When you step inside it takes you back to a time when things were simple. You will enjoy its antique cedar bedroom sets and the various vintage decor. In the living room enjoy old slate records on an antique phonograph. Or check out the 1930's radio. Relax and watch a movie on the large flat screen Tv. Cook in a fully equipped Classic 1950's Kitchen. We are in walking distance to the Rails to Trails Bike Path . Enjoy

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!

Sunbeams Cottage

Small home is completely remodeled using traditional woodwork craftsmanship for a warm feel. Full appliances and amenities are supplied in the cottage. Evening and breakfast snacks included. Tasty public tap water for drinking and cooking. Private lane leads to the home with a spacious covered porch overlooking hillside and field. Ideal location at foothills of Laurel Highlands and outskirts of Pittsburgh. Town of Mt. Pleasant is just minutes away providing restaurants and shopping.

Linda’s Place

This house in Irwin is a welcoming retreat, offering 3 bedrooms with queen, full, twin beds, and crib. This home is a serene getaway, backing to forest, yet convenient to Pittsburgh, the PA Turnpike and all mountain areas. Includes AC, WiFi, a well-appointed kitchen, private porch and laundry facilities. Guests can relax and unwind in this cozy space. The 3 bathrooms come equipped with a hair dryer, walk-in shower, and bathtub. This home is pet friendly, with a large fenced in yard.

Cozy Spot on the Hill

Keep it simple at this newly updated and centrally-located home in a quiet neighborhood. The home is minutes from many local, restaurants, activities and colleges (Seton Hill, St Vincent) plus so close to the local ice rink (Palmer Imaging Arena), you can see it. We are also only 25 miles from Pittsburgh sports stadiums, and so much more. Some of our favorite local businesses to try are the Yellow ridge Brewery or Ianni’s for a wood fired pizza. Please no parties or pets

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. Has wifi.

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 .

The Half Glass

Half Glass blends modern design with rustic charm, featuring 75% glass walls that invite nature in from every angle. Clean lines, warm wood accents, and a cozy fireplace create a refined yet grounded space. Firewood bundles are available on-site for a small fee. Perfect for couples seeking a peaceful mountain escape, the home offers fresh well water softened for a clean, refreshing touch while providing all the comforts of a serene getaway.