Holiday rentals in Glenshaw

Wow! Skyline Sunset Escape On Hackstown

Ahoj and welcome to your elegant 2-bed, 1.5-bath home with breathtaking downtown views! Newly renovated with a thoughtfully designed interior, this home offers a distinctive experience. Enjoy parking in a 2-car garage plus an outdoor space, and easy access to downtown and Oakland. Featured on the South Side Historic Homes Tour, it’s a true Pittsburgh gem. Pets are allowed! Relax on the deck with a fire pit, or unwind by the custom mosaic fireplace with a 55” TV or in the luxurious soaking tub.

Modern Spacious Cozy Home Near Southside

We do our very best to provide you with a comfortable, and clean home during your stay! Free street parking usually with plenty of space available for multiple cars. House is located on a nice and quiet street. 5 minutes from southside. 15 minutes from downtown. WiFi and smart T.V In living room. Washer & dryer with pods and dryer sheets. Closets in bedrooms. Kitchen has everything you will need, plus coffee maker with coffee pods and creamer. kid friendly dishes too. Lots of outdoor sitting

Huge 6 BDRM min to Downtown & Stadiums w/ parking

Gather with friends and family in our renovated Pittsburgh home, designed for comfort and fun! ✅ 6 Large Bedrooms & 3 Full Baths – Includes a soaking tub ✅ Easy Parking – Two-car driveway + plenty of free street parking ✅ Stocked Kitchen – Fully equipped with essentials ✅ Spacious Living Areas – Two living rooms for lounging ✅ Entertainment – Projector & sound system for movie nights ✅ Family & Pet-Friendly – Room for everyone ✅ Cozy Fireplace – Available Nov.–Feb. Everyone will enjoy it!

Weekly discount. Pet friendly. Walk to dine/shop.

Luxurious & spacious home one block off Main St. with 3 master suites. Sleeps 8. Each suite features a King Bed. One suite offers a sitting area, one an attached Living Room, & one an attached living room with queen sleeper sofa & two arm chairs. Each suite comes with private bath. All bedrooms offer Smart TVs & additional TV's in living rooms. Free WIFI. Amenities including a formal dining room, kitchen, billiard room, sitting room, & speakeasy/lounge. There’s an outdoor deck w/ seating

Head to Pittsburgh From Mt. Lebanon Cottage

Mt. Lebanon Cottage is a craftsman-style home that fuses contemporary styles with traditional elements. Enjoy our well-equipped kitchen, enjoy a coffee for two on the deck nestled in the trees or unwind on the front porch and enjoy the friendly neighborhood vibe. The home is in a walkable neighborhood of tree-lined streets and friendly locals. Blocks from unique shopping boutique options and dine at tasty local restaurants. Hike in the nearby nature and visit Pittsburgh just minutes away.

Rivers Edge 2.0

This stylish place to stay is perfect for anyone needing a very spacious and comfortable atmosphere. This house is on the best street in town quiet yet right in the center of everything. A short walk to everything. Three blocks from river access. Modern and completely remodeled with granite counter and custom cabinets. Very large primary suite with a second master suite as well. There is a half bath and full laundry. This house has large windows and a private driveway.

City Escape/Mt Washington/4 Beds · Free Parking

Upscale Apartment in the heart of Pittsburgh's Mount Washington, located half a block off the city's most desirable viewpoint - Grandview Avenue! · 3 BR/ 1.5 BA - 5 beds - Sleeps 9 · Long-term & Family-Friendly - inquire for discounts! · Street Parking · Convenient & Safe Location · Self Check-in w Keypad in rear of building * Minutes drive time to football/baseball/hockey stadiums, museums and universities.

Key West Carriage House 2BR

The perfect place to rest after a day on the river or exploring local shops and eateries. This second story, carriage house offers a spacious airy and open living/dining/kitchen area plus two private bedrooms and one full bath complete with a soaking tub. Guests can enjoy the view of the river from the balcony or stroll down to the public dock and watch the sunset.

The Kiski River Cottage Retreat

Location, location, location! This cozy cottage is located on the banks of the Kiski River right next to the historic walking bridge in Leechburg. Walking distance to downtown Leechburg. Close to several recreational boat launches and outfitters as well as biking and hiking trails. Also close to popular wedding venues. It is 45 minutes to downtown Pittsburgh.