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Skyline Haven:5BR/3.5BA +2 parking spots + Rooftop

Experience unparalleled luxury in this spacious 5-bedroom, 3.5-bathroom haven, perfectly situated in the heart of Pittsburgh. Boasting not one, but two roof decks, you'll have the finest city vistas right at your fingertips. Relax by the indoor-outdoor gas fireplace this is a serene escape amidst the urban hustle. With the addition of garage parking for 1 vehicle + Parking pad directly in front of the garage door, your downtown retreat combines modern elegance with supreme comfort, promising a m

Huge Reunion House, 70 acres dog-friendly trails

Sprawling countryside estate home on 72 acres of converted farm near Oglebay Park. Perfect for a large group, or family gathering. A private, carefree and relaxing escape. 4,000 sq.ft.+, 4BR, 5BA with chef's kitchen, living room, library, gym, and a great room. The pinnacle of outdoor living - outdoor HDTV, deck, and a garden patio. Enjoy a fenced yard with fire pit and play structure, perfect to bring the dogs, as well a grand front lawn and acres of trails, ponds, and woodlands to explore.

Sq. Hill 🏡 Frick Park 🚵‍♀️ Parking 👑 King Bed

Newly remodeled 4BR/2.5BA home on a quiet Squirrel Hill street—steps to Frick Park & Blue Slide Park. Sleeps 8 (king + memory-foam beds). Cook in the fully stocked kitchen w/stainless appliances, coffee & tea bar, dine at the table for 6 + breakfast bar, then unwind with fast Wi-Fi, dedicated workspace, Roku TV, DirecTV Stream, and in-home washer/dryer. Easy keypad self check-in , driveway and easy street parking. Walk to Murray Ave shops, cafes & 2 Starbucks. Minutes to CMU, Pitt & downtown.

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!

Exceptional 4BD-3BR + Garage Parking - Sleeps 11!

Amazing newly renovated apartment with great open concept layout and exceptional amenities to help you rest, relax, and unwind. Private garage parking for 1 vehicle! 4 bedrooms + 3 full bathrooms with plenty of space and sleeping arrangements to comfortably sleep 11. A+ South Side location just a short distance to all attractions Pittsburgh has to offer, yet quiet in the evenings. Wonderful property for traveling business partners who want space, family getaways, and small group travelers.

Lake Front Like 2 Houses In One

Minutes from PIT airport, your whole group will be comfortable in this new, spacious, unique, fully furnished home. The upper main floor is a lovely shabby chic styled 3 bedroom home with a large deck overlooking the lake. The industrial meets retro style, fun lower level doubles the space providing a huge open game room, family room, 2nd kitchen/dining area, bath, 2nd laundry, and 4 added beds. The fenced back yard with patio and play fort is perfect for family. Like 2 homes in one!

Southern Pines Lodge-Unique & Charming

Come enjoy a relaxing stay at this unique & cozy home for a getaway, retreat, family or business related trip. The listing is for 6 people but able to host up to 15 guests but there will be an additional $30 per person after the first 6 guests. You will find yourselves close to The Meadows Racetrack & Casino, Tanger Outlets and a 5 minute walk to all different types of eateries/restaurants. In addition, it's only 25 minute drive to downtown Pittsburgh.

Serene, Smart, & Stylish—Near Downtown, w/ Parking

This renovated home blends a historic touch with modern luxury—original woodwork, pocket doors, and high-end finishes. Nestled in a quiet neighborhood just 10 minutes from downtown, you can enjoy easy parking, a private deck with BBQ, and peaceful vibes after city adventures. A versatile home, it has been an ideal spot for families, groups, work crews, and extended stays. And it makes a great homebase if you're town for Pirates or Steelers games!

Historic District Comfort

Keep it simple, go back in time, at this peaceful and centrally-located private residence. An Old Economy Gem overlooking the courtyard, on a one-way street in the heart of the Historic Old Economy in Ambridge, Pa. Quiet and quaint, this home has been redone back to its original finishes with upgrades on all new infrastructure and appliances. Conveniently located just off Route 65 North, 16 miles from downtown Pittsburgh, direct and easy commute.

Mount Memento: City Escape w. Grand View/Game Room

Welcome to Mount Momento, a one-of-a-kind residence that weaves the tales of Pittsburgh's most remarkable legends. Nestled right next to Grandview Avenue on Mount Washington, you'll be greeted by an awe-inspiring panorama of the city skyline. Fully renovated, thoughtfully designed with modern decor, this space invites families, kids (and yes, it's baby-friendly) and friends to explore while feeling at home. Ideal city escapade.

Completely Renovated 4-Bedroom with Parking

This stylish place to stay is perfect for group trips. close to Pitt, CMU, Shadyside, Squirrell Hill, Greenfield, and The Waterfront. Everything you could ever want is within a 10 minute drive but this peaceful neighborhood will make you feel like you are hours away from the hustle and bustle of the city. This home has been completely remodeled from top to bottom and is guaranteed to wow every guest who stays!

Family-Friendly Home w/ Sauna, Near Butler Street

- Relax in a private sauna or oversized soaker tub after exploring the area. - Elevate your meals in a kitchen with premium appliances and cookware. - Enjoy family-friendly amenities, from the crib to kid-friendly dinnerware. - Walk to top restaurants, shops, and nightlife within minutes. - Book your stay now for a seamless, stress-free getaway!