Smoking friendly holiday rentals in Youghiogheny River

House 3bed Free Parking Walk to Bars & Shops

Have fun with the whole family & friends at our beautiful modern house. Located on a quiet street at one of the most vibrant neighborhoods in Pittsburgh South Side.Walking distance to bars & restaurants, grocery stores and coffee shops. Private fenced backyard perfect for families with kids. Free street parking available for our guests. Carnegie Mellon university, Pitt university, PNC Park and Heinz field 3 miles away from house. 3 bedrooms - king, queen and twin size beds, closets & bathrooms.

Historic Eden Ranch, built 1837

Built in 1837, this three bedroom, 1 1/2 bath farmhouse sitting on 110 acres along Will Creek, the start of Wills Knob with Wills Mountain to the south was first transacted in 1728 when a Shawnee Indian known as "Will" sold 1000 acres to Benjamin Tomlinson for $30 and an old Rifle. This 110 acres was part of that 1000 acres! Farmhouse is registered in the Maryland Historic Society and has been restored to original floors from 1837 and original staircase and living room walls. Antique furniture.

US OPEN Wooded Retreat- :15 away from Oakmont!

1950’s Ranch on secluded road. No other spot has so much access to private forest, this close to the city! Take a stroll, build a fire or enjoy a sunset from the porch. Only :10 from hotspots like Shadyside and L-Ville. :15-:20 from UPMC Oakland. Full & twin beds. Sparse furniture, w/ cooking utensils included. This isn’t a hotel room, it’s a home in transition and we invite you to stay simply, easily & cheap! I live close by for help in town or for anything you might need during your stay.

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.

Dreamy Cottage: 2 bed w/fireplace, tons of charm

This family/pet friendly 2 bed/1.5 bath Dreamy Cottage, located in a lovely, quiet, family neighborhood in the center of Westmont is recently renovated and designer decorated in a boho-vintage-world-chic style. Step in become transported into a world of warmth, charm and comfort. You will find no other accommodation in the area with such extreme detail to design and comfort as this unique designer-owned home. There is a 25lb pet limit, 1 pet per visit acceptance at discretion of owner.

4 Story Home|Triple King|Backyard|UPMC Shadyside

Welcome to our stunning 4-story home in Shadyside! This home is huge with 4 BRs + a finished basement along with 3.5 baths, perfectly located right next to UPMC Shadyside Hospital. Also a short walk from Giant Eagle Market District! ⭐7 beds with memory foam mattresses (3 King / 1 Queen/ 3 Full) ⭐Private backyard ⭐1 rollaway bed + 1 crib + 2 sleeper sofas ⭐Washer/ dryer ⭐Street parking (Paid options nearby) My team and I are here for you 24/7 before, during and after your stay with us!

Stunning house right on the lake with dock.

Relax with the whole family at a peaceful retreat, located in Jockey Hollow. The house has 6 bedrooms (2 king, 3 queen, 1 full and double futon) 3 full bath, and a fully stocked kitchen. The back porch has a grill, screened in dining area, wireless speakers built in, hammock, lounge area, and a full view of the lake. A living room on both levels with games, toys, and movies. Laundry right off the kitchen. Dock has lounge chairs and a ladder for getting in and out of lake easily.

Mt Washington Townhouse (A Grand View)

Enjoy the phenomenal view from the Living room, Deck & Master Bedroom! Stroll down the block to enjoy some of Mt Washington's best restaurants & overlooks. Take the Duquesne Incline down the hill to enjoy a short walk to the North Shore (Heinz Field, PNC Park or Stage A&E) or ride one of the Gateway Clipper boats to your destination. An inexpensive Uber ride gets you back to Mt Washington to enjoy a nightcap with one of the greatest views Pittsburgh has to offer!

Quiet & near downtown Carnegie

Forget your worries in this spacious and serene space. It is super close to downtown Carnegie and minutes from downtown Pittsburgh! This 2 king bedroom, 1 queen bedroom home has 1 full bathroom on the 2nd floor, 1 half bath on the main floor, and another half bath in the basement. There is plenty of space to spread out and relax in the large living room and on the back patio.