Holiday rentals in Herrs Island

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Top-rated holiday rentals in Herrs Island

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Guest favourite
A modern living area is highlighted by a spacious orange sectional sofa and a wooden coffee table. Natural light is filtered through large windows, illuminating the warm wood flooring. A staircase leads to an upper level, complemented by decorative lamps and a neutral color palette.
Townhouse in Pittsburgh
4.86 out of 5 average rating, 7 reviews

Walk River Path to ‘26 NFL Draft *FREE Parking*

🏈 THE 2026 NFL DRAFT 🏈 Step out your front door onto Three Rivers Heritage Trail & walk to Acrisure Stadium!! Luxury 2200 sq ft 2-bed, 2.5-bath townhouse on the Allegheny River island of Washington's Landing. Water views. Parklike, modern, spacious, well-equipped, and close to downtown Pittsburgh. Walk or bike to the Strip District and beyond. Two outdoor decks. 10 new pickleball courts on the island. Stroll past the boat docks to Redfin Blues (in spring & summer) for happy hour or a boat ride

Top guest favourite
A functional kitchen features grey cabinets complemented by wooden countertops. Open shelves display various glassware and kitchen essentials. A large sink with a dish drying rack is visible, alongside modern appliances, including a stainless steel refrigerator and coffee maker. Natural light enters through a window with blinds.
Home in Pittsburgh
4.94 out of 5 average rating, 222 reviews

Pittsburgh, PA - North Side

Keep it simple at this peaceful and centrally-located place. This two bedroom single family home is in an optimal location for access to all Pittsburgh has to offer. Located 2 miles from Pittsburgh's downtown area and Strip District, 5 minutes from PNC Park and Heinz Field, 10 minutes from PPG Paints Arena and UPMC Hospitals, and 15 minutes from CMU, University of Pittsburgh, and Duquesne University. Minutes from Garden Cafe coffee shop, Threadbare Cider House and plenty of bars and restaurants.

Guest favourite
Private room in Pittsburgh
4.86 out of 5 average rating, 629 reviews

Cozy warm room in lovely Squirrel Hill

Situated in the heart of Squirrel Hill, all sorts of dining, theater, shopping and parks are within a short safe walking distance. Explore the incredible variety of Chinese, Korean, Mexican, Jewish, Italian, Indian foods that reside in our neighborhood. CMU, Pitt, Chatham, Duquesne & Oakland are close by bus. Frick Park w/ endless trails is under a mile away. Phipps Conservatory & Schenley Park are a 7 min drive. Just over 10 min drive to The Strip, Mount Washington, Monongahela Incline.

Top guest favourite
The floating home is presented from an aerial view, showcasing its unique two-level structure nestled on the calm waters of the Allegheny River. The wrap-around deck and patio doors are visible, enhancing the connection to nature, with lush greenery lining the riverbank.
Houseboat in Blawnox
4.98 out of 5 average rating, 56 reviews

Allegheny River Aqua Villa

Experience a unique getaway on the Allegheny River with our exceptional tiny home built on a barge! This floating haven offers a distinctive reverse floor plan with luxury & breath-taking views! Lower Level- Two inviting bedrooms, each with twin beds that can convert into a king for your comfort - Full bathroom with Dual Rainfall Shower Heads. Upper Level - Open Concept Living with TV & Internet, Fully Equipped Kitchen & Peninsula. See-through gas fireplace! Patio Doors & Wrap around Decks!

Guest favourite
Private room in Sharpsburg
4.85 out of 5 average rating, 127 reviews

Phenom cozy ROOM ctrl to DT, UPMC, Oakland, Bkr Sq

Peaceful cozy den w kitchenette. Shared kitchen bath 17 min downtown, UPMC, or Bakery Sq Off rt 28 & Highland Pk Br. Minutes to Waterworks BUS 91 & 1. Econ for YOUNG guests Nice bed, TV, desk, window, petite comfy 93 sqft room. Fast WiFi Safe neigb In a boro as part of a prominent suburban school district. Above a gift shop, w/ sweet free off-street parking. Laundry. Quiet 2nd fl for best refreshment; Kitchen on 1st 50+yr bldg. Old biz/res st Riverview on the same street, 5 min walk.tte

Guest favourite
Private room in Pittsburgh
4.83 out of 5 average rating, 207 reviews

Quiet Private Room

This Private Room is in the SECOND LEVEL of a townhouse that has OTHER ROOMS for rent via Airbnb. It’s located in a very quiet and safe neighborhood in the Town of McCandless, about a 25-minute drive from downtown Pittsburgh. This place is an ideal base for those looking to sleep, shower and relax, while spending most of their time away from home, working or exploring our city and its surroundings. If you are looking for a comfortable, quiet, clean and homy place to stay, this is your place.

Top guest favourite
Private room in Pittsburgh
4.94 out of 5 average rating, 126 reviews

Private Room Near Carnegie Mellon University-Twin

Cozy private room in Squirrel Hill. Typically, the apartment is shared with 1 additional guest and a tenant. Host may pop up to clean the apartment/additional room during your stay. The private room includes: a twin bed, microwave, mini refrigerator, TV, Roku, portable desk, twin bed, towels, washcloths and an Air Conditioner. There is a cat on the property, but most times she will be in the tenant's room. You may not even see the cat. If allergic to cats, I would not book this listing.

Superhost
The private room features a wooden bed frame with a soft grey blanket laid over the queen bed. Natural light illuminates the space from a nearby lamp. Two framed botanical prints hang above the nightstand. A sleek white chair and desk are visible in the corner.
Private room in Pittsburgh
4.95 out of 5 average rating, 183 reviews

Oakland/University @B Quiet & Stylish Private Bd

Cozy and Stylish private room close to Oakland, Shadyside, Bloomfield and Friendship, steps to Universities. A modern design features a queen bed, shared bathroom, working desk. Free Street Parking is available and instructions to obtain a parking pass will be provided on check in date. Please check full listing description for more details and shared amenities. Walk to grocery store, restaurants, hospitals and universities. Perfect for savvy budget travellers who deserve quality stay.

Top guest favourite
Private room in Pittsburgh
4.94 out of 5 average rating, 252 reviews

Cozy home in Spring Hill with a Single bedroom.

I do live here too, so welcome! My home is in a quiet neighborhood, walking distance to a park. I have a lot of natural light, a back deck with a serine view of Pittsburgh neighborhoods and the sunrise. The home is eclectically decorated. Your bedroom is a bit more calmly decorated with the same view as the deck and the morning sun. Located minutes from the Point, downtown's cultural distric, museums, the strip district and even closer to the Stadiums (both PNC Park and Heinz Field).

Top guest favourite
The living area features a blue three-seater couch with a round rug underneath, paired with a coffee table. A kitchen island with bar stools is visible in the background, while a dining table and wooden stairs leading to an upper level are seen on the right. Natural light enters through nearby windows.
Flat in Pittsburgh
4.94 out of 5 average rating, 222 reviews

Brand New! Lawrenceville KING Suite - Huge Balcony

1 bedroom 1 bath apartment w/ a HUGE private balcony steps from Butler St in Lawrenceville neighborhood! Sleeper Sofa and extra linens for bigger groups. BRAND NEW construction! Enjoy this stylish space in the coolest neighborhood in town, steps to dozens of restaurants, shops, coffee shops. A few blocks to UPMC Children's hospital and the Strip District, short drive to Downtown, North Shore, Shadyside, Oakland, very close to Pitt, CMU, & several hospitals! Book your stay today!

Guest favourite
A living area is highlighted, featuring a light-colored sofa and a stylish glass coffee table. A large television is positioned against a dark media console. Two windows provide natural light, complemented by soft drapes. A decorative wall adds texture to the inviting space.
Home in Pittsburgh
4.86 out of 5 average rating, 22 reviews

Fenced Yard 3 Bd KING BED Home

Cozy and Central! Minutes to the Strip, Downtown & Stadiums. PET FRIENDLY 3-bd, 1-ba home is the perfect blend of modern amenities, welcoming vibes, and pet-friendly accommodations. Inside, you’ll find three bedrooms, a sophisticated bathroom, and an open-concept living area that’s ideal for lounging. The fully-equipped eat in kitchen features sleek appliances. Step outside to discover the real highlight—a fully fenced in double (city) lot that offers a space for your pets to roam.

Guest favourite
A fenced patio is highlighted by a private hot tub and outdoor seating under an umbrella. Colorful decor includes a patterned rug and string lights, creating a cozy atmosphere for relaxation. The background features a blue wall and greenery, enhancing the inviting outdoor space.
Home in Pittsburgh
5 out of 5 average rating, 14 reviews

Private Hot Tub | King Bd | Workspace | Kids Okay!

Soak, work, and relax at this vibrant Lawrenceville retreat! Enjoy your private hot tub on the patio, unwind in our colorful, fun interior, and make use of the flexible layout (1BR plus separate office / kid's room / treadmill desk workspace). It’s ideal for weekend escapes as well as extended stays, given the king bed! Enjoy the highly walkable location near top restaurants, bars, & coffee spots, unwind in the fenced patio, or kick back with smart TVs and a well stocked kitchen.

Popular amenities for Herrs Island holiday rentals