Vacation rentals in Herrs Island

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Top-rated vacation rentals in Herrs Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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.

Top guest favourite
The game room features a combination table for dining, ping pong, and pool. An electric fireplace and a golden tee arcade game add warmth and entertainment. Natural light enters through large windows adorned with curtains, while a vibrant mural decorates one wall, enhancing the lively atmosphere.
Home in Pittsburgh
5 out of 5 average rating, 68 reviews

Spacious 4BR | 2 Kings, Firepit, Arcade + Parking

Enjoy this stylish, comfy, and fully renovated gem in Troy Hill, minutes from North Shore, Downtown, Strip District, and more. The home features an off-street parking pad, free street parking, and a private backyard with a firepit, grill, and Adirondack chairs. Inside, the living room converts into a movie theater, and the dining room into a game room. Two of the four bedrooms boast king-sized beds. Each bedroom has a Roku TV with guest mode. There are two full-length mirrors for getting ready.

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!

Top guest favourite
The primary bedroom features a spacious queen bed with a plush blanket and decorative pillows. A modern staircase leads to the loft office area above. Natural light fills the room, complemented by artwork on the walls and a soft rug underfoot.
Townhouse in Pittsburgh
4.98 out of 5 average rating, 197 reviews

King Bed | Amazing Location | Stunning Design

✨Modern Nordic charm in the heart of Lawrenceville!✨ Just two blocks from Butler Street, you’ll be surrounded by Pittsburgh’s best bars, restaurants, coffee shops, & patios. This art-filled 2BR home combines thoughtful design with high-speed internet, two 55” 4K TVs, and a cozy loft office. Cook in the fully stocked kitchen, stream your favorites, or unwind in a space that’s as functional as it is stylish. Recently remodeled with comfort in mind—it’s the perfect home base for work or play!

Guest favourite
A spacious living room is presented with a modern sectional sofa arranged around a wooden coffee table. Artwork in soft tones decorates the walls. Natural light enters through window coverings, highlighting the clean lines of the space. The open layout leads to a dining area in the background.
Apartment in Pittsburgh
4.85 out of 5 average rating, 39 reviews

Pittsburgh Spacious & Modern 3BD APT Free Parking

Peaceful and family oriented Three Bedroom apartment with a central location in Pittsburgh. 7 mins from Downtown, NHL and NFL games, Lawrenceville Strip District. Enjoy the proximity to shopping, bars & restaurants. This apartment features 3 Bedroom, 1 Bathroom on the first floor of a family house. Stylishly setup, our home features high speed internet and Smart Home Security system for additional safety of our guests. This place is suitable for families only and this is NOT a party place.

Superhost
A spacious studio apartment features a newly unfolded murphy bed with fresh linens. Wall-to-wall cabinetry provides ample storage. A small kitchen area with a microwave and mini fridge is visible. Natural light flows through a large window, highlighting the textured brick wall and modern furnishings.
Loft in Pittsburgh
4.77 out of 5 average rating, 119 reviews

Cozy! Micro Loft apartment Shadyside, sleeps 1

Come and relax in our new location! This historic warehouse was converted into apartments but still holds its original architectural features! Enjoy the industrial modern aesthetic with 15-foot-high ceilings, brick walls, original concrete floors, and atrium skylights. These units come fully furnished and have a micro kitchen (microwave and mini fridge) and all your required accessories for you to just drop your suitcase and start relaxing. **NOW PET FRIENDLY-$50.00 PET FEE PER STAY**.

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
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.
Apartment 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.

Top guest favourite
An open kitchen area features modern black cabinetry paired with white countertops and stainless steel appliances. Ample natural light filters through large windows, illuminating the space. An adjacent staircase leads to the upper level, while the living area is visible in the background.
Apartment in Pittsburgh
5 out of 5 average rating, 39 reviews

Immaculate Double King Suite| Rooftop Deck w/ View

Enjoy our immaculate 2 BR Penthouse suite on Butler Street, right in the heart of Lawrenceville. This is a brand new construction building in 2025. Just steps away from several local shops, cafes, and dining options in one of Pittsburgh’s most vibrant neighborhoods. ⭐2 King Beds (memory foam mattresses) ⭐1 Queen Sleeper sofa + 1 Queen Murphy Bed + Pack N Play ⭐Rooftop Deck w/ City view ⭐Free in-unit washer/dryer ⭐Free off-street parking ⭐Desk with speedy wifi ⭐24/7 guest support

Popular amenities for Herrs Island vacation rentals