Holiday rentals in Herrs Island

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Top-rated holiday rentals in Herrs Island

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Top guest favourite
A tranquil garden patio is illuminated softly, featuring a circular wooden seating area surrounded by lush greenery. Stone pavers create a path, while a small bench offers a cozy spot to relax. Subtle lighting highlights the natural elements, providing a serene atmosphere.
Home in Pittsburgh
5 out of 5 average rating, 68 reviews

2 beds/1.5 bath Hygge-Hus, Minute to Cafes & Shops

Enjoy a beautifully designed retreat in this former Candy Shop in the heart of Pgh's Lawrenceville neighborhood. The open floor plan includes two floors with a bed on each floor (think 'loft' instead of closed rooms with doors). The kitchen opens to a Tolkienesque garden patio to be at peace. Lawrenceville's restaurants, shops, theaters, and cafes are just a minute's walk from your front door. Rest, relax, sleep in, cook, eat in, and recharge in an environmentally conscious cozy home (new HVAC).

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
4.93 out of 5 average rating, 213 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 exterior of a sunporch suite is displayed, featuring large wall-to-wall windows framed by white columns. A pathway leads to the entrance, surrounded by lush greenery, including a bush. The home showcases a charming blend of white and red brick, adding character to the facade.
Guest suite in Pittsburgh
4.98 out of 5 average rating, 284 reviews

Historic Sunporch Suite

Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

Top guest favourite
Flat in Pittsburgh
5 out of 5 average rating, 31 reviews

Chic Loft Style HighEnd King Suite~ 2Parking Spots

Brand New Loft Style Apartment with 17ft. ceilings, huge windows, and 2 dedicated OffStreet Parking Spaces! Brand new KING Suite! 1 block to West Penn, short walk to UPMC! On site parking makes the short drive to Shadyside, CMU, Pitt and the Strip District/Downtown a breeze! The building was gutted and remodeled, everything is brand new! Fully stocked for long and short term stays! Steps to dozens of restaurants, shops, coffee shops, and grocery stores. Make your reservation today!

Guest favourite
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
4.96 out of 5 average rating, 180 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, 250 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
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.
Flat in Pittsburgh
5 out of 5 average rating, 37 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

Guest favourite
A bright bedroom features a spacious bed adorned with a patterned throw and decorative pillows. Soft lighting from two bedside lamps enhances the atmosphere. A large window with sheer curtains provides natural light, and a wall displays a friendly animal portrait complemented by hanging greenery.
Home in Pittsburgh
4.96 out of 5 average rating, 132 reviews

The View*Sleeps 6* City Home

Kick back and relax in this calm, stylish space where you can take in the river views on the deck - or hang out in the tv lounge. A designated work area, conveniently on the main floor, doubles as extra sleeping space. With an easy drive to the stadiums, arena, downtown, the Theater district, the Strip district, the Childrens museum, the Science center, nature or city hikes, and just across the bridge from the Childrens hospital and Lawrenceville - you will feel right at home!

Top guest favourite
An inviting private hot tub is situated in a fenced backyard area, surrounded by soft lighting and decorative plants. The brick wall of the house provides a rustic backdrop, creating a cozy ambiance at dusk.
Townhouse in Pittsburgh
4.92 out of 5 average rating, 335 reviews

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!

With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!

Guest favourite
A spacious living area features a comfortable gray sofa set and a small coffee table. A mounted flat-screen TV is visible on one wall, while a kitchenette with modern appliances is positioned adjacent to it, highlighted by natural light from a nearby window.
Guest suite in Pittsburgh
4.89 out of 5 average rating, 425 reviews

PRIVATE MINI STUDIO (D1)

This Mini Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, sleeper sofa, a kitchenette and a full bathroom with a private entrance on the 3rd floor of a beautiful 1890s Pittsburgh mansion. It's the size of a large room and works very well with guests that are planning to work, or go out enjoying the city and come back to a safe, clean and comfy place to recharge for the night(not suitable for kids under 10).

Top guest favourite
A cozy living area features a soft gray couch adorned with patterned throw pillows. A round black coffee table sits on a striped rug. A desk with a chair is positioned near a window with white blinds, and decorative wall art adds character to the space.
Flat in Pittsburgh
4.93 out of 5 average rating, 71 reviews

Prime Butler St. Apt, across from Umami!

Welcome to our cozy apartment on Pittsburgh's vibrant Butler Street. With over 20 bars, restaurants, and three breweries within a few blocks, it's the ideal location for active travelers. Enjoy our well-equipped kitchen, separate work-from-home space, and high quality amenities, like whole bean coffee & burr grinder! Perfect for short or long stays - whether you're exploring the neighborhood or relaxing indoors, you can't beat this location!

Guest favourite
A cozy living room features a green sofa and a round dining table with two chairs. A patterned area rug lies beneath, adding warmth to the space. Natural light is invited through the front door, adorned with a colorful window design.
Flat in Pittsburgh
4.94 out of 5 average rating, 213 reviews

Free parking ⁕ Affordable Stay ⁕ 5 min to Downtown

Cozy 450 sq ft 1-bedroom with everything you need and nothing you don't. This private access unit has a newly renovated bathroom and kitchen. Located near downtown Pittsburgh but in a suburban-feeling neighborhood. Walking distance from a grocery store, some great local food options, and the public transit right at your door. Free and easy parking readily available. An affordable and comfortable way to experience the Burgh!

Popular amenities for Herrs Island holiday rentals