Holiday houses in Herrs Island

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Top-rated holiday rentals in Herrs Island

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

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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, 243 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.

Superhost

A micro apartment features a wall of cabinetry concealing a full-size Murphy bed, which is partially pulled down. A small kitchenette with essential appliances is visible, alongside a compact work desk and chair. Exposed brick walls and large windows enhance the industrial design.

Loft in Pittsburgh

4.83 out of 5 average rating, 169 reviews

Cozy! Micro Loft apartment! in N Oakland, sleeps 1

Come and relax in our new location! Perfect for work and pleasure! 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 that flood the space with natural light. These units come fully furnished and micro kitchen (microwave and mini fridge) and all your required accessories for you to just drop your suitcase and start r

Top Guest favourite

An inviting living room showcases exposed brick walls and a stylish staircase. Comfortable gray seating is arranged around a round coffee table, with decorative pillows adding a pop of color. Soft lighting and artwork complement the space, creating a cozy atmosphere.

Home in Pittsburgh

4.98 out of 5 average rating, 188 reviews

Off-Street Parking, Steps to Butler St., Patio!

In the heart of lower Lawrenceville, our place exudes historic Pittsburgh charm while providing an incredibly cozy experience. Our spacious kitchen invites you to cook a great dinner. Our comfortable living room surrounded by historic brickwork + open staircase encourages you to relax and watch Netflix. The patio welcomes you with fresh air. With two full bathrooms, two couples or a family can get ready for the day (or night!) Within walking distance, bars, breweries, and restaurants abound!

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

4.97 out of 5 average rating, 217 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!

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, 263 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

The image showcases a three-story home with a light grey exterior and blue accents, featuring a prominent gabled roof. A wooden deck with a railing extends in front, providing an inviting entryway. The neighborhood architecture is visible in the background.

Apartment in Pittsburgh

4.97 out of 5 average rating, 183 reviews

Cute Apt Minutes from Downtown and Stadiums!

🏡 Welcome to this charming home just minutes from downtown Pittsburgh & the stadiums! Perfect for couples, friends, or solo travelers. Enjoy a spacious fenced backyard, comfy living areas, and easy access to city highlights. No parties, but great vibes always. 🛋️ Inside, you’ll find a charming, thoughtfully decorated home that’s as functional as it is cute. 🌿 Out back, you’ll love the spacious fenced-in yard — perfect for sipping coffee, or unwinding after a day in the city.

Superhost

A modern living area is presented, featuring a cozy couch with accent pillows and a stylish armchair. A wall-mounted TV is seen on a black console. The wooden floors and soft lighting create a calm environment, while a door leads to the kitchen area in the background.

Apartment in Pittsburgh

4.8 out of 5 average rating, 137 reviews

Walk to the Draft | Downtown Pittsburgh & Stadiums

Welcome to your Lovitt Way home located in the North Shore, home to the 2026 NFL DRAFT—it's just 4 miles / 7 minutes by car to Acrisure Stadium and the North Shore DRAFT footprint. You get easy access to the DRAFT action; take a few minutes to come home and regroup in the same beautiful neighborhood. You can walk to museums, restaurants, and Acrisure Stadium, or take a Just Ducky Tours of the Three Rivers and Downtown Pittsburgh Come and cheer on your favorite NFL TEAM!!!

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, 393 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 bedroom features a textured brick accent wall, a comfortable bed with a patterned coverlet, and two bedside lamps. A vintage dresser and a decorative painting add character, while natural light illuminates the hardwood floor, enhancing the inviting atmosphere.

Townhouse in Pittsburgh

4.9 out of 5 average rating, 372 reviews

Charming Getaway: Off-Street Parking, Walkable

Live like a local in this completely updated row house located just a 10 minute walk from 2 of the Pittsburgh's hottest neighborhoods, Lawrenceville and the Strip District. Free off-street parking is a rare find in Pittsburgh. Inside you'll find an updated kitchen, a cozy couch, 1 gig internet, three smart TVs, a collection of original artwork. Enjoy free off-street parking available for guests. Plus lightning fast WiFi & a dedicated workspace.

Guest favourite

A colorful living area features a bright blue wall that enhances the lively atmosphere. An orange sofa is paired with a textured throw, while shelves display kitchen amenities. A compact washer and dryer are built into the kitchenette, and natural light filters through the window.

Tiny home in Pittsburgh

4.94 out of 5 average rating, 154 reviews

The Little Riad: A Moroccan Oasis

Le Petit Riad, "The Little Courtyard" in French, is an immersive Moroccan experience. Inspired by Chefchaouen, the sapphire colored city, this is a tiny space with big IMPACT. Every meticulous detail will leave you wondering if somehow, magically, you ended up on a flight to the Mediterranean, instead of PIT. Nestled in a quiet alley literally steps from Butler Street and all Lawrenceville, the hottest hood in Pittsburgh, has to offer.

Top Guest favourite

The living area features a large flat-screen TV mounted on a light wood media cabinet. A round black coffee table is centered on a textured gray area rug. Two windows provide natural light, and framed artwork is displayed on the wall.

Apartment in Pittsburgh

4.97 out of 5 average rating, 173 reviews

Off Street Parking, King Bed, on Butler Street!

Free off-street parking right on Butler Street? Check! Welcome to your home away from home, located on arguably the hippest street in Pittsburgh. 20+ bars & restaurants, 3 breweries, and more within three blocks - an active traveler's dream! If you would rather stay in, we have a great work from home space with two desks in separate rooms (perfect for traveling couples), a well stocked kitchen, two smart 4K TVs, comfy couch, and more!

Guest favourite

A cozy living room features a large red sectional sofa adorned with cushions. A round, dark wood coffee table sits on a light area rug, surrounded by two decorative bowls. A TV stand with a television and small plant adds functional decor, while an air conditioning unit is mounted on the wall.

Apartment in Millvale

4.95 out of 5 average rating, 197 reviews

*Comfy & Clean* 1BR Millvale apt

You will be close to everything when you stay at this centrally-located apartment in the heart of Millvale! Safe & friendly neighborhood with plenty of restaurants, diners, breweries, and bars in walking distance. You will be only a few feet from a convenience store. The famous Mr. Small’s theater is less than a half mile away! The beautiful River trail that leads to the north shore, Heinz field, PNC park, etc is only 1 mile!