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Holiday rentals 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, 239 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
A modern living area features a gray sofa adorned with black accent pillows. A black console table is present near the wall, while a dark area rug covers the light wood flooring. Natural light enters through a small window, complemented by recessed lighting overhead.
Townhouse in Pittsburgh
4.97 out of 5 average rating, 178 reviews

8 mins to downtown & stadiums in trendy spot!

This 2 bedroom 1 bath row house was built in 1900 and underwent a total gut renovation recently. Located just 2 blocks from Butler street in one of the best locations in Pittsburgh. Lawrenceville is named one of America’s coolest neighborhoods. There are so many top notch restaurants, bars, boutiques and galleries to choose from, all within walking distance. I would be happy to provide suggestions for some of my favorite places to go in the neighborhood. Close to the strip and downtown too!

Top guest favourite
A bright living area is showcased with a comfortable sofa adorned with pillows and a soft throw blanket. A round coffee table sits in front, and a subtle rug grounds the space. A modern lamp and decorative plant add warmth, while a kitchen can be glimpsed in the background.
Flat in Pittsburgh
4.92 out of 5 average rating, 139 reviews

King Bed On Butler Street, Middle of Everything!

If you're the type of traveler that wants to be steps from the fun, this is your place! Our second floor apartment features a well stocked kitchen, quality amenities, smart 4K TVs (including bedroom), a king bed, 2 desks (in 2 separate rooms, perfect for a work from home couple) and more! Three breweries and 20+ bars & restaurants are within 3 blocks of your place. It's perfect for when you want a night out - but with our cozy place you'll be tempted to stay in & relax while watching Netflix!

Top guest favourite
Flat in Pittsburgh
4.96 out of 5 average rating, 120 reviews

Upscale DoubleKing Suite~Butler St~2 ParkingSpaces

2 OFF STREET PARKING SPACES 2 KING bedroom (+Full Size Sleeper Sofa) 1 bath apartment w/ a private patio steps from Butler St in Lawrenceville neighborhood! Sleeper Sofa and extra linens for bigger groups. Enjoy this stylish space in the coolest neighborhood in town, steps to dozens of restaurants, shops, coffee shops. Walk to UPMC Children's hospital and the Strip District, short drive to Downtown, North Shore, Shadyside, Oakland, Pitt, CMU, & several hospitals! Book your stay today!

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, 215 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
Flat in Pittsburgh
4.93 out of 5 average rating, 153 reviews

King Bed | 2 full bath | Deck! Hip Millvale!

Welcome to our spacious home! With 2 full bathrooms & 1 queen bedroom, our place is perfect for the traveling couple that loves privacy, or solo guests that want to spread out. Located in Millvale, our place is within walking distance to great breweries, shops & restaurants. Millvale has a massive amount of charm, with many of the same attributes of Lawrenceville at a lower price point. We're right over the bridge from Lawrenceville & a 5-minute drive to downtown & the North shore stadiums.

Top 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
4.97 out of 5 average rating, 148 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
A bright kitchen space is shown, featuring modern cabinetry and stainless steel appliances. A central island with seating for four is highlighted, complemented by a stylish pendant light above. Natural light streams in through a nearby window, enhancing the clean, inviting atmosphere.
Flat in Pittsburgh
4.95 out of 5 average rating, 365 reviews

Friendship Retreat~B | 1BR w/ Gourmet Kitchen

Enjoy a stylish first-floor 1BR with a gourmet kitchen featuring high-end appliances and a spacious living area perfect for relaxing or entertaining. The queen-size bedroom offers a comfortable night’s sleep. High-speed WiFi and a dedicated workspace make it ideal for business travelers or remote work. Access to shared parking (6 spots, first-come, first-served). Located near West Penn Hospital and UPMC Shadyside, perfect for couples, visiting families, or medical stays.

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, 388 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!

Superhost
Flat in Pittsburgh
4.76 out of 5 average rating, 113 reviews

*STEAM SAUNA* - Steps to butler

Enjoy a stylish experience just steps from all that lawrenceville has to offer! 5 star restaurants, boutiques, and gastropubs! You will love having easy access to wifi as well as Prime video on the 60 inch TV! Fully equipped kitchen is at your service as well as delicious complimentary coffee! Dive into your push queen sized bed for a fantastic night sleep! Enjoy the shared sauna as a way to relax and reap the health benefits of heat therapy!

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, 370 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 bonus. 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 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.
Flat in Millvale
4.95 out of 5 average rating, 195 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!

Popular amenities for Herrs Island holiday rentals