Holiday houses in Wilkinsburg

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Top-rated holiday rentals in Wilkinsburg

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Guest favourite
The compact kitchen features rich wooden cabinetry and modern appliances. A small stove and an oven are positioned against a decorative backsplash. A stainless steel sink is situated underneath a window, and a coffee maker sits beside a colorful patterned rug on the floor.
Apartment in Pittsburgh
4.93 out of 5 average rating, 29 reviews

Meade Street Apartment Near Chatham U , Pitt & CMU

Enjoy your stay in Pittsburgh in style and comfort in this unique apartment with touches of the old and new! This stylish retreat is located in the heart of Pittsburgh in Point Breeze North near Chatham University and Pitt. This one-of-a-kind apartment will greet you with the timeless charm of beautiful woodwork and flooring, seamlessly blending classic elegance with modern comfort. Situated on the 2nd floor, this inviting residence offers comfort, convenience, & a fantastic location. Book now!!

Top Guest favourite
A comfortable living area is presented with a light-colored sectional sofa, a glass coffee table, and a decorative pouf. Two large windows allow natural light to fill the space, where a stylish floor lamp stands nearby. A fireplace with a mirror above adds a cozy touch.
Home in Point Breeze
5 out of 5 average rating, 19 reviews

Cozy 2BR House in Pittsburgh

Our 2-bedroom, 1.5-bath home is nestled next to Frick Park and walking distance to some of Pittsburgh's best bakeries, restaurants, & bars. Enjoy thoughtfully curated interiors, a fully equipped kitchen, bedrooms with blackout blinds and queen beds, and ample free street parking. Multiple bus lines (61A, 61B, 67) provide easy access to CMU, Pitt, Downtown, Squirrel Hill and more. This house is 100 years old and was lovingly restored. We hope you enjoy it as much as we loved giving it new life!

Top Guest favourite
A cozy living room area showcases a brown leather sofa adorned with decorative pillows. Two lamps illuminate the space, and a round coffee table is positioned in front of the sofa. Artwork is displayed on the walls, contributing to the classic decor.
Apartment in Regent Square
4.99 out of 5 average rating, 112 reviews

2BR Apt. /Pittsburgh/East/Regent Square/Frick Park

First floor 2-bedroom apartment with classic decor. Modern bath/kitchen with complete utensils. Wi-Fi & wired gigabit network. Two TVs with service. Appropriate for business traveler, families with older children. Living and dining room accommodates 8-10 people. Convenient to downtown, Oakland/universities. Across street parking. Nearby restaurant/stores and park in walking distance. Open bar. No per-person or amenities charges. Virtual tour at https://my.matterport.com/show/?m=BFeAkSV4ekM

Top Guest favourite
The bedroom features a spacious bed covered in crisp white linens, highlighted by a blue accent throw. Blue curtains frame multiple windows, allowing natural light to fill the room. A small desk and chair are positioned nearby, complemented by a decorative plant and wall art.
Apartment in East Liberty
4.98 out of 5 average rating, 153 reviews

Upscale King Bed Suite |ADA w/ Free parking!

Enjoy our spacious king-sized bed suite located in the safe, central Friendship neighborhood. This newly renovated retreat is just a short distance from all that Pittsburgh has to offer! Steps away from Whole Foods and short walk to Yinz Coffee shop! ⭐King bed (Memory foam mattress) ⭐Queen pull out bed ⭐Pack n play ⭐ADA Accessible! ⭐In-unit washer/ dryer ⭐Large desk w/ speedy wifi & extra monitor ⭐Pet friendly ⭐24/7 Guest support ⭐Free off-street parking ⭐Close to CMU/ Pitt! ⭐$0 cleaning fee!

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 Highland Park
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
A comfortable living room is shown with a blue sofa and a wooden coffee table. An armchair is positioned nearby, complemented by a colorful throw. Soft lighting from a standing lamp and two floor lamps enhances the space, while a large window allows natural light to fill the room.
Home in Squirrel Hill South
4.98 out of 5 average rating, 53 reviews

Mid-century modern Lustron & Japanese garden

Stay in beautiful Squirrel Hill in a unique mid-century modern Lustron steel house. Enjoy a five minute walk to Frick Park, or a twenty minute walk to all of the cafés, restaurants, yoga studios, shops, and grocery stores on offer in the neighborhood. This home has been lovingly decorated with vintage and contemporary editions of classic designer furniture and international art. Cook your own meals in a recently remodeled kitchen and enjoy your food indoors, in the sunroom or outside.

Superhost
An outdoor seating area features a sectional sofa surrounded by brick walls. A glass-topped coffee table sits in front of the sofa, accompanied by a small folding table. A patio heater stands nearby, providing warmth and comfort.
Guest suite in Pittsburgh
4.82 out of 5 average rating, 66 reviews

Hidden Oasis-Hot Tub & King Bed

Serene Retreat on a Quiet Street - Unwind in your private outdoor oasis, complete with a cozy patio fireplace, hot tub, barbecue grill, and an outdoor dining area. Inside, relax in renovated space featuring a king-size bed, modern comforts, work space and high-speed Wi-Fi. 🔥🍖🛁 Where comfort meets outdoor living. Key Highlights: - Expansive patio with fireplace, hot tub, grill & outdoor dining area - all private to you! - Stylish interior with king bed - Fast Wi-Fi for remote work

Top Guest favourite
A comfortable living area features plush gray seating, complemented by a cozy area rug. A small, black side table is positioned beside the seating, and a modern electric fireplace provides a warm ambiance against a textured wall. A potted plant adds a touch of greenery.
Apartment in Pittsburgh
4.88 out of 5 average rating, 43 reviews

The Quiet Cozy Getaway! Located on a private road!

Come relax and enjoy a pleasant experience at this cozy apartment getaway nestled in the Churchill/Monroeville area of Pittsburgh Pull onto your private parking space Enter through your private entrance Use the convenient self checkin keypad Minutes away from Monroeville business district Exit to Downtown Pittsburgh is just 2 minutes away Hi speed internet Smart TV Netflix If you’re seeking a peaceful refuge or a couples retreat come be my guest at The Quiet Cozy Getaway!

Guest favourite
The loft features vaulted tin ceilings, showcasing natural light filtering through the windows. A comfortable beige sofa sits in the center, complemented by a wooden table and chairs in the background. Exposed brick walls add to the unique charm.
Apartment in Point Breeze
4.8 out of 5 average rating, 250 reviews

private attic loft, and pet friendly

unique one of a kind place. Its a one bedroom attic loft , that has been painstakingly renovated and built with creative little details everywhere. sometimes it's almost like you're in a tree house. It has 20'-vaulted tin ceilings and antique appliances and fixtures. Everything has been updated and works perfectly. There's a Nespresso machine and nice cotton linens on a memory foam king-size bed. It's a great romantic retreat or place to set up shop and stay awhile.

Guest favourite
A modern kitchen area features sleek cabinetry alongside a wooden countertop and stainless-steel appliances. A spacious gray sofa with decorative pillows is situated nearby, providing a comfortable seating option. Light streams through a window, illuminating the tiled floor and brick accent wall.
Apartment in Friendship
4.9 out of 5 average rating, 471 reviews

PRIVATE FULL STUDIO IN PITTSBURGH (C2)

This Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, a new sleeper sofa, a full kitchen and a full bathroom with a private entrance on the 2rd 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).

Guest favourite
A spacious living area is presented with a light-colored sectional sofa and a black coffee table atop a striped rug. A mounted television is visible above an elegant fireplace. Adjacent, a dining area features a round table with four chairs, illuminated by a stylish light fixture.
Apartment in Pittsburgh
4.96 out of 5 average rating, 123 reviews

Cozy 2 bedrooms unit - 15 minutes to Downtown

Welcome to your modern and stylish unit! Kick back and relax in this calm, stylish space that can accommodate 4 people. This cozy unit is in a duplex nestled in a safe and quiet neighborhood, just a stone's throw away from the vibrant regent square, 10 min to downtown. Step into our fully stocked beautiful kitchen where you can whip up your favorite drinks and meals. Enjoy the comfort and convenience of this lovely unit during your visit.🏡✨

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.
Apartment in Beechview
4.94 out of 5 average rating, 211 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 Wilkinsburg holiday rentals

When is the best time to visit Wilkinsburg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$159 NZD$149 NZD$123 NZD$114 NZD$159 NZD$114 NZD$140 NZD$193 NZD$173 NZD$173 NZD$144 NZD$158 NZD
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Quick stats about holiday rentals in Wilkinsburg

  • Total holiday rentals

    Explore 60 holiday rentals in Wilkinsburg

  • Nightly prices starting at

    Wilkinsburg holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,730 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Wilkinsburg holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Wilkinsburg rentals

  • 4.7 Average rating

    Wilkinsburg stays receive an average rating of 4.7 out of 5 from guests