Pet-friendly holiday rentals in Shadyside

4.88 out of 5 average rating, 176 reviews

A cozy living area features a sectional sofa and a leather couch. Natural light enters through large windows, while a stylish chandelier adds a touch of elegance. A wooden dining table and chairs create a welcoming space for gatherings.

Home in Rankin

River Ridge Retreat

Discover the charm of our Braddock, PA Airbnb! Just minutes from all Pittsburgh attractions, reach any city hotspot within 20 minutes. Close to Regent Square, Bakery Square, and Point Breeze. Explore Kennywood Park across the river and enjoy quick access to Sandcastle Waterpark. Whether it’s UPMC, downtown, CMU, or The Strip, we’re minutes away from it all! Your perfect Pittsburgh getaway awaits! *If you enjoy this space, the owners are amenable to selling. Please contact for more information

4.98 out of 5 average rating, 86 reviews

A brick townhouse features a charming facade with multiple gabled roofs and evenly spaced windows. The entrance is accented by a wooden porch, surrounded by trees and landscaping that complement the residential setting.

Home in Shadyside

Avant-Garde Escape by Walnut

Welcome to our stylish, newly-renovated home, complete with modern amenities, tasteful decor, and all-new everything. Perfectly located just steps from Walnut Street’s best restaurants, bars, and shops—a prime base for exploring Pittsburgh! ⭐ 2 King beds + 2 Queen beds + 5 rollaway beds or futons - can sleep 16 easily! ⭐ Private deck ⭐ Free Washer/Dryer ⭐ 2 Off-Street Parking spaces (Free) ⭐ Pack N Play & High Chair Our team is here 24/7 to support you before, during, and after your stay!

A light-filled living area displays a comfortable sofa paired with an accent chair and a round coffee table. A dining area with bar stools is visible, along with a modern kitchen featuring stainless steel appliances and stylish cabinetry. Warm wooden flooring adds to the inviting ambiance.

4.9 out of 5 average rating, 205 reviews

Cozy King Suite with Parking!

In the heart of Shadyside! 1 Block to Walnut St w/ FREE OFF STREET PARKING Short Walk to UPMC & West Penn hospitals, 3 min drive to CMU & Pitt! 1BR/1 bath apartment in a prime location, with all Shadyside has to offer just steps away! Enjoy dozens of restaurants, shops, coffee shops, and fitness studios close by. The building was gutted & entirely remodeled in March 2024, everything down to the soundproofing, granite kitchen, and top of the line appliances & in-unit laundry is brand new!

Flat in Central Northside

A spacious living area features a large flat-screen TV mounted above an electric fireplace. A coffee table is positioned centrally, while large windows allow natural light to illuminate the room. Potted plants enhance the inviting atmosphere of the space.

4.95 out of 5 average rating, 209 reviews

Amazing views! Free Parking!

After a year-long restoration project, we are thrilled to present our home in Pittsburgh's historic north side. What awaits you is a quiet, downtown gem surrounded by nature with amazing city views. What You'll Love: -Total and complete renovation between 2020-2021 -Gourmet, fully-equipped kitchen including coffee/tea station -Remarkable city views -Close to stadiums, downtown, museums -Relaxing patio -Gigabit internet connection -Peaceful nature surroundings -Comfortable memory foam beds

The bedroom features a luxurious king-size bed adorned with premium linens and vibrant orange decorative pillows. Two framed wall art pieces are displayed above the bed. Soft lighting is provided by wall sconces, and a patterned area rug enhances the room's modern aesthetic.

4.95 out of 5 average rating, 38 reviews

Lux King Bed | Free Parking + Gym | UPMC+CMU+Pitt

✨ Welcome to our stylish and modern studio apartment in the heart of Shadyside! This fully furnished suite features sleek décor, a fully equipped kitchen, cozy living space and luxurious king bed. Enjoy top-tier amenities, including: 🔹 Fitness Center & Yoga Studio 🔹 Free Street Parking 🔹 Complimentary Coffee Station 🔹 Variety of Co-Working Spaces 🔹 Resident Clubroom with TV 🔹 Courtyard with BBQ & Ping Pong Table 🔹 EV Charging Station 🔹 On-Site Retail 🔹 Bike Storage Room

The living room features a spacious gray sectional sofa positioned near large windows that allow natural light to fill the space. A modern glass coffee table is centered on a soft area rug, while white interior doors provide access to closet space.

4.89 out of 5 average rating, 214 reviews

Cozy King suite! $0 cleaning fee

Brand new listing! 1 BR/ 1 bath apartment in a prime location steps away from Walnut street with plenty of restaurants, shops, coffee shops & UPMC Shadyside hospital! Fully equipped for both long and short stays. - King bed (memory foam mattress) - Sleeper sofa - 24/7 Guest communication - Pet friendly - Fully stocked kitchen - Smart Home Technologies - Central AC/ Heat - Free street parking - Speedy wifi & desk - Free washer/ dryer Message today to secure your reservation!

4.79 out of 5 average rating, 142 reviews

A modern living area features a spacious gray sectional sofa with decorative pillows, alongside two round coffee tables. A mounted TV is visible, and a fully equipped kitchen with dark cabinetry and stainless-steel appliances is featured in the background. Natural light pours in through large windows, complemented by sheer curtains.

Loft in North Oakland

Industr Loft 5min Shadyside East Liberty Oakland 6

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 with natural light. These units come fully furnished and most have full kitchens and all your required accessories for you to just drop your suitcase and start relaxing. **NOW PET FRIENDLY-$50.00 PET FEE PER STAY**

4.99 out of 5 average rating, 214 reviews

The exterior of a brick building showcases a distinctive round turret topped with a slate roof. A blue front door, framed by an arched window, is highlighted by the warm tones of the surrounding brickwork. Symmetrical windows and decorative light fixtures add to the structure's charm.

Flat in Pittsburgh

504 Bascom Ave Serene Luxury

Nestled in the middle of an adorable community of stone cottages, this historic structure built in 1938 was the first home John Mattys built in this neighborhood. He went on to build all the houses on Mattys (named after himself) and Oceanas Avenues (named for the sisters that commissioned and lived in this duplex). Re-imagined for contemporary lifestyles, 504 Bascom is your cozy cottage but with all the amenities you deserve. I look forward to hosting you!

4.99 out of 5 average rating, 121 reviews

A spacious kitchen features modern appliances, including a stove and microwave, set against a backdrop of exposed brick. Ample counter space is provided by a mix of polished stone and wood surfaces, with an undermount sink positioned for convenience.

Loft in Allegheny West

"The Spa Room" Renovated Flashlight Factory

Beautiful 1700 sq ft loft apartment. Located in historic north side. Minutes from both the stadiums, night life, casino, and museums! Best suited for 2 but can accommodate 4. Hard wood floors. Exposed brick. Huge state of the art kitchen. Beautifully executed bathroom with a walk in shower and massive soaking tub. If the bathtub isn't enough for you there is a hot tub located in the light well 1 floor down from the loft. Our other AirB&B is a Plus.

4.96 out of 5 average rating, 132 reviews

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.

Flat in Edgewood

Cozy 2 bedrooms unit - 10 minutes to Downtown

Welcome to your modern and stylish unit! Kick back and relax in this calm, stylish space that can accommodate 5 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.🏡✨

4.89 out of 5 average rating, 53 reviews

Cozy Apt+Gym+ EV+Free Onsite parking+Near UPMC

Welcome to our stunning luxury 1-bed studio unit. Perfect for both business and leisure travellers, this elegant retreat offers a perfect blend of comfort, style, and convenience, ensuring a memorable stay in the heart of Pittsburgh. Nestled in a prime location, our unit provides easy access to the city’s top attractions, making it the ideal base for exploring everything Pittsburgh has to offer ! *ID and Background verification needed *

The living room features a light-colored pull-out couch, a marble-top coffee table, and a large 65-inch smart TV mounted on the wall. Two decorative wall art pieces are displayed alongside a closet with louvered doors. Natural light enters through a window covered by sheer curtains.

4.97 out of 5 average rating, 30 reviews

①min->Walnut:CMU:UPMC

I've hosted & co-hosted for 4 years. All questions are answered here so you can make an informed decision. ★ 3 min Walk to Walnut Street ★ 3 minutes Drive to UPMC Shadyside ★ 5 min Drive to CMU ★ 5 minutes Drive to Bakery Square ★ 6 minutes Drive to University of Pittsburgh ★ 8 min drive to Duquesne University ★ 10 min drive to Downtown ★ 15 min drive to Mount Washington We take absolute pleasure in welcoming you in our home.

Popular amenities for Shadyside pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.94 out of 5 average rating, 406 reviews

The living area features a green velvet sofa and a neutral-colored couch, arranged around a rectangular white coffee table. A minimalist rug lies on the floor, while a flat-screen TV is mounted on the wall. Natural light filters through the curtains, illuminating the space.

Home in Carrick

Large house to relax with friends and family

5 out of 5 average rating, 130 reviews

A spacious living area features a comfortable sectional sofa and a pair of armchairs, accented by soft seating cushions. Large windows are adorned with sheer curtains, allowing natural light to brighten the room. A decorative area rug lies on the hardwood floor, and small tables complete the arrangement.

Home in Mt. Lebanon

Seneca Place: A historic home in Mount Lebanon.

4.83 out of 5 average rating, 323 reviews

A modern kitchen features white cabinetry and wooden countertops, along with stainless steel appliances. Natural light illuminates the space from large windows. Open shelving displays dishware and decorative items, while a coffee maker and kettle are arranged on the countertop.

Home in Deutschtown

Farmhouse |Walk to Stadiums | 2BR | Free Parking

4.95 out of 5 average rating, 148 reviews

A modern living room features large windows that allow natural light to fill the space. A sleek gas fireplace is framed by dark stone, while a large television is mounted on the wall. Comfortable armchairs and a circular coffee table complete the inviting atmosphere.

Home in Pittsburgh

Skyline Haven:5BR/3.5BA +2 parking spots + Rooftop

Home in East Carson Street

A modern living area is highlighted by large windows allowing natural light to fill the space. A comfortable sofa is adorned with decorative pillows, facing a wooden coffee table. A tall lamp stands nearby, and shelves display various books and decor.

4.91 out of 5 average rating, 425 reviews

Urban converted gas station in heart of South Side

4.92 out of 5 average rating, 376 reviews

A cozy living room features deep blue walls with natural light coming through the window. Two gray sofas are arranged around a low coffee table atop a patterned area rug. A brick fireplace serves as a focal point, adorned with decorative items and artwork.

Home in Troy Hill

★2 Car off-street parking★ Outdoor dining ♥view♥

4.88 out of 5 average rating, 141 reviews

The exterior of the house features a brick facade and a covered porch with blue front doors. A staircase leads to the entrance, bordered by lush greenery and blooming flowers, while a single-car garage is visible beneath the porch.

Home in Brookline

Comfy, 3bedroom, Single car garage with a driveway

Home in Central Northside

A cozy living area features a green sectional sofa adorned with patterned pillows, a pair of wooden tables, and a soft area rug. Natural light enters through two windows with light curtains, enhancing the inviting atmosphere. A decorative lamp adds warmth to the space.

4.95 out of 5 average rating, 129 reviews

Pet Friendly + Great Location + Steps to AGH

Pet-friendly home rentals with a pool

4.91 out of 5 average rating, 22 reviews

A cozy stone patio is covered with a grape arbor, offering shade and inviting seating arrangements. A small table adorned with flowers is surrounded by chairs, while potted plants and greenery add to the serene outdoor setting. The area is easily accessible and well-maintained.

Flat in Pittsburgh

1st Fl. Huge Flat on 2 Acres - Pets/Garage Parking

Home in Brighton Heights

New place to stay

Luxe craftsman with heated pool, 5 mins to stadium

Home in Forest Hills

5 out of 5 average rating, 4 reviews

*Posh Pittsburgh* luxury 2-story suite with patio

The studio features a queen bed with light bedding, complemented by a bedside table. A cozy seating area includes a blue sofa and a TV stand with a television. Two large windows provide natural light, adorned with horizontal blinds.

Flat in Lower Lawrenceville

4.57 out of 5 average rating, 67 reviews

CozySuites | Modern SDO, Lawrenceville

5 out of 5 average rating, 5 reviews

A private patio area features a paved surface with scattered leaves, leading to a grassy lawn edged by trees. A chair is positioned nearby, offering a spot to enjoy the outdoor space.

Home in Oakmont

Convenient townhome

A spacious living area showcases a large, comfortable sofa and a stylish coffee table perched on a textured area rug. A sleek television cabinet beneath a flat-screen TV offers practical storage. Large windows allow natural light to illuminate the room, enhancing the overall welcome.

Flat in South Side Flats

4.55 out of 5 average rating, 211 reviews

Kasa | Family 2BD with Gym & Sauna | SoSide Flats

The exterior of a two-story home is depicted, featuring a well-maintained lawn and patio area. Two white chairs are positioned under a covered entryway, while the garage door and multiple windows enhance the facade. Lush greenery frames the scene, highlighting the welcoming atmosphere.

Home in Pittsburgh

4.75 out of 5 average rating, 12 reviews

Cozy & Beautiful Pittsburgh Home

Flat in Lower Lawrenceville

4.67 out of 5 average rating, 3 reviews

CozySuites Deluxe SDO, Lawrenceville

Private, pet-friendly home rentals

A cozy living area is illuminated by natural light, featuring hardwood floors and a decorative brick fireplace. A mounted TV is positioned above a metal and glass stand. A patterned area rug lies under a coffee table, complemented by a leather sofa and a lamp.

Townhouse in Shadyside

4.84 out of 5 average rating, 64 reviews

Walk to Walnut St: ‘Shadyside House’ w/ Deck

4.97 out of 5 average rating, 38 reviews

A warm living area features a stone fireplace gently glowing with light. Comfortable seating arrangements include a sofa and an inviting window nook with colorful cushions. Natural light enters through multiple windows, highlighting the wooden beam ceilings and rich tones of the walls.

Home in Pittsburgh

Cottage on a hill

A cozy seating area features a gray sofa adorned with a red and white cushion. A wooden coffee table stands beside it, complemented by a small potted plant. Natural light enters through two large windows, which are framed by exposed brick walls.

Flat in Pittsburgh

4.63 out of 5 average rating, 19 reviews

2 Bed/1 Bath renovated apartment- Free Parking

A spacious bedroom features a large bed with crisp white linens and plush pillows against a navy blue accent wall. A small wooden bedside table holds a lamp, and a piece of artwork depicting mountains adorns the wall. Soft natural light enters through a window with light curtains.

4.8 out of 5 average rating, 328 reviews

Chic & Cozy 2BR | Walkable Shadyside Location

The living room features a cozy blue sofa and a round coffee table positioned on a braided rug. A ceiling fan circulates air, while natural light pours in through two windows. A wall-mounted TV and a wooden desk complete the inviting space.

4.93 out of 5 average rating, 166 reviews

Cozy Apt in Heart of Shadyside - Private Balcony

4.9 out of 5 average rating, 167 reviews

A cozy living area is presented with a charcoal gray sofa facing a wall-mounted smart TV. Natural light filters through two large windows adorned with blue curtains. A white coffee table sits on a patterned area rug, complemented by an armchair and a green plant nearby.

Flat in Friendship

Cozy King Suite|Central, Workspace + Free Parking

A private bedroom features a spacious king bed, adorned with decorative pillows and a textured white blanket. Two lamps flank the bed on dark nightstands. Above, two vibrant pieces of artwork contrast against the teal accent wall, while natural light filters through sheer curtains.