Pet-friendly holiday rentals in Shadyside

4.83 out of 5 average rating, 167 reviews

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 North Oakland

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

4.99 out of 5 average rating, 98 reviews

An outdoor balcony features several wicker seating arrangements, accompanied by a glass-top table. Scenic views of Pittsburgh's East End are visible, showcasing the skyline and rolling hills against a bright blue sky.

Home in Mount Washington

City View Sanctuary ~ Hot Tub, Abundant Parking

This stylish and singular home boasts 6 rare off-street parking spots on Mt Washington! And once you're all parked, you'll discover a welcoming outdoor area, w/ unique views of Pittsburgh's East End, Emeraldview Park, parts of downtown, and the rolling hills beyond. You'll be staying minutes from popular destinations like PPG arena, downtown, Southside, Station Square, and the Monongahela riverfront. IDEAL FOR: traveling for work, events in Station Square, 2 or 3 couples traveling together

4.98 out of 5 average rating, 89 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, 215 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!

5 out of 5 average rating, 4 reviews

New Lux King Suite | Free Parking+Gym | Near UPMC

✨ Welcome to our stylish and modern apartment in the heart of Shadyside! This fully furnished 1 bedroom 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

4.86 out of 5 average rating, 201 reviews

Flat in Deutschtown

KING BED • Private Patio&Parking •Luxe City Escape

Welcome to the modern cozy atmosphere! This stylish place impresses with its brand new complete renovations. The new kitchen is equipped with the latest appliances, providing the perfect conditions for preparing your favorite meals. The private parking ensures convenience for guests, offering confidence in the safety of their vehicle. We are happy to provide an additional sleeping space upon request. We have a comfortable inflatable mattress that can accommodate two more guests.

4.95 out of 5 average rating, 365 reviews

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 Bloomfield

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.

A modern living area is showcased, featuring a sectional sofa adorned with light blue and gray cushions. A circular coffee table is placed on a textured rug, with potted greenery nearby. The well-equipped kitchenette, with wooden cabinetry and stainless steel appliances, is visible in the background.

4.88 out of 5 average rating, 59 reviews

Parking+GYM+HULU+ Near Retail Shopping|UPMC|Dining

Welcome to your cozy Shadyside home away from home. Thoughtfully designed and perfectly located, this space invites you to slow down and settle in. Start your mornings with a coffee along Walnut Street, explore the neighborhood’s charming local shops, then come back to a place that feels familiar and relaxing. Whether you’re here for work, hospital visits, or a quick city escape, this is a warm, peaceful spot to recharge and enjoy the best of Pittsburgh.

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.

4.93 out of 5 average rating, 58 reviews

StudioApt w/Gym+EV+Free Parking+Near Pitt Uni UPMC

Welcome to our stunning cozy 1-bed studio unit. Perfect for both business and leisure travelers, 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, 32 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.

A spacious living area features a comfortable gray sofa adorned with two throw pillows. A wooden coffee table sits in front, complemented by a decorative area rug. Three abstract wall art pieces enhance the ambiance, while a doorway leads to adjacent spaces.

4.89 out of 5 average rating, 247 reviews

Cozy 2BR steps from Walnut St!

2 bedroom/ 1 bathroom apartment in the heart of Shadyside, steps from Walnut Street! 🌟2 Memory foam queen beds (Nectar Mattresses!) 🌟Spacious living room with pull out bed 🌟24/7 guest support 🌟Fully stocked & equipped kitchen 🌟Private washer/ dryer 🌟Super comfy furnishings throughout We're here for you before, during and after your stay! Reach out if you have any questions or feel free to book instantly.

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, 410 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

4.95 out of 5 average rating, 108 reviews

The living room features a comfortable gray sofa adorned with colorful cushions, complemented by a soft area rug with bold geometric patterns. Natural light enters through windows, illuminating a TV stand with a large screen. A decorative ottoman and a chair add to the inviting space.

Home in South Side Flats

NFL Draft Stay |2 BR | South Side Home | Sleeps 6

4.95 out of 5 average rating, 169 reviews

A cozy living area features a sofa and an armchair, accented by colorful throw pillows and a textured cushion. Artwork adorns the walls, and a decorative mirror is mounted above a fireplace. A coffee table sits in the center, illuminated by a lamp beside it.

Home in Fineview

Eclectic Historic Sunny Vista Home with City Views

4.95 out of 5 average rating, 154 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, 427 reviews

Urban converted gas station in heart of South Side

4.89 out of 5 average rating, 314 reviews

Home in Troy Hill

Charming 5 bed Rowhouse | Downtown,Stadiums,Strip

4.92 out of 5 average rating, 379 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♥

4.97 out of 5 average rating, 148 reviews

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 Troy Hill

The View*Sleeps 6* City Home

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

A bright living area is presented with a comfortable blue sofa and a round coffee table. A small plant adds a touch of greenery. Light enters through large windows, enhancing the modern decor with a cityscape view visible outside.

Flat in Lower Lawrenceville

4.62 out of 5 average rating, 92 reviews

CozySuites | Trendy SDO, Lawrenceville

Home in Forest Hills

5 out of 5 average rating, 4 reviews

*Posh Pittsburgh* 2-story suite with pool & 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

4.95 out of 5 average rating, 74 reviews

The living room features vaulted ceilings and large windows, allowing natural light to fill the space. Comfortable leather seating is arranged around a rustic coffee table, with a modern entertainment unit and a fireplace in the background, enhancing the inviting ambiance.

Townhouse in Bridgeville

20 mins to Downtown- pool table & fenced yard

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, 215 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

Private, pet-friendly home rentals

An open living space features a modern kitchen with stainless steel appliances, a dining area with two stools, and a cozy seating arrangement with a brown couch and decorative pillows. A large window allows natural light to fill the area, complemented by sleek laminate flooring.

4.96 out of 5 average rating, 163 reviews

Cozy King Suite Just off Walnut

4.96 out of 5 average rating, 180 reviews

Spacious 2BR Steps to WholeFoods

A spacious bedroom features a king-sized bed with a warm-toned throw blanket. Large windows allow natural light to fill the room, complemented by soft lighting from bedside lamps. An office area includes a desk and chair, against a backdrop of a dark accent wall.

4.92 out of 5 average rating, 226 reviews

Luxurious 2Bed by Whole Foods

A modern living area showcases a comfortable sofa and an accent chair, complemented by a glass coffee table sitting on a patterned rug. The kitchen features sleek cabinetry and stainless steel appliances, while a dining table with chairs is positioned for shared meals.

4.94 out of 5 average rating, 195 reviews

Upscale King Suite by WholeFoods

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.

4.98 out of 5 average rating, 185 reviews

Upscale King Bed Suite |ADA w/ Free parking!

A spacious living area features a large sectional sofa adorned with a textured throw, complemented by a wooden coffee table. A 70-inch smart TV is mounted on the wall, while a small decorative plant and a cozy chair add a touch of warmth to the space.

4.95 out of 5 average rating, 188 reviews

Shadyside King Suite w/ Parking!

The living area features a cozy couch with a decorative throw, providing a warm contrast to the exposed brick wall. A dining area with two stools is situated near the kitchen, while a large smart TV displays various streaming options.

4.93 out of 5 average rating, 248 reviews

Chic Shadyside Apt w/ Balcony-1Block to Walnut St!

A spacious living area features a sectional sofa with decorative pillows, complemented by a round coffee table at the center. Exposed brick walls add texture, while natural light enters through multiple windows. A dining area with neutral furnishings is visible in the background, extending the open concept layout.