Pet-friendly holiday rentals in Shadyside

4.99 out of 5 average rating, 69 reviews

The floating home is presented from an aerial view, showcasing its unique two-level structure nestled on the calm waters of the Allegheny River. The wrap-around deck and patio doors are visible, enhancing the connection to nature, with lush greenery lining the riverbank.

Houseboat in Blawnox

Allegheny River Aqua Villa

Experience a unique getaway on the Allegheny River with our exceptional tiny home built on a barge! This floating haven offers a distinctive reverse floor plan with luxury & breath-taking views! Lower Level- Two inviting bedrooms, each with twin beds that can convert into a king for your comfort - Full bathroom with Dual Rainfall Shower Heads. Upper Level - Open Concept Living with TV & Internet, Fully Equipped Kitchen & Peninsula. See-through gas fireplace! Patio Doors & Wrap around Decks!

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, 213 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!

A modern living room features a comfortable sofa with decorative pillows, complemented by an armchair and a coffee table. The kitchen area showcases a marble countertop, with bar stools provided for dining. Bright wall art enhances the space, illuminated by natural light from the window.

4.91 out of 5 average rating, 294 reviews

Queen Bed Suite|Heart of Shadyside|Walkable &Quiet

Stylish and freshly renovated 1 BR/ 1 bath apartment perfectly located in the heart of Shadyside where you can easily walk to plenty of bars, restaurants, shops and more! Fully equipped for an extended stay, weekend getaway, or just a place to crash for the night. ⭐️Super comfy queen memory foam mattress 🌟24/7 Guest support ⭐️Free off-street parking! 🌟Fully stocked & equipped kitchen ⭐️Queen sized pull out sofa 🌟Pet Friendly (Must provide vaccination records) ⭐️Laundry (Free and in-unit)

4.98 out of 5 average rating, 83 reviews

A welcoming living room features large bay windows allowing natural light to fill the space. A comfortable blue sofa with decorative pillows faces a wooden coffee table, which sits atop an area rug. A wooden media console houses a television, and plants enhance the ambiance.

Flat in Brighton Heights

Urban Cottage

Relax and unwind in this urban getaway just minutes from Pittsburgh’s North Shore and Downtown. This freshly renovated stay offers modern conveniences coupled with old-world charm. Packed with vintage furnishings, this environment is conducive to unplugging from everyday stress. Parking and public transportation are a breeze. With a designated workspace and easy access to stadiums, casino, restaurants, and museums, stay for a weekend or more. Enjoy all this quiet Urban Cottage has to offer!

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, 40 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

Superhost

The bathroom is equipped with a double vanity featuring sleek sinks and modern faucets. A large mirror with integrated lighting enhances the space. Fresh white towels are displayed, and a walk-in shower with a curtain offers privacy. Natural wood flooring adds warmth to the design.

Loft in North Oakland

4.87 out of 5 average rating, 127 reviews

Industrial Loft 5 min to UPMC Shadyside CMU Pitt,

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, 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.

Flat in Lower Lawrenceville

The living area features a comfortable couch and a coffee table, with a wall of windows allowing natural light to fill the space. A desk and chair are positioned for workspace, while decorative elements and plants add a homely touch.

4.9 out of 5 average rating, 135 reviews

Pet Friendly with King Bed on Butler Street!

Located right in the heart of Lawrenceville on Butler St., you can't beat this location! Our 1st floor apartment is tastefully furnished and stocked for short term and longer term stays - perfect for living and working, or quick getaways! Our well appointed kitchen is great for cooking, our two desks are perfect for two work from home travelers, our cozy bedroom invites you to sleep in, and the living room's couch and smart TV invite you to relax!

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.

4.92 out of 5 average rating, 327 reviews

Flat in Bloomfield

Cozy Flat-A | 1BR Quiet Stay in Friendship Park

Cozy 1BR apartment on the first floor with cozy 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.

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, 408 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, 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, 153 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

4.92 out of 5 average rating, 378 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, 147 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

Superhost

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

4.87 out of 5 average rating, 178 reviews

River Ridge Retreat

4.83 out of 5 average rating, 240 reviews

A cozy living area features a colorful array of artwork on the walls and a mounted flat-screen television. A decorative fireplace with a warm glow is complemented by a cowhide rug on the wooden floor. A leather recliner and a dining area are seen in the background.

Home in Point Breeze

Steel City Beds, Breakfast and More

Pet-friendly home rentals with a pool

Superhost

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

4.91 out of 5 average rating, 22 reviews

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

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

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

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, 160 reviews

Cozy King Suite Just off Walnut

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, 246 reviews

Cozy 2BR steps from Walnut St!

The spacious living area features a mix of modern and cozy furnishings. A large sectional sofa and additional seating surround a circular coffee table, with a textured area rug underfoot. Exposed brick adds character, while large windows allow natural light to fill the room.

4.93 out of 5 average rating, 160 reviews

Huge Open Concept 2BR by Walnut

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.

4.92 out of 5 average rating, 171 reviews

Cozy Apt in Heart of Shadyside - Private Balcony

4.9 out of 5 average rating, 169 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

4.94 out of 5 average rating, 194 reviews

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.

Flat in Friendship

Upscale King Suite by WholeFoods

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, 187 reviews

Shadyside King Suite w/ Parking!

The living area features a spacious gray sofa adorned with a blue throw pillow, accompanied by two round wooden tables. Large windows with blue curtains allow natural light to fill the room, while a floor lamp and wall-mounted fixture provide additional lighting.