Pet-friendly holiday rentals in Shadyside

4.99 out of 5 average rating, 67 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, 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 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.

4.92 out of 5 average rating, 289 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)

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, 211 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

4.84 out of 5 average rating, 19 reviews

King Bed + Free Park/Gym | Close to UPMC/Pitt/CMU

✨ 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

4.87 out of 5 average rating, 127 reviews

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

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**

A modern kitchen features light wood cabinetry and stainless steel appliances. A spacious island with bar seating is present, alongside essential cooking equipment. Natural light enters through a large window, enhancing the clean and functional design of the space.

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.

4.96 out of 5 average rating, 362 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

Cozy Entire APT B Friendship Park & Free Parking

Ground Floor Entire apartment with one bedroom, living room, bathroom is located in Bloomfield, a quiet yet vibrant neighborhood that’s central to all the best attractions. It features off Street parking , a rare find in the central city. This space has 1 bedroom with a queen bed, a well equipped kitchen, and a luxurious bathroom & shower. 🎈Smart lock w/ private entrance 🎈Luxurious waterfall shower head 🎈private parking lot 🎈Full equipped kitchen

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.

4.89 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, 31 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 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!

Stylish 1BR/1 bath apartment with off street parking in the heart of Shadyside, steps to Walnut St -- DESIGNATED OFF STREET PARKING! Short Walk to UPMC & West Penn hospitals, close to CMU & Pitt! The building was gutted and entirely remodeled, everything down to the soundproofing and top of the line appliances are brand new! Granite kitchen, Free laundry included inside the unit, 70inch 4K TV!

Popular amenities for Shadyside pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

5 out of 5 average rating, 131 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.

Home in South Side Slopes

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.

4.95 out of 5 average rating, 107 reviews

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

4.83 out of 5 average rating, 324 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, 149 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 Strip District

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

4.97 out of 5 average rating, 146 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

4.88 out of 5 average rating, 143 reviews

A modern bedroom features a spacious bed with light grey bedding, accompanied by neatly arranged towels and a book on a side table. A decorative plant and a stylized wall art piece add character, while warm lighting enhances the ambiance.

Home in Deutschtown

Stylish 3 Bedrooms Home • Private Patio & Parkin

4.95 out of 5 average rating, 109 reviews

The living room features a combination of modern furnishings, including a dark leather sofa and two wooden armchairs. A geometric artwork is displayed above the media console, and large windows allow natural light to fill the space. A decorative plant adds a touch of greenery.

Home in South Shore

Mount Memento: City Escape w. Grand View/Game Room

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

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

4.97 out of 5 average rating, 73 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, 212 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, 156 reviews

Cozy King Suite Just off Walnut

A modern living space is equipped with a comfortable sectional sofa and a glass coffee table. The room features tasteful decor, including wall art and a circular mirror. A ceiling fan provides airflow, and an open doorway leads to the kitchen, highlighting the space's layout.

4.94 out of 5 average rating, 182 reviews

Shadyside 2Bed 2Bath w/ Parking!

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, 241 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.

4.94 out of 5 average rating, 156 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, 169 reviews

Cozy Apt in Heart of Shadyside - Private Balcony

4.94 out of 5 average rating, 190 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

4.97 out of 5 average rating, 38 reviews

A serene backyard pathway is lined with natural stone, leading through an area adorned with potted plants and greenery. Wooden fencing provides privacy, while soft lighting on the fence highlights the garden's charm. A large tree offers shade and enhances the peaceful ambiance.

Flat in Bloomfield

Backyard Oasis in the City

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.