Pet-friendly holiday rentals in Shadyside

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.

4.95 out of 5 average rating, 149 reviews

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

Experience unparalleled luxury in this spacious 5-bedroom, 3.5-bathroom haven, perfectly situated in the heart of Pittsburgh. Boasting not one, but two roof decks, you'll have the finest city vistas right at your fingertips. Relax by the indoor-outdoor gas fireplace this is a serene escape amidst the urban hustle. With the addition of garage parking for 1 vehicle + Parking pad directly in front of the garage door, your downtown retreat combines modern elegance with supreme comfort, promising a m

4.79 out of 5 average rating, 62 reviews

A spacious studio apartment features sleek dark cabinetry and modern appliances in the fully-equipped kitchen. A comfortable sofa is paired with decorative cushions. Natural light enters through large windows, illuminating the industrial-style decor and the cozy sleeping area with a neutral-colored bed.

Apartment in Pittsburgh

Heart of Strip District | King Bd | Rooftop + Gym

Unwind in this stylish studio on Penn Ave in the heart of PB’s lively Strip District. Pittsburgh is full of award-winning restaurants, bars, shops, & historic landmarks. Adventure easily from this prime location. Once you are ready to relax, retreat to the comfy apt. ✔ Jaw-dropping ROOFTOP lounge view of the city! ✔ Overlooking ❤︎ of Strip District restaurants, bars, and shops ✔ Fitness Center In-building ✔ 5m to ❤︎ of Downtown / Univ. of Pittsburgh ✔ Fully-equipped kitchen Learn more below!

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

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!

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!

4.81 out of 5 average rating, 134 reviews

A spacious living area showcases a modern design with an open kitchen equipped with dark wooden cabinetry and a large island. Features include a black dining table with chairs, a sofa against the wall, and an accent rug on the concrete flooring, illuminated by overhead lighting.

Loft in North Oakland

3E-Spacious close to PITT/CMU/Carlow, Sleeps 4

Come and relax in our new AirBNB location! This historic warehouse was converted into apartments but 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 most have full kitchens and all required accessories for you to drop your suitcase and start relaxing. **NOW PET FRIENDLY-$50.00 PET FEE PER STAY**

Apartment in Brighton Heights

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.

4.98 out of 5 average rating, 83 reviews

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!

A fully equipped kitchen features modern white cabinetry, sleek granite countertops, and stainless steel appliances, including a microwave and stove. A double-basin sink is positioned near the window, with essential kitchenware, plates, and glassware arranged on the counter.

4.91 out of 5 average rating, 349 reviews

Upscale Double King Bed Suite ~ Steps from Walnut!

Upscale 2 bedroom/ 1 bathroom APT 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. ⭐️Two Memory foam king beds 🌟24/7 Guest Support ⭐️In-unt Washer/ Dryer 🌟Fully stocked & equipped kitchen ⭐️Sleeper sofa (Full) 🌟Pet Friendly (Most provide vaccination records) ⭐️Private entrance & front porch ⭐️Steps from popular Walnut Street!

5 out of 5 average rating, 3 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

4.92 out of 5 average rating, 156 reviews

A charming brick home is seen from the front, featuring a gabled roof and an inviting porch with white railings. A flag hangs prominently by the entrance, while a small yard with grass is adjacent. Air conditioning units are visible beside the home.

Home in Bridgeville

Spacious 2 Bedroom in a Convenient Location

Our property is located right off I-79 in Bridgeville, Pa. The home is completely remodeled and features a renovated kitchen with all new appliances, 55" & 65" flat screen televisions, a well lit off-street parking area (5 cars), and is in walking distance to the business district with restaurants, bars, cafes and shops. 2 bedrooms: 1st floor bedroom (1 Queen bed) with 1 full bath, 2nd floor bedroom (1 Queen bed) and 1 full bath. Large laundry area with washer and dryer.

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, 310 reviews

A bright living area is highlighted by a cozy sectional sofa, a coffee table, and a dining table for four. Natural light streams through three windows, illuminating the wood beams on the ceiling. A wall-mounted TV and a full kitchen are also visible in the space.

Apartment in Glenshaw

The Camera Stop

Open and bright private apartment located in the Fox Chapel area. Entire apartment was recently remodeled with all new furnishings and fixtures. We are located only 20 minutes from Downtown Pittsburgh and 15 minutes to Heinz Field, PPG Paints Arena, and PNC Park. This area is close to shopping, restaurants, grocery stores and the PA Turnpike. Jennifer is my office manager and your contact for any bookings or questions you may have. NO SMOKING

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.

Popular amenities for Shadyside pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.91 out of 5 average rating, 283 reviews

A cozy living area is highlighted by a sleek beige leather sofa, accompanied by decorative pillows. A glass coffee table sits on an ornate area rug, while natural light illuminates the space. The staircase and a softly lit hallway can be seen in the background.

Home in Duquesne

Entire home near Kennywood without extra fees.

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

4.95 out of 5 average rating, 107 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

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, 377 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, 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

4.83 out of 5 average rating, 238 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

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

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.

Apartment 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.

Apartment 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.

Apartment 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.

Apartment in South Side Flats

4.55 out of 5 average rating, 212 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.

4.75 out of 5 average rating, 12 reviews

Cozy & Beautiful Pittsburgh Home

Private, pet-friendly home rentals

5 out of 5 average rating, 5 reviews

Home in Mount Washington

Breathtaking views of PGH! Rooftop Deck + Parking

A spacious bedroom is highlighted by deep blue walls and a landscape painting above a well-made bed with crisp white linens. Two bedside lamps provide ambient lighting, and a plant adds a touch of greenery to the room.

4.78 out of 5 average rating, 360 reviews

Peaceful 2BR King Bed Suite | Walk to Walnut St!

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.

4.97 out of 5 average rating, 39 reviews

Cottage on a hill

5 out of 5 average rating, 5 reviews

Cozy House

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.

Apartment in Friendship

Cozy King Suite|Central, Workspace + Free Parking

Condo in Mexican War Streets

4.98 out of 5 average rating, 63 reviews

Clean, cozy & walkable condo w/ luxury upgrades

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.