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Pet-friendly holiday rentals in Shadyside, Pittsburgh

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Shadyside, Pittsburgh

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Loft in North Oakland

4.79 out of 5 average rating, 118 reviews

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

Rental unit in Pittsburgh

4.8 out of 5 average rating, 254 reviews

Clean & Private Apt, Free Parking, Comfy King Bed

Welcome to this spacious private apartment located in the heart of Polish Hill, Pittsburgh! Enjoy the comfort of a king-sized bed, a fully equipped kitchen, and free off-street parking. Relax with a movie on the cozy bedroom projector or explore nearby hotspots like The Strip District and Lawrenceville, both just minutes away as well as Kaibur Coffee at the end of the street. With free parking, easy check-in, and quick access to downtown, this is the perfect place for your Pittsburgh stay!

Guest favourite

Townhouse in Bloomfield

4.88 out of 5 average rating, 145 reviews

HOT TUB KING bed Luxurious 2 bed in PRIME location

Enjoy a stylish experience at this centrally-located getaway. I believe in maximum comfort. All the comforts and amenities of home and more; including memory foam beds, smart tv, nespresso machine, and more. *5 miles from Heinz Field *20 minute walk to Lawrenceville strip *10 minute walk to Children's Hospital *1 mile from Shadyside *5 minute walk to West Penn Hospital This is the ultimate spot for a couples retreat or extended stay... NO PARTIES ALLOWED:) Please note the open stair case!

Guest favourite

Home in Pittsburgh

4.97 out of 5 average rating, 373 reviews

Head to Pittsburgh From Mt. Lebanon Cottage

Mt. Lebanon Cottage is a craftsman-style home that fuses contemporary styles with traditional elements. Enjoy our well-equipped kitchen, enjoy a coffee for two on the deck nestled in the trees or unwind on the front porch and enjoy the friendly neighborhood vibe. The home is in a walkable neighborhood of tree-lined streets and friendly locals. Blocks from unique shopping boutique options and dine at tasty local restaurants. Hike in the nearby nature and visit Pittsburgh just minutes away.

Guest favourite

Rental unit in Shadyside

4.92 out of 5 average rating, 122 reviews

Stunning 2 BR King Bed Suite ~ Steps from Walnut

Stunning & upscale 2 BR/ 1 bathroom perfectly located in the heart of Shadyside where you can easily walk to plenty of bars, restaurants, shops and more! ⭐️2 beds (1 King/ 1 Queen; High end memory foam mattresses) ⭐️Sleeper sofa ⭐️Pet Friendly ⭐️Free washer/ dryer in basement (Not shared) ⭐️Fully stocked & equipped kitchen ⭐️Private back porch My team & I are here for you 24/7 before, during and after your stay with us! Message us if you have any questions or feel free to instant book!

Guest favourite

Home in Pittsburgh

4.94 out of 5 average rating, 277 reviews

Cozy studio apartment, private entrance + porch

This cozy, private basement apartment is located on the tippy top of Pittsburgh's North Side in a neighborhood called Spring Hill. Hello incredible view! By car, you'll be minutes from downtown, the stadiums, incredible restaurants, concert venues, art museums and more! Enjoy your own entrance, porch, full bath, working area & kitchenette. 2 sweet cats & a very cool kid live on the premises. The cats are not allowed in the room but you may find them lounging on the back porch.

Guest favourite

Home in South Side Flats

4.9 out of 5 average rating, 378 reviews

Urban converted gas station in heart of South Side

My place is close to art and culture, restaurants and dining, and family-friendly activities. The southside is loaded with bars and restaurants, grocery and clothing stores, galleries, public library and pool. It is very near downtown Pgh and has great bike/running trails along the river. You’ll love my place because of the outdoors space, the neighborhood, the light, the comfy bed, and the kitchen. My place is good for couples, business travelers, and furry friends (pets).

Guest favourite

Rental unit in Shadyside

4.98 out of 5 average rating, 129 reviews

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

In the heart of Shadyside! 1 Block to Walnut St Short Walk to UPMC & West Penn hospitals, CMU & Pitt! 1BR/1 bath apartment with private covered balcony w/ TV in a prime location, dozens of restaurants, shops, coffee shops, and fitness studios close by. The building was gutted and entirely remodeled, everything down to the soundproofing and top of the line appliances are brand new! Free laundry included inside the unit. Fully stocked for both long and short term stays!

Guest favourite

Rental unit in Pittsburgh

4.93 out of 5 average rating, 205 reviews

Brand New Loft Lawrenceville Parking, Pet Friendly

Location, Location, Location! Stay in the heart of Lawrenceville, Pittsburgh's coolest neighborhood, in this beautiful, bright, newly renovated, large, 2 bedroom, 2 bathroom apartment. FREE PARKING SPACE INCLUDED! Pets welcome! Full kitchen, including pots and pans, stove, microwave, coffeemaker, kettle, dishwasher, toaster, washer and dryer, central AC/HEAT. This is the Sister apartment to our nextdoor listing - Butler Street Lofts in Lawrenceville Pet Friendly!

Guest favourite

Rental unit in Glenshaw

4.95 out of 5 average rating, 229 reviews

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

Guest favourite

Rental unit in Bloomfield

4.92 out of 5 average rating, 278 reviews

Cozy Entire Apt 1 *Friendship Park *Free parking

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. The apartment was recently updated and feels fresh, spacious. This 2nd floor space has 1 bedroom with a queen bed, a well equipped kitchen, and a luxurious bathroom & shower.

Guest favourite

Townhouse in Shadyside

5 out of 5 average rating, 142 reviews

Shadyside Townhouse with off street parking

Welcome to Shadyside! One of Pittsburgh's best neighborhoods! Two blocks from Walnut Street which includes shops, gyms, and restaurants. Everyone in your family will love Shadyside from toddlers to the four legged! Our townhouse offers everything you need from a complete kitchen to a desk, high speed internet and two en suites.

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Popular amenities for Shadyside, Pittsburgh pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Guest favourite

Home in South Side Flats

4.99 out of 5 average rating, 163 reviews

Historic South Side Home • Former Convent

Guest favourite

Home in Pittsburgh

4.94 out of 5 average rating, 139 reviews

Huge 5 BDRM min to Downtown & Stadiums w/ parking

Home in Troy Hill

4.9 out of 5 average rating, 286 reviews

Rare Oasis w 5 bed in Pittsburgh- Instaworthy

Guest favourite

Home in Bridgeville

4.94 out of 5 average rating, 127 reviews

Spacious 2 Bedroom in a Convenient Location

Guest favourite

Home in Point Breeze

4.82 out of 5 average rating, 196 reviews

Steel City Beds, Breakfast and More

Guest favourite

Home in Pittsburgh

4.95 out of 5 average rating, 119 reviews

The Little House on Evergreen

Guest favourite

Home in Mount Washington

4.98 out of 5 average rating, 148 reviews

the “Grand Lady”

Guest favourite

Home in South Side Flats

5 out of 5 average rating, 217 reviews

High-End South Side 4 Bedroom House, sleeps 15!

Pet-friendly home rentals with a pool

Guest favourite

Home in Sarver

4.99 out of 5 average rating, 89 reviews

Country Retreat: Indoor Pool/Pickle Ball/Sleeps 12

Guest favourite

Rental unit in Pittsburgh

4.91 out of 5 average rating, 11 reviews

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

Guest favourite

Home in Slovan

5 out of 5 average rating, 34 reviews

Billy Boy Retreat - Cohosted by Stacy & Dave

Loft in South Side Flats

4.64 out of 5 average rating, 85 reviews

Kasa | 1BD w/ Gym & Pool Access | SoSide Flats

Rental unit in Strip District

New place to stay

Industrial Loft PlentyNatural Light Strip District

Home in Valencia

4.78 out of 5 average rating, 18 reviews

Lovely Valencia Home w/ Yard & Private Pool!

Home in Oakmont

New place to stay

Convenient townhome

Home in New Kensington

4.33 out of 5 average rating, 27 reviews

Cheerful 4BR Chalet with Seasonal Pool, Hot Tub

Private, pet-friendly home rentals

Guest favourite

Rental unit in Pittsburgh

4.99 out of 5 average rating, 69 reviews

2bd unit in regent square - 15 minutes to Downtown

Guest favourite

Guest house in Pittsburgh

5 out of 5 average rating, 6 reviews

Polish hill cabin

Guest favourite

Home in Point Breeze

4.95 out of 5 average rating, 19 reviews

Prime Point Breeze Artist Home

Guest favourite

Townhouse in Pittsburgh

5 out of 5 average rating, 26 reviews

New Retreat in Convenient Suburb to airport/city

Guest favourite

Rental unit in Pittsburgh

4.96 out of 5 average rating, 25 reviews

Million dollar backyard view!

Loft in Bloomfield

4.92 out of 5 average rating, 48 reviews

Modern Scandinavian Inspired Loft [LIMA]

Guest favourite

Home in Pittsburgh

4.94 out of 5 average rating, 31 reviews

Spacious Home near Arsenal Park l High Speed WiFi

Guest favourite

Rental unit in Pittsburgh

4.92 out of 5 average rating, 63 reviews

Pet Friendly with King Bed on Butler Street!

Quick stats about holiday rentals that are pet-friendly in Shadyside, Pittsburgh

Total rentals
80 properties
Nightly prices starting at
$53 SGD before taxes and fees
Total number of reviews
6.3K reviews
Family-friendly rentals
40 properties are a good fit for families
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Wifi availability
80 properties include access to wifi

Destinations to explore