Pet-friendly holiday rentals in Wilkinsburg

4.95 out of 5 average rating, 182 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

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

Outdoor spacesPetsCleanliness

Townhouse in South Side Flats

The modern kitchen features white cabinetry, stainless steel appliances, and a spacious central island with yellow bar stools. Sleek countertops and stylish pendant lighting enhance the functional space, which is complemented by warm wooden flooring.

4.88 out of 5 average rating, 311 reviews

Amazingly Homey w/Garage + Outdoor Space! 5B/2B

Magnificent 5bedroom Southside townhome with private garage parking! Originally built in the early 1900s, the property recently underwent a full renovation which preserved it's character & charm, but added wonderful modern amenities. Located in one of the best locations in Pittsburgh, just a short walk to the Southside Strip. The property has a lovely outdoor patio with furniture and grill. It's a wonderful property for traveling business partners who want space, families, and small groups alike

PetsWalkabilityBiking

The image captures a serene outdoor space featuring a pond with cascading water and lush greenery. A wooden pergola provides shade over hanging chairs. The landscaped area includes rocks, plants, and a glimpse of the home in the background, enhancing the tranquil atmosphere.

4.96 out of 5 average rating, 137 reviews

Urban Oasis Home - Hot Tub, Pet-friendly, Koi Pond

This charming historical home is close to everything! You can be downtown within 5 minutes. You'll be minutes from the stadiums, museums, and the casino! Pamper yourself. Relax in the hot tub while listening to the sounds of the waterfall over the pond. Watch the colorful Koi splash and play. The meticulously landscaped grounds have countless surprises and beauty in every season. You will enjoy every comfort in this luxurious three-bedroom and 2.5 baths. There's even a shower for your furbaby!

WalkabilityOutdoor spacesAccess

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.

4.81 out of 5 average rating, 255 reviews

Steel City Beds, Breakfast and More

3-story single family home in Pittsburgh's popular eastend. Common areas decorated with eclectic mix of outsider and emerging art, art deco collectibles and antiques. Inviting outdoor spaces including front porch, fenced in backyard and play area good for kids and pets. Short walk to public transit, coffee shops, fine-dining, food coop, Construction Junction architectural artifacts, historic Frick Mansion and more. 5 minute drive or Uber ride to 4 premier shopping and entertainment centers.

WalkabilityPetsLocation

4.84 out of 5 average rating, 131 reviews

A rustic single-story ranch home is set against a backdrop of trees. The brick exterior is complemented by a shaded porch, with steps leading up from a grassy area. A wooden railing can be seen near the entrance, while some construction materials are visible nearby.

Apartment in Pittsburgh

City-Adjacent Wooded Retreat - Peace and Wildlife

1950’s Ranch on secluded road. No other spot has so much access to private forest, this close to the city! Take a stroll, build a fire or enjoy a sunset from the porch. Only :10 from hotspots like Shadyside and L-Ville. :15-:20 from UPMC Oakland. Full & twin beds. Sparse furniture, w/ cooking utensils included. This isn’t a hotel room, it’s a home in transition and we invite you to stay simply, easily & cheap! I live close by for help in town or for anything you might need during your stay.

PetsOutdoor spacesParking

4.97 out of 5 average rating, 196 reviews

A modern kitchen features a large, central island with seating for several guests. Equipped with stainless steel appliances, it showcases sleek cabinetry and a mosaic backsplash. Natural light filters through multiple windows, creating a bright and welcoming atmosphere for meal preparation and gatherings.

Home in Mount Washington

Scenic Haven: Downtown 3BR/2BA w/Parking + Patio

Welcome to our charming 3Bedroom (5 Beds), 2Bath home! Ideal sanctuary for families or groups of up to 8 guests. Nestled above the heart of the city, this delightful Mt Washington property promises scenic views and a memorable stay with a blend of warmth and modern comfort. Cozy ambiance surrounds you, and the off street driveway parking makes things a breeze. Peaceful family oriented neighborhood providing the perfect location to unwind and relax after a day of exploration and fun in the city.

Outdoor spacesWalkabilityBackyard

4.99 out of 5 average rating, 111 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!

Outdoor spacesPetsLaundry

5.0 out of 5 average rating, 100 reviews

A cozy bedside view features a spacious bed with crisp white linens and a decorative pillow. A wooden nightstand holds a phone, while a stylish lamp provides soft lighting. Behind, textured dark paneling creates a modern backdrop, complemented by an abstract wall art piece.

Apartment in Shadyside

Immaculate Double King Suite| 2 Decks| A+ Location

Enjoy our immaculate 3 BR suite on S Highland Ave, right in the heart of Shadyside. This is a brand new construction building in 2025 with a modern design, ultra-comfortable beds, and two private decks. This apartment is just steps away from several local shops, cafes, and dining options in one of Pittsburgh’s most vibrant neighborhoods. ⭐1 King Bed / 2 Queen beds (memory foam mattresses) ⭐Twin Rollaway bed + Pack N Play ⭐Free in-unit washer/dryer ⭐2 Desks with speedy WiFi ⭐24/7 guest support

PetsOutdoor spacesTV

4.98 out of 5 average rating, 113 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!

WalkabilityPetsAccuracy

4.99 out of 5 average rating, 189 reviews

Townhouse in Mt. Lebanon

Private Mt Lebanon Retreat Near Airport/Downtown

Welcome to your home away from home! This recently remodeled townhouse offers the perfect blend of comfort and style, situated just 20 minutes from the air port and city’s major stadiums. Ideal for all travelers, our home is nestled in a peaceful suburb with easy access to public transportation, nearby parks, and charming small businesses and shops. • Two bedrooms featuring king-sized beds. • An expansive kitchen, complete with peninsula and breakfast bar. We look forward to hosting you!

WalkabilityPetsGetting around

4.94 out of 5 average rating, 50 reviews

Walk to Cafes + Frick Park From A Breezy Retreat

Welcome to the quiet, friendly, desirable Regent Square, and and an ideal home for Frick Park visitors, walkers, and bikers alike. Designed both for cozying up inside and enjoying fresh air! Featuring 4 outdoor spaces: * Relax on a shaded front balcony * Soak up rays on the upper deck * Dine al fresco on the kitchen deck * Swing away the day on the front porch A quick, pleasant stroll away from beloved local cafes, plus close proximity to Squirrel Hill and Shadyside dining and shopping.

Outdoor spacesPetsLocation

Apartment in East Liberty

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, 267 reviews

Luxurious 2Bed by Whole Foods

Brand new construction, high end spacious 2 bedroom with designated off street parking! Double King Suites and Full Size pullout bed offer enough room for the whole family Enjoy the convenience of being across the street from WholeFoods & steps to dozens of restaurants & shops, short Walk to UPMC Shadyside, West Penn, & Children's hospitals, close CMU & Pitt! Enjoy dozens of restaurants shops and coffee shops just a walk away! Fully stocked for both long and short term stays!

WalkabilityPetsHeating

Popular amenities for Wilkinsburg pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.99 out of 5 average rating, 151 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.

PetsWalkabilityTV

An open-concept living area features a large green sectional sofa with textured cushions, inviting relaxation. A bold black and white patterned area rug anchors the space, complemented by a modern chandelier. Natural light floods in through the windows, enhancing the cozy atmosphere.

4.84 out of 5 average rating, 127 reviews

Pet Friendly Pittsburgh Home Near Zoo, Sleeps 12

WalkabilityPetsKitchen

A spacious living room features a large sectional sofa oriented towards a wall-mounted projector screen. Stone accents on the fireplace create a focal point, while recessed lighting adds brightness. Dark blue walls are complemented by artwork and decorative elements.

4.9 out of 5 average rating, 237 reviews

Huge 6 BDRM min to Downtown & Stadiums w/ parking

WalkabilityOutdoor spacesCleanliness

4.83 out of 5 average rating, 161 reviews

A spacious living area features a dark couch paired with a rustic wooden coffee table. A dining table with wooden chairs sits nearby, illuminated by natural light from two large windows. Decorative wall art and a large mirror enhance the room's aesthetic.

Home in Monroeville

3 Bedroom Pittsburgh Neighbor - Pets

Outdoor spacesPetsFamily

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.

4.92 out of 5 average rating, 404 reviews

★2 Car off-street parking★ Outdoor dining ♥view♥

WalkabilityPetsFamily

4.99 out of 5 average rating, 233 reviews

Home in South Side Flats

Historic South Side Home • Former Convent

WalkabilityOutdoor spacesLocation

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.

4.94 out of 5 average rating, 446 reviews

Large house to relax with friends and family

PetsOutdoor spacesDecor

4.99 out of 5 average rating, 301 reviews

A house sign reading 'The Bungalow' is mounted on grey siding, surrounded by modern geometric decor. A vintage-style light fixture emits warm light, casting a welcoming glow, while greenery is visible in the background, enhancing the inviting atmosphere of the entryway.

Home in New Kensington

Cozy Cottage Bungalow

PetsOutdoor spacesDecor

Pet-friendly home rentals with a pool

4.87 out of 5 average rating, 197 reviews

A large in-ground heated pool is showcased within a shaded outdoor area. Tall trees provide natural privacy, while bright blue waters reflect the clear sky. Lounge chairs are positioned along the edge of the pool, inviting relaxation in a serene setting.

Home in Monroeville

Mayberry Escape

Outdoor spacesWalkabilitySleep quality

4.88 out of 5 average rating, 26 reviews

A private pool glistens in a vibrant blue, surrounded by a spacious deck. Lounge chairs with orange cushions are placed nearby, and a shaded seating area is visible under a large umbrella. Lush greenery and tiered wooden decking create a tranquil outdoor atmosphere.

Home in Brookline

Heated Pool Oasis • Free Parking • 5 min to PGH

PetsWalkabilityAmenities

4.57 out of 5 average rating, 63 reviews

A private pool is set within a spacious wooden deck, surrounded by lounge chairs and shaded areas. A vibrant beach ball floats on the water, and an umbrella offers shade nearby. Lush greenery is visible in the background, enhancing the outdoor space.

Home in New Kensington

Seasonal Pool Retreat | Fire Pit & Large Deck

PetsOutdoor spacesHot tub

4.92 out of 5 average rating, 13 reviews

Apartment in North Side

FIDO PLUS TWO 1.5 miles to Acrisure Stadium

Outdoor spacesPetsParking

4.91 out of 5 average rating, 23 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

PetsWalkabilityCheckout

4.8 out of 5 average rating, 20 reviews

A refreshing swimming pool is framed by a spacious patio lined with lounge chairs and umbrellas. Lush greenery surrounds the area, providing a relaxing atmosphere. A stone fireplace is visible in the background, contributing to the overall outdoor retreat feel.

Home in Carnegie

The Burgh Beach House

Outdoor spacesNearbyCleanliness

4.95 out of 5 average rating, 83 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

PetsWalkabilityAir conditioning

5.0 out of 5 average rating, 13 reviews

Home in Forest Hills

Posh Pittsburgh: two stories with terrace & pool

PetsOutdoor spacesPool

Private, pet-friendly home rentals

The living room showcases a spacious sectional sofa arranged with decorative cushions, complemented by a soft throw blanket. Side tables with lamps add warmth, while framed artwork adorns the walls. A television is positioned in the corner, and natural light filters through sheer curtains.

4.89 out of 5 average rating, 28 reviews

Family Home | Parking & Backyard | 20 Min Downtown

PetsSleep qualityDecor

Home in Squirrel Hill North

The living room showcases a warm Gothic Boho design, featuring a plush sofa and two comfortable chairs. A central round coffee table sits atop a textured rug, while natural light filters through sheer curtains. An ornate chandelier hangs above, adding elegance to the space.

4.88 out of 5 average rating, 43 reviews

Gothic Boho Hideaway |4BR |Parking |Safe &walkable

Outdoor spacesWalkabilityNearby

Apartment in East Liberty

4.97 out of 5 average rating, 38 reviews

Marble Bath Penthouse: King Bed, Laundry, Parking

WalkabilityHospitalityAir conditioning

The exterior of the two-story brick house is presented with a sloped roof and a prominent chimney. A neatly trimmed lawn includes a small garden area bordering a stone pathway leading to the front door, where a welcoming porch is visible.

4.96 out of 5 average rating, 28 reviews

JOY-HOUSE :Single family Tudor

PetsWalkabilityIndoor spaces

4.99 out of 5 average rating, 83 reviews

Newly Renovated AND Spacious

Outdoor spacesBathroomQuiet

4.85 out of 5 average rating, 47 reviews

A living area includes a dark brown sectional sofa and a matching reclining chair, both featuring quilted detailing. A glass coffee table sits atop a patterned area rug, which incorporates shades of gray and yellow. Natural light is evident, enhancing the space's openness.

Apartment in Pittsburgh

Hydee's Hideaway

HospitalitySleep qualityGetting around

5.0 out of 5 average rating, 21 reviews

Apartment in Shadyside

King Bed | Free Parking | Gym | UPMC, Pitt & CMU

PetsWalkabilityComfort