Pet-friendly holiday rentals in Squirrel Hill

Hydrangea Cottage in Sewickley Village 4bd/1.5 b

Dates not available? Check out our listing across the street, Boxwood House in Sewickley | Hot Tub | 3bd/1.5ba. Welcome to Hydrangea Cottage, a charming 4 bedroom carriage house on a quiet, residential lane in the heart of Sewickley Village. This cozy, private home sleeps 5 to 7 comfortably, is stocked with everything you need to relax, is a 5 min walk to local shops and restaurants, & a 20 min drive to Steelers & Pens stadiums. Downtown Pittsburgh: 20 min drive PIT Intl Airport: 15 min drive

Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10

Experience the splendor of a recently renovated townhome on the vibrant Southside. This charming and inviting property embraces you with its warm ambiance, featuring exposed brick and delightful touches that will make you feel instantly at ease. With four bedrooms and five beds (including one King and four Queen), along with 2.5 bathrooms, there is ample space for everyone. Unwind in the outdoor area, complete with a grill and comfortable furniture, providing the perfect retreat for relaxation.

*Sleeps 9! Dogs are fine! Huge historic charmer!*

If you love a "REAL HOME" this historic beauty is full of CHARM! You can literally feel the history as you walk across the occasional creaky floor board. Stunning brick, open beams in family room. Located in one of the coolest areas in Pittsburgh, most attractions are walking distance. Museums, restaurants, sport venues. The Aviary, Allegheny Commons Park & Lake Elizabeth are just one block away! Perfect for families, friends, groups & Fido, so don't be surprised if you find a dog hair or two.

Huge 6 BDRM min to Downtown & Stadiums w/ parking

Gather with friends and family in our renovated Pittsburgh home, designed for comfort and fun! ✅ 6 Large Bedrooms & 3 Full Baths – Includes a soaking tub ✅ Easy Parking – Two-car driveway + plenty of free street parking ✅ Stocked Kitchen – Fully equipped with essentials ✅ Spacious Living Areas – Two living rooms for lounging ✅ Entertainment – Projector & sound system for movie nights ✅ Family & Pet-Friendly – Room for everyone ✅ Cozy Fireplace – Available Nov.–Feb. Everyone will enjoy it!

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

Entire home near Kennywood without extra fees.

Bring everyone along for the trip, including Fido! Our home is a cozy, yet spacious Cape Cod southeast of downtown Pittsburgh. The backyard faces a beautiful and peaceful meadow. The yard is fenced in and has a small garden filled with herbs and tomatoes during the summer. Our home has all of the amenities to make your stay enjoyable and easy. We keep our home clean, organized and stocked with essentials. The beds, pillows and sheets are new and comfortable. Parking is plentiful and easy!

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

Newly Remodeled, Gorgeous High-End 4 Bedroom, 3 Full Bathroom entire house in the heart of Pittsburgh's historic South Side neighborhood; SLEEPS UP TO 15 PEOPLE; Pets welcome; Private/Enclosed Patio Hardwood floors, raised tin ceilings on first floor; open floor plan living room/kitchen with stainless-steel appliances, marble-counter-tops, Keurig, 70 inch TV, WiFi, Convenient 2nd floor laundry facilities,HD Televisions in every bedroom w/ Cable, Luxurious Memory Foam Beds

Private bungalow minutes from Downtown Pittsburgh

Two bedroom house located in Bellevue minutes from Mt. Washington, 10 minutes from Downtown Pittsburgh, PNC Park, Heinz Field, Duquesne Incline, and more. A quiet home for family and friends to relax and unwind nestled in the Bellevue Borough. Driveway has off-street parking for up to 2 cars. Home fits 6 people comfortably with 2 Queen beds, sofa bed, entertainment area, 2 bathrooms, and a large backyard for your dogs. **DOG FEE - $15 per night**

1st Floor Entire Apartment - King Bed/Pet Friendly

Minutes from downtown, this cozy first level apartment is optimal for a quick stay for a game or to visit family and friends. Easy on street parking in front of the home. ** Late checkouts must be arranged prior to check in. $20 per half hour limit 1.5 hours ** This apartment is family and pet friendly with hardwood floors, a complete kitchen, and baby accessories available upon request. If you're flying, this about 20 minutes from the airport.