House vacation rentals in Squirrel Hill

Pittsburgh's Tropicana w/ outdoor hot tub

Family owned and managed, immaculate high end, tropical inspired home located on the historic Southside. Only 3 blocks from Carson Street Close to downtown (2.8 miles) universities, sport/concert venues(3.9 miles) Keep your cars safely parked in our huge driveway with security camera! No need to drive around looking for spaces! Fantastic outdoor area with grill and jacuzzi! It's like you are in your own private little resort *Check out our other 5 star house Gorgeous Southside Slopes House*

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!

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.

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.

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

100% renovated House 8 minutes to downtown

This is a renovated and conveniently located just a 10 minute drive from downtown! Enjoy hassle-free check-in as you make your way down the stairway to the porch and enter into the welcoming kitchen. With all new appliances, enjoy cooking up meals in the modern kitchen or rest in the living room, every space has been fully updated for the utmost comfortability. The bathroom is one of the highlights with its beautiful updates and amenities. Street parking. Must do steps!!

Unique Industrial Design, Free Street Parking!

You'll walk in and say wow! With an incredible open floor plan, soaring ceilings, a huge bathroom and two comfy bedrooms, this three story house on a quiet street is a perfect retreat! It's a short walk to Allegheny General and a few minutes to the bars & restaurants and stadiums on the North Shore. More amenities than a hotel, too! Whip up a cocktail or meal in the full kitchen, or Plan B - relax on the lounge couch and watch Netflix or browse the web (1 gig).

Sauna | Family Friendly | Chef's Kitchen

Unwind in your own private sauna, soak in a deep soaker tub, or cook up a great meal in the high end chef’s kitchen—this home away from home is steps from Butler Street’s top dining & nightlife. Each bedroom has a smart TV, and the cozy living space is great for movie nights. Families welcome—crib, high chair & kid-friendly amenities included! Fast Wi-Fi, keyless entry, Chore-Free Checkout®—everything you need for a stress-free stay.

The Larrybird Inn - Steps from Butler Street!

The Larrybird Inn is situated in the heart of Lawrenceville, in a beautifully restored home over 100 years old. Park your car for the weekend and enjoy the neighborhood and other surrounding areas by foot or bike. Walk to nearby bars, restaurants, see a movie all within hundreds of feet away! There is also Arsenal bowling lanes across the street! We invite you to stay in our home, one of the most charming Airbnbs in Lawrenceville.