Family-friendly holiday rentals in Baldwin

Groovy Retro Get-Away

With a retro flare & a mid-century modern vibe, you'll enjoy this quaint bungalow in a quiet residential neighborhood conveniently located minutes from downtown Pittsburgh, the airport, many great sites, must-see attractions, universities & colleges. Whether you're in town for business, a sports event, bringing a student back to school or just want some time away, this cozy space is perfect! Everything in this bungalow is well appointed including keurig coffee, WiFi & a smart TV for streaming.

Apartment: Home Sweet Home

Enjoy yourself in a quiet, bright, one floor living space, with a separate bedroom, (Queen Size bed), bathroom (shower) and living room. Sleeps 4 comfortably. Queen size sofa bed in living room sleeps 2. Private entrance with keyless entry, private off street parking. 6 miles from Downtown Pittsburgh sports, concerts and events. Close to shopping, pizza and restaurants. Uber available. Enjoy sweet bread or muffins with coffee or tea to begin your stay! We are happy to meet your needs!

"The Cottage on Summit"

The "Cottage on Summit" is charming & updated Historical 1932 Cape Cod, located in the beautiful Bethel Park community. Relax with the whole family in our peaceful, cozy yet spacious home, boasting privacy, comfort and safety, nestled within the Summit neighborhood . NOTE: A "request to book" will need additional information prior to "confirming by the host". Verified ID and at least ONE Positive review & No Negative reviews from previous stays are needed. House rules strictly enforced.

Pollinator’s Paradise *2BR; sleeps 7; park free!

Private 2nd and 3rd floor apartment in the family friendly Brookline neighborhood of Pittsburgh. Ten minute drive to downtown and Strip District, fifteen minute drive to hospitals, Universities, stadiums. Bus stop one block and T-station one mile away. The peaceful front porch is a great place to watch the sun set and the relaxing back yard has multiple perennial gardens perfect for making your own cut flower bouquet. One off street parking spot and access to washer and dryer in the basement

Hilltop Suite, Quiet Street

You will have your own entrance & onsite parking in the driveway. Your PRIVATE area does not join with my living area in any way; we likely will never meet. The suite includes your own bathroom with a deluxe shower, an in-suite mini kitchen with stove & fridge, a small dining table, a couch, & a comfy queen bed. You control the temperature with your own HVAC system with both heating & cooling. It’s approximately 15 mins to all main universities, the city center & all of the sports arenas.

✨Cozy & Stylish 2BR House 🏡 Sleeps 6✨Free Parking

*Only Out of Town Bookings please * Cheerful and stylish 2 bedroom home only 15 minutes to downtown Pittsburgh! Located in a charming neighborhood within walking distance to shops, restaurants, places of worship, Mt. Lebanon golf course and a grocery store. The house is also only a 5 minute walk to the T line which makes it easy to get into and out of downtown Pittsburgh! ⦿ 1 king bed ⦿ 1 queen bed ⦿ Queen sized sleeper sofa ⦿ Smart TV ⦿ Air conditioning ⦿ Off-street parking ⦿ Smart lock

Comfortable & Cozy Steel Town Apartment!

Welcome to the Steel Town Apartment #2. This renovated 1 BR, 1 Bath apartment comes with a fully equipped kitchen and living room space. Conveniently located minutes from The Waterfront and Kennywood Park! Located south of Pittsburgh, this apartment is a perfect stay if you’re looking to explore The South Side Flats, North Shore area, Oakland, Strip District, and Downtown Pittsburgh! *No smoking & no pets *Please request use of air mattress so I can provide appropriate amount of linens.

Spacious 3BR Retreat! Fire Pit & Free Parking!

Welcome to our cozy 3-bedroom home in the heart of South Hills! This beautifully furnished and recently renovated house offers an open-style first-floor dining and living area, perfect for relaxing, enjoying meals, or watching TV. Step out onto the newly constructed porch for some fresh air and unwind. With plenty of nearby activities and only a 15-minute drive to downtown Pittsburgh, or easy access via the light rail just across the street, you'll be perfectly situated for your stay.

Urban serenity, privacy in charming carriage house

Carriage house apartment all to yourself. Sleeps 3. Uniquely charming. Private, quiet, and self-contained. Keypad check-in, free parking, laundry, many amenities. Responsive hosts on site. Great location in lively East End. Convenient to hospitals, restaurants, shopping, entertainment, public transportation. Ideal weekend getaway for couples. Perfect for traveling workers. Extended stay discounts for bookings of a week or more. Discounts offered for return guests; please inquire.

The Lily Pad Cabin

Cozy cabin offers open floor plan with covered porch overlooking small pond on our property. Uniquely decorated. Views of woods & fields, but close to numerous restaurants, parks & walking trails, & TRAX Farms. The Trolley to Pittsburgh is two minutes away. Should you need single night accommodation, please message me for consideration. Also consider “Mojo’s Loft”, our pet-friendly rental or Jackson Hill Cabin, our full log home with three bedrooms & a pool table.

Large 1BR on hill close to everything in Pitt

Experience the ultimate Pittsburgh getaway at this modern and conveniently located space. Perfect for those who love the city life, this unit offers easy access to all the top attractions, restaurants, and bars in the area. Street parking. You'll be minutes away from popular areas. And the best part? There's no cleaning chore list! **Please note that the property is situated on a steep street, so guests must be comfortable with navigating hilly terrain.

Cozy Mt Leb Carriage Hse | Kitchen | T to Stadium

Cozy 1 bedroom carriage house apt in Mt. Lebanon, fully-equipped kitchen, living room/dining room, separate bedroom and bathroom. Bedroom has a king size bed and couch is a large CB2 sectional. Keurig Coffee Maker with k cups. 1 car off street parking. Smart TV with Netflix and Amazon, also basic cable channels. Our guests love it! Please note there are 13 steps to the apartment - 8 concrete steps and 5 Wooden steps.