Holiday rentals with a hot tub in Pittsburgh

Secluded Hilltop Hideaway~Hot Tub~Two Living Rooms

A peaceful escape close to the city. Nestled in a private wooded setting, this 4BR home is just 15 minutes from downtown Pittsburgh. Relax on a wrap-around balcony, unwind in the hot tub, or gather for conversation around the fire pit under the trees. With space for families, pets, and friends, plus trails just steps away, it’s a perfect blend of natural privacy and city convenience. The inside offers a refined treehouse vibe - with warm, modern interiors surrounded by serene woodland views.

Gorgeous Southside slopes house w/outdoor hot tub

This family owned and managed, immaculate one of kind custom home overlooks the entire city from Mt Washington, downtown to Oakland and beyond. Enjoy a coffee/cocktail on the master bedroom balcony! Our outdoor areas are perfect for entertaining and BBQ's. Year round outdoor hottub Private driveway with security camera to park your cars, no more driving around looking for parking on city streets! 4.8 miles to Arenas 2.8 miles to Oakland Check out our other high end house "Pittsburgh’s Tropicana"

15 Min to Stadium • Parking x2 • NEW Shower

We’re excited to share that this bathroom is undergoing a full renovation and will debut beginning of April 2026. Enjoy a fully renovated spa-inspired walk-in shower with oversized 7” shower head, handheld attachment, and two adjustable body jets. All fixtures are premium Moen in elegant Brushed Gold. This is a finished basement in my house with its own entry way. Safe, quiet, and family-oriented neighborhood minutes from the Zoo, Highland Park, and downtown! New parking pad in back fits 2.

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!

Steep Retreat Hazelwood Greenway

Take it easy at this unique retreat where the city and greenway meet. This 2 BD/ 1.5 BA home, built during the depression and renovated during the pandemic, boasts of these eras. It is located in the mid heights of Hazelwood just below the cemetery on a dead end street. It requires a 42 step ascent to the entrance. It has more decks than bedrooms and a hot tub that shares the lower deck with a propane grill. Nearby: Waterfront, Southside, Squirrel Hill, the City Parks and the GAP trail.

Mountain Retreat in the Heart of the City

Brand new home in one of the city's most desirable neighborhoods overlooking Pittsburgh's iconic skyline. This host proudly boasts a number of unique amenities such as 3 deluxe full bathrooms with custom showers, professional cook series kitchen with wine bar, stamped concrete patio with hot tub for 6, outdoor natural gas fire pit and indoor electric fireplace, Wi Fi, bluetooth technology, over 4000 channels including pay per view, all sports and new release movies and tv series.

Private Hot Tub | King Bd | Workspace | Kids Okay!

Soak, work, and relax at this vibrant Lawrenceville retreat! Enjoy your private hot tub on the patio, unwind in our colorful, fun interior, and make use of the flexible layout (1BR plus separate office / kid's room / treadmill desk workspace). It’s ideal for weekend escapes as well as extended stays, given the king bed! Enjoy the highly walkable location near top restaurants, bars, & coffee spots, unwind in the fenced patio, or kick back with smart TVs and a well stocked kitchen.

Hot tub & renovated house 9 minutes from downtown!

Experience the calm and convenience of this house situated a few minutes away from Pittsburgh's most spectacular views. Park with ease in the private driveway and parking pad. Step inside to find a spacious living room, dining room and kitchen. Take the stairs or to explore the upper level bathroom, 2 bedrooms with King & Full beds. The additional King bedroom is in the basement. Enjoy a stress-free stay with no cleaning required and no smoking. NO chores for checkout!!

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!

With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!

"The Spa Room" Renovated Flashlight Factory

Beautiful 1700 sq ft loft apartment. Located in historic north side. Minutes from both the stadiums, night life, casino, and museums! Best suited for 2 but can accommodate 4. Hard wood floors. Exposed brick. Huge state of the art kitchen. Beautifully executed bathroom with a walk in shower and massive soaking tub. If the bathtub isn't enough for you there is a hot tub located in the light well 1 floor down from the loft. Our other AirB&B is a Plus.

HotTub/Firepit/Parking! Less than 1mi PNC Park

This hip, urban, north-side property is all about location and fun. Private Parking and so close to everything! Check out the outdoor Space! Sports, Museums, Casinos. From hipster to upscale, there's plenty to explore. Colleges? Premier medical facilities? Tech jobs? Yeah, we got those, too. Book this hip haven & immerse yourself in city life. Live like a local from a home that's as cool as the city itself. Private Parking!

NEW! Luxurious 5bdr w/ a hot tub. Walk to stadiums

A beautiful, newly-renovated house awaits you in the historic Manchester neighborhood of Pittsburgh. A combination of historical touches and modern amenities make this wonderful home a great place for your next getaway. Enjoy the hot tub and incredible outdoor space. <1 mile to Acrisure (Heinz) Stadium and north shore <1 mile to Rivers Casino 1.3 miles to PNC Park Short drive to Downtown Pittsburgh