Fitness-friendly holiday rentals in Squirrel Hill

4.97 out of 5 average rating, 66 reviews

A modern living area features a sleek dark fireplace, surrounded by tasteful shelves displaying decor. Natural light filters through large windows dressed with soft drapes. A low coffee table sits on a light area rug, complemented by cozy seating arrangements including two stylish chairs and a leather sofa.

Home in Pittsburgh

Gameroom, Gym + 2 King Suites • Book Your Stay!

Wake up in this thoughtfully remodeled Victorian house situated in the historic Brighton Heights neighborhood — only a 10 minute drive to downtown! Perfect for gathering, this space comfortably sleeps 14 people; with the 2nd floor featuring 2 master bedrooms each with their own bathroom and one soaking tub to unwind. Downstairs, the chef's kitchen boasts a gourmet commercial gas stove and a massive leathered granite island fully equipped to satisfy all your cravings. This must be the place.

Superhost

A micro apartment features a wall of cabinetry concealing a full-size Murphy bed, which is partially pulled down. A small kitchenette with essential appliances is visible, alongside a compact work desk and chair. Exposed brick walls and large windows enhance the industrial design.

Loft in Pittsburgh

4.82 out of 5 average rating, 159 reviews

Cozy! Micro Loft apartment! in N Oakland, sleeps 1

Come and relax in our new location! Perfect for work and pleasure! This historic warehouse was converted into apartments but still holds its original architectural features! Enjoy the industrial modern aesthetic with 15-foot-high ceilings, brick walls, original concrete floors, and atrium skylights that flood the space with natural light. These units come fully furnished and micro kitchen (microwave and mini fridge) and all your required accessories for you to just drop your suitcase and start r

Superhost

4.82 out of 5 average rating, 82 reviews

Amazing Roof Lounge | King | Gym | Steps 2 Strip

Unwind in this stylish 1bd apt on Penn Ave in the heart of PB’s lively Strip District. Pittsburgh is full of award-winning restaurants, bars, shops, & historic landmarks. Adventure easily from this prime location. Once you are ready to relax, retreat to the comfy apt. ✔ Jaw-dropping ROOFTOP lounge view of the city! ✔ Overlooking ❤︎ of Strip District restaurants, bars, and shops ✔ Fitness Center In-building ✔ 5m to ❤︎ of Downtown / Univ. of Pittsburgh ✔ Fully-equipped kitchen Learn more below!

Superhost

The open living space features a modern kitchen with stainless steel appliances and a dining area. A stylish round coffee table made from wood is positioned in front of a cozy sectional sofa. Natural light pours in through large windows, highlighting the hardwood floors.

Apartment in Homestead

5 out of 5 average rating, 3 reviews

Spacious Luxury Penthouse in Converted School

"Luxurious & Spacious" This 1,000 sqft 2 Bath 1 Bed Penthouse was recently converted from an old school. Enjoy the charm with modern comfort. The main level has a full bathroom, desk, breakfast bar, living room w/ custom sectional, Apple TV and GREAT views from the oversized window. Upstairs you'll find the Bedroom with a King Size Bed and En-suite Bathroom. -Amenities include: In-unit W/D, Elevator, Gym, Rooftop Deck, Billiards, BBall Court, & Auditorium Lounge as seen on CNBC's Bowtie High

4.94 out of 5 average rating, 17 reviews

A cozy seating area is framed by a curved, open structure that creates a private nook. A laptop rests on a table, accompanied by a small red cup and a book. Lush greenery and trees are visible through the surrounding balustrade.

Home in Monroeville

Urban Spa Retreat· Sauna · Gym · Smart Beds · Pool

Relax in a soulful, luxurious spa retreat blending wellness with nature. Enjoy infrared sauna, outdoor cold plunge, yoga deck, red-light therapy, home gym. Sleep deeply on Eight Sleep smart beds. Oxygen bar (Osito generator), air purifiers in every room. Family-friendly (crib, toys), gourmet kitchen, coffee bar, washer/dryer, fast indoor/outdoor Wi-Fi, ergonomic workstations. Forest garden with hammocks, firepit, bird-watching, BBQ, hidden camping spot. Near hospitals & downtown Pittsburgh!

4.91 out of 5 average rating, 174 reviews

Condo in Pittsburgh

Sleek Apt in the Heart of Downtown| Stunning views

Welcome to Pittsburgh!! Stay in our newly remodeled luxury downtown apartment! This home has the most spectacular view and is located in the center of downtown Pittsburgh, nestled just across from the beautiful hotels of downtown! Offering top-tier amenities, and today’s modern conveniences. Ideally situated minutes from Pittsburgh's best shopping, stadiums, convention center and restaurants. Our intimate 1 bedroom home is comfortable and secure for family, friends and business people alike.

4.97 out of 5 average rating, 71 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

Only a quick 20 mins to downtown Pittsburgh! Get to PNC Park, Acrisure Stadium, Primanti Bros, Top Golf, and great shopping/eating in minutes. Walk to local grocery, bistro, and the pool (seasonal- ask for info). Vaulted ceilings, granite countertops, lanai, two outdoor fire pits, and fully fenced yard. Two upstairs bedrooms and one basement bedroom all with their own full bathrooms! The basement also has a large dining table that converts to a pool/ping pong table, large TV, and fireplace.

A cozy bedroom space features a green upholstered headboard with a red accent pillow atop a neatly made bed. A minimalist bedside table holds a small plant and a decorative book. Framed artwork adorns the wall above, contributing to a calm atmosphere.

5 out of 5 average rating, 19 reviews

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

✨ Welcome to our stylish and modern apartment in the heart of Shadyside! This fully furnished 1 bedroom suite features sleek décor, a fully equipped kitchen, cozy living space and luxurious king bed. Enjoy top-tier amenities, including: 🔹 Free Street Parking 🔹 Fitness Center & Yoga Studio 🔹 Complimentary Coffee Station 🔹 Variety of Co-Working Spaces 🔹 Resident Clubroom with TV 🔹 Courtyard with BBQ & Ping Pong Table 🔹 EV Charging Station 🔹 On-Site Secure Parking Available

The apartment's open layout features large windows with city views, allowing natural light to fill the space. A modern kitchen with stainless steel appliances is visible, along with a stylish seating area that includes a comfortable couch and a round coffee table.

4.95 out of 5 average rating, 320 reviews

Gourmet Kitchen★ Park Free★ Gym ★ Views!★

Luxury living downtown! Whether you're staying for a few days or a few months, you'll love the location and amenities of our apartment! ➤ Our fourth floor apartment features city views from huge windows (with motorized blinds) ➤ Relax in the multi-jet shower & jetted tub ➤ Breville Barista Express espresso machine ➤ Park for free in the attached underground garage ➤ Work out in the free fitness centers ➤ Work from home with 400mbps fiber internet ➤ Two smart TVs Questions? Ask away!

4.88 out of 5 average rating, 48 reviews

Cozy Apt+Gym+EV+Free Onsite Parking+Near UPMC

Welcome to our stunning luxury 1-bed studio unit. Perfect for both business and leisure travellers, this elegant retreat offers a perfect blend of comfort, style, and convenience, ensuring a memorable stay in the heart of Pittsburgh. Nestled in a prime location, our unit provides easy access to the city’s top attractions, making it the ideal base for exploring everything Pittsburgh has to offer! *ID and Background verification needed *

5 out of 5 average rating, 11 reviews

Squirrel Hill Chic • Spacious 1BR + Parking & Gym

Experience modern comfort in this fully renovated spaciuos 1BR located in the heart of Squirrel Hill. Minutes to CMU, Pitt, UPMC hospitals, Shadyside, shops, cafés, and Schenley Park. Enjoy a stylish open layout, premium finishes, a full kitchen, private parking, laundry, and a gym in the building. Safe, walkable, and ideal for students, professionals, and long-term stays!

The modern kitchen features sleek wood cabinetry and stainless steel appliances, including a microwave and dishwasher. A small dining area is visible through the glass door leading to a balcony. Essentials like a kettle and coffee maker are positioned on the countertop.