Fitness-friendly holiday rentals near Millennium Park

Plymouth Collection: 2BD High Floor w/ Gym,Rooftop

Welcome to The Plymouth Chicago, a historic 1899 landmark in the heart of Printers Row. Beautifully renovated in 2018 and thoughtfully redesigned in 2026, this stylish studio blends classic Chicago architecture with modern comfort. Enjoy top-floor living on the 10th floor, with added privacy and abundant natural light. The space includes a full kitchen, cozy living area, and in-unit laundry—perfect for longer stays. Play pool in the lobby, head up to the rooftop to grill, or workout in the gym!

1bd w/gym, game room, parking. Sleeps 3

Your family will be close to everything when you stay at this centrally-located place. It’s a bigger space closer to downtown with a screening room, pool, spa, bowling lanes, huge gym and more. Every guest will receive a free bottle of wine for choosing us for their stay or a frozen apple pie treat. Early check in and late checkout available occasionally. You can see the speed as it has been tested through Airbnb. Contact us for discounted rates. Save up $500 and more with our discounted rate

Kasa | 2BD Near McCormick Place | South Loop

It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking distance of the Museum Campus, McCormick Place Center, and a variety of restaurants and shops. Our Kasas are the best choice for your trip to the Windy City with our spacious floorplans, full kitchen, laundry facilities, and parking. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

Plymouth Collection: 3BD 2BA with Gym & Rooftop

Welcome to The Plymouth Chicago—an 1899 landmark brought to life with modern style and comfort! This freshly redesigned studio features a full kitchen, cozy living area, and in-unit laundry, making it perfect for longer stays. Enjoy the building’s lobby featuring a pool table, fitness center, and stunning rooftop with grills. Steps from Printers Row cafés, Millennium Park, and all of downtown, it’s the ideal spot for both work and play. Book your stay and experience Chicago at its best!

Downtown Chicago Stay with Free In & Out Parking 3

🏙️ 3 Bedroom / 2 Bathroom Version Enjoy a stylish stay in the heart of downtown Chicago! ✨🌆 Modern 848 sq. ft. fully furnished 3-bedroom, 2-bathroom apartment featuring breathtaking views of the Chicago skyline. Perfect for families, business travelers, and groups seeking comfort and convenience in a central location. 🚗 Free In/Out Parking 🏠 3 Bedroom | 2 Bathroom 🛏️ 3 Queen Beds & Sleeper Sofa (Sleeps 1) 🎬 Netflix, Hulu, Disney+, & Prime Included 🌇 Excellent Skyline Views

Kasa | Views from your Private Balcony | Chicago

When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.

LIVN West Loop Chicago King Studio Apartment

Experience modern city living at LIVN West Loop Chicago, a stylish loft-style apartment studio at 555 W Jackson Blvd in one of the city’s most connected neighborhoods. This newly renovated King bed studio features a full kitchen, in-unit washer and dryer, and clean, modern interiors. Walk to Union Station and Willis Tower. You are minutes from top dining, offices, and transit, ideal for business trips, weekend stays, or longer visits.

Level ◆ Brand New Luxe One Bedroom

Designed with you in mind, our One Bedroom Suites range from 560 – 698 sq ft of spacious living space boasting fully-equipped kitchen, comfortable living area, spa-inspired bathroom, bedroom with king bed and open-air balcony. Perfect for couples and corporate travelers alike, all suites also feature in-suite laundry, premium appliances, flat-screen TV with cable, complimentary WiFi and local calling. Welcome to the suite life.

Loop Loft-Subway & Art Institute

Urban Elegance Meets Prime Location! Welcome to our chic hard loft in the heart of the Chicago Loop. Experience city living at its finest, where industrial charm marries modern luxury. Features: - Authentic loft with polished concrete floors - Soaring high ceilings - Elegantly furnished Location: - Right in Chicago's vibrant Loop district - Walk to Millennium Park, Art Institute of Chicago, Mag Mile, Riverwalk, and more

Stunning Corner 2BR in the Loop | City & Lake View

Dramatic 1,250+ square foot corner apartment with 12 foot tall ceilings, massive windows, and panoramic city and lake views in multiple directions. This stylish light-filled two bedroom, two bathroom space is perfect for groups looking for a luxurious getaway in the sky in the heart of downtown Chicago. Centrally located in a historic building close to everything you want to visit, this is the best location in the city!

Level Junior Two Bedroom Suite | Fulton Market

Two bedroom, two bathroom suite featuring a king bed, queen bed, and sofa bed. Maximum occupancy is 4. Enjoy access to over 32,000 sq ft of unrivaled lifestyle amenities, including a seasonal outdoor pool, a relaxing hot tub, and a state-of-the-art fitness center. Take in stunning views of the Chicago skyline from our Cloud Lounge, grill meals at the BBQ stations, and enjoy movie or game nights in the media room.

Sentral Premium 2BR Apt South Loop Chicago

Feel at home amid the Chicago skyline. Designer details and mid-century style elevate everything you touch. An all-in-one living area gives you plenty of room to live and work. The fully equipped kitchen features marbled quartz countertops and a gas range. Please note that layout, furnishings, and views may vary by unit. A $500 credit card authorization applies at check-in and is released at checkout.