Fitness-friendly vacation rentals near Navy Pier

Luxury Designer Penthouse | Gold Coast/Old Town

NEW PENTHOUSE IN THE HEART OF GOLD COAST and OLD TOWN! Enjoy your own penthouse in Chicago's Gold Coast and Old Town-the city's center of nightlife, restaurants, and shopping. In the newly renovated building, your 2 bedroom/2 bathroom penthouse offers some of the best views in all of Chicago. The highly secure building includes elevator, rooftop/sundeck, full gym, lounge and is perfect for families traveling to Chicago, professionals visiting the city on work trips, and everything in between.

The Lakefront Lookout (Rooftop Deck • Gym)

Located at the epicenter of Chicago's cultural, historical, and business attractions, this luxurious 2 bedroom apartment offers guests all the comforts of home, whether on the road for work or play. Within walking distance are world famous attractions including: Millennium Park, Navy Pier, Riverwalk, Soldier Field, The Field Museum, Oak Street Beach, and more. Additionally, guests are merely blocks from an "L" train stop, which will transport passengers anywhere they could desire in the city!

Upscale High-Rise Apt · Rooftop Pool + Views

Stay in this brand-new 2025 apartment with luxury amenities. Perfect for work or leisure, it offers everything you need for a comfortable stay. Building Amenities: - 24/7 concierge & secure entry - Rooftop pool & gym with skyline views - Rooftop lounge with a fireplace - Steps from grocery stores & restaurants - Paid parking nearby Unit Highlights: - Stunning views of the city - Work from home space - In-unit washer & dryer - Fully equipped kitchen - Fast WiFi - Modernly designed interior

51st Floor MagMile Penthouse Views Balcony Pool

The Penthouses at Grand Plaza PH#7 Experience elevated city living from this stunning penthouse, soaring 52 stories above Downtown Chicago. Enjoy floor-to-ceiling windows, a designer fireplace, and breathtaking views of Lake Michigan. Perfectly positioned between the elegance of the Magnificent Mile and the vibrant charm of River North, this residence offers refined comfort and an unforgettable stay in one of Chicago’s premier locations. The Penthouses at Grand Plaza. License #2210737

Spectacular 2BR Penthouse in the Loop | Roof Deck

This top floor corner penthouse is in a perfect location with panoramic city views in multiple directions. With over 1,200 square feet of space, 13 foot tall ceilings and oversized windows, this spacious penthouse is a true escape in the sky in the heart of Chicago. It's a two bedroom, two bathroom apartment with an additional sofa bed. The building has a pool and an amazing outdoor rooftop terrace with 360 degree views of the skyline and lake. This is the best location in the city!

Kasa | Explore the Neighborhood-Mag Mile | 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.

GLORIOUS GOLD COAST GETAWAY

Welcome! Amazing Gold Coast/Streeterville location SECONDS from the LAKE and MAGNIFICENT MILE. Located on a quiet street, this apartment is tucked in between Michigan Ave and Lake Michigan. Steps away from the famous Drake Hotel, yet closer to the lake and Oak Street Beach. This spot is considered the best location in the city-- steps away from the best stores/restaurants in the world located on Michigan Ave (Mag Mile) and just north of Navy Pier. We look forward to hosting you!

Downtown 2bd #6 +Gym near Park, Lake, Museums

Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! Most homes don’t provide professional service along with “local vibes.” Guests love staying with us because: ✅Central Location near public transit (no car needed!) ✅FAST WIFI ✅On-floor free Laundry ✅Lake & Park are 1 1/2 blocks away ✅Comfy Queen beds ✅Gym ✅3 blocks from Red "L" subway ✅Close to Grant Park, The Bean, Soldier Field, Museums If you're interested in booking, see our FAQs below.

LIVN West Loop Chicago 2 Bedroom

Experience modern city living at LIVN West Loop Chicago, a stylish loft style 2 bedroom apartment at 555 W Jackson Blvd in one of the city’s most connected neighborhoods. Ideal for business travel, weekend stays, or longer visits, this newly renovated unit features a full kitchen, in unit washer and dryer, and modern interiors. Steps from Union Station and a short walk to Willis Tower, with easy access to dining, offices, and downtown attractions.

MARVELOUS MAG MILE 2BD/2BA (+Rooftop)

Amazing Gold Coast/Streeterville location SECONDS from the LAKE and MAGNIFICENT MILE. Located on a quiet street, this apartment is tucked in between Michigan Ave and Lake Michigan. Steps away from the famous Drake Hotel, yet closer to the lake and Oak Street Beach. This spot is considered the best location in the city-- steps away from the best stores/restaurants in the world located on Michigan Ave (Mag Mile) and just north of Navy Pier.

Elegant Suite in Gold Coast

Steps away from the Magnificent Mile, and the high-end boutiques of Oak and Rush Street, this generous one-bedroom apartment is perfectly situated in the middle of the action for your Chicago adventure. ***Please note that from March until the end of September 2026, there will be construction on the upper floors of the building that may cause noise during the daytime hours. Construction will not be happening on the weekends.***

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.