Fitness-friendly vacation rentals in Chicago River

A rooftop pool area is shown surrounded by sleek lounge chairs. The pool reflects the sky, contrasting with the modern cityscape in the background. Artistic wall murals add a contemporary touch to the space, enhancing the overall ambiance.

5 out of 5 average rating, 8 reviews

Luxury Designer Penthouse NW | Pool | Gold Coast

NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy your own penthouse in Chicago's Gold Coast-the city's center of nightlife, restaurants, and shopping. Sitting 38 stories in the sky, your 3 bedroom/2 bathroom penthouse offers some of the best views in all of Chicago. The highly secure building includes elevator, rooftop pool, full gym, and is perfect for families traveling to Chicago, professionals visiting the city on work trips, and everything in between. The cityscape views are unbeatable!

Top guest favorite

4.98 out of 5 average rating, 160 reviews

Elegant Suite in Gold Coast

Established in 1927 as the first headquarters for Elizabeth Arden in Chicago, the Walton Residence is located in the heart of the Gold Coast neighborhood of Chicago. Steps away from the Magnificent Mile, and the high-end boutiques of Oak and Rush Street, we are perfectly situated in the middle of the action for your Chicago adventure. ***From Sept. to beginning of Dec. 2024, there will be repairs to the exterior of the building. We do not expect this to cause major interruptions to your stay.

A Keurig coffee maker sits beside a rotating display of assorted K-cups on a speckled granite countertop. Nearby, a set of kitchen knives is organized in a wooden block, with a roll of paper towels positioned for easy access, all against a backdrop of textured mosaic tiles.

5 out of 5 average rating, 14 reviews

Chicago Luxury Long Term 30+

Enjoy a stylish experience at this centrally-located place. This home is a lovely city terrace modern loft in a quiet nook of the Fulton Market / West Loop Area. Furnished beautifully for working from home or coming home. Very walkable with all of the best smart home features: digital light controls, Sony 65” TV, Sonos BEAM, smart lock, solid marble dining table with modern chairs, comfortable bed and pillows, and quality sheets for a great night sleep! Ultra high speed internet at 500mbps

4.9 out of 5 average rating, 48 reviews

River North | Private Balcony With In&Out Parking

Enjoy a stylish experience at this centrally-located place ✨. Stunning 1,000 square foot modern two-bedroom, one-bathroom unit is perfect for corporate travelers and/or families looking for a stylish escape in downtown Chicago 🌆. 🌇 Rooftop Patio W/ BBQ 🍖 🚗 Free In/Out Parking - 5 Mins Walk To Garage 🌅 Private Balcony W/ Breathtaking Views 🛏️ 2 Bedroom | 1 Bathroom 👑 2 Queen Beds 🛏️ 1 Inflatable Airbed 👶 Portable Crib 📺 Netflix, Hulu, Disney Plus, and Prime subscription Included

A communal living area is featured, showcasing a modern sofa against a textured wall. A coffee table is positioned in front, with a decorative centerpiece. A cozy fireplace is located to the right, beside a bookshelf filled with various titles, while a dining area with chairs is visible in the background.

4.82 out of 5 average rating, 757 reviews

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.

A modern rooftop terrace is presented, featuring a gray wood deck and stylish seating arrangements. Potted greenery complements the space, while panoramic views of the Chicago skyline dominate the background, highlighted by various high-rise buildings beneath a clear blue sky.

4.71 out of 5 average rating, 17 reviews

Walk Everywhere! 5 mins to Magnificent Mile, River

Experience Chicago in style from this modern River North retreat, perfectly positioned for exploring the city's best dining, nightlife, and culture. This boutique gem is just 2 mins from the CTA station and 5 mins from the Magnificent Mile. Ideal for families and business travelers, featuring: ✔ Stunning rooftop with skyline views ✔ Fully equipped kitchen ✔ High-speed 400mbps WiFi ✔ In-unit washer/dryer ✔ Premium queen memory foam bed ✔ 50" 4K Smart TV ✔ 24/7 Self Check In

A rooftop pool area is surrounded by lounge chairs and tables, creating a spacious environment for relaxation. Lush greenery and blooming flowers border the area. The skyline of downtown Chicago is visible in the background, with an evening sky showcasing soft clouds and warm light.

4.9 out of 5 average rating, 101 reviews

50th Floor Mag Mile Studio

This Downtown Chicago unit is towering 50 stories above the city, with floor to ceiling windows in the living areas. This unit gives you the ultimate in Luxury urban living. It's all about the views and location. The city unfolds before you with amazing sunsets; nowhere in Chicago can you stay with views like these. The building provides the very best in amenities. A state of the art fitness center, Outdoor pool, Outdoor kitchens, business center, are available to our guests.

A shared entertainment lounge is showcased, featuring a modern billiards table at its center. A geometric patterned wall provides a backdrop with books and decorative items. An array of arcade games is positioned along one side, set against a neutral color palette.

4.69 out of 5 average rating, 49 reviews

Sentral 1 Bedroom Apt in South Loop Chicago

Experience a lifestyle where everything you need is right at your fingertips in the vibrant heart of Downtown Chicago. Explore the area effortlessly: ✔ Breathtaking views of Lake Michigan and the Chicago skyline ✔ Close to major business hubs and the Loop District ✔ Enjoy a walk along the scenic Lakefront Trail ✔ A lively array of world-class museums, gourmet restaurants, and iconic architecture ✔ Quick access to Millennium Park, the Art Institute of Chicago, and Grant Park

A modern kitchen corner showcases a sleek coffee maker on a white countertop beside a polished dark cabinet. The backsplash features textured grey tiles, enhancing the contemporary design. Stainless steel appliances add a sophisticated touch to the cooking space.

4.87 out of 5 average rating, 38 reviews

Chic 2BR 2BA Condo with Balcony - River North Chic

Welcome to @TheDreamRentals chic 2-bedroom, 2-bathroom condo located in the vibrant River North neighborhood of Chicago! Perfectly situated in the heart of the city, this stylish and modern space offers everything you need for a comfortable stay. Whether you're in town for business, a weekend getaway, or an extended stay, our condo is the perfect home base to experience everything Chicago has to offer. We can’t wait to host you! Chicago Registration Number: R24000119721

The living area features large windows offering views of the cityscape. A plush blue sofa is situated beside a vibrant orange chair, both centered around a round coffee table. Natural light fills the space, while a wall-mounted television is visible.

4.87 out of 5 average rating, 106 reviews

McCormick 2B/2Ba corner unit/opt parking/sleeps 6

• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security officers in the building • 2 Queen size beds + Sofa bed for 2 extra guests • Comfortable stay for up to 6 guests at a time • Access to the Gym in the building • Fast dedicated Internet • 4K smart HDTV(Netflix and Roku) • Fully equipped & stocked kitchen with Coffee & Tea • EV charging stations available • Optional Parking space for only $30/day

A map of Chicago highlights various points of interest, including restaurants, parks, and notable attractions. Key locations such as Lincoln Park Zoo, Cloud Gate, and the Willis Tower Skydock are marked, showcasing the diverse offerings of the city for visitors.

4.82 out of 5 average rating, 141 reviews

Downtown Guild #4 | Mag Mile, Gold Coast, The Lake

Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to one of the best locations in Chicago. Guests love our home because: - You're SECONDS from the LAKE and MAGNIFICENT MILE - Steps away from the John Hancock - Gym / Laundry in the Basement - Amazing location w/ many shops & restaurants nearby - Fast WIFI - KING bed - Charming, vintage Chicago building Please read our FAQs to answer any questions before booking.