Condo vacation rentals in Michigan City

Modern MAG Mile 2BD/2BA (+Parking/Rooftop)

Welcome! Guests love our home because: - You're SECONDS from the LAKE and MAGNIFICENT MILE - You're steps away from the famous Drake Hotel and Oak Street Beach. - Walk to every popular attraction that makes Chicago so great! - Newly remodeled interior with an open floor plan layout - Parking spot on-site in/out access!! - Tranquil rooftop overlooks Lake - Fast WIFI - Super comfy beds! - Custom chef kitchen - Located on a quiet street - Lake Michigan view from our floor-to-ceiling windows

Studio flat in the heart of Chicago's Gold Coast

Fully equipped 1 bedroom studio apartment in the heart of Chicago's Gold Coast. Situated on the lower floor, our basement suite apartment has all you will need to call it 'home' for your stay. With the comfiest bed, highest quality linen and luxury bathroom, it is perfect for chilled evenings in after exploring many of Chicago's amazing locations all within walking distance. We are located in the middle of Downtown Chicago, a short walk to the Original Pancake House, Gibsons and the beach!

Cozy 1 bedroom condo on Marina near Lake Michigan

Come stay at this adorable one bedroom condo on the Marina near Lake Michigan! This condo has everything you need to enjoy a special getaway from everyday life. Conveniently located near the Indiana Dunes with the South Shoreline to Chicago directly across the street. Relax on the patio and enjoy watching the boats come and go as they please. Check out the drinks and food at the Marina Shores Yacht Club just a short walk away from this unit. This condo has everything you're looking for!

Luxurious River North 3BR/2BA- Free Onsite Parking

Experience an urban oasis unlike any other: - Complimentary parking for one vehicle in our attached lot - Spacious, recently renovated kitchen - Immersive entertainment with large-screen TVs - Unwind with a game of poker or foosball at our dedicated tables - Conveniently located within walking distance of the Magnificent Mile - Surrounded by an array of vibrant bars, restaurants, and nightlife - Embrace our inviting patio Indulge in a memorable stay at our 3rd-floor condo!

Brilliant Downtown Chicago 3-Bedroom Condominium

Situated in downtown Chicago, right next to the Godfrey Hotel, this spacious and bright 3-bedroom, 2-bathroom condominium is perfectly suited to deliver the best adventures the Windy City has to offer. Our vacation home includes four sleeping areas with 1 King & 3 Queen sized memory foam mattresses and features everything from a fully-stocked kitchen to smart gadgets like Alexa. PARKING: We offer a $30 per day parking credit. This credit pays for most or all parking costs.

Old Town Pied-à-Terre w/Pvt Terrace and Parking

Our bright modern 2 bedroom condo has 13 ft ceilings and an amazing private terrace. It's in the heart of Old Town, right on Wells St - steps outside the door are some of the city's best restaurants, cafes, and bars. Just a 5 minute walk to two world-renowned comedy clubs: Second City and Zanies. The Chicago History Museum, Lincoln Park Zoo, and the lake are a quick walk too. The Sedgwick CTA stop is nearby too! Please note: patio cushions are available May through October.

Modern downtown Studio close to wineries & beach

Our High Tide Room (unit #15) is designed for individuals or couples either looking for a weekend getaway or an upscale option for an extended stay. This room’s interior is luxurious, well-appointed, and boasts amenities like central AC, free WiFi, full state of the art kitchen, and same floor laundry facility. Located in downtown Bridgman near several breweries, wine tasting rooms, retail shops and restaurants & under a mile stroll to Weko Beach.

Modern Luxury In Old Town - Sleeps 4

Stay in one of the best neighborhoods in Chicago - Old Town! Recently renovated spacious top floor condo with all modern amenities, in a classic 19th century Chicago home in one of the best parts of the city with access to dining, bars, entertainment and more. Ideal for traveling families and friends, and plenty of Chicago culture nearby, from nearly every era. A neighborhood bar with Frank Sinatra's favorite ribs! Michelin-starred restaurants!

City Center Oasis: 3BR/2BA✔︎ Patio✔︎ Parking(2x) ✔︎

Perfectly in the heart of Chicago in the River North neighborhood. You will experience Chicago easily from here! • Free parking (2) in our attached lot! • Surrounded by world class shopping on the Magnificent Mile • In the heart of the city's best dining and walking to big-city nightlife • Walk to Lake Michigan and Navy Pier • Steps from the local trains and buses to reach the outer parts of the city