Holiday rentals in Burnham Harbor

4.87 out of 5 average rating, 114 reviews

Skyline 2BR in South Loop Chicago Near McCormick

Welcome and Experience Chicago in style at our upscale corner suite nestled in the dynamic South Loop district—just steps from McCormick Place and minutes from top city landmarks. This modern, metropolitan 2-bedroom, 2-bathroom suite features soaring 10 ft ceilings, a spacious open layout, and curated interiors that set it apart from the average stay. From custom furnishings to thoughtful amenities, we’ve created an elevated home-away-from-home for families, professionals, and long-term stays.

4.65 out of 5 average rating, 665 reviews

Sonder South Wabash | Superior 1BR Apartment

Welcome to South Wabash — your modern South Loop sanctuary. Where each sophisticated space includes a fully equipped kitchen, in-suite laundry, and stunning Chicago views. Colorful art pieces complement the industrial exposed concrete ceilings. And floor-to-ceiling windows burst with natural night. There’s always something to do in the Windy City. Whether you like jazz, opera, or dive bar karaoke, the South Loop has entertainment for everyone. At South Wabash, experience the best of the city.

4.94 out of 5 average rating, 210 reviews

Private room in Evanston

Welcoming Evanston Home

We have a newly renovated suite awaiting your stay, perfect for one guest. This dedicated entry, private room + bathroom, and tree-lined street are in our quiet neighborhood in beautiful Evanston, just north of Chicago. As international travelers ourselves, we love hosting others from near or far! Enjoy a short walk to cafes, stores, mall shopping, parks, and restaurants. Easy free parking, convenient Uber / Lift rides, and public transportation are also here to make your stay enjoyable.

4.78 out of 5 average rating, 151 reviews

Stylish 1BR South Loop Near McCormick & Wintrust

🌟 Welcome to Your South Loop Getaway! 🌟 🏠 Key Features: • 💬 MESSAGE US for SPECIAL RATES • 🚶‍♂️ Minutes walk to McCormick • 🚬 420-Friendly • 🚗 Optional parking space available • 📍 Prime State Street location • 🛡️ Safe building with 24/7 surveillance • 🛏️ Queen bed + Sofa bed – Sleeps up to 4 guests • ⚡ Fast, dedicated Wi-Fi • 📺 65" 4K Roku Smart TV • 🍳 Fully equipped kitchen • 🧺 In-unit washer and dryer • 🗺️ Minutes from top attractions, restaurants & public transport

4.75 out of 5 average rating, 65 reviews

Private room, Near IIT, McCormick, free parking5

Small bedroom, share bathroom , kitchen and living room. Twin size bed + sleeping bag for 2nd guest , desk and chair, closet. Close to subway station, bus, IIT, McCormick place (25 min walk, or bus#3 7stops, or Uber<$10), loop, museum campus, white socks station. Area is quiet and safe, near restaurants and super markets. Free street parking. The bed room is located on 3rd fl of the house, it has a lock and only you have keys. Roof top patio with downtown view. Washer dryer in basement.

4.82 out of 5 average rating, 798 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.

4.82 out of 5 average rating, 205 reviews

ChicagoRiver Double Room

Nicely decorated Private (10x11 sq ft) Room w/designated work station, well-lit, *shared common bathroom* (other guests may be in the premises). This is NOT a full condo rental; just 1 room. Quiet & clean, 2 miles from downtown, walking distance to dozens of restaurants in Taylor Street & Little Italy. Perfect location in a quiet neighborhood, but still close to the city to enjoy food& music festivals, free concerts in Grand Park, Museums, Broadway shows, etc

4.85 out of 5 average rating, 55 reviews

A3-Next to the Train & Downtown

Located at Pilsen which is one of the 12 Coolest Neighborhoods around the world (by Forbes) this is a Private bedroom with a full size bed in a share apartment close to Downtown Chicago (around 15 min by car). Great gastronomy around. Accesible public transportation just 6 min far by walk to the train (Damen Pink Line) We made a very detailed listing so you can know exactly what to expect, don’t book before reading the whole advertisement.

5 out of 5 average rating, 8 reviews

Sky-High Living: Lake Views, Elite Experience

Ascend to 'The Observatory', a brand-new 3-bedroom luxury apartment on the 60th floor, where spectacular lake views meets a unique, front-row view to Grant Park & Monroe Harbor directly from your private balcony. This exclusive residence, nestled within one of Chicago's best new buildings—an art gallery unto itself—provides truly unmatched amenities and a location at the city's cultural epicenter, ensuring an unforgettable stay.

4.89 out of 5 average rating, 217 reviews

HydePark003, UC, NavyPier, Chinatown, freeparking

Feel free to check us other listings: https://www.airbnb.com/h/zengarden333 https://www.airbnb.com/h/zengarden332 https://www.airbnb.com/h/zengarden001 Hyde Park luxury private room with a keypad lock on each room door. Shared full bathroom only for 2 rooms. Step to UChicago, Chicago loop, McCormick, Chinatown(hundreds of delicious food). Perfect for everyone in Chicago! Free street parking.

4.79 out of 5 average rating, 375 reviews

Hotel room in Chicago

A polished, modern affair on iconic Michigan Ave.

Experience an upgraded stay at Le Méridien Essex Chicago, located on Michigan Ave in the city's heart. Our luxury hotel, surrounded by iconic attractions, offers modern rooms with stunning views of Grant Park, Lake Michigan, Buckingham Fountain, and the Museum Campus. We're committed to making your stay in the Loop unforgettable.