Vacation rentals in Monroe Harbor

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Top-rated vacation rentals in Monroe Harbor

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Guest favorite
A modern living area features a comfortable gray sofa positioned near large floor-to-ceiling windows that provide city views. A round coffee table sits in front, holding snacks, while a dining table is visible in the background, complemented by wood-toned chairs.
Apartment in Chicago
4.83 out of 5 average rating, 35 reviews

Sonder South Wabash | One-Bedroom 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.

Superhost
A modern living area features a comfortable gray sofa adorned with blue pillows, accompanied by a round glass coffee table with gold accents. The kitchen area in the background showcases sleek cabinetry, stainless steel appliances, and an organized countertop with dishes and a coffee maker.
Apartment in Chicago
4.82 out of 5 average rating, 301 reviews

Kasa | Nearby Millennium Park | River North

Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand new high-rise, our modern apartments include state-of-the-art amenities as well as chic details like gourmet kitchens and high ceilings. You’re less than a mile from the Museum of Contemporary Art, The Wrigley Building, and more. Our tech-enabled apartments offer self check-in at 4 pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

Superhost
Private room in Chicago
4.82 out of 5 average rating, 528 reviews

Florence Room - 3min to CTA, Free Parking, Roomy

The Florence room is one of three rooms in the grotto. The room has a king size bed and full size sofa sleeper for a maximum guest count of 4. You will have access to the kitchen for the microwave, toaster, and stove, along with free Keurig coffee. There are multiple common areas on the 1st, 2nd, and 3rd floors including Dining, Living, TV, and Recreation rooms.There is a private mini fridge in your room for food storage. The house is one block from the Kedzie Green line rail station.

Top guest favorite
Private room in Chicago
5 out of 5 average rating, 136 reviews

Urban Oasis Pilsen - guest room in townhouse

Experience the charm of Pilsen, one of Chicago's trendiest neighborhoods. Your private bedroom features a queen-size bed and an en-suite bathroom with a tub/shower. The room includes a small desk, ample storage space, and a TV with streaming services. Triple-paned windows provide plenty of natural light while minimizing noise from the nearby I-90/94 freeway. The room is located on the third floor (40 steps)! The second floor offers access to the kitchen, living room, TV den, and balcony.

Top guest favorite
Private room in Chicago
4.91 out of 5 average rating, 232 reviews

ChicagoTreasure, Art Gallery w/Parking

Welcome! This large sunny bedroom with individually controlled air conditioning is located in an art gallery in Chicago's vibrant artist and historic neighborhood named “Pilsen.” It is situated on the famous 18th Street near to Harrison Park and The National Museum of Mexican Art. The Pink elevated train line a block away will bring you to the Chicago downtown Loop in 15 minutes. There are many fun and hip restaurants, cafes, musical venues, parks, and cultural events available nearby.

A modern kitchen is featured with white cabinetry and stainless steel appliances. An island with bar seating is centered, enhancing the open layout. A cozy living area is visible with a dark sofa and a coffee table topped with books. A mounted TV is positioned on the wall.
Apartment in Chicago
4.82 out of 5 average rating, 22 reviews

The Luxe Haven | 1BR | Near City | Free Parking

Keep it simple, Just a few blocks away from Downtown Chicago, The Loop, and popular attractions, this property is the ideal spot for your stay! Carefully designed and fully furnished, the unit offers excellent amenities for both comfort and entertainment: Fully equipped kitchen In-unit laundry Roku TV in the bedroom (bring your own Netflix/Hulu login) Fast WiFi Perfect for healthcare workers, corporate employees, and all travelers seeking a convenient and cozy place to call home!

Guest favorite
A vintage-style sign featuring bold red and white lettering, stating 'Bohemian Lodge no 17' against a dark brown background. Decorative elements include images of beer glasses and whimsical knot designs, creating a nostalgic atmosphere.
Apartment in Chicago
4.85 out of 5 average rating, 309 reviews

Teeny Tiny Bohemian Lodge - Clean & Affordable

Explore the wonderful neighborhood of Pilsen from this unique little space. Private entrance to your bedroom with an attached bathroom with shower. The entire space is for your private use- nothing is shared. NOTE the bedroom & bathroom ARE the entire space. Designed for one person as a sleeping room. We can not host 2 people. Twin size American bed is 38 x 75 inches. Please CLICK "show more " below BEFORE YOU BOOK/INQUIRE I need you to read and respond to our house rules.

Guest favorite
A spacious bedroom features a king bed with a memory foam mattress centered against a decorative wall panel. Two potted plants add greenery to the room, with modern pendant lights providing illumination. Large windows allow natural light to fill the space, complemented by a comfortable chair and a mirrored wardrobe.
Apartment in Chicago
4.9 out of 5 average rating, 187 reviews

Lovely 1-bedroom serviced apartment near Museums!

Enjoy Chicago in our modern & spacious 1-bedroom loft in the South Loop. Central location to Grant Park, Soldier Field, Museum Campus, McCormick Place and more! Our location has a walk & transit score of 97, providing easy access to all the hot spots on your itinerary! Expect lovely natural light, luxuriously tall ceilings and room to accommodate your entire group. Guests are always pleasantly surprised by the size of the space and the modern amenities we provide!

Guest favorite
A private room features a spacious bed with crisp white bedding. A wall-mounted television is situated opposite, with a small table and chair nearby. A fan is positioned to the side, and a compact refrigerator is visible next to the table. Natural light filters through sheer curtains.
Private room in Chicago
4.92 out of 5 average rating, 285 reviews

HydePark002, UC, NavyPier, Chinatown, freeparking

Feel free to check us other listings: https://www.airbnb.com/h/hydepark001 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.

Guest favorite
Private room in Chicago
4.82 out of 5 average rating, 238 reviews

Daniel’s Room/Private Bedroom/ Lincoln Park

Private bedroom, sleeps 3, in Lincoln Park home. Street Parking (resident sticker/ask upon arrival)Take the Brown Line (5 min walk) straight to Art Institute, Millennium Park, Willis Tower. Refrigerator in room stocked with water/soda. Keurig coffee maker/coffee/tea. TV, large steam shower in bathroom. Double bed is a loft bed, requires climbing a ladder. Other bed: pull out couch. Very light cooking in kitchen at this time is allowed.

Superhost
A bright living area features a deep green accent wall and polished concrete floors. A plush dark sofa with decorative pillows is positioned facing a television on a wooden stand. A window offers a view of an outdoor space, enhancing the natural light in the room.
Apartment in Chicago
4.93 out of 5 average rating, 85 reviews

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

Top guest favorite
A spacious living room features three large windows allowing natural light to fill the space. Comfortable seating includes a leather couch and an armchair. A television is mounted on the wall, and a decorative area rug lies beneath a wooden table set for dining.
Condo in Chicago
4.97 out of 5 average rating, 842 reviews

Great location. Free parking.

Great location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.

Popular amenities for Monroe Harbor vacation rentals

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  2. United States
  3. Illinois
  4. Cook County
  5. Monroe Harbor