Holiday houses in 31st Street Harbor

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Top-rated holiday rentals in 31st Street Harbor

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Apartment in Chicago
4.73 out of 5 average rating, 26 reviews

Trendy apt,15mins to downtwn

Cozy one-bedroom apartment in the heart of Bronzeville! Perfect for solo travelers or couples, with a comfy bedroom, open living area, and fully equipped kitchen. Enjoy easy access to restaurants, shops, and CTA transit. Central heat and AC keep the space comfortable year-round (note: thermostat is managed by host). A peaceful home base for exploring the city, working remotely, or relaxing after a day out with easy access to the McCormick Centre,IIT, Illinois College of Optometry and CTA transit

Guest favourite
A vibrant living area showcases eclectic décor, featuring a colorful mural with artistic motifs on one wall. A round coffee table sits in the center, surrounded by cream-colored sofas adorned with green cushions. A wet bar with wooden stools is visible in the background.
Apartment in Chicago
4.92 out of 5 average rating, 146 reviews

Hidden Gem:Artsy Speakeasy in Historic Bronzeville

Enjoy this fun and unique 1-bed 1.5-bath speakeasy in the heart of Chicago's Bronzeville District. This artsy vibe features eclectic décor, hand-painted murals, Smart TVs, wet bar, wellness studio, remote workspace, free street parking, and ground-level-step-free access. This cozy space is perfect for fun couples, solo adventurers, business travelers, and game night aficionados. Easy access to Downtown (6 miles to Mag Mile, Navy Pier, Millennium Park), Beach (1 mile), Museums, & Sports arenas.

Guest favourite
A spacious living area is depicted, featuring a comfortable seating arrangement with two sofas facing a mounted TV. A wooden coffee table is centered amidst the seating. The light-filled space leads into the dining area and kitchen visible in the background.
Private room in Chicago
4.85 out of 5 average rating, 105 reviews

Private room close to IIT, McCormick free parking2

Private bedroom, share bathroom with one other guest. Queen size bed, mini fridge and 32in Smart TV. Located at historical Douglas area, Chicago landmark . Close to subway station, bus, IIT, McCormick place (25 min walk, or bus #3 , 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 2nd fl of the house, it has a lock key Roof top patio with downtown view. Washer dryer in basement.

Guest favourite
An exterior view of the historic coach house reveals a brick facade and a set of wooden stairs leading to a second-floor entrance. Lush greenery surrounds the building, and a decorative lantern adds a touch of charm to the outdoor area.
Apartment in Chicago
4.93 out of 5 average rating, 29 reviews

West Loop Urban Chic Coach House

Welcome to this historic neighborhood in Chicago, a cultural tapestry, rich in history and bursting with energy. Enjoy strolling along the streets lined with historic buildings, savor diverse culinary delights. Bronzeville is not just a place to stay; it is a community experience Enjoy, this one-bedroom, full bathroom historic coach house with a full kitchen, smart TV, and dedicated living space. Unwind in comfort with an in-unit washer/dryer. Plenty of street parking available.

Apartment in Chicago
4.71 out of 5 average rating, 157 reviews

Walk to it all in Pilsen

This 2 bedroom, 1 bath rehabbed apartment is in Chicago’s vibrant Pilsen neighborhood—rated one the coolest neighborhoods in the WORLD by Forbes! It is a short walk to award-winning restaurants, boutiques and cafes on the 18th Street Corridor and a 5 minute walk to the CTA train that will have you to the Loop in about 10 minutes. It was gut rehabbed in 2017, and it contains an updated kitchen and bathroom, central heat and air conditioning, and a private deck off the kitchen.

Guest favourite
A cozy bedroom features a spacious bed with a soft white comforter. A modern television is mounted on the wall opposite the bed. A circular mirror and small table add to the decor, while a vintage-style refrigerator and a bathroom door are visible in the background.
Private room in Chicago
4.98 out of 5 average rating, 186 reviews

McCormick332, Chinatown, SOX, GrantPark, UC

Feel free to check us other listings: https://www.airbnb.com/h/zengarden001 https://www.airbnb.com/h/zengarden221 https://www.airbnb.com/h/zengarden331 https://www.airbnb.com/h/zengarden333 A new renovated luxury zen garden step to Chicago loop, McCormick Place, Millennium Park, Navy Pier, SOX, Art Institute, UIC, IIT, UCHICAGO, Chinatown(hundreds of delicious food), Midway Airport. Perfect place for everyone in Chicago! Super easy free street parking!

Guest favourite
A cozy living area features a light-colored sofa adorned with a textured throw and a contemporary black-and-white artwork on the wall. A sleek kitchen island with two bar stools sits adjacent to the living space, illuminated by pendant lighting. Large windows provide a view of the outdoor greenery.
Guest suite in Chicago
4.9 out of 5 average rating, 69 reviews

Comfy suite w/ steam shower near McCormick Place

Welcome to the landmark! Our well appointed studio space is situated in the historic Calumet-Giles-Prairie District; minutes from McCormick Place, Sox Park, Wintrust Arena, IIT, and downtown. Walk to 31st St Beach, bike to Museum Campus. Perfect for business or leisure; enjoy steam shower, Wi-Fi, smart TV, and full kitchen. Easy access to major highways and public transit. We also offer a Honda Accord rental car on Turo for your convenience upon inquiry.

Guest favourite
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, 290 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.

Superhost
Apartment in Chicago
4.76 out of 5 average rating, 21 reviews

Bright & Cozy Studio in the Heart of Hyde Park

Cozy, sunlit Hyde Park studio just blocks from UChicago. Enjoy a comfy queen bed, private bath, fast Wi-Fi, and a fully stocked kitchen with all essentials. Nestled on a quiet, tree-lined street in a safe, walkable neighborhood near cafés, restaurants, parks, and museums. Easy CTA and Metra access for downtown trips. Perfect for solo travelers, couples, and visiting academics seeking comfort, convenience, and a welcoming, homey atmosphere.

Top Guest favourite
A spacious living area is highlighted by a comfortable gray sofa adorned with warm-toned pillows. A wooden coffee table with magazines rests in front. The walls are painted in a vibrant yellow, complemented by a rustic shelving unit and decorative accents around the room.
Private room in Chicago
4.91 out of 5 average rating, 485 reviews

Spacious & serene in hip spot. Sleeps 4.

Located in the heart of Pilsen, a vibrant neighborhood rich in Mexican arts/ culture, and an emerging hipsterville. Check out art gallery crawls, award winning restaurants and local taquerias. Thalia Hall (3 blocks away) w/ indie and major musicians. 7 mins via car to downtown or 2 blocks to train/bus. Mask wearing is optional. Guests are not required to wear masks. Chicago Registration #: R21000069179

A spacious sleeping area features a large bed adorned with a geometric patterned blanket. Black and white artwork decorates the walls, complemented by a standing lamp. A cozy seating area is included, showcasing patterned cushions and throws for added comfort.
Guest suite in Chicago
4.81 out of 5 average rating, 331 reviews

Comfy/Private Entry & Bath/Free Parking - Win Win!

A Hidden GEM on a private block in Bronzeville, ranked one of the hottest neighborhoods in Chicago. Great for those looking to travel the city from Downtown (4 miles), to the lake (1 mile) to Hyde Park (walking distance) or those simply looking to stay in and rest in a peaceful place. Welcoming guests from near and far in this comfy studio designed specifically to host those for a great Chicago experience!

Guest favourite
A compact bathroom is visible, featuring a shower with a floral curtain, a toilet, and a modern sink with a wooden vanity. Soft neutral tones are present on the walls and floor, complemented by a stylish light fixture above the mirror.
Apartment in Chicago
4.91 out of 5 average rating, 43 reviews

Cozy In the Middle of Everything

Enjoy a stylish experience at this centrally-located place. About a mile from the University of Chicago. 10 Minutes to Downtown Chicago. 3 Blocks from the beach, walking, and bike trails. Near grocery stores and beloved Bronzeville Eateries. Right off Lake Shore Drive with access to all Chicago Expressways. This is the perfect spot to relax while you enjoy all that the City of Chicago has to offer.

Popular amenities for 31st Street Harbor holiday rentals

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