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Vacation rentals in 31st Street Harbor

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Top-rated vacation rentals in 31st Street Harbor

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Home in South Side
4.93 out of 5 average rating, 27 reviews

Luxury 4BR w/ Spa Tub Near UChicago & Obama Center

Discover Metra Haven, a luxury thoughtfully designed 4BR near Hyde Park, this home is ideal for bachelorette weekends, girls trips, family gatherings, professionals or large groups seeking cozy comfort Unwind in the spa-style bath tub, gather in the private backyard patio, with fire place for cozy evenings accommodating your group Steps from Metra station with a direct train to Downtown, 4mins away from the Obama presidential center in Jackson pack, museum of science & industry and the lake

Guest favorite
A spacious living area features high ceilings with a skylight and large windows, offering ample natural light. A comfortable green sofa and a black armchair are positioned near a coffee table. A fireplace and a television are visible, with scenic views seen through the glass doors.
Apartment in South Side
4.96 out of 5 average rating, 69 reviews

Sunny Penthouse - Oakwood Beach

Bright top-floor 2-bedroom, 2-bath condo in the heart of Bronzeville with soaring ceilings and abundant natural light. Relax in the in-unit jacuzzi jetted tub after a day exploring Chicago. The fully equipped kitchen has everything you need to cook at home, or enjoy nearby restaurants. 🌊 Just a 18-minute walk to Oakwood Beach & the lakefront. Within a 20-minute drive of Downtown, Soldier Field, Guaranteed Rate Field, the Field Museum, the Art Institute, Chinatown, Hyde Park, Pilsen & more!

Guest favorite
Home in South Side
4.85 out of 5 average rating, 60 reviews

Lux Home Chicago 7mins Downtown

Come stay at our luxurious 2-story newer construction home in Chicago. This centrally located, gated, 4 Bedroom, 5Beds, 3 1/2 bath home is ideal for family vacation, work or leisure trips. It comes with a full upscale gourmet kitchen and a spacious fully furnished basement with gym equipment. It is just a 7mins drive to the best attractions in Chicago, including the beach and museums; close to numerous restaurants, nightlife, and major highways for easy travel and access around the city.

Top guest favorite
A living area features a dark blue sofa facing a glass coffee table, positioned on a patterned rug. Light blue curtains frame a window, while a small round table sits next to a potted plant. A wall decor piece with a Chicago flag design is displayed.
Apartment in South Side
4.94 out of 5 average rating, 32 reviews

La Casita Norte

Modern Bronzeville 1-Bedroom Apartment in quiet centrally-located neighborhood close to McCormick Place, Wintrust Arena, and White Sox Park, IIT, and 31st Street Beach. Sleeps 4 with a full bed and queen living room sofa sleeper. Comfortable dedicated workspace with reliable Wi-Fi connection and morning coffee. Huge bath w/ separate shower and endless hot water, wet bar, living room, washer/dryer. Fitness room with a Bowflex machine, treadmill, Pilates reformer, yoga mats, trampoline.

Superhost
A serene bedroom features a spacious bed with crisp white linens and a light gray upholstered headboard. Natural light flows through large windows, illuminating the neutral walls and wood flooring. A small bedside table with a decorative lamp adds a touch of elegance to the space.
Apartment in Downtown Chicago
4.81 out of 5 average rating, 1024 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.

Guest favorite
Apartment in South Side
4.86 out of 5 average rating, 64 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.

Guest favorite
A modern living area features a navy blue sectional sofa adorned with light throw pillows. A round coffee table holds a woven basket and a vase of vibrant red tulips, adding a touch of color. A piece of artwork hangs on the wall, complementing the neutral decor.
Apartment in South Side
4.89 out of 5 average rating, 199 reviews

Modern 2BRD apartment| 5min to McCormick Place

Stay in a newly remodeled, spacious 2-bedroom apartment in Chicago. FREE STREET PARKING (a rare gem in Chicago!) Just blocks from Illinois Institute of Tech, a 7-8 min walk to Green/Red lines, 15 min walk to White Sox stadium, 20 min walk to 31st St Beach, and a 5 min drive to McCormick. Sleeps up to 4 with 2 private bedrooms, full kitchen, workspace, TVs & WiFi. Please note: This is a multi-unit building with long-term tenants, so occasional noise from neighbors may be heard.

Top 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 Loop
4.91 out of 5 average rating, 227 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 modern living area features a comfortable sectional couch, complemented by decorative pillows. Natural light enters through large windows, illuminating the space. A flat-screen TV is positioned on a wooden media console, and a dining area with a bar counter is visible in the background.
Apartment in Bridgeport
4.91 out of 5 average rating, 113 reviews

Blue Brick Apartment in Bridgeport - Park for Free

• Free street parking • Trains to Downtown!! • Fully stocked kitchen • Walk to dining & bars! • Free parking pad in rear • Noise monitoring equipment • Walk score 93! Bike Score 92! • 600 sq ft apartment | 1st floor | Patio • Safe, working class neighborhood! • Commute to Downtown: 15min (drive) • 28min (transit/train) | 22min(bike) • Building video surveillance alarm system • Washer | Dryer | Dishwasher are included • Rideshare (Uber/Lyft) | Bikeshares(Divvy)

Guest favorite
A modern kitchen is showcased, featuring sleek cabinetry in dark tones and stainless steel appliances. An island with a light countertop provides ample space for meal preparation. Natural light enters through large windows, brightening the inviting atmosphere of the open layout.
Apartment in West Side
4.95 out of 5 average rating, 127 reviews

Pilsen Modern Chic Retreat

Welcome to your perfect getaway! This stunning 2-bedroom home is the epitome of modern chic; offering an unforgettable blend of style and comfort. Designed for up to 6 guests, the space is crafted with thoughtful architectural details and an eye for eclectic decor. Located in the heart of Pilsen, known for its vibrant art scene, trendy restaurants, & local culture, you'll be perfectly situated to explore everything Chicago has to offer.

Superhost
Apartment in West Loop
4.84 out of 5 average rating, 150 reviews

LIVN West Loop Chicago Queen Studio Apartment

Experience modern city living at LIVN West Loop Chicago, a stylish loft-style apartment studio at 555 W Jackson Blvd in one of the city’s most connected neighborhoods. This newly renovated studio features a full kitchen, in-unit washer and dryer, and clean, modern interiors. Walk to Union Station and Willis Tower. You are minutes from top dining, offices, and transit, ideal for business trips, weekend stays, or longer visits.

Top guest favorite
Apartment in South Side
5.0 out of 5 average rating, 24 reviews

Stylish Hyde Park/Kenwood Brownstone Garden Apt

Enjoy a stylish experience in Chicago's historic Hyde Park/Kenwood neighborhood in this updated brownstone garden apartment. You'll have an entire tastefully designed speakeasy chic 2-bedroom/1.5-bathroom unit with a separate entrance to yourself. Great location off South DuSable Lakeshore Drive- you're minutes away from Lake Michigan's scenic lakefront, the University of Chicago, McCormick Place and downtown Chicago.

Popular amenities for 31st Street Harbor vacation rentals