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Apartment vacation rentals in Grant Park

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Top-rated apartment rentals in Grant Park

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Top guest favorite

Apartment in Lincoln Park

5 out of 5 average rating, 282 reviews

Explore Lincoln Park from a Polished Apartment

This apartment is a large studio in the heart of Lincoln Park! New construction and all furnishings & appliances are brand new. It is perfect for a couple...but can also sleep 3-4 for a girls trip or a family with small children. You enter with your personal keypad code which we give you a few days prior to your stay. And we are always available by text or email should you have any questions about the apartment. Set in Lincoln Park, this apartment is steps away from shopping along Armitage and Halsted Avenue. There’s grocery stores, restaurants, and cafes nearby, plus red and brown line train stations that access Downtown and other parts of the city. Street parking is relatively easy around the apartment and we offer free residential parking stickers in the apartment on the desk. We also offer a clean garage space (with free EV hook up, should you need it) for $20/night.

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 South Side

4.92 out of 5 average rating, 134 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.

A spacious bed with a dark wood frame is positioned against a teal wall, flanked by matching nightstands and elegant lamps. A round mirror above the bed reflects soft light, while a textured blanket rests at the foot. Rich curtains frame the windows, adding depth to the room.

Apartment in West Loop

4.94 out of 5 average rating, 106 reviews

Fulton House #1 - Studio Only (Nightly)

Unique & stylishly designed by Chicago's own Outline Interiors, this highly sought after location is for those that want to stay on a calm side street around the corner from city's best, award-winning restaurants and trendiest shopping. The fully-serviced studio has the business-travel amenities you want: ultra speed wifi, work station, top tier dining options within steps, Nespresso coffee maker, bottled water and more. Paid parking next door $20/day, subject to avail - inquire in advance.

Top guest favorite

A comfortable living area is highlighted by a mix of seating options, including a gray sofa with patterned pillows and blue accent chairs. A round wooden coffee table sits on a soft rug, while a map-themed wall art adds character. The open layout connects to the kitchen area.

Apartment in Magnificent Mile

4.98 out of 5 average rating, 411 reviews

Unwind in Style Steps from the Magnificent Mile

Ideally located just half a block from Michigan Avenue, this apartment boasts high ceilings, beautiful wood floors, with thoughtfully appointed rooms for your comfort. You will have everything you need to enjoy your stay in style! PLEASE NOTE: 4th floor walk-up (NO ELEVATOR). There is a small neighborhood bar on the second floor of the building. They are respectful of our neighbors, however they do play music which can be heard leading up to the apartment but never in the apartment.

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 Near North Side

4.82 out of 5 average rating, 801 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.

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 Lower West Side

4.84 out of 5 average rating, 303 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.

A spacious light-filled game area is highlighted by a ping pong table at the center. Large windows frame the room, offering views of the outside. A comfortable seating area is visible alongside a decorative plant and wall-mounted mirrors, contributing to a relaxed environment.

Apartment in West Town

4.97 out of 5 average rating, 110 reviews

King Bed • No Stairs • Ping-Pong • United Center

You would enjoy staying in the spacious 1800 sq ft with 10 ft high ceilings. Two bedroom/2 bathroom apartment with direct access from the street level with ZERO STAIRS. It is an excellent solution for elder people and families with kids or maybe just a group of friends coming to have fun at the UNITED CENTER sports event or tourists as well as business folks or doctors to attend McCormick Place conferences. Bring the whole family to this great place with lots of room for fun.

A light-filled living area features large windows with green curtains and a view of the courtyard. A comfortable sofa with decorative cushions is positioned next to a wooden coffee table, which holds a book and a small plant. A TV is set on a stylish console.

Apartment in Lincoln Square

4.86 out of 5 average rating, 374 reviews

Renovated Designer Flat in Heart of Lincoln Square

Kick back with a fresh coffee and enjoy the designer touches of this renovated apartment, including marble worktops, wood floors and 1920s exposed brickwork. There are great courtyard views, while the memory foam mattress and super-sized sofa add real comfort. Lincoln Square is a quaint, family-friendly neighborhood. There's abundant German influence here, and great shops, restaurants, and bars line Lincoln Avenue. Downtown is 20 mins by train. Wrigley Field is close too.

An open living area is illuminated by natural light from large windows. A comfortable sofa faces a modern TV, with a stylish coffee table in between. A red area rug adds warmth to the space, complemented by wood-paneled walls and framed artwork. Dining furniture is visible in the background.

Apartment in South Loop

4.89 out of 5 average rating, 179 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!

A modern kitchen features sleek black cabinetry and appliances, complemented by a contrasting white countertop. Stylish stools are arranged around a small kitchen island. The wall is adorned with a framed painting, while decorative items are displayed on open shelves above the countertop.

Apartment in Lower West Side

4.87 out of 5 average rating, 284 reviews

Spectacular Pilsen Studio for 2!

This chic studio in the heart of Pilsen is the perfect space to kick back and relax during your visit to the Windy City! The vibrant neighborhood always has something to offer to any type of traveler, and it's a quick trip to see most of the iconic Chicago sights. Easily walk to historic Thalia Hall, or drive to the Loop in just 5 minutes! You'll love the thoughtful touches and modern decor in the apartment, as well as the bright and welcoming main space.

Top guest favorite

A green sofa is positioned in a bright living area, accompanied by a round coffee table. A decorative bowl and a potted plant sit atop the table, while a piece of wall art featuring a tree landscape adds character. Natural light enters through nearby windows.

Apartment in Lower West Side

4.99 out of 5 average rating, 245 reviews

Modern Apt with style & comfort in Pilsen Chicago

Enjoy a nicely updated studio in a safe, family-owned building located in Pilsen/Heart of Chicago conveniently located near Downtown, Chinatown, & Hyde Park to name a few. Public transportation is walking distance or you can go on a short drive to museums, parks, cafes, restaurants, bars, venues, and hip neighborhoods. Chicago has a full line up of festivals happening this year so feel confident in choosing my lovely space to be part of your experience.

The kitchen area showcases wood cabinetry, a sink, and a stove with an oven. A microwave is mounted above the counter, and utensils are neatly arranged in a holder. Colorful tiles add a decorative touch to the backsplash, while natural light illuminates the space.

Apartment in West Town

4.85 out of 5 average rating, 137 reviews

*A Happy (City) Glamping- walk to train FREE park

Totally private NO shared spaces. Full amenity City Camper . FREE street parking (no permit needed) One block walk to (Green Line) train. - Two stops to trendy West Loop bars, restaurants & shops. 12 minute ride to downtown Chicago City Center. 5 min to United Center/Union Park. Air con & wi-fi. NOTE No visitors No smokers you must agree on my first message. Please CLICK "SHOW MORE" BELOW FOR MORE INFO....

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Popular amenities for Grant Park apartment rentals

Free parking on premises

Air conditioning

Weekly apartment rentals

An outdoor seating area is presented on a well-maintained lawn, featuring a dark sectional sofa with plush cushions and a low coffee table. Warm string lights are suspended above, enhancing the inviting space, which is enclosed by a wooden fence.

Apartment in Humboldt Park

4.59 out of 5 average rating, 81 reviews

Cozy Basement Apt Near the 606 Trail!

A wooden-framed sign with a black background features white letters that spell 'WELCOME TO THE LANDING' at the center. The sign is placed on a smooth, light-colored surface, conveying a welcoming message.

Apartment in South Loop

4.68 out of 5 average rating, 105 reviews

The Landing @ South Loop

A living area features a brown leather sofa with decorative cushions, complemented by a light-colored armchair. A wooden coffee table rests on a green area rug. A television is positioned nearby, with natural light entering through expansive windows.

Apartment in South Loop

4.68 out of 5 average rating, 143 reviews

Cozy 1BR in South Loop | Convenience in the City

A spacious living area features a large, comfortable sectional sofa with various throw pillows. A rustic wooden coffee table sits atop a textured area rug. Natural light streams through multiple windows, illuminating the exposed brick walls and greenery decor on one wall.

Apartment in River North

4.9 out of 5 average rating, 138 reviews

Steps to Nightlife • Pool Table + Deep Tub

A bedroom features a spacious bed with a striped sheet and a burgundy comforter. A wooden nightstand sits beside it. A vintage-style wall art piece of a superhero is prominently displayed above the bed, adding character to the space.

Private room in Humboldt Park

4.92 out of 5 average rating, 172 reviews

Hattie’s House

A spacious bed is neatly made with a light grey patterned duvet and accompanying pillows. A bedside table holds neatly stacked towels, while large windows frame a view of a cityscape with modern buildings.

Apartment in Near North Side

4.94 out of 5 average rating, 17 reviews

Apt in RiverNorth-A

A spacious bedroom is highlighted by a large bed with crisp white linens. Flanking the bed are two wooden nightstands, each topped with unique lamps. A cozy bench is positioned at the foot of the bed, and large windows provide natural light.

Apartment in Streeterville

4.71 out of 5 average rating, 360 reviews

Sonder Onterie | King Studio Apartment

A cozy sleeping area features a yellow bedspread over a spacious bed. A large world map artwork is positioned above the bed, complemented by plants and decorative items nearby. A full-length mirror leans against the wall, reflecting the room's warm tones and wooden flooring.

Apartment in Hyde Park

4.84 out of 5 average rating, 32 reviews

Vintage Condo-Heart of Hyde Park

Private apartment rentals

A bright living area features large windows offering panoramic views of the city and lake. Modern furniture is arranged around a round coffee table, with two stylish chairs and a comfortable sofa. A television is mounted on a sleek media console, complemented by indoor plants.

Apartment in Chicago Loop

4.84 out of 5 average rating, 182 reviews

Stunning Corner 2BR in the Loop | City & Lake View

A warm living area features a black leather sofa adorned with colorful throw pillows. A glass coffee table rests on a patterned rug, while two accent chairs provide additional seating. Natural light streams in through a window, complemented by decorative plants and wall art.

Apartment in Logan Square

4.95 out of 5 average rating, 300 reviews

Cozy and Spacious! Logan Square Apartment

A studio space features a spacious bed with a patterned blanket, complemented by a decorative mirror above the headboard. A small seating area with a chair and woven basket is situated beside a window adorned with privacy blinds. The floor is covered with a textured area rug.

Apartment in Near North Side

4.89 out of 5 average rating, 466 reviews

Great Location Studio in the Gold Coast!!

A well-maintained outdoor space is presented, featuring a manicured lawn surrounded by tall greenery and colorful flower beds. A two-story structure with a wooden deck is visible, along with a walkway leading through the garden, creating an inviting environment for relaxation.

Apartment in South Side

4.86 out of 5 average rating, 261 reviews

Historic Coach House Cottage

Top guest favorite

The living room features a stone accent wall with a mounted flat-screen TV centered above a fireplace. Dark blue sofas are arranged around a light-colored ottoman, while a patterned area rug extends across the dark wood floor. Natural light enters through the nearby window.

Apartment in Little Italy

4.98 out of 5 average rating, 257 reviews

Spacious 2BR on Quiet St - Free Park/Late Checkout

An open living area displays a modern kitchen with stainless steel appliances and dark cabinetry. A light-colored sofa is positioned beside a wooden coffee table. A glass dining table accommodates four chairs, while a colorful rug adds warmth to the space.

Apartment in West Town

4.85 out of 5 average rating, 413 reviews

Explore the City from an Elegant, Urban Retreat

The living area features large windows allowing ample natural light, complemented by a sleek TV and modern seating arrangements. A plush orange rug anchors the space, while a circular coffee table sits at its center, enhancing the room's inviting atmosphere.

Apartment in South Loop

4.92 out of 5 average rating, 224 reviews

The South Loop Reserve I Sleep 6 I Top Rated

Top guest favorite

A modern kitchen and dining area are highlighted by sleek white cabinetry and stainless steel appliances. A spacious island with two stools provides seating, while a wooden dining table accommodates four. A decorative shelving unit displays various items, enhancing the clean aesthetic.

Apartment in Lincoln Park

4.99 out of 5 average rating, 131 reviews

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt

Apartment rentals with a hot tub

An indoor pool area is featured, highlighting a clean, rectangular swimming pool surrounded by large windows. Lounge chairs are positioned along one side, offering a place to relax. The space is bright with neutral-colored walls and a minimalist design.

Apartment in South Loop

4.9 out of 5 average rating, 60 reviews

The Areal Oasis

An open-concept living and dining area is showcased with a gray sectional sofa and a wooden coffee table. A modern ceiling fan hangs above, and natural light fills the space. A dining table with six chairs is positioned nearby, adjacent to a sleek kitchen.

Apartment in East Rogers Park

4.85 out of 5 average rating, 91 reviews

Spacious Beautiful Condo

A spacious indoor garden lounge features abundant natural light streaming through large windows. Modern white furniture is arranged around a central coffee table, surrounded by lush greenery and decorative plants. The airy atmosphere is enhanced by hanging light fixtures, creating a serene and inviting space.

Apartment in Grant Park

4.67 out of 5 average rating, 325 reviews

Sentral Premium 2BR Apt South Loop Chicago

Apartment in River West

4.88 out of 5 average rating, 16 reviews

Luxury 3BD Penthouse – Private Patio+Skyline Views

Top guest favorite

A bright and airy living area is filled with natural light from floor-to-ceiling windows, offering expansive city views. A plush sectional sofa is positioned on a soft area rug. Potted plants and a console with a television add to the inviting ambiance.

Apartment in Fulton Market

4.97 out of 5 average rating, 31 reviews

Skyline Oasis: City & Lake Views

A modern living area features a green tufted sofa in the foreground, accompanied by a dining space with a round table and several chairs. Large windows offer expansive skyline views, allowing natural light to fill the space. Minimalist decor elements add a contemporary touch.

Apartment in Fulton Market

4.84 out of 5 average rating, 125 reviews

Penthouse Near Fulton: Skyline, Spacious

Apartment in Wicker Park

4.95 out of 5 average rating, 22 reviews

Chic 1 BR Garden Unit-1 FREE Garage Parking

Top guest favorite

The game room features a red-themed layout filled with arcade machines, a pool table, and foosball. A variety of classic games are showcased, providing a fun atmosphere for guests. Bright lighting illuminates the room, inviting enjoyable gaming experiences.

Apartment in Dunning

4.98 out of 5 average rating, 135 reviews

Belmont Pleasures - hot tub / arcade gaming room

Quick stats about apartment rentals in Grant Park

Total rentals
60 properties
Nightly prices starting at
€ 34 before taxes and fees
Total number of reviews
960 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
40 properties have a pool

Destinations to explore