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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

A light-filled living area features a gray sectional sofa adorned with blue and yellow cushions. Two large windows provide perspectives of the outdoors. A world map hangs on the wall, complemented by a small coffee table and a patterned area rug, contributing to a cozy setting.

Apartment in Lincoln Park

5 out of 5 average rating, 283 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.

The image displays an advertisement featuring the text 'Western Avenue Lofts + Studios' in bold letters. Below it, details regarding artist studios and loft availability are presented. An artistic design element, representative of the historical context, is visible in the background.

Apartment in Wicker Park

4.82 out of 5 average rating, 456 reviews

WESTERN AVE ARTISTS LOFTS- Park Free

FREE street PARKING. Walk to Wicker Park restaurants, bars & shopping. 10 MINUTE WALK to CTA Blue line TRAIN-Damen stop. Premium queen mattress ( small bedroom but a queen bed) & brand new sofa bed. Full kitchen & washer & dryer in apartment. Resident artists work on first floor of this historic former telephone repair and switching station. Very laid back vibe. EVERYONE is Welcome. All guests must be on the reservation for $total. Note $30 per night per guest charge AFTER 2 Guests ( 3&4)

Top guest favorite

A cozy living room area features a dark leather sofa facing a mounted television on a wooden media console. A round shelf displays books and plants, while a small desk and chair are positioned beside a bright window.

Apartment in Bridgeport

4.94 out of 5 average rating, 164 reviews

Blue Brick Apartment in Bridgeport - Park for Free

-600 sq.ft apartment / 2nd floor / Patio Deck -Free parking pad in rear / free street parking -Commute to Downtown: 15min (drive) / 28min (transit/train) / 22min(bike) -Walk score 93! Bike Score 92! Near Trains to Downtown!! -Gated access w/ Building video and security alarm system and noise monitoring equipment. -Kitchen is stocked w/ cookware, utensils, etc. -Washer and Dryer and Dishwasher in unit (free) -Rideshare(Uber/Lyft) / Bikeshares(Divvy) are bountiful -Safe, working class neighborhood

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, 135 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.

Top guest favorite

An inviting studio space features warm wooden paneling and a dark couch. A coffee table with magazines and guidebooks is centrally positioned. Soft lighting is provided by wall sconces, and a bed is visible in the background, accented by a colorful wall art piece.

Apartment in Logan Square

4.91 out of 5 average rating, 444 reviews

The Grotto of Logan Square

Garden unit, great for a small group looking for a base while they explore the city. 10 min walk from Logan Square Blue Line, restaurants, galleries, coffee shops and clubs. Explore the city from one of its best neighborhoods! In your downtime the space offers several chicago guide books and magazines. There is a Fire stick in the TV that has most major media apps installed. The alarm clock is also a speaker for your phone to plug into. Please make sure you read the amenities and house manual.

Top guest favorite

A lofted living space is illuminated by natural light through skylights. A light-colored sectional sofa is positioned on a wooden floor, accompanied by a small coffee table. A dining area is visible in the background, featuring a wooden table and chairs, enhancing the open layout.

Apartment in Humboldt Park

4.99 out of 5 average rating, 152 reviews

Humboldt Park Loft

Bright and spacious loft style 1 bedroom/1 bathroom apt in the Humboldt Park neighborhood of Chicago. Renovated A-frame large attic space on the second floor of our house. Private apartment with open lay-out plan, full kitchen, and lots of natural light. Close to Logan Square and Wicker Park neighborhoods. Walking distance to Humboldt Park and the 606 trail. Two blocks to Kimball/Homan and North Ave buses. Quiet residential street with free and easy street parking. Smoke and pet free space.

Top guest favorite

The living room is well-lit by sunlight streaming through three large windows, accentuating a comfortable brown sofa and a stylish armchair. A wooden coffee table and a small dining table with two chairs offer ample seating. Unique artwork and decorative items add character to the space.

Apartment in Noble Square

4.97 out of 5 average rating, 560 reviews

Fully Furnished Apartment Wicker Park Free Parking

Hello and welcome to all seeking a comfortable and convenient place to stay in Chicago! Please enjoy your time away from home in our fully furnished apartment located in the trendy neighborhood of Wicker Park! Please view the list below of all the wonderful amenities we offer to every guest staying out apartment. Again if you have any questions or comments please do not hesitate to ask. I look forward to seeing you and having your apartment ready soon! Thank you! One night available

A bright bedroom features a spacious bed with crisp white linens, complemented by an abstract wall art piece. A wooden nightstand with a lamp is positioned beside the bed. Large windows provide natural light, showcasing views of the city beyond.

Apartment in Near North Side

4.81 out of 5 average rating, 240 reviews

Kasa | Explore the Neighborhood-Mag Mile | 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.

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

4.9 out of 5 average rating, 182 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!

Top guest favorite

Apartment in Lower West Side

4.99 out of 5 average rating, 247 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.

A comfortable living area is furnished with a tan sectional couch and a small coffee table. A vibrant area rug adds warmth to the hardwood floors. Natural light filters through windows, illuminating wall art and a nearby plant, creating an inviting space.

Apartment in Jefferson Park

4.94 out of 5 average rating, 108 reviews

Cozy Jefferson Park 2BR Apt

A lovely 2nd floor apartment flooded with natural light in a 2-unit building located in Jefferson Park. Conveniently located near O’hare airport, filled with small businesses, dive bars, and family-owned restaurants. Downtown Chicago will take 20-40 minutes, depending on traffic. My partner and I live in the unit below and can answer any questions you may have throughout your stay. We have created a warm and safe place for all to feel welcome!

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Popular amenities for Grant Park apartment rentals

Free parking on premises

Air conditioning

Weekly apartment rentals

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, 144 reviews

Cozy 1BR in South Loop | Convenience in the City

The exterior of a modern high-rise building is visible, featuring large glass windows and a curved architectural design. Surrounding trees line the street, creating a blend of urban and natural elements. The image showcases the building's height against a clear blue sky.

Apartment in South Loop

4.81 out of 5 average rating, 324 reviews

Kasa | Studio, Walk to Grant Park | South Loop

A living area features a dark sectional sofa accompanied by a round coffee table. A light area rug adds texture to the hardwood floor. Natural light filters through sheer curtains, highlighting a large wall art piece of a lion. A door leads to a nearby room.

Apartment in Chicago

4.88 out of 5 average rating, 16 reviews

COZY unit near Michigan Lake 2nd floor/no elevator

A comfortable living area features a modern sofa, complemented by two stylish ottomans. A large window with sheer curtains provides natural light, while a wall-mounted TV is positioned for easy viewing. A piece of wall art adds a contemporary touch.

Apartment in West Loop

5 out of 5 average rating, 20 reviews

Chicago Luxury Long Term 30+

Top guest favorite

A light-filled living area features a modern gray sectional sofa, accompanied by a textured light-colored rug. Two tall windows allow natural light to brighten the space. Decorative art pieces and a floor lamp enhance the room's functionality and warmth.

Apartment in West Town

4.97 out of 5 average rating, 35 reviews

Newly Remodeled in West Town

A cozy bedroom features a spacious bed dressed in a light blue and gray striped blanket. A decorative pillow adds a touch of color. Natural light enters through a window beside the bed, and a simple mirror reflects the neutral tones of the room.

Apartment in Avondale

4.94 out of 5 average rating, 107 reviews

Modern 1-Bedroom w/ off-street parking space

A stylish attic studio showcases a queen bed adorned with a patterned blanket. A sleek lounge sofa with yellow accent pillows is positioned nearby. Wooden cabinetry is visible, complemented by a wine rack and various kitchenware. Purple walls enhance the cozy atmosphere, while wood flooring adds warmth.

Apartment in Lower West Side

4.94 out of 5 average rating, 17 reviews

Sunny Studio w/ Skyline View and Parking

A modern studio interior is depicted, featuring a wall-mounted television opposite a sleek black sofa. A round coffee table sits in the center, and a small plant adds a touch of greenery. The kitchen area shows white cabinets and stainless steel appliances, with a neutral-toned floor enhancing the spacious feel.

Apartment in Uptown

4.76 out of 5 average rating, 109 reviews

Uptown Studio Gem

Private apartment rentals

A bright living room features hardwood flooring and a large, comfortable gray sectional sofa. Two unique yellow chairs are positioned nearby. A stylish TV unit and shelves display decor items, while light streams in through multiple windows, enhancing the open and inviting layout.

Apartment in Lincoln Square

4.98 out of 5 average rating, 178 reviews

Vibrant & Chic Apt On Quiet St in Andersonville

A bright living room is filled with natural light, showcasing a warm orange sofa adorned with patterned throw blankets. A wooden coffee table sits on a cowhide rug, while houseplants and decorative artwork enhance the space. A vintage piano and globe add character to the room.

Apartment in McKinley Park

4.82 out of 5 average rating, 130 reviews

Park Side Apt. Walk to Orange Line!

An open living space is visible, featuring a cozy seating area with a brown couch and two green armchairs. A large area rug adds warmth beneath the coffee table. A kitchenette area with wooden counter space and modern appliances is present, while bookshelves display various books and decor.

Apartment in West Town

4.89 out of 5 average rating, 113 reviews

Garden on Warren

A cozy living area is highlighted by a brown sofa adorned with decorative cushions. A warm red throw drapes over the armrest. Visible at the end of the hall is the entrance to the bedroom. Light brown carpeting covers the floor, enhancing the inviting atmosphere.

Apartment in Bridgeport

4.98 out of 5 average rating, 206 reviews

Bridgeport Garden Apartment

A cozy living space features a gray sofa adorned with patterned pillows, complemented by a circular dining table set for four. Walls are decorated with framed Chicago-themed artwork, while a kitchen area is visible through an open doorway.

Apartment in Lower West Side

4.85 out of 5 average rating, 415 reviews

Cozy Garden Apartment in Heart of Pilsen

Apartment in Magnificent Mile

4.98 out of 5 average rating, 174 reviews

Elegant Suite in Gold Coast

A cozy corner is featured with a gray sofa positioned against a neutral wall. Above, floating wooden shelves display art pieces and decorative vases. A red accent stool adds a pop of color, while a light fixture with a red shade illuminates the space.

Apartment in Lower West Side

4.88 out of 5 average rating, 320 reviews

Modern

A spacious living area is illuminated by recessed lighting, showcasing a comfortable gray sectional sofa and a coffee table. Two stylish blue chairs are positioned near the windows, which allow natural light to filter in. A wooden piano adds a warm touch to the space.

Apartment in Roscoe Village

4.79 out of 5 average rating, 126 reviews

Private City Hideaway

Apartment rentals with a hot tub

Apartment in Chicago Loop

5 out of 5 average rating, 5 reviews

Elevated 2BR Retreat + Balcony with Bean Views

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, 92 reviews

Spacious Beautiful Condo

Apartment in River West

4.88 out of 5 average rating, 17 reviews

Luxury 3BD Penthouse – Private Patio+Skyline Views

Top guest favorite

Apartment in Fulton Market

4.97 out of 5 average rating, 31 reviews

Skyline Oasis: City & Lake Views

An indoor swimming pool stretches along a glass wall, offering views of the outdoors. The space is highlighted by modern lounge chairs and sleek tile flooring. Natural light floods the area, enhancing the serene ambiance created by the tranquil water features.

Apartment in Grant Park

4.8 out of 5 average rating, 50 reviews

Sentral 2 Bedroom Apt in South Loop Chicago

Apartment in West Town

5 out of 5 average rating, 4 reviews

Modern 4BR Retreat in Vibrant West Town

Apartment in Wicker Park

4.96 out of 5 average rating, 23 reviews

Spacious 1 BR Garden Unit-1 FREE Garage Parking

A hot tub is positioned in a vibrant game room, surrounded by colorful murals depicting a beach and lively graphics. Water glistens in the tub, inviting relaxation and enjoyment after a day of activities.

Apartment in Dunning

4.97 out of 5 average rating, 136 reviews

Belmont Pleasures - hot tub / arcade gaming room

Quick stats about apartment rentals in Grant Park

Total rentals
60 properties
Nightly prices starting at
G$8,367 GYD 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