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Places to stay near Maggie Daley Park

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Top-rated holiday rentals near Maggie Daley Park

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Guest favourite
Apartment in The Loop

LIVN Millennium Park Downtown Chicago 1 BR

Experience the best of Chicago from this stylish, newly renovated 1-bedroom at 19 S Wabash Ave. Perfectly located in the heart of downtown, you'll be steps away from iconic Millennium Park, the vibrant shops of Michigan Avenue, and a world of dining options. This 1 bedroom offers modern comfort with a fully equipped kitchen, including a refrigerator, dishwasher, and coffee maker, plus the convenience of an in-unit washer and dryer, making it ideal for both short getaways and extended stays. Enjo

4.88 out of 5 average rating, 146 reviews
Top Guest favourite
A cozy seating area features a green sectional sofa adorned with decorative pillows in various patterns. A small wooden coffee table sits at the center, topped with a book and a small plant. Exposed brick walls complement large windows dressed with dark curtains.
Condo in Wicker Park

3-bedroom exposed brick in Chicago's Wicker Park

Welcome to Wicker Park - one of Chicago's coolest walkable neighborhoods with endless restaurants, bars & shops. 2 blocks from the famous "L" train with access to the city & O'Hare airport. This 1893 vintage apartment has been freshly renovated and professionally designed blending historic details with a clean and modern aesthetic. The instagrammable one of a kind space has beautiful hardwood floors, soaring 10ft ceilings, exposed brick in all rooms, curated decor and a cozy private deck.

4.98 out of 5 average rating, 167 reviews
Top Guest favourite
A modern living room features a warm fireplace with elegant stone detailing. Comfortable seating is provided by a plush sofa alongside a stylish armchair. Natural light enters through multiple windows adorned with blinds. Decorative elements include a wooden coffee table and contemporary wall art.
Apartment in Downtown Chicago

Chic 2BR Gem with Fireplace

Discover urban luxury in our 2BR, 2BA Gold Coast haven. This stylish apartment boasts a warm fireplace, sleek granite countertops, and a cozy layout. Immerse yourself in city living at its finest, right in the heart of Chicago's prestigious Gold Coast neighborhood. ***Please note that from March until the end of September 2026, there will be construction on the upper floors of the building that may cause noise during the daytime hours. Construction will not be happening on the weekends.***

4.98 out of 5 average rating, 164 reviews
Top Guest favourite
A private patio provides a cozy seating area featuring a 3-seater sofa and two accent chairs. A round coffee table sits in the center, with the urban street view visible beyond the wrought iron railing.
Apartment in Downtown Chicago

Gold Coast Pristine 3BD|2BR| Patio |Parking| Beach

FREE GARAGE PARKING! Garage Clearance 6ft. Step into luxury in this modern loft with 3 bedrooms, 2 bathrooms and a private patio with breathtaking views. Experience the feeling of being at home in a bright and spacious haven amidst Chicago's most sought-after neighborhood "Gold Coast" This centrally located gem is situated within walking distance of much of Chicago Downtown's exquisite dining, upscale boutiques, popular tourist destinations, and just a stone throw away from Oak Beach.

4.95 out of 5 average rating, 123 reviews
Guest favourite
Apartment in Downtown Chicago

Luxury Loft Collection 01 - Terrace - River North

BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious building in bustling River North-the city's center of main nightlife and restaurants. This ultra high-end apartment features a private elevator, private terrace, free secured parking, 24 hour doorman, 3 bedrooms/3 bathrooms, and is perfect for families traveling to Chicago, professionals visiting the city on work trips, and everything in between. The cityscape views are unbeatable!

4.9 out of 5 average rating, 125 reviews
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

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.

4.81 out of 5 average rating, 1040 reviews
Top Guest favourite
A modern living area features a comfortable sectional sofa on a vibrant red rug. A minimalist coffee table sits in front of a mounted television, framed by a black shelving unit filled with books. Large windows allow natural light to fill the space, complemented by stylish artwork.
Apartment in The Loop

Brilliant 2BR/2BA Loft I SuperHost I Sleep 6

Enjoy Chicago in our modern & spacious 2-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!

4.93 out of 5 average rating, 213 reviews
Top Guest favourite
The living and dining area is designed with high ceilings and an open layout. A sofa is paired with a modern armchair, while a wooden dining table is surrounded by stylish chairs. Large windows bring in natural light, highlighting warm wood floors and minimal decor.
Apartment in Downtown Chicago

Urban Chic Apartment by the Magnificent Mile

Ideally located just half a block from Michigan Avenue, this bright and open 3rd floor apartment boasts thoughtfully appointed rooms for your comfort so will have everything you need to enjoy your stay in style! PLEASE NOTE: 3rd 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 in the living room but rarely in the bedrooms.

4.95 out of 5 average rating, 299 reviews
Superhost
A cozy living room corner is highlighted, featuring a green sectional sofa with decorative pillows. Two lamps stand beside the sofa, and a round coffee table sits in front, accompanied by a small potted plant. Large windows allow natural light to fill the space.
Apartment in The Loop

Comfy 2BR-2BTH | Steps to The Bean & Michigan Ave

Come enjoy this comfy and spacious 2BR-2BA apartment just steps away from Michigan Ave and ‘The Bean’, and within a short walking distance to most of Chicago’s most popular landmarks. Within just two blocks, you will find access to all CTA train lines. With a fully stocked kitchen, spacious living room, this is a great place for couples, families and business travelers that want to have everything Chicago's Loop has to offer right at their doorstep.

4.91 out of 5 average rating, 149 reviews
Guest favourite
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

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.

4.95 out of 5 average rating, 132 reviews
Top Guest favourite
A light-filled living area features large windows offering views of the city. A stylish sofa and armchair provide comfortable seating, complemented by a round coffee table. A dining table with modern chairs is positioned nearby, surrounded by greenery from potted plants.
Apartment in The Loop

Splendid Corner 3BR in the Loop | City Views

Stylish 1,300+ square foot corner apartment with 12 foot tall ceilings, massive windows, an open layout, and fabulous city views in multiple directions. This dramatic light-filled three bedroom, two bathroom space is perfect for groups looking for a luxurious escape in the sky in the heart of downtown Chicago. Centrally located in a historic building close to everything you want to visit, this is the best location in the city!

4.85 out of 5 average rating, 154 reviews
Guest favourite
A modern rooftop deck is presented, featuring contemporary seating with vibrant orange cushions arranged around a firepit. Panoramic views of the Chicago skyline are visible, showcasing a mix of architectural styles under a clear blue sky.
Apartment in Downtown Chicago

Modern 3BR with Private Rooftop & Free Parking

A beautiful and modern 2450 sq feet apartment with a private rooftop deck, a rooftop firepit, an additional private patio and yard, brand new appliances, and bright spacious interior. Free private on-premise parking (1 garage spot and one driveway spot) in the heart of Chicago and a blocks walk to the L-transit system provides easy access to both downtown, the greater Chicago area, and both major airports.

4.92 out of 5 average rating, 186 reviews

Popular amenities for holiday rentals near Maggie Daley Park

KitchenWifiPoolFree parking on premisesAir conditioning

Other top sights near Maggie Daley Park

Navy Pier

2,046 locals recommend

Millennium Park

1,668 locals recommend

Art Institute of Chicago

1,276 locals recommend

Downtown

5 locals recommend

Chicago River Walk

145 locals recommend

Cloud Gate

503 locals recommend

Condo rentals with Wi-Fi

Guest favourite
A spacious living room features floor-to-ceiling windows that allow ample natural light, showcasing views of the city. A large gray sectional sofa is complemented by a cozy yellow armchair. A wall-mounted television is situated above a built-in fireplace, with a private balcony visible through sliding doors.
Condo in West Town

Your perfect place looks like?

4.93 out of 5 average rating, 178 reviews
Superhost
A spacious studio is showcased with a king-size bed positioned against a contrasting dark wall. Natural light filters through large windows, highlighting the exposed brick and the vintage stone fireplace. A mirrored wall accents the room, while a desk complements the seating area.
Condo in Little Italy

Private hot tub - King bed suite - Free parking

4.93 out of 5 average rating, 281 reviews
Superhost
A modern living area showcases a coffered ceiling and stylish furnishings. Plush sofas and accent chairs are arranged around a coffee table, with a large wall-mounted television and a decorative painting enhancing the aesthetic. Natural light enters through multiple windows, illuminating the space.
Condo in West Town

Spacious 4 Bedroom Condo

4.95 out of 5 average rating, 217 reviews
Guest favourite
A modern kitchen with white cabinetry features stainless steel appliances, including a refrigerator and microwave. An island with seating for three is complemented by decorative vases of flowers. Natural light fills the space through large east-facing windows.
Condo in Downtown Chicago

MARVELOUS MAG MILE 2BD/2BA (+Rooftop)

4.89 out of 5 average rating, 193 reviews
Guest favourite
The living room features a wall-mounted television above a wooden console, surrounded by decor and framed photos. Comfortable seating includes gray armchairs and a sectional sofa, offering a relaxed setting. Natural light brightens the space through nearby windows, enhancing the airy atmosphere.
Condo in West Town

Chicago River West 4 Bedroom / 3 Bathroom

4.82 out of 5 average rating, 258 reviews
Top Guest favourite
An open kitchen and dining area features exposed wooden beams and stylish light fixtures. A modern dining table with black chairs provides seating, while a lounge chair is positioned nearby. Decorative plants and art add warmth to the contemporary space.
Condo in Wicker Park

Modern Izakaya Studio in Wicker Park

4.96 out of 5 average rating, 157 reviews
Guest favourite
Condo in Wicker Park

Two Bedroom w Porch in Wicker Park

4.96 out of 5 average rating, 119 reviews
Top Guest favourite
A modern chef's kitchen is shown, featuring an island with seating for four. Sleek dark cabinetry contrasts with light countertops and stainless steel appliances. A bowl of fruit adds a touch of color, while glass pendant lights provide illumination above the island.
Condo in Downtown Chicago

Modern MAG Mile 2BD/2BA (+Parking/Rooftop)

4.94 out of 5 average rating, 181 reviews

Family-friendly house rentals

Top Guest favourite
The living area showcases a dark blue accent wall, complemented by a modern light fixture. A cozy sectional sofa is framed by two framed artworks, while a round coffee table holds decorative items. An adjacent dining space features a light wood table surrounded by chairs and a built-in cabinet.
Home in Lincoln Park

Charming 3-BED in Lincoln Park/ Old Town & Parking

4.95 out of 5 average rating, 195 reviews
Top Guest favourite
An expansive rooftop patio is showcased, featuring woven outdoor couches with blue cushions arranged around a glass-top table. The city skyline is prominently visible, with notable buildings punctuating the clear blue sky, complemented by touches of lush greenery.
Home in Downtown Chicago

Private Downtown Retreat with Rooftop Oasis

4.98 out of 5 average rating, 125 reviews
Guest favourite
A spacious kitchen features modern cabinetry and stainless steel appliances. An island with bar seating for eight is complemented by sleek blue chairs. Natural light fills the area from large windows, illuminating the open layout that transitions into a cozy dining space.
Home in South Loop

Large Home | Free Parking | Near Downtown

4.89 out of 5 average rating, 126 reviews
Top Guest favourite
A cozy living area features comfortable seating with a dark blue sofa, two armchairs, and a wooden coffee table. Natural light streams through large windows adorned with decorative frames. A small decorative tree and artwork add warmth to the space, complemented by a soft area rug.
Home in Lincoln Park

Historic Old Town, Fabulous 4 Bedroom Home

4.87 out of 5 average rating, 210 reviews
Guest favourite
A spacious living area features a comfortable sofa adorned with orange and green cushions. A sleek black coffee table sits atop a striped rug. Floor-to-ceiling sheer curtains allow natural light to filter in, while an artwork hangs on a contrasting blue wall.
Home in Wicker Park

Cool Quiet Coach House, Private Access + Patio

4.92 out of 5 average rating, 317 reviews
Top Guest favourite
The spacious living area features large windows that provide ample natural light. A comfortable gray sofa with patterned cushions is positioned beside a coffee table, while a small armchair and plants enhance the inviting ambiance. Decorative elements include a rug and a stylish plant stand.
Home in Lake View

Huge Sunlit Gem, Free Parking, No Cleaning Fee

4.99 out of 5 average rating, 154 reviews
Guest favourite
An open and airy living space is highlighted by high ceilings and vibrant red beams. Large windows allow natural light to fill the room, complemented by palm tree decor and ceiling fans. The minimalist furniture invites relaxation in a colorful and modern setting.
Home in Wicker Park

ALOHA Tropical Penthouse in Wicker Park Sleeps 14

4.9 out of 5 average rating, 220 reviews
Superhost
A modern living area features a contemporary design with a stylish gray sofa and brown leather chairs. A sleek, geometric area rug sits beneath a coffee table, while framed black-and-white photographs line the walls. Large windows allow natural light to illuminate the space.
Home in Humboldt Park

Rooftop Skyline | 5 Ensuites | Games | DT 14 mins

4.96 out of 5 average rating, 124 reviews

Apartment rentals with air conditioning

Top Guest favourite
Apartment in The Loop

The South Loop Reserve I Sleep 6 I Top Rated

4.93 out of 5 average rating, 269 reviews
Superhost
A bright and open living space showcases a contemporary seating area with a green sofa and a plush armchair. Natural light floods through large windows, casting a warm glow over the stylish kitchenette and dining table. A smart TV is mounted on the wall, enhancing the modern vibe.
Apartment in Little Italy

Modern 1BR in Little Italy, Near West Loop

4.9 out of 5 average rating, 174 reviews
Top Guest favourite
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

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

4.99 out of 5 average rating, 163 reviews
Top Guest favourite
An open kitchen and dining area features exposed brick walls and a large wooden dining table surrounded by black metal chairs. Bright light streams in from skylights above, highlighting the warm wood flooring and a woven pendant light hanging above the table.
Apartment in West Loop

Beautiful and spacious West Loop apartment.

4.99 out of 5 average rating, 293 reviews
Top Guest favourite
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

Explore Lincoln Park from a Polished Apartment

5.0 out of 5 average rating, 321 reviews
Guest favourite
A modern living room features a light gray sofa paired with dark accent pillows. Natural light fills the space through large windows, complemented by dark curtains. A stylish armchair and a side table sit next to the sofa, while a flat-screen TV is mounted on the wall.
Apartment in West Side

Private Balcony, Parking, 5 Min to UC

4.96 out of 5 average rating, 156 reviews
Guest favourite
Apartment in Lincoln Park

Rare 1BR Lincoln Park Apt, close to everything!

4.78 out of 5 average rating, 288 reviews
Top Guest favourite
A modern kitchen and living area are showcased within an open-concept space. The kitchen features stainless steel appliances and a large island with seating for three. The cozy living area includes comfortable seating and a low wooden coffee table, complemented by warm wooden flooring.
Apartment in West Rogers Park

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

4.99 out of 5 average rating, 111 reviews

Other great holiday rentals near Maggie Daley Park

Guest favourite
Apartment in The Loop

South Loop Studio Hotel (304)

4.84 out of 5 average rating, 68 reviews
Top Guest favourite
Apartment in Little Italy

Little Italy Historic Restoration Row House

5.0 out of 5 average rating, 58 reviews
Guest favourite
Apartment in West Side

Pilsen Prism: Sun-Drenched 3BR + Parking

5.0 out of 5 average rating, 14 reviews
Superhost
Home in South Side

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

4.91 out of 5 average rating, 33 reviews
Guest favourite
Apartment in South Side

Stylish Hyde Park/Kenwood Brownstone Garden Apt

5.0 out of 5 average rating, 28 reviews
Superhost
Apartment in Downtown Chicago

Level ◆ Brand New Luxe One Bedroom

4.79 out of 5 average rating, 163 reviews
Superhost
Apartment in Downtown Chicago

Modern 3BR Apartment Near North Ave Shops

4.83 out of 5 average rating, 29 reviews
Top Guest favourite
Home in Humboldt Park

Beautifully Renovated Loft-Style Coach House

5.0 out of 5 average rating, 32 reviews