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Apartment vacation rentals in Chicago

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Top-rated apartment rentals in Chicago

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A modern kitchen area features a wooden accent bar with four metal stools. Stainless steel appliances, including a refrigerator and stove, are visible. A wall clock adds a functional element to the open concept design, with neutral tones enhancing the spacious ambiance.

Apartment in Park Ridge

4.77 out of 5 average rating, 471 reviews

Modern Garden apartment (WHOLE UNIT)

Freshly Remodeled , Lower Level Condo one bedroom one bath. The Condo is very large for a one bedroom. Very Spacious with its open concept layout. Parking is right next to the main entrance of the building. Perfect place to relax Perfect and safe place to rest . 24/7 perimeter monitoring cameras. The Condo is very close to the Metra Train. It is !5 min away from O'Hare airport and 10 min from Chicago outlets etc. It is not a party room . No parties or large gathering .... Garden Apartment

A spacious living area is furnished with a dark sectional sofa, accented by decorative pillows. A round coffee table rests on an area rug, while a television is placed on a dark wooden stand. Natural light filters through large windows with sheer curtains.

Apartment in Chicago

4.98 out of 5 average rating, 217 reviews

Chicago Airbnb Newly Remodeled 2-Unit Apartment!

Enjoy Chicago in style! This newly renovated apartment on Chicago’s west side offers high end finishes and all of your basic needs. This unit features 2 spacious bedrooms and one bath with a jetted soaking tub so that you can unwind after a long day of exploring our beautiful city. Commuting around the city from this location is super easy! You’re only one block away from the CTA blue line train, CTA #7 Harrison Bus and I-290! The train and interstate can get you downtown in just 15 minutes!

A modern dining area is presented, featuring a white rectangular table surrounded by six chairs. A decorative centerpiece sits on the table. The open layout connects to a bright living space with a couch and shelving in the background, enhancing the inviting feel of the apartment.

Apartment in Humboldt Park

4.83 out of 5 average rating, 115 reviews

Spaulding Oasis on 4 lots In Humboldt Park!

This first floor 2 bed room apartment has all the modern amenities you could want featuring central air and heat, glass shower door, high water pressure shower, for really getting clean! smart tv with all your streaming services plus local tv, back porch with table and chairs, recessed led lighting, ice maker, dish washer, stove with built in griddle, coffee and coffee maker, glass electric tea kettle, silverware, and all kitchen items found in a home, hard wood floors. With comfy couch bed !!

A vibrant living area features two orange armchairs positioned around a decorative wooden table. A floral wallpaper adorns the wall behind a wall-mounted television, while a rich area rug anchors the space. Natural light filters through sheer curtains, highlighting the room's colors.

Apartment in Wicker Park

4.96 out of 5 average rating, 149 reviews

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home

Location! Location! Location! Prime Wicker Park Location on Milwaukee! This spacious, cool, vibrant, eclectic, fully equipped apartment is close to everything, making it easy to plan your visit. Bright top floor unit with a private patio to just chill and unwind or walk downstairs and your literally in the heart of Wicker Park. Super easy access to downtown nightlife/lake/museum all within 15 minutes and super easy commute to O'hare. CTA busses all around and a 2 minute walk to the Blue Line.

A bright living area is presented with a light grey sofa, a matching loveseat, and a stylish gold coffee table centered on a soft area rug. Natural light enters through two large windows, complemented by sheer white curtains. A mounted television and a wooden media console are also visible.

Apartment in Logan Square

4.94 out of 5 average rating, 109 reviews

Clean, Bright Chicago Apt in Bucktown/Logan Square

The whole group will enjoy easy access to everything from this centrally located place. The Western Blue line stop that takes you to downtown Chicago is 2 blocks away. Downtown is a 15 minute ride away if you decide to rent a car. This is the only apartment in the building and sits right above the BEST Grilled Chicken restaurant in Chicago. The apartment is walking distance to many delicious restaurants and local coffee shops. You can find some of the best food in Chicago just steps away.

The kitchen includes modern appliances, white cabinetry, and a tiled floor. A view into the adjoining living area reveals a comfortable seating arrangement. Natural light enters through a nearby window, enhancing the functional kitchen space.

Apartment in Avondale

4.86 out of 5 average rating, 548 reviews

Logan Square Lookout

Great 1st floor apartment along a tree lined street with free street parking. Has 2 cozy bedrooms with a spacious living room and kitchen. On site laundry. Great back yard with garden area. In the super nice Logan Square neighborhood with cool bars and award winning restaurants. Friendly safe neighborhood with lots to do. Quick walk to the Blue Line gets you Downtown or out to O'Hare. I own the building which consists of 3 apartments. So always nearby. permit parking is provided

A cozy living area is presented with natural light filtering through the wooden blinds. A light-toned sofa with patterned cushions faces a wooden coffee table, accompanied by a flat-screen TV. Colorful area rugs and a potted plant add warmth to the space.

Apartment in Lincoln Park

4.88 out of 5 average rating, 142 reviews

Sounds Of The City

Fun and lively location! Cozy one-bedroom "stumbling distance" from McGee's Tavern and Grille, as in right upstairs. It’s pretty peaceful during the day except some train noise but the popular bar below ranges from a little noisy to pretty loud at night. Lincoln Park is an upscale, safe & convenient area. Walking distance to cafes, dining, pubs, parks, transportation, Lyft bikes, yoga, fitness, Amazon, etc. Weekends draw the biggest crowds and noise. Free street parking.Easy Uber/Lyft

A spacious living area features a large sectional couch complemented by decorative pillows. A white coffee table sits centrally on a plush area rug. An elegant armchair with a high back is positioned near a large window, allowing natural light to brighten the room.

Apartment in Logan Square

4.84 out of 5 average rating, 825 reviews

Hip Chicago Apartment - FREE Parking Spot Included

You’ll love this high-end, newly renovated 2 bedroom apartment located in Chicago’s iconic Logan Square. This bright and modern space has free parking, a fully equipped stainless-steel kitchen and an outdoor sitting area perfect for a sunny meal. Walking distance from a bike rental station and hip Armitage Street where you can find a wide selection of restaurants and bars to suit any palate. You’ll also be close by the 606 Trail, a lovely place to enjoy a walk, bike or go for a run

A spacious living area features a large, cozy couch with warm, muted tones. A round black coffee table sits in front of the couch, adorned with a vase of fresh tulips. Natural light enters through two windows, with simple gray curtains providing a soft accent.

Apartment in Logan Square

4.81 out of 5 average rating, 107 reviews

Bucktown Garden Suite 7 min walk to train

Bucktown Garden Apartment in A+ location on quiet neighborhood street. Private suite equipped with full bath, fridge, snacks, large couch, and queen-sized bed + free public laundry with soap provided. Walk in any direction to get to some of Chicago's best bars and restaurants or hop on the blueline subway 3 blocks away and zip downtown to explore some tourist attractions. Very easy, free street parking on the block. NO SMOKING/VAPING OR DRUG USE ON THE PROPERTY

Top guest favorite

A charming two-story house features a yellow exterior with white trim and a covered porch. Hanging plants adorn the porch, while lush greenery and well-kept landscaping surround the property. A pathway leads to the front steps, framed by stone accents and garden plants.

Apartment in Evanston

4.97 out of 5 average rating, 111 reviews

Charming one bedroom apartment

Downtown Evanston. Cozy quiet area. Lovely studio 1-bedroom apartment. Ideal for a couple or business travelers. One queen size bed. TV & WiFi, microwave, AC & dishwasher. Free off-street parking. Close walk to Northwestern U, Lake Michigan, several supermarkets & many restaurants. Minutes to Metra, Davis & Dempster CTA stations. About 40 minutes to downtown Chicago on CTA Purple Express & less time on Metra. Non-smoking.

A welcoming living space features a round dining table surrounded by four chairs, with a large artwork depicting trees on the wall. A light fixture hangs from the ceiling, and a mirror reflects the room. Natural light fills the area, enhancing the warm ambiance.

Apartment in Evanston

4.83 out of 5 average rating, 179 reviews

MDRN Kid-Frndly Apt | Natural Lite | Quiet|Private

Relax with the whole family or explore the city with friends at this peaceful and spacious 3-bd/1.5 ba condo tucked on a quiet, tree-lined street. Includes one (1) free parking space, plus plenty of unmetered parking on st. Minutes away notable hospitals, both Northwestern, and Loyola Universities. Travel via CTA bus stop at the corner. Only 30min drive from downtown Chicago. PET & 420 FRIENDLY!

A welcoming hallway features dark hardwood floors and gray walls adorned with art. A cozy seating area includes light-colored sofas facing a wooden coffee table. A colorful area rug with a sports theme adds vibrancy, while laundry machines are discreetly integrated into the cabinetry.

Apartment in Wrigleyville

4.93 out of 5 average rating, 357 reviews

The Clubhouse Wrigleyville

Beautifully remodeled apartment steps from Wrigley Field and bars. Half block from the field and One block away from the Wrigleyville night life. The apartment is right next to all the action but just far enough for a quiet night sleep. You will be pleasantly surprised how quiet my block is one hour after the game ends. Walking distance to the beach and a block from the red line.

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Popular amenities for Chicago apartment rentals

Free parking on premises

Air conditioning

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A modern living area features a gray sofa facing a round marble coffee table. Behind, a built-in bookshelf holds various books. Natural light streams through multiple windows, illuminating a dining area with a round table and stylish chairs. Greenery adds a touch of nature.

Apartment in West Lake View

4.95 out of 5 average rating, 113 reviews

Chic retreat near the best of Lakeview & Wrigley

A modern kitchen features sleek gray cabinetry and a spacious countertop. Stainless steel appliances, including a refrigerator and microwave, are visible. Natural light enters through a window above the sink, where a small flower arrangement is placed. The wood-inspired flooring complements the contemporary design.

Apartment in Joliet

4.95 out of 5 average rating, 207 reviews

*The Belltower Haven*Large*Family Friendly*Wi-Fi

Top guest favorite

A modern living space features a comfortable gray sectional sofa and two light-colored chairs. A round wooden coffee table sits on a patterned rug. Natural light enters through two small windows, complemented by minimal greenery in the corner.

Apartment in Wicker Park

4.95 out of 5 average rating, 112 reviews

Bright two bedroom garden apartment

A spacious living area features a fireplace with a decorative mantle and a large television. Two bright red armchairs are positioned across from a modern coffee table. Light streams in through windows, illuminating the hardwood flooring and surrounding decor.

Apartment in Lincoln Square

4.91 out of 5 average rating, 197 reviews

Comfortable Vintage North Side Retreat for 8

Top guest favorite

The living area features a teal sofa and a circular coffee table, surrounded by colorful rugs. A flat-screen television is mounted above a white stone fireplace, with sunlight illuminating the space through two windows. Decorative curtains frame the windows, adding a cozy feel.

Apartment in Irving Park

4.98 out of 5 average rating, 102 reviews

Vibrant Lg Chicago 2BR Close 2 Everything & Nature

A fully equipped kitchen features modern appliances, including a stainless steel refrigerator and microwave. A large island with two metal stools offers additional seating. Natural light streams in through the window near the sink, illuminating the sleek countertops and cabinetry.

Apartment in West Town

4.85 out of 5 average rating, 161 reviews

*Comfortable & Spacious Home Close to Downtown*

A modern living room features a comfortable gray sofa adorned with pillows and a textured blanket. An orange suitcase serves as a coffee table atop a patterned area rug, while framed art graces the walls. A decorative plant and stylish floor lamp add character to the space.

Apartment in Wicker Park

4.85 out of 5 average rating, 175 reviews

Authentic Wicker Park Home | Walk to Everything.

An open concept living space is displayed, featuring a modern kitchen with white cabinets and stainless steel appliances. A dining table with four chairs is situated next to the kitchen island, while a comfortable seating area with a sofa and Smart TV is seen in the background.

Apartment in Logan Square

4.83 out of 5 average rating, 264 reviews

BERNARD CHATEAU - LOGAN SQUARE

Apartment rentals with air conditioning

Top guest favorite

A well-appointed bedroom features a spacious bed with layered linens and decorative pillows. Soft lighting from two bedside lamps complements a small desk and chair positioned near a window. Rich wood tones and a colorful area rug enhance the room's inviting atmosphere.

Apartment in Near North Side

4.97 out of 5 average rating, 237 reviews

Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D

A cozy living area features a modern black sectional sofa adorned with colorful throw pillows. A large photograph of a city skyline hangs on the wall. A small coffee table rests on a patterned rug, while a desk and chair are positioned beside a plant and shelves.

Apartment in Avondale

4.97 out of 5 average rating, 109 reviews

Lovely 2bedroom 1bath Apt and outdoor seating.

A modern living area features a beige sectional sofa and a round coffee table set on a patterned rug. A large flat-screen TV is mounted on the wall, and a potted plant adds a touch of greenery. Natural light illuminates the space.

Apartment in Chinatown

4.82 out of 5 average rating, 185 reviews

New apartment

A spacious living area is shown, featuring a comfortable sofa adorned with decorative pillows. A coffee table sits atop a geometric patterned area rug. Two accent chairs, along with a small side table, are positioned near a window, allowing natural light to fill the space.

Apartment in Bridgeport

4.76 out of 5 average rating, 104 reviews

1B-by China town/White Sox/McCormick/S.Loop/City

A light blue sofa is positioned against a textured brick wall, complemented by three framed artworks above. A small, round white coffee table sits in front of the sofa. The adjacent area reveals a glimpse of the dining space and kitchen, featuring natural light from the window.

Apartment in Logan Square

4.9 out of 5 average rating, 156 reviews

Cozy 1BR in the heart of Logan Square

A spacious living area is depicted, featuring a large, sectional leather couch in a warm tan hue. Colorful framed art posters adorn the walls, adding visual interest. A wooden coffee table and a dining area with a wooden table and chairs are visible in the background.

Apartment in Logan Square

4.96 out of 5 average rating, 254 reviews

Pelotoning while Airbnb'ing in Chicago!

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

4.93 out of 5 average rating, 137 reviews

CitySlickers Crash Pad /Free Parking /No Clean Fee

A studio room features a spacious bed with a patterned comforter, accompanied by dark curtains on the windows. A flat-screen TV is mounted on the wall, and a small wooden table with a chair is positioned nearby, all on a light wood floor.

Apartment in Near North Side

4.78 out of 5 average rating, 251 reviews

Great Location Studio

Family-friendly apartment rentals

The living area is furnished with a striped sofa and a colorful accent chair, complemented by a small side table and a lamp. A neat dresser and a glimpse of the kitchen area are visible. A green area rug enhances the cozy atmosphere.

Apartment in Lincoln Square

4.79 out of 5 average rating, 297 reviews

Cozy Garden-Subterranean Apartment

The living area displays a spacious futon-style sofa adorned with red cushions, accompanied by a wooden rocking chair. A dark coffee table sits centrally, with a TV positioned on a cabinet. The carpeted floor enhances the cozy ambiance, while recessed lighting brightens the space.

Apartment in Austin

4.95 out of 5 average rating, 188 reviews

Flexible Apt. for 8 by Oak Park-CHI

A cozy living area features a large brown leather sectional sofa and two patterned armchairs, arranged around a circular glass-topped coffee table. Soft light filters through sheer curtains, illuminating the warm brown walls and wooden floor, creating a comfortable space for relaxation.

Apartment in North Center

4.85 out of 5 average rating, 270 reviews

Family Friendly 3BR Duplex in Roscoe Village

A spacious living room features large windows draped with light curtains, allowing natural light to fill the space. A comfortable sofa and loveseat are positioned around a decorative area rug, with a television mounted on a cabinet. A rocking chair adds additional seating.

Apartment in Evanston

4.94 out of 5 average rating, 141 reviews

Vintage sunlit 2.5 BR apt. Perfect for families!

A carpeted living area is presented with a red sofa, a plaid armchair, and a beige recliner. A large world map adorns the wall, accompanied by a small TV and a bookshelf. Natural light enters through windows, adding brightness to the cozy space.

Apartment in Hyde Park

4.83 out of 5 average rating, 126 reviews

Garden Apartment in captivating Hyde Park

A well-lit living area features a comfortable sofa adorned with colorful cushions, accompanied by a plush armchair and a stylish coffee table. Soft lighting from two lamps enhances the cozy ambiance, while a small desk and chair provide a designated workspace against a bright window.

Apartment in Evanston

4.85 out of 5 average rating, 250 reviews

Adorable 1BR apartment near Northwestern

A living area features a cozy sectional sofa adorned with pillows and a large ottoman, offering seating and surface space. A wooden television stand holds a flat-screen TV, while house plants and wall decor add warmth. Natural light enters through a window with light curtains.

Apartment in Logan Square

4.88 out of 5 average rating, 120 reviews

Bright, Cheery Logan Square Getaway

Top guest favorite

A sunlit living area features large windows framed by wooden accents, allowing natural light to illuminate the space. A comfortable futon is positioned alongside an armchair and a glass coffee table on a textured rug, with a small television and simple wooden furniture completing the layout.

Apartment in Logan Square

4.95 out of 5 average rating, 513 reviews

2nd floor of 1908 brick two-flat in Logan Square

Quick stats about apartment rentals in Chicago

Total rentals
6.4K properties
Total number of reviews
306K reviews
Family-friendly rentals
3.1K properties are a good fit for families
Pet-friendly rentals
2.2K properties allow pets
Rentals with a pool
840 properties have a pool
Rentals with dedicated workspaces
3.9K properties have a dedicated workspace

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