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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

4.78 out of 5 average rating, 464 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, 212 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, 114 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 comfortable living area features a white sofa paired with a wooden coffee table. Soft lighting highlights a patterned area rug, while large, sheer curtains frame a bright window. A trellis of greenery decorates one wall, adding an element of nature to the space.

Apartment in Wicker Park

4.96 out of 5 average rating, 144 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.

An open-concept living area features large windows that allow natural light to fill the space. A comfortable couch is paired with a stylish armchair, and a minimalistic coffee table sits on a soft area rug. A flat-screen TV is mounted on the wall, complementing the modern décor.

Apartment in Logan Square

4.94 out of 5 average rating, 104 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, 545 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, 140 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, 818 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

The living area is characterized by a vintage fireplace and mid-century furniture. A large artwork hangs above the mantel, and a round dining table is partially visible in the adjacent area. Natural light brightens the space through windows draped with sheer curtains.

Apartment in Lincoln Park

4.93 out of 5 average rating, 505 reviews

Victorian Home in Old Town

This private studio-apartment (also known as an in-law suite) is the first floor of my restored Victorian home. The apartment has its own private ground floor entrance located in a beautiful neighborhood within the designated historic district called Old Town. It's a block from local train transportation, a bus stop is located across the street, and is a 5 minute walk to the lake. Great restaurants abound in the neighborhood. Maximum occupancy of 2 is the legal limit.

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

4.82 out of 5 average rating, 103 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 comfortable seating area features a wooden sofa adorned with checkered cushions. A coffee table sits in front, while a light fixture mounted on the wall adds illumination. A large artwork depicting a cityscape with the Eiffel Tower is displayed above the sofa.

Apartment in Evanston

4.97 out of 5 average rating, 108 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 spacious living area features a cream-colored sofa near a large mirror. A round dining table with four chairs is set in the center, accompanied by a wooden desk and a lamp. Natural light flows in through the window, illuminating the light decor.

Apartment in Evanston

4.83 out of 5 average rating, 178 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!

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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, 112 reviews

Chic retreat near the best of Lakeview & Wrigley

A welcoming living area features a comfortable brown sofa adorned with colorful throw pillows. Two dark wooden side tables frame the sofa, while a central coffee table holds decorative items. Natural light filters through large windows, accentuated by blue patterned curtains.

Apartment in Joliet

4.95 out of 5 average rating, 203 reviews

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

A light and airy living area is furnished with a gray sofa and two comfortable armchairs. A round coffee table rests on a patterned area rug, with a window allowing natural light to fill the space. Simple decor adds a touch of warmth.

Apartment in Wicker Park

4.94 out of 5 average rating, 106 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, 195 reviews

Comfortable Vintage North Side Retreat for 8

Top guest favorite

A spacious living area features a vibrant area rug with geometric patterns, complemented by a teal sectional couch and circular ottoman. A modern armchair and side table provide additional seating. Natural light flows in through large windows, and indoor plants add a touch of greenery.

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*

Apartment in Wicker Park

4.85 out of 5 average rating, 171 reviews

Oasis Collection's Mid-Century 3 Bd Wicker Park.

A modern living area features a light-colored sofa adorned with decorative pillows. A small coffee table sits at the center, complemented by a decorative globe and a plant. Two windows allow natural light, while a mirror and dining area are visible in the background.

Apartment in Logan Square

4.83 out of 5 average rating, 262 reviews

BERNARD CHATEAU - LOGAN SQUARE

Apartment rentals with air conditioning

Top guest favorite

A comfortable living area is presented, featuring a gray sofa and a cozy loveseat. A round coffee table sits between them, displaying decorative items. A ceiling fan and wall-mounted TV provide additional comfort and entertainment options. Light from a nearby lamp adds to the room's brightness.

Apartment in Near North Side

4.97 out of 5 average rating, 234 reviews

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

A modern living space features a dark sofa adorned with colorful cushions. A round coffee table sits in front, accompanied by a small side table with a decorative vase. A large mirror reflects the cozy atmosphere, while a vibrant city skyline artwork adds visual interest to the wall.

Apartment in Avondale

4.97 out of 5 average rating, 107 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 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, 154 reviews

Cozy 1BR in the heart of Logan Square

A spacious living area features a light-colored sofa and a dark wood coffee table, surrounded by large windows that allow ample natural light. Decorative plants are placed around the room, and a brick fireplace adds a focal point, complemented by framed artwork on the walls.

Apartment in Albany Park

4.9 out of 5 average rating, 180 reviews

Huge Pet Friendly East Albany Park Apartment

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, 250 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

4.94 out of 5 average rating, 131 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, 246 reviews

Great Location Studio

Family-friendly apartment rentals

Top guest favorite

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, 295 reviews

Cozy Garden-Subterranean Apartment

A modern bathroom features a light-colored vanity with drawers, a sleek faucet, and two small containers. A white toilet is positioned beside the vanity, with a roll of toilet paper and a tissue box visible nearby. A large mirror above the sink enhances the space's brightness.

Apartment in Austin

4.95 out of 5 average rating, 187 reviews

Flexible Apt. for 8 by Oak Park-CHI

A comfortable living area is fitted with a dark leather sofa and two patterned armchairs. Natural light enters through a large window, adorned with turquoise curtains. A round glass coffee table sits at the center, reflecting soft lighting from two nearby lamps.

Apartment in North Center

4.85 out of 5 average rating, 267 reviews

Family Friendly 3BR Duplex in Roscoe Village

A cozy seating area is highlighted by a plush sofa, complemented by a textured throw draped over the arm. A vintage-inspired painting hangs above, depicting a pier, while a lamp and a low wooden console table enhance the warm atmosphere. A vibrant area rug adds color beneath.

Apartment in Evanston

4.94 out of 5 average rating, 141 reviews

Vintage sunlit 2.5 BR apt. Perfect for families!

A cozy living area features a red couch and a plaid armchair, providing comfortable seating options. A small table stands beside a lamp, illuminating the space softly. Foliage adds a touch of nature, and large windows allow natural light into the room while being partially covered.

Apartment in Hyde Park

4.83 out of 5 average rating, 123 reviews

Garden Apartment in captivating Hyde Park

Apartment in Evanston

4.85 out of 5 average rating, 248 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, 509 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

Destinations to explore