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Apartment vacation rentals in North Side

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Top-rated apartment rentals in North Side

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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

4.79 out of 5 average rating, 436 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

4.99 out of 5 average rating, 200 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 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 Chicago

4.96 out of 5 average rating, 138 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.

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 Chicago

4.86 out of 5 average rating, 530 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

Apartment in Chicago

4.89 out of 5 average rating, 131 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 cozy living area features a gray sectional sofa positioned across from a light coffee table. A tall indoor plant adds a touch of greenery, while natural light filters through the window, adorned with sheer curtains. A dining area is visible in the background.

Apartment in Chicago

4.83 out of 5 average rating, 109 reviews

Chic Penthouse In Perfect Wrigleyville Location

Bright and open top floor apartment within easy walking distance to many of the best sites in Chicago: Wrigley Field, Lake Michigan, Lincoln Park, top notch neighborhood restaurants, pubs, and entertainment, and many more! With so much to do in the area and easy access to public transit you're sure to have jam-packed days of exploring and enjoying the city. After a long day, come back to this peaceful apartment to relax, recharge, and prepare to do it all again tomorrow. Book today!

A cozy living space features a round table with two woven chairs and a small potted plant in the center. A light-colored sofa is placed against the wall, accompanied by a floor lamp on a side table, creating a comfortable atmosphere.

Apartment in Whiting

4.83 out of 5 average rating, 155 reviews

NEW! |Studio Apartment Whiting IN, United States#2

Welcome to the Charming town of Whiting! The charming town of Whiting is located on the southern shore of Lake Michigan. Whiting is neighbor to Hammond IN & Chicago IL. This space is only 2 minutes away from the skyway with easy access to the city of Chicago & only two blocks down from the Hammond Horseshoe Casino. These newly renovated units also offer a comfortable and convenient stay for those who would like to travel and explore both cities.

A bright living area features large bay windows with natural light filtering through. A white sofa is complemented by decorative pillows and a coffee table adorned with flowers. A mirror adorns the wall, enhancing the sense of space and light.

Apartment in Chicago

4.93 out of 5 average rating, 195 reviews

Penthouse Near Wrigley Field

This beautifully furnished and spacious penthouse unit has tall windows and ceilings letting in loads of gorgeous light. It is perfectly located just a short walk to Wrigley Field, two train stations, and tons of bars and restaurants. (Just a 10 min train ride to Michigan Avenue!) FREE street parking and 24-hour check-in! Pet friendly- we allow one pet per reservation for a $100 non-refundable Pet Fee. Pet must be well mannered and under 60lbs.

Apartment in Summit

4.88 out of 5 average rating, 110 reviews

2BR Apartment Near Chicago

New Beautifuly Renovated Modern 2BR Apartment sitting right aside Hanover Park with Playground, Large Field, Swings, & Basketball Court. In a Peaceful neighborhood near the downtown Chicago area. 10 minute drive from Midway Airport and a 20 minute drive to lakeshore drive, Millenium Park, beaches, restaurants, museums, and more. You'll be pleased and delighted to stay here among its Cozy living room, Beautiful Kitchen and Serene Rooms!

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, 107 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

4.82 out of 5 average rating, 171 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/1.5ba 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 laundry area is positioned neatly beside two large windows, allowing natural light to fill the space. The seating area features a gray couch set and a wooden coffee table, complemented by a colorful wall art piece that adds a touch of cityscape flair.

Apartment in Chicago

4.93 out of 5 average rating, 346 reviews

Seminary Flat 1 minute walk to Wrigley Field

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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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 Chicago

4.95 out of 5 average rating, 106 reviews

Chic retreat near the best of Lakeview & Wrigley

A comfortable studio space features a gray sofa and two tall chairs positioned next to a small dresser. Large windows allow natural light to brighten the room, and a decorative area rug with circular patterns adds warmth. A vintage wall art piece complements the decor.

Apartment in Lake Zurich

4.98 out of 5 average rating, 177 reviews

Take A Pebble Apartments (Studio 3)

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 Chicago

4.94 out of 5 average rating, 102 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 Chicago

4.91 out of 5 average rating, 187 reviews

Comfortable Vintage North Side Retreat for 8

An open living area showcases a comfortable brown leather sofa with decorative pillows. A dining table with wooden chairs sits nearby, and a bright kitchen with modern appliances and white cabinetry is visible in the background. Two framed artworks adorn the walls.

Apartment in Chicago

4.95 out of 5 average rating, 111 reviews

Elegant Depaul Apt on Jonquil Park

A modern living room features a plush sectional sofa adorned with decorative pillows. Two framed monochrome artworks are displayed on the wall above. A round coffee table sits in front, complemented by a small potted plant and a stylish floor lamp providing ambient light.

Apartment in Chicago

4.94 out of 5 average rating, 231 reviews

Cool and Modern Chicago Apartment near Transit

Apartment in Chicago

4.85 out of 5 average rating, 161 reviews

*Comfortable & Spacious Home Close to Downtown*

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 Chicago

4.93 out of 5 average rating, 114 reviews

CitySlickers Crash Pad /Free Parking /No Clean Fee

Private apartment rentals

A charming two-story house with a white exterior is surrounded by neatly trimmed greenery. Large windows provide ample natural light. The front porch features a staircase leading to the entrance, while tall hedges and a manicured lawn frame the property.

Apartment in Oak Park

4.87 out of 5 average rating, 276 reviews

Cosmopolitan Nest in Oak Park North Side

An open-concept living area features a light-colored sofa with coral throw pillows, positioned around a modern white coffee table. A sleek kitchen is visible in the background, highlighted by pendant lighting and stainless steel appliances. A decorative plant adds a touch of greenery to the space.

Apartment in Chicago

4.91 out of 5 average rating, 128 reviews

Modern 3BR with Private Rooftop & Free Parking

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 Chicago

4.79 out of 5 average rating, 289 reviews

Cozy Garden-Subterranean Apartment

A cozy living area is visible at the end of a corridor, featuring a light-colored sofa atop a neutral-toned rug. The walls are lined with wooden paneling, and a piece of artwork is mounted to the wall, enhancing the warm atmosphere.

Apartment in Chicago

4.9 out of 5 average rating, 142 reviews

Private Garden Apartment GATED FREE Parking

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 Chicago

4.98 out of 5 average rating, 103 reviews

Lovely 2bedroom 1bath Apt and outdoor seating.

Apartment in Chicago

4.8 out of 5 average rating, 138 reviews

Welcome Chez Moi

A comfortable seating area is presented with a sectional sofa and a green armchair. A glass coffee table is centered on a soft area rug, enhancing the space's warmth. Two framed artworks are displayed on the light gray walls, complemented by natural light filtering through a window.

Apartment in Chicago

4.92 out of 5 average rating, 271 reviews

Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby

A tastefully arranged living area is highlighted by a decorative fireplace and stylish furniture. Two sofas flank a round coffee table, while light streams through tall windows. A delicate floral arrangement stands on the mantel, and a gold chandelier adds elegance to the space.

Apartment in Chicago

4.75 out of 5 average rating, 254 reviews

North Side Pied-à-terre

Apartment rentals with a hot tub

Apartment in Chicago

4.84 out of 5 average rating, 79 reviews

Quiet but in the Heart of City walk Everywhere

A bright living area features large windows offering city views. A dark gray sofa and armchair frame a round coffee table, complemented by a light area rug. A dining table for two is positioned near the window, with a gallery of artwork on the walls enhancing the ambiance.

Apartment in Chicago

4.89 out of 5 average rating, 37 reviews

The Areal Oasis

A comfortable living area features a grey sofa complemented by a blue armchair. A wooden coffee table with books and a decorative tray is centered in the space. Natural light streams through large windows, enhancing the welcoming atmosphere.

Apartment in Chicago

4.85 out of 5 average rating, 61 reviews

Spacious Beautiful Condo

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 Chicago

4.96 out of 5 average rating, 24 reviews

Skyline Oasis: City & Lake Views

Apartment in Chicago

4.89 out of 5 average rating, 9 reviews

Large Studio Apartment with no cleaning fee

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 Chicago

4.99 out of 5 average rating, 89 reviews

Belmont Pleasures - hot tub / arcade gaming room

Apartment in Chicago

4.91 out of 5 average rating, 22 reviews

2Bed 2Bath 15min to Wrigley with Parking& Balcony

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