Vacation rentals with lake access in Near North Side

Apartment in Lincoln Park

A spacious living area features a gray sofa adorned with yellow cushions, accompanied by two beige armchairs. An archway leads to a contemporary kitchen, while soft lighting and a neutral color palette create a calm atmosphere.

4.83 out of 5 average rating, 320 reviews

Archways at the Lincoln Park Zoo 2bed/2ba

Nestled in a historic 1920s renovated hotel, this apartment retains charming Art Deco arches that add a touch of history to its modern comforts. Featuring warm timber floors that connect two cozy bedrooms with queen beds to a contemporary kitchen. Each room has a TV, and the kitchen is fully stocked for your convenience. With two full bathrooms and barrier-free one-floor access, this space combines old-world charm with modern living in the vibrant heart of Lincoln Park, close to the Lakefront.

4.89 out of 5 average rating, 119 reviews

A spacious living area features an exposed brick wall complemented by large windows allowing natural light in. A sectional sofa is arranged around a round coffee table atop a patterned rug, and a modern light fixture hangs from the ceiling. A television is positioned on a clean-lined media console.

Condo in Lake View

Wrigleyville Condo 2 Blks from Lake & Train

I think you'll enjoy my spacious East Lakeview condo. The location is super convenient just 2 blks from Sheridan red line & 2 blks from the lake. Easy proximity 4 blks to Wrigley Field & restaurants/nightlife in Wrigleyville & Boystown. Amazing restaurant next door w/back patio- El Mariachi w/the freshest chips & guacamole! Starbucks, playground, and Divvy Bike station at the corner. 1 mi to Montrose Beach. All downtown sight-seeing easily accessible from Lake Shore Dr or red line 2 blks away.

Townhouse in Magnificent Mile

The townhouse stands elegantly among lush greenery, featuring a classic facade with black-framed windows and a welcoming entrance. A wrought-iron fence complements the landscaped front area, while a tree provides shade along the sidewalk.

4.83 out of 5 average rating, 220 reviews

Historic luxury townhouse on Chicago's Gold Coast

Welcome to our stunning Townhouse located in the lavish Gold Coast of Chicago—one of the most sought-after locations in the city! Located on one of Chicago’s famous streets, you’ll be a 5-minute walk from the historic Gold Coast beach and intimate views of Lake Michigan. The property is also within walking distance of the subway, where you can connect to the L trains, and the Magnificent Mile. It is the perfect place to stay for adventurous travellers and those who fancy a beach in the City!

4.96 out of 5 average rating, 135 reviews

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 Gold Coast

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

Welcome! Guests love our home because: - You're SECONDS from the LAKE and MAGNIFICENT MILE - You're steps away from the famous Drake Hotel and Oak Street Beach. - Walk to every popular attraction that makes Chicago so great! - Newly remodeled interior with an open floor plan layout - Parking spot on-site in/out access!! - Tranquil rooftop overlooks Lake - Fast WIFI - Super comfy beds! - Custom chef kitchen - Located on a quiet street - Lake Michigan view from our floor-to-ceiling windows

Apartment in Little Village

A modern kitchen area with an island and bar stools is shown, adjacent to a dining space with chic seating. A bright living area features a PAC-MAN arcade machine. The bathroom is visible, showcasing contemporary fixtures and a clean design. All spaces exude a cozy ambiance.

4.86 out of 5 average rating, 181 reviews

Cozy Beauty - Sleeps 5 - 10 Min to Downtown PacMan

Luxurious 550 sqft 1BR 1BA located 10 min from Downtown! Stand up shower, games for adults & kids, cozy bedroom 2 Smart TVs, free wifi (600 mpbs speed) Grill + Patio Chairs Sleeps 4 comfortably, 1 full bed, 1 queen sleeper sofa, 1 air mattress Street parking can be very difficult!!! - permits provided Walking distance from famous 26th street, plenty of restaurants 3 miles from Little Italy and Chinatown 15 min drive from Millenium Park and Soldier Field Great for professionals and travelers.

Townhouse in Fulton Market

An outdoor terrace features comfortable lounge seating and a grill. A panoramic view of the Chicago skyline is visible, showcasing various architectural styles and buildings under a clear blue sky.

4.99 out of 5 average rating, 262 reviews

Spacious 4-Level/4-Bedroom Townhouse in West Loop

Spacious Townhouse in Chicago's Hip Foodie Neighborhood: West Loop/Fulton Market. This is a Private, 4-Story Townhouse on a Tree-Lined Street just Steps from the Action...while still quiet enough for a good night's sleep. Walk to some of the Nation's Top Restaurants (near Restaurant Row), Clubs, Pubs, Groceries, Parks, Coffee Shops. Easy Train Transit to O'Hare, Navy Pier, Mag Mile, McCormick Place, etc...Terrace w/Skyline Views & Attached Garage Parking for 1 Regular-Sized Vehicle Included!

4.99 out of 5 average rating, 210 reviews

A modern kitchen features sleek gray cabinetry and stainless steel appliances, including a refrigerator and oven. A neutral area rug complements the wood flooring. Natural light is provided by large windows, and stylish wall decor adds a contemporary touch to the space.

Condo in Lake View

RockStar Pad W3A BoysTown/Wrigley Field/Parking

HAVE IT ALL @ W3A Chicago Wrigley Field/Boystown/Lakeview -Newly renovated like new in safe centrally located East Lakeview. -10 min walk to Wrigley Field, Boys town, beaches, super markets, restaurants with late night dining. 5 min walk to Metro Sheridan Red Line (direct downtown), private enclosed parking $10/night & or free permits for street parking -600 thread count linens, fluffy soft pillows, house coats, high speed WiFi, Sonos speakers, stylish design & in unit washer & dryer

4.98 out of 5 average rating, 130 reviews

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 Town

Free Parking| King Bed |Private Balcony |Sleeps 8

Your stylish city escape—unwind, explore, and experience Chicago like never before. Our modern, spacious condo is perfect for families, groups, and business travelers looking for a comfortable, stylish, and well-located stay. Whether you're in town for a concert, conference, sightseeing, or a weekend getaway, you'll find everything you need for a relaxing stay. ONE SECURE INDOOR PARKING SPOT IS INCLUDED❗❗❗ ✨ Book your stay today & experience Chicago in comfort and style! ✨

Apartment in Streeterville

A modern living area features large windows offering views of the city and lake. A dark sectional sofa is complemented by stylish accent chairs and a round coffee table. Indoor plants add greenery to the open space, which is adorned with a geometric patterned rug.

4.76 out of 5 average rating, 193 reviews

Chic Corner 2BR in Streeterville | Roof Deck | Lak

Stunning 1,200 square foot apartment with oversize windows, an open layout, and city/lake views in multiple directions. This bright and modern two bedroom, one bathroom corner unit is perfect for travelers looking for a stylish escape in the sky in downtown Chicago just off the Magnificent Mile and the lakefront. The building has great amenities including an amazing rooftop terrace with 360 degree views of the skyline and the lake. This is the best location in the city!

Apartment in Near North Side

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.

4.96 out of 5 average rating, 264 reviews

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

Private 2BR apt. in vintage 3-flat in the heart of Chicago's Michigan Ave/Gold Coast neighborhood. Fantastic locations steps from world-class shopping and restaurants, Oak St. beach, and public transportation (L trains, express bus). Includes A/C, washer-dryer, super-fast wi-fi, smart TV, and workspace. Hourly rate garage parking next door. Note: Guests must walk up one flight of stairs. Light sleepers should bring earplugs as there are noises typical of a big city.

Condo in East Rogers Park

A well-lit living area features a striped sofa accompanied by two modern armchairs. A wooden coffee table sits in the center, complemented by a patterned rug. Shelves display an array of silverware and decorative items, adding character and visual interest to the space.

4.93 out of 5 average rating, 266 reviews

Cozy 1bdr Rogers Park, Loyola, Northwestern.

Visiting Northwestern, Loyola University, Rogers Park or Evanston? This cozy AirBnb is perfectly situated. A beautifully clean, private apartment 2 blocks from parks & sand beaches, walking distance to Loyola, short ride to Northwestern, steps to public transportation & restaurants, red line "El" trains & bus routes. Apt has private, queen bedroom, en suite full bathroom, living room w/queen sofa bed, TV, dining table, & partial kitchenette. NOTE: No full kitchen.

4.97 out of 5 average rating, 306 reviews

A spacious living area is furnished with a light-colored sofa, two armchairs, and an entertainment unit containing books. Soft lighting from a lamp creates a warm atmosphere. A geometric area rug adds visual interest to the carpeted floor. The sloped ceiling enhances the cozy feel of the space.

Apartment in Uptown

Cozy loft in Chicago's Uptown

Located in the heart of Uptown, we offer a private, 3rd floor/walk-up, smoke-free studio apartment in a vintage Queen Anne (hosts live on 1st floor; apartment on 2nd). The Aragon Ballroom, Riviera Theater and the legendary Green Mill Jazz club all within a 5-minute walk. Andersonville (one of Chicago’s coolest neighborhood is a 15-minute stroll. CTA's Red Line/Wilson train station is 3 blocks away. Overnight street-parking decals also available for guests.

Popular amenities for Near North Side lake access rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Lake access house rentals

4.95 out of 5 average rating, 44 reviews

A spacious living area is illuminated by natural light, featuring large windows that frame views of greenery outside. A modern sofa and armchair sit around a round coffee table, while a sleek fireplace adds warmth to the elegant decor.

Home in Gold Coast

Gold Coast Home|Rooftop |PoolTable |Parking |Views

4.9 out of 5 average rating, 159 reviews

A spacious living room is furnished with two comfortable sofas and a wooden coffee table. A large black-and-white cityscape photograph is displayed on the wall. Natural light fills the room through windows, highlighting the polished wood floors and decorative ceiling. A dining area is visible in the background.

Home in Lake View

Spacious Two Story Luxurious Home w/Outdoor Deck!

Home in Old Town Triangle

Two white Adirondack chairs are positioned on a grassy area, complementing the inviting façade of the home. Flower boxes filled with vibrant flowers adorn the windows, and natural light creates a warm atmosphere, highlighting the exterior's textures.

4.99 out of 5 average rating, 73 reviews

Old Town Cosmopolitan Four Bedroom, Four Bath

4.89 out of 5 average rating, 66 reviews

A modern living area features a curved sofa and two armchairs, arranged around a circular, striped rug. A flat-screen TV is mounted on the wall above a sleek fireplace. Natural light enters through large windows, complementing a dining area with a round table and multiple chairs.

Home in Chicago

CasaNova Modern City Living

4.99 out of 5 average rating, 83 reviews

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 Near North Side

Private Downtown Retreat with Rooftop Oasis

4.85 out of 5 average rating, 46 reviews

An open-concept kitchen and living area features a modern design, highlighted by sleek cabinetry and a spacious island with seating. Natural light fills the room, accentuating the contemporary fixtures and appliances. A comfortable couch is positioned in the inviting living space, creating a perfect gathering spot.

Home in Chicago

Executive Contemporary Duplex

Home in Old Town Triangle

A stylish living area features a black leather chesterfield sofa adorned with plush white pillows. A glass coffee table rests on a decorative area rug, while elegant chandeliers hang from the ceiling. The backdrop reveals an open kitchen with cabinetry, enhancing the room's sophistication.

4.98 out of 5 average rating, 88 reviews

Opulent 3bdr2bth Old Town Luxury + Parking prmts

4.85 out of 5 average rating, 172 reviews

A spacious spa room features a modern two-person jacuzzi, surrounded by elegant marble walls. The jacuzzi is designed with a clear accent panel, and amenities such as towels are neatly arranged nearby, promoting a calming and relaxing environment.

Home in Whiting

The Spa of Downtown Whiting

Lake access apartment rentals

Apartment in North Center

A bright dining space features a round table surrounded by wooden chairs, complemented by natural light from large windows. A decorative rug lies beneath the table, and a vintage wooden display cabinet occupies one wall, showcasing various items. A plant is seen near the window.

4.9 out of 5 average rating, 218 reviews

Spacious Vintage 3 BR in Chicago's NorthCenter!

4.8 out of 5 average rating, 64 reviews

A spacious bed is adorned with white linens and accented by blue decorative pillows. Bedside lamps provide soft lighting on either side, complementing a serene artwork of a beach sunset displayed above the bed.

Apartment in Uptown

13 mins DT | 4 mins Lake |Regal Style Loft Rooftop

4.97 out of 5 average rating, 529 reviews

A light-filled living room features a comfortable beige sofa with an accent pillow and a light throw. Adjacent windows allow natural light to stream in, highlighting the wooden flooring and decorative area rug. A small side table holds a lamp, contributing to the calm atmosphere.

Apartment in Evanston

Charming, Sunny Apartment with Backyard Garden

4.66 out of 5 average rating, 110 reviews

A wooden-framed sign with a black background features white letters that spell 'WELCOME TO THE LANDING' at the center. The sign is placed on a smooth, light-colored surface, conveying a welcoming message.

Apartment in South Loop

The Landing @ South Loop

4.83 out of 5 average rating, 176 reviews

A modern living area features a light green sectional sofa adorned with dark blue accent pillows. A decorative area rug with a subtle pattern is positioned beneath a glass coffee table. Natural light filters through sheer curtains, and a plant adds a touch of greenery.

Apartment in South Side

The Posh Apt. Mins to Downtown & Hyde Park

4.87 out of 5 average rating, 15 reviews

A spacious living area is highlighted by large windows that invite natural light. A comfortable sectional sofa surrounds a round coffee table, while a television sits on an inviting wooden media console. Colorful drapes add a touch of character to the neutral walls.

Apartment in Chicago

Elegant and Chic 2Bed 2Bath steps from the lake!

4.88 out of 5 average rating, 102 reviews

A spacious living room features a cozy seating area with two leather sofas facing a modern TV stand. A light-colored coffee table is positioned between the sofas, and a decorative painting hangs above the fireplace. Large windows with blinds allow natural light to fill the space.

Apartment in Uptown

Elegant 2-bed/2-bath in the heart of Uptown

4.83 out of 5 average rating, 474 reviews

A cozy living area is highlighted by a red accent wall and brick details. A comfortable blue sofa faces a mounted television, with a striped chair nearby. A mirror and decorative plant are positioned against a stylish cabinet, complementing the space's inviting layout.

Apartment in Lake View

Lakeview Charmer -with parking!

Other vacation rentals with lake access

4.89 out of 5 average rating, 9 reviews

Home in South Side

Bronzeville 42: Art & Hospitality Mins to Downtown

5 out of 5 average rating, 23 reviews

The kitchen and dining area feature a large marble table surrounded by black chairs, with a plush area rug underneath. A modern kitchen is equipped with stainless steel appliances and a large island with additional seating. Floor-to-ceiling windows provide natural light and views of the outside greenery.

Condo in Near North Side

Huge Boho Luxury Condo | Parking + Balcony

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

4.69 out of 5 average rating, 150 reviews

Cozy 1BR in South Loop | Convenience in the City

An outdoor terrace is visible, featuring seating arrangements with two orange chairs and a fire pit. The view overlooks Lake Michigan, with the calming waves in the background. A pathway leads down to the water, surrounded by the building's architecture.

Apartment in East Rogers Park

4.89 out of 5 average rating, 190 reviews

Executive Apartment on Lake Michigan with parking

Condo in East Rogers Park

A lush garden area showcases a variety of blooming flowers surrounded by greenery. The path is lined with vibrant floral colors leading up to the brick building, which features large windows allowing natural light to fill the space.

4.97 out of 5 average rating, 74 reviews

Jarvis Gardens - 1BR/BEACH/Wine patio/fire pit

4.89 out of 5 average rating, 833 reviews

A rustic kitchen and dining area features wooden cabinets and a large island with stainless steel appliances. A dining table with six wooden chairs is illuminated by natural light from the large windows. Exposed brick walls add character to the space.

Loft in Lake View

2bd/2bath Urban Loft w/ 2 pkg spots 1 blk to train

4.92 out of 5 average rating, 75 reviews

A charming historic red-brick house is surrounded by a wrought-iron fence and a grassy front yard. The home features a pitched roof with multiple gables and large windows, allowing natural light to brighten the inviting entrance. Nearby trees add to the neighborhood's greenery.

Guest suite in Chicago

McFetridge House - Beautiful Private Garden Apt #2