Beachfront vacation rentals in Near North Side, Chicago

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Near North Side, Chicago

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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Guest favorite

Apartment in Chicago

4.91 out of 5 average rating, 183 reviews

Stone Mansion Sleeps 10-20 Free parking & TV

Giant, 4 bedroom, 2,300 square feet apartment near Red Line Train, bars, cafe's, shopping, restaurants, Lakefront and everything else Chicago has to offer. Large living room with bar area, TV and fridge for socializing before hitting the town. Dining room off the kitchen has a large table and 8 chairs. 4 bedrooms with 2 private rooms with king beds and one with a double bed. 4 futons for in the living room for extra sleeping space two (2) parking spots in the west facing garage on premises.

Apr 3 – 10

R7,491 ZAR per night

Guest favorite

Guesthouse in Evanston

4.94 out of 5 average rating, 97 reviews

Historic Coach House in Evanston Near Beach & Town

Stay in the Coach House of this exquisitely restored Historic Landmark Manor House, one block to Lake Michigan's beaches and close to town and NU. Enjoy the entire coach house which is renovated and includes a large bedroom with king bed and desk, a sun-filled living room/dining room, a full bath with claw-foot soaking tub and shower and a kitchen with amenities. The space can be equipped with an air mattress for an extra guest. Also available is a 3rd floor guest suite in the main house . Extra

Sep 19 – 26

R5,523 ZAR per night

Guest favorite

Home in Highland Park

4.92 out of 5 average rating, 39 reviews

Witness Sunrise Over Lake Michigan

Mesmerizing views of Lake Michigan from nearly every corner of this recently renovated Mid-Century Modern home. The house is walking distance from Ravinia Festival, downtown Ravinia Restaurants, and glorious Rosewood Beach; a healthy walk or short drive from Metra Train Stn. to Chicago and from the Chicago Botanical Gardens. Of course, guests can always choose instead to relax fireside, on the roof deck, or at the home’s private beach. Perfect for 4 guests, it accommodates 6. 2K, 2Q, 2.5 baths.

May 14 – 21

R21,597 ZAR per night

Apartment in Chicago

Gorgeous N. Kenwood/Hyde Park

The whole group will enjoy easy access to everything from this centrally located place. The unit is 3bdrm 2bths, 1800sq ft located on the second floor, located in North Kenwood/Hyde Park area. Accessible to major CTA bus/train, the metra, and with a 20 minute commute via public transportation or 12 minute car ride to the loop. Directly across from Lake Michigan bike/walking path and beach area. Located within 1.5 miles of 5 grocery stores and restaurants in both Hyde Park and Bronzeville area.

Feb 5 – 12

R9,097 ZAR per night

Superhost

Condo in Chicago

4.9 out of 5 average rating, 168 reviews

2BD/2BA MAG MILE MASTERPIECE (+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 - Tranquil rooftop overlooking the Lake - Fast WIFI - Super comfy beds! - Custom chef kitchen - Located on a quiet street - Lake Michigan view from our floor-to-ceiling windows We look forward to hosting you!

May 7 – 14

R6,024 ZAR per night

Guest favorite

Townhouse in Chicago

5.0 out of 5 average rating, 210 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!

Mar 4 – 11

R17,716 ZAR per night

Apartment in Chicago

4.54 out of 5 average rating, 98 reviews

Home in heart of Lincoln Park & Lake Sea and beach

This home is located In the heart of Lincoln Park near Old Town Triangle and near the beach in the core of Chicago. Ideal people who want to stay in the vibrant beautiful city. Close to parks, beach, lake, subway station, shops, restaurants and night life! Entire one bedroom apartment with spacious (850 sqft) and beautiful interior design. As you can pick up the key from self check-in box, you can check in and out anytime. Check in time is 2pm and check out is 11am. R22000082349

Jun 3 – 10

R3,604 ZAR per night

Condo in Chicago

4.69 out of 5 average rating, 16 reviews

Modern Duplex Condo With Advanced 4K LED TV’s/PS5

Welcome to our urban oasis at the Contemporary Duplex Condo! Conveniently located, our Airbnb showcases Chicago-style brick accents in the living space. Enjoy modern conveniences, stylish decor, and plenty of natural light, crafting a warm and inviting atmosphere. With 1800 sqft of space, accommodating up to ten guests, it's perfect for solo travelers, couples, groups, and families. Secure your spot now for an authentic urban adventure, complete with a PS5!

Nov 10 – 17

R6,316 ZAR per night

Apartment in Chicago

4.81 out of 5 average rating, 36 reviews

Woodlawn Oasis

Welcome to Woodlawn Oasis! Come and enjoy the charm and warmth of this fully remodeled and furnished apartment with original artwork! Just 5 minutes from our beautiful Chicago lakefront, the prestiges University of Chicago, and soon to be Tiger Woods golf course and President Obama library. Also, 10 minutes from Chicago museums, Soldier Field (Chicago Bears), Guaranteed Rate Field (Chicago White Sox) and the fabulous night life of Downtown Chicago!

Sep 2 – 9

R3,077 ZAR per night

Home in Chicago

4.86 out of 5 average rating, 28 reviews

Only Urban Beach House in Chicago

Why stay in a hotel or dorm when you can have your own house! The Urban Beach House of Rogers Park, Chicago’s only urban beach house, has 4 bedrooms, 3 full baths, and is loaded with features that make it the perfect place for vacationers, students, faculty, family and gatherings of all kinds. Steps from the sandy beaches of Lake Michigan, walking distance from dozens of restaurants and shops, and minutes from 3 train stations and a Divvy bike station.

Jan 11 – 18

R16,133 ZAR per night

Guest favorite

Apartment in Chicago

5.0 out of 5 average rating, 5 reviews

Gold Coast Pristine Paradise 3BR/2BA. Free Parking

FREE GARAGE PARKING!! Step into luxury in this modern loft with 3 bedrooms, 2 bathrooms and a private patio. 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's throw away from Oak Beach.

Dec 5 – 12

R11,544 ZAR per night

Guest favorite

Apartment in Evanston

4.86 out of 5 average rating, 29 reviews

Modern|Spacious|New Renovation|1BR|Evanston

Experience the best of Evanston in our cozy 1BR/1BA apartment near Lake Michigan. Enjoy a fully equipped kitchen, a comfortable bedroom with a queen-sized bed, and a clean bathroom. Explore the nearby beaches, stroll along the lakefront path, and discover the vibrant downtown area with its shops and restaurants. Easy access to public transportation allows you to explore downtown Chicago. Book your stay now for a memorable Evanston getaway!

Jun 18 – 25

R3,296 ZAR per night