Beachfront vacation rentals in Chicago

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Chicago

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

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Guest favorite

Rental unit in Lake View

4.86 out of 5 average rating, 66 reviews

Lakeview/Boystown/Wrigleyville Paradise Haven

In the heart of historic trendy Boystown and Wrigleyville, this fully furnished quiet 1 BR/1 BA apartment with an equipped kitchen is in a vibrant culturally diverse neighborhood. 5 Minutes' drive to Downtown. It is steps from the beach, lakefront parks, and Belmont Harbor, and is within walking distance to many restaurants, boutique shops, amazing nightlife, many local theaters, and home of the World Series Champs, the CUBS. Enjoy a 65inches Samsung QLED Tv Netflix, Hulu, Apple Music Fast Wi-Fi

Guest favorite

Guesthouse in Evanston

4.94 out of 5 average rating, 111 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

Condo in Kenwood

4.18 out of 5 average rating, 11 reviews

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.

Guest favorite

Home in Highland Park

4.91 out of 5 average rating, 47 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.

Guest favorite

Townhouse in Magnificent Mile

4.82 out of 5 average rating, 180 reviews

Historic lux Townhouse on Chicago's Gold Coast

Welcome to our stunning Townhouse located in the luxurious Gold Coast of Chicago. Perhaps the BEST location in Chicago! Located on one of the desirable & famous streets in Chicago, this property is a 5 min walk from the Gold Coast beach where you will see Lake Michigan in all of its glory. Not to mention the proximity of this property to the subway and within walking distance of Magnificent Mile. It is the perfect place to stay for the adventurous and also those who fancy a beach in the City!

Superhost

Condo in Washington Park

4.81 out of 5 average rating, 32 reviews

Modern 2-Level Condo | 4K TVs & PS5 Gaming System

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 and JBL Karaoke 🎤 Bluetooth Speaker!

Guest favorite

Rental unit in Lake View

4.91 out of 5 average rating, 211 reviews

Stone Mansion Sleeps 10-20 Free parking & TV

Giant, 4 bedroom, 2,300 square feet apartment on 2nd floor, 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 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.

Superhost

Condo in Gold Coast

4.88 out of 5 average rating, 175 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!

Guest favorite

Rental unit in East Rogers Park

4.88 out of 5 average rating, 114 reviews

Rock Star Beach Pad on Lake Michigan with parking

Live like a Rock Star! Stay in a celebrity 2br 2bath apartment with its own beach on Lake Michigan. The apartment is on the 2nd floor in a walk-up building consisting of 5 short-term rental apartments. 2 apartments on each floor. The apartment has direct water views with a shared porch with a -Free Onsite Parking with EV Charging Station -Steps away from parks and minutes to restaurants universities and shopping -Less than 20 min drive to Wrigley Field, Downtown Chicago, and museums.

Villa in South Shore

4.58 out of 5 average rating, 45 reviews

Rooftop | Villa | Parking

Meet up with group at this gorgeous designer space, a mini Villa but large throughout making it light, bright, airy with feelings of calm and tranquility. Indoor features Luminaire Chandeliers, 10 feet ceilings, Grand Piano, Music Box etc. Huge backyard offer spaces to entertain. Guest can view cameras of all entrances; Roof deck, Front, Back & Alley via Monitor (HDMI-1) 24/7 record You’re booking a separate entry: 3 levels of home and is exclusive to your guests/party.

Superhost

Rental unit in Woodlawn

4.85 out of 5 average rating, 48 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!

Home in East Rogers Park

4.87 out of 5 average rating, 31 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.