Beachfront vacation rentals in Downtown Chicago

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Downtown Chicago

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

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Guest favorite

Guesthouse in Evanston

4.94 out of 5 average rating, 112 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

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Home in Itasca

New place to stay

OceanFront Resort Studio at Garza Blanca Cancun MX

Welcome to Garza Blanca Resort, where Mexican hospitality meets classic Caribbean relaxation. We invite you to stay for a visit but your senses will beg you to stay forever Enjoy one of the region’s most exclusive and contemporary resorts for luxury lifestyle vacations. This is a resort that transports you entirely, and you’ll never feel like leaving Indulge in a range of world-class luxury amenities and services that ensure the ultimate getaway in paradise for you and your nearest and dearest

Guest favorite

Townhouse in Chicago

4.83 out of 5 average rating, 183 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!

Guest favorite

Rental unit in Chicago

4.92 out of 5 average rating, 212 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.

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Condo in Chicago

4.88 out of 5 average rating, 178 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

Private room in Chicago

4.98 out of 5 average rating, 40 reviews

Sunny,Comfortable,CleanTop Location at Lake,Beach

Comfortable, large, sunny bedroom. Perfect for relaxation, work, study. Many amenities: wifi, desk, tv, coffee maker, small refrigerator. Private bathroom with shower/tub. Friendly hosts will welcome you. Fabulous location, fifteen minutes from downtown Chicago. Within 1/2 block of public transportation, Lake Michigan, beach, park, tennis courts. Six blocks to Loyola University. 3.5 miles to Northwestern U. Wonderful neighborhood, stores, restaurants, theaters, coffee shops, grocery.

Guesthouse in East Chicago

4.62 out of 5 average rating, 71 reviews

Loft

Hello thanks for checking out my listing Come stay in a quiet cozy historic building. Free wifi Netflix Hulu Close to major highways. Public beach Grocery store & restaurants 1 block away 3 casinos 15 min or less Chicago 30 min Due to guests not able to follow simple rules. I no longer accepting requests from people that have no reviews or a profile with nothing in it. My neighbors driveway is not for guests to use. Breaking house rules is not tolerated and you will be asked to leave.

Guest favorite

Rental unit in Chicago

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.

Rental unit in Chicago

4.56 out of 5 average rating, 113 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

Villa in Chicago

4.6 out of 5 average rating, 47 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.

Guest favorite

Rental unit in Chicago

5 out of 5 average rating, 35 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 with an amazing view. 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.

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Rental unit in Chicago

4.82 out of 5 average rating, 51 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!