Beachfront holiday rentals in Cook County

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Cook County

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

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Superhost

Home in Gary

4.62 out of 5 average rating, 163 reviews

Miller Beach Dune House

In the summer sit on the screened 2nd floor front porch and watch the forest sway in the breeze. Only a 5 minute walk to the miles-long Lake Michigan beach. Hike in the dunes; walk to the local restaurants and bars on Shelby (6 blocks). 8 minutes to downtown Miller, 1 hour to Chicago by train or car; quiet neighborhood, resident-only parking. In winter, great wood fireplace and forest views from the second floor living area. Cottage is older but clean and comfortable. Wifi. Full kitchen.

Top guest favourite

Guest house in Evanston

4.94 out of 5 average rating, 122 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

Top guest favourite

Home in Gary

4.96 out of 5 average rating, 95 reviews

Steps from the beach and a mile from National Park

Perfect for family or friends to relax and enjoy Indiana’s Dunes National Park! The Holliday House is a 2022 custom built home with lake views and a beach path just STEPS from the front door! This 2000 sq ft open concept design features 3 bedrooms and 3 bathrooms, 16’ ceilings, open great room with beautiful indoor/outdoor kitchen, custom dining seating for 8, and loft hammock. Hosts live next door and are easily available if needed! Everything is on the 1st floor except for the 3rd bedroom.

Superhost

Townhouse

4.83 out of 5 average rating, 214 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!

Guest favourite

Flat in Chicago

4.92 out of 5 average rating, 248 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

Apartment in Chicago

4.87 out of 5 average rating, 197 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!

Top guest favourite

Flat in Chicago

5 out of 5 average rating, 14 reviews

Buena Vida Casa

Welcome to Buena Vida House. Step into a beautifully updated unit where every detail has been thoughtfully designed to create a peaceful, stylish getaway. This unit features fresh finishes, with 2 bedrooms equipped with queen beds, and a unique blend of beachy and boho vibes. Just steps from the lakefront, ideal for morning jogs or simply soaking in the beauty of Chicago. This one-of-a-kind space offers comfort, charm, and convenience in one of Chicago’s most walkable and scenic neighborhood

Top guest favourite

Flat in Chicago

4.97 out of 5 average rating, 73 reviews

Gold Coast Pristine 3BD|2BR| Patio |Parking| Beach

FREE GARAGE PARKING! Garage Clearance 6ft. Step into luxury in this modern loft with 3 bedrooms, 2 bathrooms and a private patio with breathtaking views. 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 throw away from Oak Beach.

Guest favourite

Guest suite in Gary

4.98 out of 5 average rating, 102 reviews

Beachfront- Lake Michigan- 2bd/2bath -Heated Pool

Lake Michigan - Beachfront w/heated in-ground Pool - Indiana Dunes National Park - Private Basement Guest Suite- 2 Bedroom/2 Bathrooms-Newly Renovated and Beautifully Decorated- Heated In ground Pool* Below Deck at Waters Edge has everything you need to have a comfy and relaxing stay with your family or friends. Hiking, Beaches, X-Country Skiing and so much more! Less than an hours drive to Chicago. *Heated Pool Open from Mid-May to Mid Oct. Pool closed until Mid-May 2024.

Superhost

Villa in Chicago

4.65 out of 5 average rating, 54 reviews

Rooftop | Villa | Events

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

Top guest favourite

Guest suite in Gary

4.96 out of 5 average rating, 385 reviews

Miller Mermaid Suite-100 yds from the beach!

100 yds from the beach, the cozy MERMAID SWEET awaits you and is well suited for a young family or 2-3 adult friends. This artsy basement open studio space includes a private entrance, kitchenette, unique art & a cozy reading/sleeping nook! Enjoy beautiful sunsets from the upstairs deck. BBQ on the grill. Visit local restaurants, shops & galleries. Hike wooded trails & swim by sandy, dune-grass beaches. . House-trained dogs welcome! Sorry no cats (allergies)

Guest favourite

Home in Gary

4.89 out of 5 average rating, 27 reviews

Pool & Beach Haven-private pool, steps to beach!

Come enjoy this beautiful newly renovated home with large in ground pool steps from the beach & Lake Michigan. Spacious patio with various seating areas to relax, enjoy cocktails & dining by the pool. You will be so thrilled to be <100 steps to our lovely beach-with private beach entrance at end of the block. National Park a mile away! 1/2 day at the beach, 1/2 day by your private pool? Luxurious decisions…What more can you dream of for a vacation or retreat?