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

The two-story house is nestled among lush greenery, showcasing a two-tone exterior with a combination of light and dark colors. Large windows illuminate the front, complemented by a well-maintained lawn and selective landscaping. A garage is visible on the right side of the structure.

Home in Gary

4.62 out of 5 average rating, 167 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.

Guest favourite

A furnished deck features a round glass table with white candles and a large shaded umbrella. Two chairs provide seating, while the expansive view of Lake Michigan and sandy dunes is visible in the background, offering a serene outdoor space.

Townhouse in Gary

4.93 out of 5 average rating, 56 reviews

Lakefront Family Retreat w/ Grill: Steps to Beach!

The ultimate Lake Michigan in Indiana Dunes National Park and this vacation rental puts you in the center of all the action. With 3 bedrooms, 2.5 bathrooms, a full kitchen, luxury finishings, and a deck overlooking the dunes and lake, this Miller Beach townhome features everything you need - not to mention a prime location on the shore. Take a few steps to spend your days on the sandy beach, run up the dunes at Indiana Dunes National Park, or hop on the South Shore train to tour the Windy City.

Top guest favourite

The modern two-story house is surrounded by landscaped grounds, featuring a mix of wood and dark paneling. A spacious deck extends from the upper level, with seating and hanging planters. A pathway leads to the outdoor dining area, bordered by vibrant flower pots.

Home in Gary

4.96 out of 5 average rating, 105 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.

Guest favourite

An outdoor seating area features a cushioned sectional sofa and a wooden coffee table, overlooking a heated in-ground pool. Lounge chairs are positioned nearby, surrounded by trees, with a view of Lake Michigan in the background.

Guest suite in Gary

4.97 out of 5 average rating, 119 reviews

Beachfront- Lake Michigan-Hot Tub-Heated Pool

Lake Michigan - Beachfront w/Heated In-Ground Pool- Hot Tub - Indiana Dunes National Park - Private Basement Guest Suite - 2 Bedroom/2 Bathrooms - Beautifully Decorated This guest suite has everything you need for a comfy and relaxing stay. Enjoy the 3-person hot tub, perfect for unwinding after a day of adventure. In the summer months, enjoy the heated, in-ground pool. Hiking, beaches and so much more await—and less than an hour’s drive to Chicago. Heated Pool Open from Mid-May to Mid-Oct.

A cozy outdoor space features several turquoise Adirondack chairs arranged around a circular fire pit on gravel. A shaded area is created by a large umbrella, and a small shed can be seen in the background, surrounded by lush greenery.

Home in Gary

4.88 out of 5 average rating, 48 reviews

1 Mi to Indiana Dunes Nat'l Park: Home w/ Patio!

Basement Game Room | Furnished Outdoor Space | In-Unit Laundry Enjoy a lake getaway at this 3-bedroom, 2.5-bathroom vacation rental home in Gary. 'Beach Daze Cottage' boasts an inviting interior, a furnished outdoor living area, and a prime location just a walk away from Wells Street Beach. When you're not out exploring Lake Michigan, indulge in a game of ping-pong or roast marshmallows around the fire pit! While you're here, be sure to take a day trip to Chicago — less than 40 miles away!

A modern kitchen features a large island with seating for four, complemented by sleek black cabinetry and stainless steel appliances. Large windows offer natural light and views of the surrounding nature. A spiral staircase leads to the upper level, enhancing the open layout.

Home in Miller Beach

4.52 out of 5 average rating, 158 reviews

SmartHome, Hot Tub, path to beach & Dunes Nat’l Pk

The Addition at Villa Santorini offers relaxed luxury, where soaring ceilings, expansive views, and curated amenities invite you to unwind and slow down. Perfect for small family gatherings, a romantic retreat, or time with close friends, this inviting space makes everyone feel at home. With Lake Michigan and the Indiana Dunes National Park right outside and Chicago just 40 minutes away, this peaceful and convenient home base provides the ideal setting (and permission) to recharge in style.

Guest favourite

A view from a second-floor porch showcases a mix of residential rooftops and lush green trees, creating a serene natural backdrop. The sky is partly cloudy, enhancing the tranquil ambiance. Brick buildings can be seen alongside the greenery.

Private room in Evanston

4.89 out of 5 average rating, 96 reviews

NU/Lake Evanston quiet/cozy/greatview!

This room features a large desk with lovely window and very comfy single bed. It is separated from my room by a tapestry and half wall, but I can sleep elsewhere when requested. It's a block from Whole Foods and the library. Four blocks from Davis street train station, Trader Joe’s, numerous restaurants, shops and landmarks very near. Bike, divvys available. Free breakfast!! Room CANNOT be locked from the outside, just inside because it's against fire regulations, but all's safe. Charming!

Guest favourite

The historic manor house features a rich red brick facade adorned with lush green ivy. The spacious porch extends from the building, complemented by well-maintained gardens that enhance the inviting exterior. Large windows provide ample natural light, creating an open and airy ambiance.

Guest house in Evanston

4.93 out of 5 average rating, 133 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.

Guest favourite

A charming Tudor home is surrounded by a lush garden filled with vibrant greenery and colorful flowers. The front entrance features a distinctive design with a porch that invites guests in. Sunlight filters through the surrounding trees, enhancing the tranquil setting.

Private room in Evanston

4.86 out of 5 average rating, 98 reviews

1 Room for up to 3, Near NU & Old Orchard Mall

Near bus, trains, Old Orchard Mall, NU, beaches. Avoid the traffic! Walk, or jump on public transport. Can host 1 couple or up to 3 people in one room; 2nd room available for 2 more guests. Charming art-filled Tudor home, beautiful garden setting. Large private room, queen bed + twin, updated bathroom. Free street parking. Perfect spot for visiting NU, many North Shore sights, local retirement communities. Easy access to trains to city. Great restaurants! Discounts on longer stays.

Top guest favourite

An open studio space features a black leather sofa alongside a wooden coffee table on a textured rug. Colorful wall art adds vibrancy, with a light fixture illuminating the area. A chair with a unique design offers additional seating, enhancing the contemporary aesthetic.

Guest suite in Gary

4.96 out of 5 average rating, 422 reviews

Miller Mermaid Suite-100 yds from the beach!

100 yds from the beach, the cozy MERMAID BASEMENT SUITE is best for a young family or 2-3 adult friends. This 400 sq ft artsy basement/studio includes: private entrance, kitchenette, unique art, cozy reading/sleeping nook. There is one small window with no lake view but you can see the lake 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!

Guest favourite

An in-ground pool is surrounded by lush greenery and outdoor seating areas. Sun loungers are positioned near the clear blue water, and a shaded patio area features red umbrellas. The pool area is well-maintained, inviting relaxation after a day by the beach.

Home in Gary

4.91 out of 5 average rating, 32 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?

Top guest favourite

A living area is presented with a light-colored sectional sofa and a glass coffee table on a colorful area rug. Two bright windows allow natural light, while a ceiling fan enhances airflow. A small table is positioned beside a bookshelf and television.

Flat in Chicago

4.91 out of 5 average rating, 108 reviews

Cannabis Condo 4BR

Beautiful, spacious apartment is located 10 min from Beach. 10 mins to Hyde Park, (Tiger Woods) Golf Course. 10 mins from Obama Library (coming soon). 10 mins from Museum of Science and Industry. 20 mins from downtown/Soldiers Field (Bears Stadium), Northernly Island concerts, Field Museum, and Shedd Aquarium (beautiful drive down Lakeshore, Metra Electric Line train, or Bus). 15 min from Indiana casino. Ideal for Summer time Chi or Winter snow Chicago!