Beachfront vacation rentals in Cook County

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.

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.

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.

Beachfront-Lake Michigan-Indiana Dunes-5BD/3BR

🌊 Stunning Lakefront Getaway in Miller Beach | Sleeps 10 | Indiana Dunes National Park Welcome to your dream lakefront escape! This thoughtfully curated mid-century modern home is nestled within the boundaries of Indiana Dunes National Park, offering breathtaking views of Lake Michigan, the relaxing sound of the waves, and a peaceful setting that’s ideal for making lasting family memories. 🛏️ 5 Bedrooms | 7 Beds | Sleeps 10 🛁 3 Full Bathrooms 🧺 Washer/Dryer 🏖️ Access to A Secluded Beach

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.

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.

Golden Suite on State|Steps to Oak Beach & MagMile

Wake up in the heart of Chicago’s glamorous Gold Coast on iconic State Street. Just a short walk from Oak St Beach and Lake Michigan, this stylish high-rise retreat places you steps from the city’s best dining, boutiques, and famous attractions. Spend the day exploring tree-lined streets and lakefront paths, then return to a bright, modern space perfectly positioned to experience Chicago like a local. A central stay where convenience, charm, and city energy meet.

Guest Favorite Escape Next to the Beach

1st-floor unit with one flight of stairs. Older building with radiant heat managed by the building. 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 bed, and a clean bathroom. Explore nearby beaches, stroll along the lakefront, and discover vibrant downtown shops and restaurants. Easy public transit to downtown Chicago. Book now for a memorable Evanston getaway!

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!

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?

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!

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.