Beachfront vacation rentals in Cook County

4.61 out of 5 average rating, 154 reviews

Home in Gary

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.

4.94 out of 5 average rating, 120 reviews

Guesthouse in Evanston

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

4.94 out of 5 average rating, 49 reviews

Townhouse in Gary

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.

4.96 out of 5 average rating, 90 reviews

Home in Gary

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.

4.85 out of 5 average rating, 93 reviews

Apartment in Chicago

Pristine Lakeview| Boystown |Wrigley Haven |Beach

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 65inches Samsung QLED Tv Netflix, Hulu, Apple Music Fast Wi-Fi

4.84 out of 5 average rating, 206 reviews

Townhouse in Chicago

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!

4.92 out of 5 average rating, 236 reviews

Apartment in Chicago

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.

4.87 out of 5 average rating, 195 reviews

Condo in Chicago

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!

4.95 out of 5 average rating, 19 reviews

Cottage in Gary

Darling, Rehabbed Cottage Steps from the beach

Charming home only 7 houses from the shores of Miller Beach. 2022 down-to-the-studs kitchen rehab is a chef's dream with all the basics and then some! Sun drenched main floor also has primary bedroom and full bath. Large deck, partially covered has beautiful tree top views and seating for 6. Small front yard, the beach will be your playground. *WiFi/Streaming*Beach chairs, towels, Linens *Kuerig*Cuisinart*BabyGate* 3 cars MAX! Outdoor Shower. Daybed and sectional in basement.

4.98 out of 5 average rating, 92 reviews

Guest suite in Gary

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.

4.96 out of 5 average rating, 366 reviews

Guest suite in Gary

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)