Beachfront holiday rental in Cook County

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Top-rated beachfront accommodation in Cook County

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Superhost

Home in Gary

4.61 out of 5 average rating, 152 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

Townhouse in Gary

4.93 out of 5 average rating, 46 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

Home in Gary

4.95 out of 5 average rating, 86 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

Guest suite in Evanston

4.82 out of 5 average rating, 100 reviews

Historic Manor House Private Guest Suite Evanston

Stay in the Guest Suite of this exquisitely restored Historic Landmark Manor House, one block to Lake Michigan's beaches and close to town and NU. Enjoy the entire third floor, which includes 3 bedrooms, a private bath with claw-foot soaking tub and shower, private kitchen with full amenities, and the original ballroom which serves as a living and dining room. Air mattress for 1 extra guest. Available as separate rental, is a 2nd floor bedroom for 2 extra guests or a coach house which sleeps 2.

Guest favourite

Apartment in Chicago

4.92 out of 5 average rating, 221 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

Condo in Chicago

4.87 out of 5 average rating, 190 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 favourite

Cottage in Gary

4.93 out of 5 average rating, 14 reviews

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.

Guest favourite

Guest suite in Gary

4.98 out of 5 average rating, 82 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.

Top Guest favourite

Apartment in Chicago

4.96 out of 5 average rating, 51 reviews

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

FREE GARAGE PARKING! 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.

Top Guest favourite

Guest suite in Gary

4.96 out of 5 average rating, 349 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)

Superhost

Apartment 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!