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Waterfront holiday rentals in Cook County

Find and book unique waterfront accommodation on Airbnb

Top-rated waterfront accommodation in Cook County

Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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Apartment in Chicago

4.82 out of 5 average rating, 183 reviews

The Lakefront Lookout (2BR)

Located at the epicenter of Chicago's cultural, historical, and business attractions, this luxurious 2 bedroom apartment offers guests all the comforts of home, whether on the road for work or play. Within walking distance are world famous attractions including: Millennium Park, Navy Pier, Riverwalk, Soldier Field, The Field Museum, Oak Street Beach, and more. Additionally, guests are merely blocks from an "L" train stop, which will transport passengers anywhere they could desire in the city.

Guest favourite

Guest suite in Gary

4.96 out of 5 average rating, 345 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 or use the sun room on rainy days. 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

Condo in Chicago

4.94 out of 5 average rating, 109 reviews

PING-PONG Free PARKiNG 10 min-Downtown Sleeps 10

ONE FREE INDOOR & SAFE PARKING SPOT INCLUDED! The building is next to a bus stop that brings you right into downtown! You would enjoy staying in the spacious 1800 sq ft with 10 ft high ceilings. 2 bedroom/2 bathroom apartment with ZERO STAIRS to get inside! It is an excellent solution for elder people and families with kids or maybe just a group of friends coming to have fun at the UNITED CENTER sports event or tourists as well as business folks or doctors to attend McCormick Place conferences.

Guest favourite

Townhouse in Chicago

4.83 out of 5 average rating, 191 reviews

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!

Guest favourite

Apartment in Chicago

4.92 out of 5 average rating, 220 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.

Guest favourite

Condo in Chicago

4.92 out of 5 average rating, 221 reviews

Pvt 1bdr Rogers Park, Loyola, Northwestern.

Visiting Northwestern, Loyola University, Rogers Park or Evanston? This AirBnb is perfectly situated. A beautifully clean, private apartment 2 blocks from parks & sand beaches, walking distance to Loyola, short ride to Northwestern, steps to public transportation & restaurants, red line "El" trains & bus routes. Apt has private, queen bedroom, en suite full bathroom, living room w/queen sofa bed,TV, dining table, & partial kitchenette. Dogs only. Parking free on street or one spot for a fee.

Condo in Chicago

4.87 out of 5 average rating, 186 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

Condo in Chicago

4.94 out of 5 average rating, 104 reviews

Modern MAG Mile 2BD/2BA (+Parking/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 - Parking spot on-site in/out access!! - Tranquil rooftop overlooks Lake - Fast WIFI - Super comfy beds! - Custom chef kitchen - Located on a quiet street - Lake Michigan view from our floor-to-ceiling windows

Apartment in Chicago

4.8 out of 5 average rating, 187 reviews

Spacious & Stylish 2BR-2BA Apt Steps from The Bean

Enjoy this comfy, renovated and super spacious 2BR and 2BA apartment in the heart of Chicago's Loop with views of Lake Michigan. Surrounded by the most popular stores and restaurants, this unbeatable location is less than a one-minute walk to Michigan Ave, Millennium Park, State St. Shopping, The Chicago Theatre and Chicago’s landmark, ‘The Bean'. It is an ideal location to move around in public transportation, as all CTA lines and plenty of bus lines are just within two blocks!

Guest favourite

Townhouse in Chicago

4.93 out of 5 average rating, 118 reviews

Old Town/Lincoln Park Luxury Home Garage & Rooftop

Old town luxurious townhouse with rooftop, patio and attached garage (with Level 2 electric car charger for any type of electric car). The extra wide floor plan allows for 4 large bedrooms and 2.5 bathrooms spread over 4 levels of living. One block away from Brown Line station and 4 blocks away from Red Line station and best of Lincoln Park shopping. 10 minutes walk to North Avenue Beach or Lincoln Park Zoo. 5 minute walk to Second City, Zanies and Old Town dining & nightlife.

Guest favourite

Guest suite in Naperville

4.95 out of 5 average rating, 390 reviews

Cozy Lakeview Studio Retreat with Private Access

Enjoy luxury and comfort in this cozy lakefront studio with a private entrance, attached to a home where the friendly hosts reside. The studio offers a plush queen bed, a kitchenette with a mini fridge, microwave, induction cooktop, and a full bathroom. Located in one of Naperville’s safest neighborhoods, it’s just moments from cafes, restaurants, markets, and a biking trail, with easy access to I-88.

Apartment in Evanston

4.82 out of 5 average rating, 170 reviews

MDRN Kid-Frndly Apt | Natural Lite | Quiet|Private

Relax with the whole family or explore the city with friends at this peaceful and spacious 3-bd/1.5ba condo tucked on a quiet, tree-lined street. Includes one (1) free parking space, plus plenty of unmetered parking on st. Minutes away notable hospitals, both Northwestern, and Loyola Universities. Travel via CTA bus stop at the corner. Only 30min drive from downtown Chicago. PET & 420 FRIENDLY!

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Popular amenities for Cook County waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment accommodation

Guest favourite

Apartment in Chicago

4.93 out of 5 average rating, 30 reviews

Sheridan Beach Apartment

Guest favourite

Apartment in Chicago

4.98 out of 5 average rating, 43 reviews

Cozy Chicago Apartment next to the River

Guest favourite

Apartment in Chicago

5 out of 5 average rating, 19 reviews

3BR Luxury Modern Apartment

Apartment in Chicago

4.77 out of 5 average rating, 22 reviews

2b2b by Water Tower and the Lake

Apartment in Chicago

4.86 out of 5 average rating, 65 reviews

Elegant 2-bed/2-bath in the heart of Uptown

Apartment in Gary

4.59 out of 5 average rating, 39 reviews

French château -literally 150 steps from BEACH

Guest favourite

Apartment in Evanston

4.92 out of 5 average rating, 78 reviews

New renovation|1BR|Stylish|Modern|Next to the Lake

Apartment in Chicago

4.71 out of 5 average rating, 96 reviews

Modern Lakefront Retreat with Breathtaking Views!

Waterfront house rentals

Guest favourite

Home in Schaumburg

4.91 out of 5 average rating, 54 reviews

Sprawling private fenced home with pond view!

Guest favourite

Home in Chicago

4.9 out of 5 average rating, 48 reviews

CasaNova Modern City Living

Guest favourite

Home in Downers Grove

4.97 out of 5 average rating, 30 reviews

Lakefront Getaway Home! Amazing View! Hot tub! Ski

Home in Valparaiso

5 out of 5 average rating, 3 reviews

The Good Farm: Farmhouse + BarnBnB on 44 acres!

Home in Joliet

4.75 out of 5 average rating, 4 reviews

4 Bedroom Oasis with Pond Views

Home in Gary

4.61 out of 5 average rating, 152 reviews

Miller Beach Dune House

Guest favourite

Home in Gary

4.95 out of 5 average rating, 83 reviews

Steps from the beach and a mile from National Park

Guest favourite

Home in Westmont

4.93 out of 5 average rating, 30 reviews

Westmont,Il 4/3 on the Lake

Waterfront condo accommodation

Guest favourite

Condo in Portage

4.95 out of 5 average rating, 21 reviews

Duneside Haven

Condo in Chicago

4.8 out of 5 average rating, 25 reviews

Lovely condo studio

Guest favourite

Condo in Portage

4.99 out of 5 average rating, 81 reviews

Luxury Waterfront 2 Bedroom Condo by Lake Michigan

Guest favourite

Condo in Chicago

4.87 out of 5 average rating, 15 reviews

HUGE Modern, w/ Home Office, Chef's Kitchen, Patio

Guest favourite

Condo in Portage

4.82 out of 5 average rating, 45 reviews

Serenity on the Shores

Guest favourite

Condo in Chicago

5 out of 5 average rating, 55 reviews

Where you want to BE! Stylish, Comfy, Luxe

Condo in Chicago

4.79 out of 5 average rating, 19 reviews

Spacious Wicker Park Hideaway with Parking!

Guest favourite

Condo in Portage

4.92 out of 5 average rating, 61 reviews

Couple's Getaway 1 Bedroom condo on the Marina.

Destinations to explore