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Waterfront vacation rentals in Cook County

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Cook County

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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A rooftop terrace features various seating options, including lounge chairs and circular lounges. Colorful cushions are arranged on some seats, while green planters add a touch of nature. The skyline of Chicago is visible in the background under a clear blue sky.

Apartment in Chicago

4.82 out of 5 average rating, 197 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!

The townhouse stands elegantly among lush greenery, featuring a classic facade with black-framed windows and a welcoming entrance. A wrought-iron fence complements the landscaped front area, while a tree provides shade along the sidewalk.

Townhouse in Chicago

4.84 out of 5 average rating, 206 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!

A modern chef's kitchen is shown, featuring an island with seating for four. Sleek dark cabinetry contrasts with light countertops and stainless steel appliances. A bowl of fruit adds a touch of color, while glass pendant lights provide illumination above the island.

Condo in Chicago

4.95 out of 5 average rating, 124 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

A spacious bedroom features a king-size bed dressed in white linens, accented by a mustard yellow throw. Nightstands with lamps are positioned on either side of the bed. A decorative rug adds softness to the warm-toned wood flooring, with natural light streaming from the patio doors.

Townhouse in Chicago

4.93 out of 5 average rating, 134 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.

A modern living room features a light gray sofa paired with dark accent pillows. Natural light fills the space through large windows, complemented by dark curtains. A stylish armchair and a side table sit next to the sofa, while a flat-screen TV is mounted on the wall.

Apartment in Chicago

4.97 out of 5 average rating, 119 reviews

Free Parking| King Bed |Private Balcony |Sleeps 8

Your stylish city escape—unwind, explore, and experience Chicago like never before. Our modern, spacious condo is perfect for families, groups, and business travelers looking for a comfortable, stylish, and well-located stay. Whether you're in town for a concert, conference, sightseeing, or a weekend getaway, you'll find everything you need for a relaxing stay. ONE SECURE INDOOR PARKING SPOT IS INCLUDED❗❗❗ ✨ Book your stay today & experience Chicago in comfort and style! ✨

Top guest favorite

An outdoor patio is illuminated by string lights, creating a cozy ambiance. The hot tub is set against a backdrop of snowy ground, with comfortable seating arrangements nearby. The lake is visible in the background, enhancing the tranquil atmosphere.

Home in Carol Stream

4.92 out of 5 average rating, 107 reviews

Lake House Hot Tub-Billiards-Kayak Waterfront Stay

Our beautiful home is the perfect place to gather with friends & family, relax, refresh, fish, have fun with your loved ones. It's the perfect home away from home with great views of the lake and on a quiet cul-de-sac. Stunning views of the lake while grilling or the firepit from the completely upgraded patio & the hot tub 🥂 🐶Up to 2 furry babies are allowed & they'll love the almost 1 acre fenced-in yard! (pet fee is extra & must be included at time of booking)

A well-lit living area features a striped sofa accompanied by two modern armchairs. A wooden coffee table sits in the center, complemented by a patterned rug. Shelves display an array of silverware and decorative items, adding character and visual interest to the space.

Condo in Chicago

4.93 out of 5 average rating, 244 reviews

Cozy 1bdr Rogers Park, Loyola, Northwestern.

Visiting Northwestern, Loyola University, Rogers Park or Evanston? This cozy 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. NOTE: No full kitchen.

Top guest favorite

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, 367 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)

A modern kitchen with white cabinetry features stainless steel appliances, including a refrigerator and microwave. An island with seating for three is complemented by decorative vases of flowers. Natural light fills the space through large east-facing windows.

Condo in Chicago

4.89 out of 5 average rating, 161 reviews

MARVELOUS MAG MILE 2BD/2BA (+Rooftop)

Amazing Gold Coast/Streeterville location SECONDS from the LAKE and MAGNIFICENT MILE. Located on a quiet street, this apartment is tucked in between Michigan Ave and Lake Michigan. Steps away from the famous Drake Hotel, yet closer to the lake and Oak Street Beach. This spot is considered the best location in the city-- steps away from the best stores/restaurants in the world located on Michigan Ave (Mag Mile) and just north of Navy Pier.

Townhouse in Westmont

4.87 out of 5 average rating, 130 reviews

Westmont 3/2 duplex Fire sunsets, Firepit, lake

Near great shopping and dining. Enjoy wonderful sunsets and quiet lake activity. Fully Stocked 20 acres lake with a neighborhood beach next door. Easy commute to downtown while enjoying the peace and quiet. Feel like you are on vacation every day. Perfect for a staycation. Cleaned to Cdc standards. This duplex is a gem in Western suburbs! Pet friendly (fee). Fire pit (bring Wood), paddleboat, kayaks. Grill and fully stocked kitchen.

Top guest favorite

A tranquil lake scene is depicted, featuring autumnal trees reflecting vibrant hues of yellow, orange, and red in still water. The grassy shoreline enhances the serene environment, while neighboring greenery contributes to the picturesque landscape.

Guest suite in Naperville

4.95 out of 5 average rating, 436 reviews

Cozy Lakeview Studio 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.

A welcoming living space features a round dining table surrounded by four chairs, with a large artwork depicting trees on the wall. A light fixture hangs from the ceiling, and a mirror reflects the room. Natural light fills the area, enhancing the warm ambiance.

Apartment in Evanston

4.82 out of 5 average rating, 181 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/1.5 ba 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 rentals

A stylish bedroom features a four-poster bed centered on a spacious wooden floor. Soft lighting from string lights creates a warm ambiance. A closet is visible in the corner, providing additional storage space, while natural light enters through a nearby window.

Apartment in Chicago

4.92 out of 5 average rating, 39 reviews

Sheridan Beach Apartment

A sleek glass side table is adorned with travel books featuring cities like Paris and London, accompanied by a decorative globe. Behind, a spacious gray sofa, accented with throw pillows, complements the indoor plants and softly filtered natural light from large windows.

Apartment in Chicago

4.71 out of 5 average rating, 14 reviews

The Wine Down

Top guest favorite

A cozy living area features a soft sectional sofa facing a low coffee table on a colorful area rug. Natural light filters through large windows, illuminating the modern kitchen area in the background, defined by sleek cabinetry and stainless-steel appliances.

Apartment in Chicago

4.98 out of 5 average rating, 52 reviews

Cozy Chicago Apartment next to the River

A spacious living room features a cozy seating area with two leather sofas facing a modern TV stand. A light-colored coffee table is positioned between the sofas, and a decorative painting hangs above the fireplace. Large windows with blinds allow natural light to fill the space.

Apartment in Chicago

4.86 out of 5 average rating, 81 reviews

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

A comfortable living room features a blue sectional sofa adorned with soft throws, paired with a wooden coffee table. Natural light enters through large windows, highlighting a stylish armchair and an entertainment unit beneath a mounted TV.

Apartment in Evanston

4.9 out of 5 average rating, 91 reviews

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

A spacious living room is presented with a comfortable green sofa and two light-colored chairs. A large flat-screen TV is mounted on a wooden media console. A round coffee table sits in the center, surrounded by a soft area rug. Natural light filters through sheer window curtains.

Apartment in Chicago

4.82 out of 5 average rating, 11 reviews

3 Bed 3 Bath Lakefront Oasis, Parking Included

The living area features a light-colored sofa paired with two cozy armchairs. A round coffee table sits at the center on a colorful area rug. Natural light floods the space through two large windows, and decorative plants are placed on the windowsills.

Apartment in Chicago

4.81 out of 5 average rating, 208 reviews

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

A living area features a dark sectional sofa accompanied by a round coffee table. A light area rug adds texture to the hardwood floor. Natural light filters through sheer curtains, highlighting a large wall art piece of a lion. A door leads to a nearby room.

Apartment in Chicago

4.88 out of 5 average rating, 8 reviews

COZY unit near Michigan Lake 2nd floor/no elevator

Waterfront house rentals

Top guest favorite

A spacious living area is illuminated by natural light, featuring large windows that frame views of greenery outside. A modern sofa and armchair sit around a round coffee table, while a sleek fireplace adds warmth to the elegant decor.

Home in Chicago

5 out of 5 average rating, 30 reviews

Gold Coast Home|Rooftop |PoolTable |Parking |Views

Four kayaks in bright colors—red, yellow, and blue—are positioned on the lush green lawn. The kayaks are neatly arranged, with the serene Marquette Park lagoon visible in the background, framed by trees and greenery.

4.95 out of 5 average rating, 177 reviews

Kayaker's Dune Cottage

A shaded seating area with blue and white striped cushions overlooks the sandy beach, framed by lush green grass. The clear blue waters of Lake Michigan are visible in the background, reflecting the bright sky.

Beachfront Serenity 3Br Walkout Sleeps 10 Jacuzzi!

Top guest favorite

The living area features a comfortable sectional sofa and two accent chairs arranged around a marble-topped coffee table. Natural light filters through the large windows, complemented by sheer curtains. A television and light grey media console are situated across from the seating.

Home in Schaumburg

4.91 out of 5 average rating, 56 reviews

Sprawling private fenced home with pond view!

A light-filled entryway displays a striking staircase with dark wooden steps and a crisp white wall. Marble flooring complements the modern aesthetic, while a glass door leads to the outside. Decorative wall sconces provide warm lighting along the staircase.

Home in Chicago

4.88 out of 5 average rating, 51 reviews

CasaNova Modern City Living

A wooden dock extends into the calm water, framed by lush greenery and trees. Two metal chairs sit on the dock, offering a serene spot to enjoy the lake views.

Home in Downers Grove

4.97 out of 5 average rating, 38 reviews

Lakefront View Getaway Home! Hot tub! Kayak!

The exterior of a red brick building is displayed, featuring large arched windows and a central entrance with steps leading up to it. Flanking structures are visible, showcasing a blend of architectural styles, while a sparse lawn with minimal landscaping is present in the foreground.

Home in Chicago

4.82 out of 5 average rating, 79 reviews

Lake Home-3 blocks to beach/harbor 10 min 2 Loop!

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.

4.61 out of 5 average rating, 155 reviews

Miller Beach Dune House

Waterfront condo rentals

A modern living area is revealed with large windows showcasing views of the lake and boats. A light-colored sofa and armchair are arranged around a glass coffee table, complemented by a floor lamp and a large TV mounted against a neutral wall.

Condo in Burbank

Iconic Style, Charming Lake View

Top guest favorite

A waterfront view is presented from the balcony, featuring a marina with multiple boat slips. The scene is complemented by a wooden table and chair set, inviting relaxation. Lush greenery lines the pathway, and a clear blue sky enhances the tranquil atmosphere.

Condo in Portage

4.99 out of 5 average rating, 91 reviews

Luxury Waterfront 2 Bedroom Condo by Lake Michigan

A cozy living area features a charming fireplace framed by a reddish-brown brick wall. Two elegant chairs and a stylish sofa are positioned around a geometric coffee table, creating a welcoming space. Large windows with light yellow curtains allow natural light to fill the room.

Condo in Chicago

4.79 out of 5 average rating, 19 reviews

HUGE Modern, 1BD Home Office, Chef's Kitchen Patio

A marina scene is presented with a collection of boats moored along wooden docks. The sky transitions from warm orange to soft purple hues at sunset, reflecting gently on the water's surface. Pathways are visible, lined with subtle lighting for evening strolls.

Condo in Portage

4.83 out of 5 average rating, 47 reviews

Serenity on the Shores

Top guest favorite

A well-lit hallway is adorned with framed artwork and a stylish console table. At the end of the hallway, a cozy seating area with a round dining table and four chairs is visible, illuminated by natural light from large windows.

Condo in Chicago

5 out of 5 average rating, 59 reviews

Where you want to BE! Stylish, Comfy, Luxe

A spacious living area is presented, featuring a gray sectional sofa adorned with decorative pillows. A glass coffee table sits at the center, complemented by two black accent chairs. Natural light filters through the nearby windows, enhancing the room's openness.

Condo in Chicago

4.78 out of 5 average rating, 23 reviews

Spacious Wicker Park Hideaway with Parking!

A cozy living area features a brown sofa complemented by patterned throw pillows. A round glass coffee table sits atop a light area rug. Two blue armchairs provide additional seating, and a tall plant adds a touch of greenery against the dark accent wall.

Condo in Portage

4.93 out of 5 average rating, 67 reviews

Couple's Getaway 1 Bedroom condo on the Marina.

A bright living area features a blue sectional sofa facing a television. Two armchairs are positioned across from the seating area, with a glass coffee table in the center. Natural light streams in through two large windows, and a green plant adds a touch of nature.

Condo in Chicago

4.82 out of 5 average rating, 103 reviews

River North Hideaway w/Amazing Views and Parking

Destinations to explore