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Waterfront vacation rentals in Cook County

Find and book unique waterfront accommodations on Airbnb

Top-rated waterfront accommodations in Cook County

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

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Rental unit in Chicago

4.83 out of 5 average rating, 177 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

Vacation home in Chicago

4.97 out of 5 average rating, 61 reviews

UChicago Luxurious King Suite Lakefront

Sink into a pillowtop king size bed in a sunny, spacious bedroom suite w/twin bed, his/hers closets and comfy love seat. Spacious 1,000 s.f. condo luxury, kitchens /bath with granite counters, office space, 3rd-floor unit, private entrance gated and on-street parking. 1 min walk to beach, trails, golf course and bike rental. Located 1 blk from Express bus (15 minutes) to Univ of Chicago/Hyde Park and Museum of Science and Industry,(20 minutes) to Soldier Field, Grant Park, Downtown, Navy Pier

Guest favourite

Guest suite in Gary

4.96 out of 5 average rating, 339 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

Rental unit in Chicago

4.92 out of 5 average rating, 214 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, 218 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.

Guest favourite

Guest suite in Carol Stream

4.94 out of 5 average rating, 288 reviews

Cozy Lakefront Retreat: Hot Tub & Bar/Pool Table

Very large guest suite with 3 separate areas. Just like your own apartment. Great for friends traveling together! ENTRANCE IS THRU THE MAIN PART OF THE HOUSE. This is just for the basement apartment but you have complete privacy down there. Fenced-in yard, hot tub, large patio, bbq, firepit, enjoy fishing or sitting watching the beautiful sunsets. Stocked lake, walking path, 3 parks! Check out the pictures to see all our home has to offer! (Full kitchen & laundry room are shared space)

Guest favourite

Rental unit in Chicago

4.97 out of 5 average rating, 102 reviews

Balcony EV charge w/ FREE Garage Parking Sleeps 8

FREE & SECURE ONE IN-DOOR PARKING SPOT!!! 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. Bring the whole family to this great place with lots of room for fun.

Guest favourite

Guest suite in Naperville

4.95 out of 5 average rating, 379 reviews

Lake facing cozy little studio with private entry

This is a luxurious cozy little studio facing the lake, featuring a private entrance that is attached to a single family home. The studio is equipped with a top quality queen bed, an in-suite kitchenette including a mini fridge, microwave, and induction top, as well as a luxurious full bathroom. The studio is situated in the safest and friendliest neighborhoods in Naperville conveniently located close to cafes, restaurants, markets, a biking trail, and just minutes away from I88.

Rental unit in Chicago

4.8 out of 5 average rating, 179 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

4.94 out of 5 average rating, 111 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.

Condo in Chicago

4.89 out of 5 average rating, 150 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.

Guest favourite

Townhouse in Westmont

4.87 out of 5 average rating, 128 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.

Vacation rentals for every style

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Popular amenities for Cook County waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

Guest favourite

Rental unit in Chicago

4.93 out of 5 average rating, 30 reviews

Sheridan Beach Apartment

Rental unit in Chicago

5 out of 5 average rating, 5 reviews

Lux apartment near Michigan lake

Guest favourite

Rental unit in Chicago

4.98 out of 5 average rating, 41 reviews

Cozy Chicago Apartment next to the River

Rental unit in Chicago

4.75 out of 5 average rating, 16 reviews

2b2b by Water Tower and the Lake

Rental unit in Chicago

4.76 out of 5 average rating, 117 reviews

Cozy 1 BR Apartment in South Loop

Rental unit in Chicago

4.85 out of 5 average rating, 62 reviews

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

Guest favourite

Rental unit in Portage

5 out of 5 average rating, 17 reviews

Lake Landing

Rental unit in Chicago

4.7 out of 5 average rating, 91 reviews

Modern Lakefront Retreat with Breathtaking Views!

Waterfront house rentals

Home in Gary

New place to stay

Luxury 3BR/4 Beds *sleep 6 *Theater*Basement

Guest favourite

Home in Chicago

5 out of 5 average rating, 8 reviews

Gold Coast Pristine 4BR/4.5BA Home | Free Parking.

Guest favourite

Home in Gary

4.95 out of 5 average rating, 170 reviews

Kayaker's Dottage

Guest favourite

Home in Schaumburg

4.91 out of 5 average rating, 53 reviews

Sprawling private fenced home with pond view!

Guest favourite

Home in Downers Grove

4.96 out of 5 average rating, 25 reviews

Lakefront Getaway Home! Lots of Fun! Amazing View!

Home in Valparaiso

5 out of 5 average rating, 3 reviews

The Good Farm: Farmhouse + BarnBnB on 44 acres!

Guest favourite

Home in Gary

4.95 out of 5 average rating, 80 reviews

Steps from the beach and a mile from National Park

Home in Westmont

4.89 out of 5 average rating, 28 reviews

Cozy 5-bedroom with lake views and spacious deck

Waterfront condo rentals

Guest favourite

Condo in Portage

4.95 out of 5 average rating, 20 reviews

Duneside Haven

Condo in Chicago

4.7 out of 5 average rating, 201 reviews

Studio flat in the heart of Chicago's Gold Coast

Guest favourite

Condo in Portage

4.81 out of 5 average rating, 167 reviews

Marina Condo near Lake Michigan

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

Lovely 1 Bedroom with Fireplace and Home Office

Guest favourite

Condo in Portage

4.8 out of 5 average rating, 41 reviews

Serenity on the Shores

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