Waterfront vacation rentals in Chicago Loop

Find and book unique waterfront rentals on Airbnb

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Popular amenities for Chicago Loop waterfront rentals

Waterfront apartment rentals

Guest favorite
An outdoor deck area is presented, featuring a table surrounded by four blue chairs. Lush greenery creates a natural border, enhancing the space. An outdoor rug adds texture beneath the seating arrangement, while a staircase is visible in the background.
Apartment in Lincoln Park
5 out of 5 average rating, 10 reviews

Luxurious Lincoln Park Home with Gourmet Kitchen

ChristianRating, 5 stars1 week ago
Daniel’s place in Lincoln Park was spectacular. The location is prime. The accommodations were perfect for my large family. Easily walkable. He was a great host.
Guest favorite
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 East Rogers Park
4.94 out of 5 average rating, 33 reviews

Sheridan Beach Apartment

SierraRating, 5 stars1 month ago
This property is beautiful and cozy, and it's within walking distance to many attractions. The beach and coffee shops are just a couple of examples. Our host, Amy, provided excellent hospitality; she is very informative, friendly, and checked in periodically to ensure our stay was as comfortable as possible. I would definitely come back to this place again! 🤍
Superhost
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
4.67 out of 5 average rating, 9 reviews

The Wine Down

LeeshawnRating, 5 stars1 week ago
Great apartment well decorated and felt at home,super comfortable couch and beds,I would book this spot every time when I’m in Chicago,also accommodated us for the WiFi going down which was superb
Top guest favorite
The living area features a comfortable sofa facing a mounted television, complemented by decorative wood paneling on the wall. A wooden side table and a floor lamp add functionality, while soft lighting creates a relaxed environment. Windows allow natural light to fill the space.
Apartment in Bridgeport
4.98 out of 5 average rating, 46 reviews

Cozy Chicago Apartment next to the River

GrantRating, 5 stars1 month ago
We thouroughly enjoyed our stay in this cozy home during our visit to Chicago for St Patrick Day weekend! Additionally, it it really close to everything you would want to see downtown. Albert and Monica were great hosts and easy to communicate with and provided some great recommendations. Would defentily recommend to anyone looking for a place to stay during your trip to Chicago!
A living area features a brown leather sofa with decorative cushions, complemented by a light-colored armchair. A wooden coffee table rests on a green area rug. A television is positioned nearby, with natural light entering through expansive windows.
Apartment in The Loop
4.72 out of 5 average rating, 126 reviews

Cozy 1BR in South Loop | Convenience in the City

DavidRating, 5 stars1 month ago
Great place to stay! Can get anywhere in the city, its right off the "L". Not far from Michigan Ave, either. Would highly recommend this place to anyone who is traveling to Chicago.
Superhost
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 Uptown
4.86 out of 5 average rating, 71 reviews

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

SusanaRating, 5 stars2 weeks ago
We chose Seun's place over others because of the off the street garage. However, the whole stay was enjoyable and comfortable. The place doesn't have the extra amenities we have gotten used to, like for example bottled water, first breakfast goodies (cereal bars, coffee) or snacks, other than whatever was left by prior guests. that was the only thing we missed.
Guest favorite
A bright and open living area features a spacious blue sofa and a round dining table with four chairs. A flat-screen TV is mounted on the wall, and large windows allow natural light to fill the space. The modern kitchen is equipped with sleek appliances.
Apartment in Evanston
4.92 out of 5 average rating, 84 reviews

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

GabbyRating, 5 stars1 month ago
This stay in Evanston was so convenient! It was a 15 minute walk from the Purple line, which made it easy to get to the city. The beach was also beautiful and it was only a 2 minute walk!
A tree-lined street in the foreground features parked cars along the roadside. In the background, the shoreline is visible, framed by trees with autumn foliage, set against a clear sky transitioning to evening hues.
Apartment in East Rogers Park
4.52 out of 5 average rating, 48 reviews

HUGE & BRAND NEW BEACH Apartment is Ready For You!

KrisRating, 5 stars7 months ago
Liz’s Airbnb was a perfect base of operations for me and my husband. The space was roomy and comfortable. We were gone lots for events around a family member’s birthday, but also enjoyed our time at and around the Airbnb. We especially enjoyed Loyola Beach, a short walk from Liz’s place. Lake Michigan water temps were lovely.

Waterfront house rentals

Guest favorite
A tree-lined sidewalk is flanked by well-maintained gardens and vintage row houses featuring white façades. Cars are parked along the street, and lampposts provide soft lighting. Greenery enhances the pleasant atmosphere of this charming neighborhood in Chicago.
Private room in Lake View
4.87 out of 5 average rating, 132 reviews

Renovated space in a historic row house.

MargaretRating, 5 stars2 weeks ago
We booked this room for my sister who was visiting family with us. Having stayed here ourselves before over the holidays, we knew it was just the right thing for her. She was very comfortable and slept well.
A well-lit entryway features hardwood flooring and a staircase leading to the upper level. A small console table is positioned against the wall, accompanied by decorative elements. Natural light enters through a nearby window, creating a bright and welcoming atmosphere.
Home in Prospect Heights
4.91 out of 5 average rating, 53 reviews

Lakefront Prospect Heights Home: Ice Fish On-Site

AllenRating, 5 stars2 months ago
The place was perfect for our needs in Chicago. It’s well kept, up to date, and fits the description.
Guest favorite
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, 49 reviews

CasaNova Modern City Living

KatieRating, 5 stars6 months ago
Lilly was prompt in her responses and very helpful. The place was well kept and clean. A quick Uber ride to downtown. Our group really enjoyed our stay!!
Top guest favorite
Private room in East Rogers Park
4.98 out of 5 average rating, 42 reviews

Sunny,Comfortable,CleanTop Location at Lake,Beach

KristinRating, 5 stars5 months ago
Th convenient location with parking can’t be beat. The room and bathroom are well-appointed, and the bed is comfortable. Jane is responsive, gracious, and accommodating. She’s my favorite AirBnB host I’ve ever met! I’m hoping my travel plans allow me another opportunity to stay here again. Thanks for the hospitality and a place to stay!
Guest favorite
A covered patio area is visible, featuring a gas grill, comfortable seating on a sectional sofa, and dining tables. Lush greenery and a lake can be seen in the background, with soft sunlight filtering through the trees.
Home in Downers Grove
4.97 out of 5 average rating, 34 reviews

Lakefront View Getaway Home! Hot tub! Kayak!

VincentRating, 5 stars1 week ago
We had a fantastic weekend at Hugo's place! It was extremely spacious and well-equipped for large groups of people, with many extras in addition to those listed in the description. Hugo was extremely responsive and accommodating. The price is well worth it for groups of 10+ people, and we would happily stay there again.
Top guest favorite
A cozy bedroom features a spacious bed adorned with a floral-patterned coverlet. Flanking the bed, two bedside lamps provide soft lighting. A large bookshelf filled with books lines the wall, and a window allows natural light to brighten the room.
Private room in Uptown
4.97 out of 5 average rating, 101 reviews

Comfortable private room near Lake and transit.

FelicityRating, 5 stars4 months ago
We found our stay with Paula to be absolutely delightful and better than if we had a place all to ourselves. She was generous, responsive, and helpful in many ways. We could not have had a nicer, better hostess and we look forward to staying with her the next time we visit Chicago.
Superhost
Home in West Town
5 out of 5 average rating, 3 reviews

Spacious house patio/free parking

NatthaRating, 5 stars1 month ago
Accurate photos of the place, everything felt very new. Responsive host.
Top guest favorite
Private room in Evanston
5 out of 5 average rating, 14 reviews

Historic Manor House Private Room #1 in Evanston

HannahRating, 5 stars7 months ago
I can’t praise this place enough. Not only was it more beautiful than the pictures, but Janet also provided amenities above and beyond what was listed. She provided towels, sunscreen, and a beach pass and the house is in walking distance to Lake Michigan. She was always quickly able to answer any questions and was readily available. Janet really tries to make the space feel at home and provides you with everything you need for a comfortable stay. I was surprised by the quality and ease of the entire stay, and the room was gorgeous (lots of natural light and plenty of privacy). I HIGHLY recommend this location for an Evanston visit (walking distance to downtown and the lake) as well as the excellent service I received from Janet.

Waterfront condo rentals

Superhost
The studio apartment features a spacious open layout with a comfortable bed, muted bedding, and a nightstand. A TV is positioned on a modern media unit, and a mini fridge adds convenience. Natural light filters in through a window, illuminating the neutral decor.
Condo in Magnificent Mile
4.7 out of 5 average rating, 225 reviews

Studio flat in the heart of Chicago's Gold Coast

JeremyRating, 5 stars2 weeks ago
The Price was PERFECT for this beautiful location of GOLD COAST!!
Guest favorite
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
4.87 out of 5 average rating, 15 reviews

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

SaraRating, 5 stars6 months ago
Cannot speak highly enough of this space! It was HUGE! Beautiful and very convenient! The Red line and Green Line train stations are both within easy walking distance. From either we could get to anywhere we wanted to go with transfers. The Hosts were responsive and flexible with an early check in(with a fee) and understanding when we woke up late and checked out 20 minutes late. They had several recommendations for places to eat, see and things to do. Hope to be back!
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 East Rogers Park
5 out of 5 average rating, 55 reviews

Where you want to BE! Stylish, Comfy, Luxe

EdwardRating, 5 stars6 months ago
This has to be the best AirBnB we have stayed at. The apartment was like home from home, super clean and exceeded our expectations. The location of the apartment is a short walk from the L, has everything you need within a 5 minute walk and is in a great neighbourhood. John, the host, is outstanding. Nothing is too much trouble and he gives some great recommendations of local restaurants/ activities. I would highly recommend this apartment if you are in Chicago - we are sure to be back!
Superhost
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 Wicker Park
4.78 out of 5 average rating, 23 reviews

Spacious Wicker Park Hideaway with Parking!

NicoleRating, 5 stars2 weeks ago
This place is near so many spots it was awesome! to go down and get food right below or just walking across the street and grabbing some food. the place was very well cleaned, had great spots just to sit and chill. beds very comfortable, rooms very spacious. water pressure can be very in and out sometimes but water was warm/hot and lasted a full shower.
Superhost
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 Near North Side
4.86 out of 5 average rating, 95 reviews

River North Hideaway w/Amazing Views and Parking

AimeeRating, 5 stars2 weeks ago
We loved everything about this place, especially the location. Walkable to everything! The condo was lovely, perfect for our family to stay.
Guest favorite
A modern living area is observed, featuring a neutral sectional couch facing a large wall-mounted TV. A dining table is set with dark plates and decorative elements. Natural light streams through multiple windows, highlighting the sleek black and white decor.
Condo in Bronzeville
4.83 out of 5 average rating, 36 reviews

Bronzeville Tribe Palace Loft

KeairaRating, 5 stars7 months ago
Beautiful building and a beautiful space! My family and I really enjoyed our stay. We had more than enough space and everyone was comfortable. Richard was very accommodating we would definitely stay again!
Guest favorite
A stylish living area features a leather sofa with decorative pillows, accompanied by a wooden coffee table. An arched doorway leads to a spacious corridor, while a wall adorned with framed artwork complements the dark accent wall. A ceiling fan provides ventilation above.
Condo in Andersonville
4.95 out of 5 average rating, 100 reviews

Elegant Hideaway in the Heart of Andersonville

PatriciaRating, 5 stars2 weeks ago
We enjoyed our long weekend at William's place in Andersonville. It is beautifully decorated, very comfortable and super clean. It was nice having so many great restaurants and shops right down the block. The kitchen is well stocked if you want to cook. Would definitely stay here again!
A modern kitchen space features white cabinetry and a marble countertop. A gas stove is positioned alongside a sink, with a rug adding color to the floor. A laundry closet with stacked appliances is partially visible, and a hallway leads to additional areas.
Condo in East Rogers Park
4.88 out of 5 average rating, 17 reviews

Cozy Studio Apt near the lake on the Northside

AllisonRating, 5 stars7 months ago
The place was perfect for a solo stay. Has everything you need and easy to get around the rest of the city or suburbs. Very close to the lake and the el. Parking was also super easy. Niah and Ken were super responsive and helpful for anything I needed.

Quick stats about waterfront rentals in Chicago Loop

  • Total rentals

    20 properties

  • Nightly prices starting at

    $40 before taxes and fees

  • Total number of reviews

    490 reviews

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

Destinations to explore

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