Lake house vacation rentals in Lake View, Chicago

Find and book unique lake houses on Airbnb

Top-rated lake house rentals in Lake View, Chicago

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Guest favorite

A modern living room features a large, curved green sectional sofa and a blue accent chair. A round, light-colored coffee table sits at the center, complemented by decorative items. Large windows provide natural light, while an artistic light fixture enhances the space.

Home in Lake View

4.87 out of 5 average rating, 129 reviews

Soak Up Mid-Century Style in Wrigleyville and Boystown

This is an architecturally significant (3-bedroom 3.5-bathroom) home by noted Las Vegas architect Homer Rissman. We are located in the heart of East Lakeview, just half a block from Lake Michigan and Lincoln Park, and blocks away from Wrigley Field and Boystown. Smart TVs (with Netflix, Hulu, Amazon Prime) are located in the shared main level TV lounge, and also the lower level lounge. Entire home I like in-person check-in but full privacy is offered You will receive a link with detailed instructions within 24 hours of your check-in. If you have a U.S. mobile number, you will also receive a text message FULL DISCLOSURE: If you haven't used a lockbox (or don't know how to), self-check-in isn't for you. Your check-in should be in person. Lakeview is home to two of the most vibrant sports, nightlife, and theater scenes in Chicago: Wrigleyville and Boystown. Explore souvenir shops and casual eateries by day, and hop from bar to bar along Clark, Addison, and Sheffield Avenues by night. You walk to Treasure Island (half block), Jewel Osco (2 minutes), Whole Foods (4 minutes), Lakeview Athletic Club (4 minutes), XSports Fitness (5 minutes), Walgreens (3 blocks), bars and restaurants aound the corner. Close to multiple buses on Lake Shore Drive. Grab a bus to downtown in 15 minutes You will have to climb one flight of stairs for all bedrooms Street parking is free on the east side of Broadway. The west side requires 383 permits. Please, read the signs.

Top guest favorite

A well-maintained gray exterior with white trim is presented. Surrounded by a wooden fence, the yard features a grassy area and is shaded by trees. A sunny sky with scattered clouds adds to the inviting ambiance of the outdoor space.

Home in Evanston

5 out of 5 average rating, 101 reviews

Larimer Park Carriage House

Charming, historic carriage house only a few short blocks from Evanston's best shopping, restaurants and beaches. Home offers 2 bedrooms each with private ensuite bathrooms. Larger bedroom has king size bed and bathroom with large shower. Second bedroom has queen bed and shower/tub combo. Open layout on main floor with huge sectional sofa, 4-person dining table, and fully equipped kitchen with dishwasher. Laundry in home + parking space! Nestled in historic neighborhood next to Larimer Park

Top guest favorite

An expansive rooftop patio is showcased, featuring woven outdoor couches with blue cushions arranged around a glass-top table. The city skyline is prominently visible, with notable buildings punctuating the clear blue sky, complemented by touches of lush greenery.

Home in Near North Side

4.98 out of 5 average rating, 52 reviews

Private Downtown Retreat with Rooftop Oasis

Welcome to your exclusive retreat in the heart of the city, where urban sophistication meets unparalleled comfort. Nestled in between Magnificent Mile and Gold Coast, this luxurious Airbnb offers a haven of style and tranquility amidst the hustle and bustle. The rooftop patio offers incredible views of the city skyline, with touches of lush greenery. The spacious living areas boast oversized windows that flood the space with natural light. Each bedroom is a sanctuary where luxury meets comfort.

Guest favorite

A spacious spa room features a modern two-person jacuzzi, surrounded by elegant marble walls. The jacuzzi is designed with a clear accent panel, and amenities such as towels are neatly arranged nearby, promoting a calming and relaxing environment.

Home in Whiting

4.84 out of 5 average rating, 153 reviews

The Spa of Downtown Whiting

so close to Chicago but so far away. NEWLY REMODELED AND COMPLETELY FURNISHED. There's so much to enjoy in this incredible converted 2 flat, now a single unit. WE COMPLETELY RIPPED ON AND REDID THE ENTIRE INTERIOR. 1ST Flr-spa w/ 2 person jacuzzi, shower, continuous hot water, family room, kitchen 2nd flr, sitting room w/ TV and surround sound, 2 bedrooms, w/ bathroom and bath/shower. -FRONT BALCONY, -SPEAKERS THROUGHOUT -BLOCKS FROM THE BEACH & WOLFE LAKE -PERFECT LOCATION FOR PIEROGIFEST

Guest favorite

The living room is designed with a blend of comfort and style. A blue sectional sofa is positioned alongside a wooden coffee table on an area rug, with light streaming in through large doors that lead to the dining area, featuring a long table for gatherings.

Home in Old Town

4.86 out of 5 average rating, 140 reviews

Huge Home *Prime Spot *Yard *Parking *Fireplace

Unique opportunity to rent an original Victorian home in historic Old Town. Only listing of its kind! Walk to almost everything Chicago has to offer- Downtown, Magnificent mile, restaurants, bars, boutiques; Lincoln Park and North ave beach from this three-level house. 5 bedrooms, 3.5 baths, 2 fully stocked kitchens, 2 car garage, back yard, laundry, pets welcome - what else can you possibly need? Space is expandable from a smaller family to a group of 22. Message me if you have any questions!

Superhost

A spacious living area features a comfortable sectional sofa and a light-colored armchair with patterned upholstery. Soft lighting illuminates polished wooden floors. A TV stand holds a flat-screen television, and large windows adorned with blinds allow natural light to fill the room.

Home in Woodlawn

4.83 out of 5 average rating, 122 reviews

Woodlawn Oasis: 5-15 Mins from Food, Fun, Dining

Experience comfort and convenience in our modern stylish home. With 3 spacious bedrooms, 2.5 bathrooms, an open concept kitchen, and a backyard patio, there's plenty of room to relax and unwind. Our home is conveniently located near the highway, shopping, and restaurants. 5 mins from the University of Chicago and the Beach.. 10-15 mins from Hyde Park and Downtown, Soldiers Field, and lots of other sights in Chicago. Perfect place to stay if you are coming with a group!! Book your stay now.

Guest favorite

A stylish living area features a black leather chesterfield sofa adorned with plush white pillows. A glass coffee table rests on a decorative area rug, while elegant chandeliers hang from the ceiling. The backdrop reveals an open kitchen with cabinetry, enhancing the room's sophistication.

Home in Lincoln Park

4.97 out of 5 average rating, 79 reviews

Opulent 3bdr2bth Old Town Luxury + Parking prmts

Luxurious home in the heart of Historic Old town triangle. Fantastic location! Steps to restaurants, shops, Lincoln park Zoo, Lake Michigan, Brown line. Pristine craftsmanship throughout, with no expenses spared. Sleeps 4 people. Internet speed 1G. 3 smart TVs. Essential baby gear. Key-less self-check-in. Bicycles with locks for the guests to explore the city. Complimentary guest parking permits. Pet friendly This home is perfect for business and pleasure!! Event allowed with host approval.

Guest favorite

A spacious living area features a large blue sofa adorned with a yellow accent pillow. A glass coffee table rests on a textured area rug, and a pink armchair is situated nearby. Natural light filters through large windows, highlighting the art on the wall.

Home in West Town

4.87 out of 5 average rating, 53 reviews

Hot Tub Logan Family Designer Home

Enjoy a beautiful family home on a quiet tree-lined street designed by one of NYC's top designers -- with abundant art, lots of space for kids, and a hot tub! Freshly redesigned and between Wicker Park and Logan Square, this is a perfect location for family and just a few minutes from downtown Chicago. Luxury linens, bedding, and touches abound. Explore the elevated 606 trail, excellent restaurants within walking distance, and a work desk, 4K monitor, and playroom. And secret beach!

Guest favorite

A spacious living room is furnished with two comfortable sofas and a wooden coffee table. A large black-and-white cityscape photograph is displayed on the wall. Natural light fills the room through windows, highlighting the polished wood floors and decorative ceiling. A dining area is visible in the background.

Home in Lake View

4.9 out of 5 average rating, 141 reviews

Spacious Two Story Luxurious Home w/Outdoor Deck!

Our home is in a quiet neighborhood, on a corner with abundant space and natural light. There are two spacious levels with two bedrooms upstairs and one downstairs. The large outdoor brand new deck was designed for barbecuing, star-gazing or just relaxing. Beautifully polished wood floors with a modern kitchen make this home ideal. A claw foot soaking tub is perfect for the end of a day and truly ensures a relaxing stay and a deep, refreshing sleep. Free parking!

Top guest favorite

The living area features a welcoming layout with two comfortable sofas facing each other. A wooden coffee table sits between them, and natural light is enhanced by the open stairway leading to the upper floors. A decorative plant adds a touch of greenery.

Home in Lincoln Park

5 out of 5 average rating, 34 reviews

3 floor 2000 sqft home, garage, deck, w/d, central

Welcome to my stylish, bright, & renovated home! 3 floors of spacious & comfortable living with new furniture. 3 big bedrooms with queen beds, each located on their own private floor. All floors have a bathroom (2 full & 2 half). Groups can enjoy together in the big living room or open dining area. Or there’s lots of space to do your own thing. 2 separate workspaces. Roof deck w/ great view & seats! Walk to lake, zoo, park, top-rated eats & public transit.

Top guest favorite

A modern kitchen bar opens to a dining area, featuring a sleek countertop with four stools. A spacious living room is visible, complemented by natural light streaming through large windows. Decorative art pieces adorn the walls, enhancing the overall aesthetic.

Home in Chicago

5 out of 5 average rating, 71 reviews

NEW! Lake & Skyline View on Kenwood Culdesac!

Modern luxury awaits you in this Urban Oasis. New construction with all new finishes and stylish decor. Great natural light, views of Lake Michigan and the Chicago Skyline, nestled on a culdesac. Take advantage of countless attractions that the Windy City has to offer. A few minutes from Navy Pier, Downtown, White Sox Stadium, Museum Campus, University of Chicago, 31st Street and Oakwood Beach Perfect for photos and filming!

Top guest favorite

A spacious living area features a large blue sectional sofa positioned beside a natural wood coffee table. The room is filled with soft lighting, highlighting a pool table in the background and decorated with artistic wall prints. Several small windows allow natural light to flow in.

Home in Skokie

4.97 out of 5 average rating, 67 reviews

Luxury Home - Pool Tbl/Bar/Patio

This unique place has a style all its own. Fully remodelled to wow you and your guest! Cozy, yet spacious environment for you and your friends to rest, cook, play pool by the bar or sit outside in the patio with a wood fire! You will be extremely close to downtown Chicago, O’Hare airport, Wrigley Field, many shopping attractions all while being in a safe neighborhood. Easy self checkin process!