Holiday rentals with lake access in Chicago

Find and book unique lake access rentals on Airbnb

Quick stats about holiday rentals with lake access in Chicago

  • Total holiday rentals

    Explore 640 holiday rentals in Chicago

  • Nightly prices starting at

    Chicago holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 35,150 verified reviews to help you choose

  • Family-friendly holiday rentals

    350 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 220 rentals that welcome pets

  • Holiday rentals with a pool

    110 properties feature pools

  • Rentals with dedicated workspaces

    510 properties have a dedicated workspace

  • Wifi availability

    630 of Chicago holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chicago rentals

  • 4.8 Average rating

    Chicago stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Chicago’s top spots include Millennium Park, Wrigley Field and Lincoln Park

Top-rated rentals with lake access in Chicago

Guests agree: these rentals with lake access are highly rated for location, cleanliness and more.

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Top guest favourite
Guest house in Evanston
4.94 out of 5 average rating, 191 reviews

Coach House Art Studio 2BR, By Northwestern

Escape to the charming Coach House Art Studio nestled in Evanston, just steps from downtown and Northwestern. This bright and creative space blends contemporary vibes and cozy comforts. Whether you’re here for work, university, or a relaxing getaway, enjoy easy access to restaurants, transit, and the lake. Come stay where art meets home. New 55” smart TV added to the living room w/ multiple streaming services and an in unit washer and dryer. Registration #: STR011 Date of Issuance: 05/20/2025

Guest favourite
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
4.86 out of 5 average rating, 177 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

Top guest favourite
A living area features natural light from multiple windows, complemented by a ceiling fan. A comfortable sofa with textured throws faces a modern fireplace. Two brown armchairs are positioned nearby, and a decorative rug lies under a coffee table, which displays a potted plant and a magazine.
Flat in Evanston
4.99 out of 5 average rating, 107 reviews

Evanston 2BR 2Bth 1 Blk to Beach

With its older charm, modern comforts, and unbeatable proximity to the beach, this 2-bedroom, 2-bath unit offers an ideal getaway. Only 1 block from beautiful Lake Michigan and South Blvd Beach, you will love our spacious, sunny apt. Whether you're staying for a short visit or a lengthy one, you'll feel the comfort of home on a tree-lined street. The unit has hardwood floors throughout, comfortable bedrooms, a fully stocked kitchen, dining room, and a sunroom looking out on the backyard patio.

Guest favourite
The historic manor house features a rich red brick facade adorned with lush green ivy. The spacious porch extends from the building, complemented by well-maintained gardens that enhance the inviting exterior. Large windows provide ample natural light, creating an open and airy ambiance.
Guest house in Evanston
4.93 out of 5 average rating, 133 reviews

Historic Coach House in Evanston Near Beach & Town

Stay in the Coach House of this exquisitely restored Historic Landmark Manor House, one block to Lake Michigan's beaches and close to town and NU. Enjoy the entire coach house which is renovated and includes a large bedroom with king bed and desk, a sun-filled living room/dining room, a full bath with claw-foot soaking tub and shower and a kitchen with amenities. The space can be equipped with an air mattress for an extra guest. Also available is a 3rd floor guest suite in the main house.

Top guest favourite
A light-filled living room features a comfortable beige sofa with an accent pillow and a light throw. Adjacent windows allow natural light to stream in, highlighting the wooden flooring and decorative area rug. A small side table holds a lamp, contributing to the calm atmosphere.
Flat in Evanston
4.97 out of 5 average rating, 539 reviews

Charming, Sunny Apartment with Backyard Garden

House of the Blue Doors Enjoy staying with us in this spacious 1st floor flat. Furnished by the resident designer in tasteful neutrals, original curated artwork, one of a kind furniture and accent pieces. Sip morning coffee or a glass of wine in the sunlit kitchen or front porch, fire up the backyard grill for a barbecue. Soak in the award winning Chicago ceramic artist designed and made floor in the bathroom. Close to Northwestern, Chicago, Lake Michigan, everything Evanston offers.

Top guest favourite
The exterior features a charming two-story home with a welcoming front porch. A set of stairs leads to the entrance, surrounded by well-maintained greenery and blooming flowers. Sunlight filters through the trees, creating a warm and inviting atmosphere.
Guest suite in Evanston
4.98 out of 5 average rating, 287 reviews

A guest suite centrally located, but so quiet

IF... you want to race into the city to see a play, go for a jog along the lake, have a quick coffee with a friend or enjoy a fine restaurant to celebrate a special occasion, it's all here in the lovely lakeside town of EVANSTON, IL. You can enjoy it all while living in my private guest suite w/kitchenette, private bath, private entry, shared laundry area and......., if you need it, garage parking, too! Enjoy my garden on warm summer days; in winter, you will love the heated floor!

Top guest favourite
A cozy living room features a warm fireplace with a flat-screen TV mounted above. Comfortable leather chairs and a plush sofa surround a coffee table, while large windows allow natural light to fill the space. Potted plants add a touch of greenery.
Bungalow in Lake View
4.96 out of 5 average rating, 156 reviews

Chicago Bootlegger House Sleeps 10-20

Walk to restaurants, groceries, shopping, Wrigley Field, Lake Michigan, Beaches, Boat Harbor, Lincoln Park Zoo, night life, bars, clubs, Red Line Train, Lakeshore Drive and more; all just a few blocks from your door. Giant house on 2 levels with over 3,500 square feet of living space and 6 bedrooms. Nicely decorated and lots of places to sit and mingle or watch one of the 85" TVs. Private 2 spot parking in garage and a parking pad for oversized vehicles.

Top guest favourite
A living area is presented with a light-colored sectional sofa and a glass coffee table on a colorful area rug. Two bright windows allow natural light, while a ceiling fan enhances airflow. A small table is positioned beside a bookshelf and television.
Flat in South Side
4.91 out of 5 average rating, 108 reviews

Cannabis Condo 4BR

Beautiful, spacious apartment is located 10 min from Beach. 10 mins to Hyde Park, (Tiger Woods) Golf Course. 10 mins from Obama Library (coming soon). 10 mins from Museum of Science and Industry. 20 mins from downtown/Soldiers Field (Bears Stadium), Northernly Island concerts, Field Museum, and Shedd Aquarium (beautiful drive down Lakeshore, Metra Electric Line train, or Bus). 15 min from Indiana casino. Ideal for Summer time Chi or Winter snow Chicago!

Top guest favourite
A glass of red wine is positioned in the foreground, reflecting the soft colors of the sunset over a calm lake. The shoreline is bordered by tall grasses, framing the tranquil water and vibrant sky.
Townhouse in Westmont
4.87 out of 5 average rating, 132 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.

Superhost
A bright living area features a light-colored sofa accompanied by a dark green armchair. A coffee table with decorative items sits in front of the couch. Framed artwork adorns the walls, and large windows allow natural light to fill the space.
Flat in Evanston
4.78 out of 5 average rating, 101 reviews

Spacious and Newly Renovated 1BR Next to the Beach

1st-floor unit with one flight of stairs. Older building with radiant heat managed by the building. Enjoy our cozy 1BR/1BA apartment near Lake Michigan in Evanston. Features a fully equipped kitchen, a comfortable bedroom with a queen bed, and a clean bathroom. Walk to beaches, the lakefront, and vibrant downtown with shops and restaurants. Easy public transit to downtown Chicago. Book now for a memorable stay!

Top guest favourite
The living room features warm pine walls, offering a cozy atmosphere. A dark, spacious sofa is positioned alongside a wooden coffee table. Two lamps illuminate the space, framed artwork adorns the walls, and potted plants are placed on the windowsill, adding a touch of greenery.
Guest suite in Andersonville
4.98 out of 5 average rating, 161 reviews

Cozy Andersonville Cabin

Our cabin-in-the-city is a relaxing garden apartment, located in the popular LGBTQ+ friendly Andersonville area of Chicago. The cabin unit is decorated in bear and nature themes, with warm and cozy pine walls - like you were renting a cabin in the woods! Our place is a half a block from the main strip. Plenty of great shopping, award winning dining, and fun night life is just steps from our house!

Top guest favourite
A comfortable living room features two grey upholstered sofas, one being a two-seater and the other a three-seater. A glass coffee table with decorative items is placed on a patterned area rug, with natural light filtering through partially covered windows.
Flat in Skokie
4.97 out of 5 average rating, 151 reviews

Charming Apt.Fully Equipped Prk.Inc 12 min 2 Lake

Newly renovated, 2-bedroom apartment. New appliances. Relaxing atmosphere. Walking distance to shopping, restaurants, grocery, train station, etc. Nice and quiet neighborhood. Central air & heating, washer & dryer, iron & ironing board, shampoo, conditioner, body wash, hair dryer, coffee maker, toaster, large fridge. All kitchen utensils available for use.

Popular amenities for lake access rentals in Chicago

When is the best time to visit Chicago?

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Avg. price$186 SGD$192 SGD$216 SGD$198 SGD$238 SGD$255 SGD$268 SGD$262 SGD$243 SGD$242 SGD$215 SGD$198 SGD
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Destinations to explore