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Vacation rentals with lake access in South Side

Find and book unique lake access rentals on Airbnb

Top-rated lake access rentals in South Side

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

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Home in Whiting

4.84 out of 5 average rating, 140 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

Rental unit in Chicago

4.94 out of 5 average rating, 141 reviews

Cozy 2 bdrm near McCormick Place & Wintrust Arena

Come enjoy Chicago via our cozy apartment in the quiet yet friendly Historical Bronzeville community. We are nestled between Hyde Park and South Loop, where you will find plenty of restaurants, theaters, and nightlife. Only minutes away from McCormick Place, 10-15 min drive from downtown and 3-12 miles from all the sports arenas and airports. You can bike or walk to the nearest grocery store, park, gym, and beach. The nearest bus and/or train is 2-3 blocks away for your convenience as well.

Rental unit in Chicago

4.98 out of 5 average rating, 339 reviews

Lincoln Pk-parking-wifi-King bd-crib-kid friendly

This wonderful 2 bedroom garden apartment in superhot Lincoln Park on a block where homes sell for 4 million to 12.5 million dollars. Walk score 97 The apartment was totally renovated adding new furniture, Flatscreen TVs in both bedrooms and Livingroom, a fully stocked kitchen, superfast wifi (150 Mbps) dedicated parking space, rooftop deck, washer, and dryer inside the apartment, see all that is offered below. The train (EL) stop is 2.5 blocks from the apartment. Go to the Cubs game/downtown.

Rental unit in Chicago

4.9 out of 5 average rating, 186 reviews

Spacious Vintage 3 BR in Chicago's NorthCenter!

Location, location, location! Vintage 3BR second floor Apartment only 10 Blocks from Wrigley Field & 2 miles from Lake Michigan. Bus stop in front, CTA Brownline train to loop a 5 minute walk, bus/CTA from OHare airport 1 block away. Washing machine and dryer in apartment. Neighborhood setting. Walk to restaurants, local breweries, Old Town School of Folk Music & theaters, ballgames, concerts, Trader Joe's, banks, boutiques . Divy bikes, CVS & Starbucks across the street. Garage option.

Condo in Chicago

4.93 out of 5 average rating, 215 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.

Rental unit in Chicago

5 out of 5 average rating, 123 reviews

Remodeled, Near Loyola, Beach and Subway

Stylish and sophisticated, this remodeled 3 bedroom, 2 bath private apartment is in a prime location, 3 blocks from Hartigan Beach, and 2 blocks to the Loyola Red Line "L" station to take you to Wrigley Field, downtown & many locations in between. We are 2 blocks from Loyola University & about 4 miles to Northwestern University. Located on a quiet, residential tree-lined street, we are a 2 block walk from all manner of restaurants & conveniences associated with our proximity to Loyola.

Rental unit in Chicago

4.82 out of 5 average rating, 189 reviews

Your brand new Chicago suite (unit 1F)

Come stay in the home of an artist. Enjoy this comfortable eclectic apartment that's filled with great work from local artist. Enjoy the book collection while you relax on the tufted chaise or cozy up to the couch and enjoy netflix. You get the entire apartment to yourself. It has everything you need for a comfortable stay. The neighborhood is very quiet with multiple nearby transportation options. Surrounding neighborhoods just 10 min away offer many restaurant & entertainment options.

Guest suite in Evanston

4.97 out of 5 average rating, 232 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 guest suite w/private kitchen, 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!

Guest suite in Naperville

4.95 out of 5 average rating, 366 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

4.99 out of 5 average rating, 110 reviews

KING bed FREE P-Spot EV EZZY Accessible NO stairs

You would enjoy staying in the spacious 1800 sq ft with 10 ft high ceilings. Two bedroom/2 bathroom apartment with direct access from the street level with ZERO STAIRS. 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.

Rental unit in Chicago

4.98 out of 5 average rating, 209 reviews

Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D

Private 2BR apt. in vintage 3-flat in the heart of Chicago's Michigan Ave/Gold Coast neighborhood. Fantastic locations steps from world-class shopping and restaurants, Oak St. beach, and public transportation (L trains, express bus). Includes A/C, washer-dryer, super-fast wi-fi, smart TV, and workspace. Hourly rate garage parking next door. Note: Guests must walk up one flight of stairs. Light sleepers should bring earplugs as there are noises typical of a big city.

Rental unit in Whiting

4.85 out of 5 average rating, 140 reviews

NEW! |Studio Apartment Whiting IN, United States#2

Welcome to the Charming town of Whiting! The charming town of Whiting is located on the southern shore of Lake Michigan. Whiting is neighbor to Hammond IN & Chicago IL. This space is only 2 minutes away from the skyway with easy access to the city of Chicago & only two blocks down from the Hammond Horseshoe Casino. These newly renovated units also offer a comfortable and convenient stay for those who would like to travel and explore both cities.

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Popular amenities for South Side lake access rentals

Free parking on premises

Air conditioning

Lake access house rentals

Home in Chicago

5 out of 5 average rating, 4 reviews

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

Home in Chicago

5 out of 5 average rating, 10 reviews

Amazing historic campus mansion!

Home in Chicago

4.89 out of 5 average rating, 47 reviews

CasaNova Modern City Living

Home in Chicago

4.84 out of 5 average rating, 155 reviews

Historic Old Town, Fabulous 4 Bedroom Home

Home in Chicago

4.81 out of 5 average rating, 36 reviews

Exec Lux home wth 3 Level,6 Bdrms/3bth & 2 Kitchen

Home in Downers Grove

5 out of 5 average rating, 21 reviews

Lakefront Getaway Home! Lots of Fun! Discount $

Home in Evanston

5 out of 5 average rating, 85 reviews

Larimer Park Carriage House

Home in Skokie

4.88 out of 5 average rating, 82 reviews

Luxe-Haus of Love—The 1938 Cape Cod |Heated FLRS |

Lake access apartment rentals

Rental unit in Chicago

4.94 out of 5 average rating, 98 reviews

3bdrm/2bth in restored brownstone in Bronzeville

Rental unit in Chicago

4.93 out of 5 average rating, 30 reviews

NEW Garden Unit Close to Downtown

Rental unit in Chicago

4.8 out of 5 average rating, 61 reviews

Spacious 4 bedroom 2 full bath with parking

Rental unit in Chicago

4.84 out of 5 average rating, 172 reviews

The Lakefront Lookout (2BR)

Rental unit in Chicago

4.84 out of 5 average rating, 50 reviews

Woodlawn Oasis

Rental unit in Chicago

5 out of 5 average rating, 82 reviews

Lincoln Park DePaul Rowhouse Historic Bissell St

Rental unit in Chicago

4.95 out of 5 average rating, 97 reviews

420 at Cheltenham 4BR

Rental unit in Chicago

4.84 out of 5 average rating, 43 reviews

MAG MILE/Gold Coast Getaway (+Rooftop/Gym)

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