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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 accommodations in South Side

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

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Home in Whiting

4.83 out of 5 average rating, 121 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 favourite

Guest suite in Gary

4.95 out of 5 average rating, 288 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

Condo in Chicago

4.93 out of 5 average rating, 187 reviews

Pvt 1bdr Rogers Park, Loyola, Northwestern.

Visiting Northwestern, Loyola University, Rogers Park or North Shore Evanston Hospital? This AirBnb is perfectly situated. An immaculately clean, private apartment 2 blocks from parks & sand beaches, walking distance to Loyola, short ride to Northwestern, steps to public transportation - red line "El" trains & bus routes. Apt has a private, queen bedroom with en suite full bathroom, living room with queen sofa bed, TV, dining table and kitchenette. Dogs allowed and Parking available for a fee.

Guest favourite

Apartment in Chicago

4.95 out of 5 average rating, 124 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 steps 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.

Guest favourite

Cottage in Gary

4.97 out of 5 average rating, 117 reviews

Neon Dunes Vista Beachfront Cottage

Neon Dunes Cottage is perfect for a romantic getaway. A newly renovated cottage with new kitchen, modern appliances and new bathroom all in a bright airy home. It is located in Indiana Dunes National Park/Miller Beach. Only 1.5 blocks to the beach, you can hike trails nearby and come back to relax in a unique, comfortable setting with ambiance and charm. It's perfect for summer/holidays. Wifi, onsite parking and self check in, allow you to enjoy our wonderful home in privacy and peace.

Guest favourite

Guest suite in Evanston

4.97 out of 5 average rating, 214 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 favourite

Guest suite in Carol Stream

4.94 out of 5 average rating, 286 reviews

Hot Tub, Pool Table, Bar, fishing & Kayak on Lake!

Very large entire basement w/3 separate areas. Great for friends traveling together! (entrance thru main part of house Fenced-in yard, hot tub, large patio, bbq, firepit, enjoy fishing or sitting watching the beautiful sunsets. Stocked lake, walking path, 3 parks! *entrance thru the main part of house. This is just for the basement apartment but you have complete privacy down there. Read through entire listing & look through pictures to see all our home has to offer!

Guest favourite

Apartment in Chicago

4.96 out of 5 average rating, 267 reviews

Cozy loft in Chicago's Uptown

Located in the heart of Uptown, we offer a private, 3rd floor/walk-up, smoke-free studio apartment in a vintage Queen Anne (hosts live on 1st floor; apartment on 2nd). The Aragon Ballroom, Riviera Theater and the legendary Green Mill Jazz club all within a 5-minute walk. Andersonville (one of Chicago’s coolest neighborhood is a 15-minute stroll. CTA's Red Line/Wilson train station is 3 blocks away. Overnight street-parking decals also available for guests.

Guest favourite

Apartment in Wilmette

4.86 out of 5 average rating, 119 reviews

Downtown Wilmette Micro Studio

During this time, we are taking extra precautionary measures to ensure our guests safety. Cute and private micro studio in phenomenal downtown Wilmette location. Steps from all local restaurants, shopping, and the Metra station. Walkable to Gillson Beach and the Linden CTA stop. Enter through the front gate to an open & shared yard with private, single access to the unit. Pets OK with additional pet fee (some breed / weight restrictions).

Apartment in Chicago

4.89 out of 5 average rating, 106 reviews

LAKESIDE PIED `A TERRE STEPS TO BEACH

This gem is steps from Hartigan Beach, an eclectic mix of eateries, small theater venues, public transportation and Fine Wines & Spirits. You'll love my place because of the coziness and proximity to a swimming beach, on a friendly tree lined street. Conveniently situated between Loyola and Northwestern Universities. Rent a Divvy bike, call UBER/LYFT, rent a car and explore all that Evanston, Edgewater and Andersonville has to offer!

Guest favourite

Condo in Chicago

4.82 out of 5 average rating, 159 reviews

Secluded 2BR APT in Chinatown by McCormick/DWTN

Located in the heart of Chinatown and close to McCormick Place, with easy access to public transportation into the city. Chinatown is the largest Asian neighborhood in the city with food choices such as Chinese Cuisine, Dim Sum, Asian Fusion, and Szechwan cooking . You don't want to miss the bubble tea, Thai ice cream, and crepes. Please note that our photos are not professionally captured in order to show the true view of our unit.

Guest favourite

Condo in Chicago

4.9 out of 5 average rating, 192 reviews

A Stones Throw from U Chicago South Campus!

This 2 bedroom condo has entirely new EVERYTHING! Located in vintage World's Columbian Exposition era building, it's been newly renovated and updated. You can't get much closer to the University of Chicago campus. This quiet condo is within walking distance of lakefront beaches, golf courses, the Museum of Science and Industry, public transportation, and Jackson Park. No pets allowed.

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Popular amenities for South Side lake-access rentals

Free parking on premises

Air conditioning

Lake-access house rentals

Guest favourite

Home in Chicago

4.92 out of 5 average rating, 111 reviews

Spacious Two Story Luxurious Home w/Outdoor Deck!

Guest favourite

Home in Chicago

4.87 out of 5 average rating, 115 reviews

Soak Up Mid-Century Style in Wrigleyville and Boystown

Guest favourite

Home in Chicago

4.93 out of 5 average rating, 134 reviews

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA

Guest favourite

Home in Chicago

4.82 out of 5 average rating, 140 reviews

Historic Old Town, Fabulous 4 Bedroom Home

Guest favourite

Home in Gary

4.93 out of 5 average rating, 126 reviews

Bayless Dune Lodge at West Beach - Indiana Dunes!

Home in Chicago

4.85 out of 5 average rating, 115 reviews

Huge Home *Prime Spot *Yard *Parking *Fireplace

Home in Des Plaines

4.83 out of 5 average rating, 167 reviews

Exotic House - Few minutes from O'Hare and Chicago

Guest favourite

Home in Chicago

5.0 out of 5 average rating, 54 reviews

NEW! Lake & Skyline View on Kenwood Culdesac!

Lake-access apartment rentals

Guest favourite

Apartment in Chicago

4.84 out of 5 average rating, 101 reviews

minimal lakefront apartment

Guest favourite

Apartment in Chicago

4.98 out of 5 average rating, 182 reviews

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

Guest favourite

Apartment in Evanston

4.97 out of 5 average rating, 408 reviews

Charming, Sunny Apartment with Backyard Garden

Guest favourite

Apartment in Chicago

4.83 out of 5 average rating, 396 reviews

Lakeview Charmer -with parking!

Guest favourite

Apartment in Chicago

5.0 out of 5 average rating, 119 reviews

Remodeled, Near Loyola, Beach and Subway

Guest favourite

Apartment in Chicago

4.91 out of 5 average rating, 158 reviews

OLD TOWN TRIUMPHANT 2BD/2BA (+Rooftop&Parking)

Apartment in Chicago

4.87 out of 5 average rating, 107 reviews

Idyllic Lakefront Sanctuary W/ Unforgettable Vista

Guest favourite

Apartment in Chicago

4.98 out of 5 average rating, 119 reviews

Vintage Charm Near Lake

Lake-access cottage rentals

Cottage in Gary

4.85 out of 5 average rating, 165 reviews

Midcentury Cottage 3bd IN Dunes Natl Park, Lake MI

Guest favourite

Cottage in Gary

4.88 out of 5 average rating, 60 reviews

Luxury Cottage nestled in nature, close to beach

Guest favourite

Cottage in Gary

5.0 out of 5 average rating, 7 reviews

Miller Beach Cottage

Guest favourite

Cottage in Gary

4.96 out of 5 average rating, 46 reviews

SYLVIA's CHARMING & RELAXING COTTAGE

Guest favourite

Cottage in Gary

4.89 out of 5 average rating, 9 reviews

Darling, Rehabbed Cottage Steps from the beach

Cottage in Gary

4.83 out of 5 average rating, 12 reviews

Cozy Home near Chicago, Casinos, Shops, & Parks

Guest favourite

Cottage in Gary

4.86 out of 5 average rating, 22 reviews

Fun~Loft~Beach~Grill~Indiana Dunes National Park

Guest favourite

Cottage in Gary

5.0 out of 5 average rating, 29 reviews

Rare find, House 1.5 blocks to beach with a POOL!

Destinations to explore