
Vacation rentals with lake access in South Loop
Find and book unique lake-access rentals on Airbnb
Quick stats about vacation rentals with lake access in South Loop

Total vacation rentals
Explore 50 vacation rentals in South Loop

Nightly prices starting at
South Loop vacation rentals start at $85ย CAD per night before taxes and fees

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Over 3,080 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
50 of South Loop vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across South Loop rentals

4.8 Average rating
South Loop stays are highly rated by guestsโaveraging 4.8 out of 5!
Top-rated lake-access accommodations in South Loop
Guests agree: these lake-access accommodations are highly rated for location, cleanliness, and more.

HUGE 4BR Townhouse FultonMarket/WestLoop!
Stay in a spacious 4-story townhouse in Chicago's vibrant West Loop/Fulton Market, just steps from Restaurant Row, award-winning restaurants, nightlife, coffee shops, parks, and grocery stores. Enjoy the excitement of the neighborhood while staying on a quiet, treelined street for a peaceful night's sleep.Features include a private rooftop terrace with skyline views, an attached garage (1 regular vehicle fits), and easy access to public transit for O'Hare, downtown, Navy Pier, Mag Mile and more.

The Lakefront Lookout (Rooftop Deck โข Gym)
Located at the epicenter of Chicago's cultural, historical, and business attractions, this luxurious 2 bedroom apartment offers guests all the comforts of home, whether on the road for work or play. Within walking distance are world famous attractions including: Millennium Park, Navy Pier, Riverwalk, Soldier Field, The Field Museum, Oak Street Beach, and more. Additionally, guests are merely blocks from an "L" train stop, which will transport passengers anywhere they could desire in the city!

Archways at the Lincoln Park Zoo 2bed/2ba
Nestled in a historic 1920s renovated hotel, this apartment retains charming Art Deco arches that add a touch of history to its modern comforts. Featuring warm timber floors that connect two cozy bedrooms with queen beds to a contemporary kitchen. Each room has a TV, and the kitchen is fully stocked for your convenience. With two full bathrooms and barrier-free one-floor access, this space combines old-world charm with modern living in the vibrant heart of Lincoln Park, close to the Lakefront.

Wrigleyville Condo 2 Blks from Lake & Train
I think you'll enjoy my spacious East Lakeview condo. The location is super convenient just 2 blks from Sheridan red line & 2 blks from the lake. Easy proximity 4 blks to Wrigley Field & restaurants/nightlife in Wrigleyville & Boystown. Amazing restaurant next door w/back patio- El Mariachi w/the freshest chips & guacamole! Starbucks, playground, and Divvy Bike station at the corner. 1 mi to Montrose Beach. All downtown sight-seeing easily accessible from Lake Shore Dr or red line 2 blks away.

RockStar Pad W3A BoysTown/Wrigley Field/Parking lot
HAVE IT ALL @ W3A Chicago Wrigley Field/Boystown/Lakeview -Newly renovated like new in safe centrally located East Lakeview. -10 min walk to Wrigley Field, Boys town, beaches, super markets, restaurants with late night dining. 5 min walk to Metro Sheridan Red Line (direct downtown), private enclosed parking $20/night & or free permits for street parking -600 thread count linens, fluffy soft pillows, house coats, high speed WiFi, Sonos speakers, stylish design & in unit washer & dryer

Gold Coast Pristine 3BD|2BR| Patio |Parking| Beach
FREE GARAGE PARKING! Garage Clearance 6ft. Step into luxury in this modern loft with 3 bedrooms, 2 bathrooms and a private patio with breathtaking views. Experience the feeling of being at home in a bright and spacious haven amidst Chicago's most sought-after neighborhood "Gold Coast" This centrally located gem is situated within walking distance of much of Chicago Downtown's exquisite dining, upscale boutiques, popular tourist destinations, and just a stone throw away from Oak Beach.

Penthouse Corner 3BR in Streeterville | Roof Deck
Stunning 1,500+ square foot corner penthouse with oversize windows, an open layout, and dramatic city and lake views from every room. This bright and modern three bedroom, two bathroom apartment is perfect for travelers looking for a stylish escape in the sky in downtown Chicago just off the Magnificent Mile and the lakefront. The building has great amenities including an amazing rooftop terrace with 360ยฐ views of the skyline and the lake. This is the best location in the city!

Lincoln Park DePaul Rowhouse Historic Bissell St
Exclusive Lincoln Park location. Beautiful historic landmarked block. Perfect for a weekend getaway or longer stay. You will have your own apartment with a private entry and brick patio to relax and enjoy coffee in this vibrant and historic neighborhood. Just a couple minute walk to exclusive Armitage Shopping District and DePaul University. Short walk to the lakefront, free Lincoln Park Zoo, Peggy Notebaert Nature Museum and Organic Farmer's Market during summer months.

Downtown Park #11 - Mich Ave PH | gym+rooftop
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Guests love staying with us because: -Central Location on Grant Park (no car needed!) -FAST WIFI -En-suite Laundry -Did we mention the Lake & Park are outside our front door? -Comfy Queen bed -Loft style bedroom -Shared Rooftop Deck stunning views -Gym -3 blocks from Red "L" subway -Close to Grant Park, The Bean, Soldier Field, Museums If you are looking for a special place, you've found it!

*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 two flights of stairs. Light sleepers should bring earplugs as there are noises typical of a big city.

MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! Most homes donโt provide professional service along with โlocal vibes.โ Guests love staying with us because: โ Beautiful views of Chicago โ Central Location โ Parking garage attached to the building ($15-30 / night - Operated by LAZ) โ FAST WIFI โ Comfy KING beds โ Shared Rooftop Deck w Grills โ 1 block from Red "L" subway โ Close proximity to Grant Park, Soldier Field, Museums

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.
Popular amenities for South Loop lake-access rentals
Lake-access house rentals

Spacious Two Story Luxurious Home w/Outdoor Deck!

B42: Spacious w/ Modern Art/Decor Mins to DWTN

Amazing historic campus mansion!

CasaNova Modern City Living

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA

Private 3rd Floor Apartment

Luxury 3 BR Greystone Near Obama Center

Private Downtown Retreat with Rooftop Oasis
Lake-access apartment rentals

Evanston 2BR 2Bth 1 Blk to Beach

Charming, Sunny Apartment with Backyard Garden

The Posh Apt. Mins to Downtown & Hyde Park

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

Lakeview Charmer -with parking!

Executive Apartment on Lake Michigan with parking

Guest Favorite Escape Next to the Beach

Old Town Tranquility (+parking)
Other vacation rentals with lake access

13 mins DT | 4 mins Lake | Artistic Loft Rooftop

Luxury Penthouse Loft w/Terrace 504 | River North

Upscale High-Rise Apt ยท Rooftop Pool + Views

Bronzeville Bohemian Loft

Large Minimalist Garden Studio: Centrally Located

Your Chicago Retreat

2 BR - 10-Min Walk to Obama Presidential Center

Luxury South Loop Apt
Destinations to explore
- Rentals with a fireplaceย South Loop
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- Condo rentalsย South Loop
- Rentals with a firepitย South Loop
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- Rentals with an EV chargerย South Loop
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- Smoking-friendly rentalsย South Loop
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- Rentals with lake accessย Chicago
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- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- Chicago River Walk
- The Field Museum
- Shedd Aquarium
- University of Chicago
- Humboldt Park
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Union Park
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
- Beachwalk Vacation Rentals
- Washington Park Zoo





