
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 ﺩ.ﺇ 220 per night before taxes and fees

Verified guest reviews
Over 3,080 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & 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

Wi-Fi availability
50 of South Loop vacation rentals include wi-fi 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 guests—averaging 4.8 out of 5!
Top-rated lake access rentals in South Loop
Guests agree: these lake access rentals are highly rated for location, cleanliness, and more.

Fulton Market Townhome, 4 Levels & 4 Bedrooms
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.
4.99 out of 5 average rating, 287 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.
4.98 out of 5 average rating, 125 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.
4.98 out of 5 average rating, 452 reviews
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.
4.84 out of 5 average rating, 357 reviews
Modern MAG Mile 2BD/2BA (+Parking/Rooftop)
Welcome! Guests love our home because: - You're SECONDS from the LAKE and MAGNIFICENT MILE - You're steps away from the famous Drake Hotel and Oak Street Beach. - Walk to every popular attraction that makes Chicago so great! - Newly remodeled interior with an open floor plan layout - Parking spot on-site in/out access!! - Tranquil rooftop overlooks Lake - Fast WIFI - Super comfy beds! - Custom chef kitchen - Located on a quiet street - Lake Michigan view from our floor-to-ceiling windows
4.94 out of 5 average rating, 181 reviews
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.
4.95 out of 5 average rating, 123 reviews
Modern Corner 2BR in Streeterville | Roof Deck | L
Stunning 1,200 square foot apartment with oversize windows, an open layout, and city/lake views in multiple directions. This bright and modern two bedroom, one bathroom corner unit 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 360 degree views of the skyline and the lake. This is the best location in the city!
4.77 out of 5 average rating, 214 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 two flights of stairs. Light sleepers should bring earplugs as there are noises typical of a big city.
4.94 out of 5 average rating, 226 reviews
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 don’t provide professional service along with “local vibes.” Guests love staying with us because: ✅ Beautiful views of Chicago ✅ Central Location ✅ Parking garage attached to the building ($15-30 / night - Operated by LAZ) ✅ FAST WIFI ✅ Comfy KING beds ✅ Shared Rooftop Deck w Grills ✅ 1 block from Red "L" subway ✅ Close proximity to Grant Park, Soldier Field, Museums
4.82 out of 5 average rating, 260 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.
4.96 out of 5 average rating, 164 reviews
Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba
Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! Most homes don’t provide professional service along with “local vibes.” Guests love staying with us because: ✅ Beautiful views of the Park & Lake ✅ Central Location ✅ Parking garage attached to building ($15-30 / night - Operated by LAZ) ✅ FAST WIFI ✅ Comfy KING beds ✅ Rooftop Deck ✅ 1 block from Red, Orange, Green "L" subway ✅ Close proximity to Park, Soldier Field, Museums
4.84 out of 5 average rating, 175 reviews
MARVELOUS MAG MILE 2BD/2BA (+Rooftop)
Amazing Gold Coast/Streeterville location SECONDS from the LAKE and MAGNIFICENT MILE. Located on a quiet street, this apartment is tucked in between Michigan Ave and Lake Michigan. Steps away from the famous Drake Hotel, yet closer to the lake and Oak Street Beach. This spot is considered the best location in the city-- steps away from the best stores/restaurants in the world located on Michigan Ave (Mag Mile) and just north of Navy Pier.
4.89 out of 5 average rating, 193 reviewsPopular amenities for South Loop lake access rentals
Lake access house rentals

Soak Up Mid-Century Style in Wrigleyville and Boystown
4.89 out of 5 average rating, 157 reviews
Private 3rd Floor Apartment
4.91 out of 5 average rating, 424 reviews
Huge Downtown Gem *Yard *Parking *Fireplace
4.88 out of 5 average rating, 165 reviews
Superhost Wrigley/Lakeview Duplex 3BR/2.5BA
4.94 out of 5 average rating, 181 reviews
Spacious Two Story Luxurious Home w/Outdoor Deck!
4.88 out of 5 average rating, 173 reviews
The Spa of Downtown Whiting
4.84 out of 5 average rating, 184 reviews
CasaNova Modern City Living
4.89 out of 5 average rating, 83 reviews
Amazing historic campus mansion!
4.98 out of 5 average rating, 49 reviewsLake access apartment rentals

The Posh Apt. Mins to Downtown & Hyde Park
4.82 out of 5 average rating, 192 reviews
Cozy 2 bdrm near McCormick Place & Wintrust Arena
4.94 out of 5 average rating, 185 reviews
The Lakefront Lookout (Rooftop Deck • Gym)
4.81 out of 5 average rating, 235 reviews
“La Maison Verte” Andersonville
4.95 out of 5 average rating, 113 reviews
The Ardmore — Steps from the lake.
4.99 out of 5 average rating, 163 reviews
Midcentury Modern Lakeview 2 Bedroom Apartment
4.89 out of 5 average rating, 194 reviews
Cannabis Condo 4BR
4.91 out of 5 average rating, 113 reviews
Lakeview Charmer -with parking!
4.83 out of 5 average rating, 515 reviewsOther vacation rentals with lake access

Urban Comfort in the Heart of Chicago
4.99 out of 5 average rating, 718 reviews
Beautiful Lincoln Park/ De Paul Complimentary Parking Permit
4.98 out of 5 average rating, 336 reviews
Upscale High-Rise Apt · Rooftop Pool + Views
4.91 out of 5 average rating, 46 reviews
The Horizon | 3BR PH, 63rd Fl, Top Sky Deck
New place to stay
Stylish Hyde Park/Kenwood Brownstone Garden Apt
5.0 out of 5 average rating, 28 reviews
Luxury South Loop Apt
5.0 out of 5 average rating, 9 reviews
Luxury Designer Loft 402 | River North
4.97 out of 5 average rating, 32 reviews
The ModernFarmhouse Chicago-Near Downtown Chicago
4.97 out of 5 average rating, 67 reviewsDestinations to explore
- Rentals with a sauna South Loop
- Family-friendly rentals South Loop
- Pet-friendly rentals South Loop
- Apartment rentals South Loop
- Condo rentals South Loop
- Rentals with a hot tub South Loop
- Rentals with pools South Loop
- Rentals with lake access Chicago
- Rentals with lake access Cook County
- Rentals with lake access Illinois
- Rentals with lake access United States
- 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
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Beachwalk Vacation Rentals
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
- Byline Bank Aragon Ballroom
- Washington Park Zoo





