
Holiday rentals with lake access in Chicago
Find and book unique lake access rentals on Airbnb
Top-Rated Accommodation with Lake Access in Chicago
Guests agree: These options for accommodation with lake access are highly rated for location, cleanliness and more.

Stunning 3BR Penthouse in the Loop | Roof Deck
[NOTE: The main rooftop is currently closed for renovations and is slated to reopen in Summer/Fall 2026. The 2nd rooftop remains open and available to use, including the pool which typically opens around Memorial Day]. Beautiful 1,400+ square foot penthouse apartment on the top floor with 13 foot tall ceilings, oversize windows, and panoramic city views. This bright and airy three bedroom, two bathroom space is perfect for travelers looking for a luxurious escape in the sky in the heart of down
NearbyOutdoor spacesBiking

The Lakefront Lookout (Rooftop Deck • 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!
ViewOutdoor spacesBeach

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.
NearbyOutdoor spacesCheckout

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 $10/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
ViewNearbyWi-Fi

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.
NearbyViewCheckout

Old Town Tranquility (+parking)
Relax and unwind at this one-of-a-kind getaway! Guests love this space because: - Steps away from top-notch restaurants/entertainment on bustling Wells St. - Close to every popular attraction that makes Chicago so great - Privacy is hard to beat in this beautiful courtyard! - Extremely Fast WiFi - Pillow-top Bamboo mattress and SMART TV in lofted bedroom - Exceptional workspace - 5-10 minute (0.4 mile) walk from Clark/Division red line station (CTA L) We look forward to hosting you!
NearbyOutdoor spacesIndoor spaces

Your Chicago Retreat
Enjoy this charming 3-bedroom condo with free on-site parking just three blocks from Lake Michigan. Convenient access to public transit, including the express bus to downtown (9 miles), Navy Pier, and Grant Park. The CTA Jarvis station is only three blocks away. Perfect for families, business travelers, and couples, this condo is also close to Loyola (1.5 miles) and Northwestern universities (2.5 miles). A great home base to explore all that Chicago has to offer!
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Guest Favorite Escape Next to the Beach
1st-floor unit with one flight of stairs. Older building with radiant heat managed by the building. Experience the best of Evanston in our cozy 1BR/1BA apartment near Lake Michigan. Enjoy a fully equipped kitchen, a comfortable bedroom with a queen bed, and a clean bathroom. Explore nearby beaches, stroll along the lakefront, and discover vibrant downtown shops and restaurants. Easy public transit to downtown Chicago. Book now for a memorable Evanston getaway!
Outdoor spacesNearbyIndoor spaces

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.
Outdoor spacesNearbyComfort

Beautiful Lincoln Park/ De Paul Complimentary Parking Permit
This big, quiet apartment in Lincoln Park is super close to awesome restaurants and shops, just a five-minute walk away. You get your own private entrance, and it's less than four blocks from both the Red and Brown Line "L" stations, so getting around Chicago is a breeze—most attractions are just a couple of stops away. We even provide zoned parking permits. Just a heads-up, there's no washer and dryer in the apartment.
NearbyOutdoor spacesWalkability

Executive Apartment on Lake Michigan with parking
Stay in a furnished 2nd-floor apartment in a walk-in building with its own beach on Lake Michigan. Watch the waves from your living room or sit out on the terrace. -Free Wifi, -Onsite Parking with EV charging station -Steps away from parks, minutes away from universities, shopping, and restaurants -Less than 25 min drive to Wrigley Field, Downtown Chicago, Soldier Field, and museums.
NearbyOutdoor spacesComfort

Midcentury Modern Lakeview 2 Bedroom Apartment
Sunny 2 Bedroom, 1 Bath Lakeview Apartment near DePaul, just a short cab from Magnificent Mile, less than 1 mile from Wrigley Field in bustling area with ample entertainment, restaurants, bars & cafes. Walking distance to Chicago Lakefront, Lakeview, Lincoln Park Nearby venues- The Vic, Blueman Group, Wrigley Field, Schubas, Laugh Factory, DePaul, Illinois Masonic, & more.
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Popular amenities for Chicago lake access rentals
Lake access house rentals

Spacious Two Story Luxurious Home w/Outdoor Deck!
Outdoor spacesNearbyLayout

Uptown Townhouse - Walk to Lake Front and Red Line
NearbyHospitalityLocation

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

Amazing historic campus mansion!
NearbyOutdoor spacesLocation

CasaNova Modern City Living
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Historic Old Town, Fabulous 4 Bedroom Home
Outdoor spacesNearbyCheckout

Private Downtown Retreat with Rooftop Oasis
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The Spa of Downtown Whiting
Outdoor spacesNearbyLocation
Lake access apartment rentals

Evanston 2BR 2Bth 1 Blk to Beach
ViewNearbySleep quality

Upscale High-Rise Apt · Rooftop Pool + Views
NearbyOutdoor spacesCondition

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

Luxe 67th Flr 2BR: Endless Lake Views, Top Skydeck
NearbyViewHospitality

Lakeview Charmer -with parking!
ViewNearbyFamily

Andersonville Living
NearbyViewLaundry

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

Downtown Mich Ave #10 | gym+rooftop
NearbyOutdoor spacesQuiet
Other holiday rentals with lake access

Elegant Rogers Park Home for 8 guest w/parking
NearbyIndoor spacesLocation

Chicago Bootlegger House Sleeps 10-20
Outdoor spacesNearbyHospitality

Large Minimalist Garden Studio: Centrally Located
NearbyCleanlinessLong stay

Jarvis Gardens - 1BR/BEACH/Wine patio/fire pit
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Luxury Designer Apartment 802| Gold Coast/Old Town
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Cozy Andersonville Cabin
NearbyAccessCheckout

MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
Outdoor spacesNearbyWalkability

Modern 2BR South Loop Apt, McCormick & Wintrust
NearbyViewGetting around
When is the best time to visit Chicago?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $207 AUD | $214 AUD | $241 AUD | $221 AUD | $265 AUD | $284 AUD | $298 AUD | $292 AUD | $271 AUD | $270 AUD | $240 AUD | $221 AUD |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
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 $29 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
630 of Chicago holiday rentals include Wi-Fi 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
Destinations to explore
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- Rentals with lake access Cook County
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- Rentals with lake access United States
- Wrigley Field
- Lincoln Park
- United Center
- Soldier Field
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Indiana Dunes State Park
- Six Flags Great America
- Shedd Aquarium
- The Field Museum
- Humboldt Park
- Chicago River Walk
- University of Chicago
- SeatGeek Stadium
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Donald E Stephens Convention Center
- Union Park
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Things to do Chicago
- Art and culture Chicago
- Food and drink Chicago
- Nature and outdoors Chicago
- Tours Chicago
- Sports activities Chicago
- Sightseeing Chicago
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- Things to do Illinois
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