
Holiday rentals with lake access in Chicago
Find and book unique lake access rentals on Airbnb
Top-rated rentals with lake access in Chicago
Guests agree: these rentals with lake access are highly rated for location, cleanliness and more.

OLD TOWN TRIUMPHANT 2BD/2BA (+Rooftop&Parking)
Welcome to this Old Town Masterpiece! Guests love this home because: - Steps away from top-notch restaurants/entertainment on bustling Wells St. - Close to every popular attraction that makes Chicago so great - Room for reg-size SUV in private driveway! - Luxurious interior design - Tranquil rooftop w/ grill - Fast WiFi - Pillow-top Bamboo mattress in each master en-suite - State of the art kitchen - Exceptional workspace - 5 minute walk from red line (CTA L) We look forward to hosting you!

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

Cozy Beauty - Sleeps 5 - 10 Min to Downtown PacMan
Luxurious 550 sqft 1BR 1BA located 10 min from Downtown! Stand up shower, games for adults & kids, cozy bedroom 2 Smart TVs, free wifi (600 mpbs speed) Grill + Patio Chairs Sleeps 4 comfortably, 1 full bed, 1 queen sleeper sofa, 1 air mattress Street parking can be very difficult!!! - permits provided Walking distance from famous 26th street, plenty of restaurants 3 miles from Little Italy and Chinatown 15 min drive from Millenium Park and Soldier Field Great for professionals and travelers.

Spacious 4-Level/4-Bedroom Townhouse in West Loop
Spacious Townhouse in Chicago's Hip Foodie Neighborhood: West Loop/Fulton Market. This is a Private, 4-Story Townhouse on a Tree-Lined Street just Steps from the Action...while still quiet enough for a good night's sleep. Walk to some of the Nation's Top Restaurants (near Restaurant Row), Clubs, Pubs, Groceries, Parks, Coffee Shops. Easy Train Transit to O'Hare, Navy Pier, Mag Mile, McCormick Place, etc...Terrace w/Skyline Views & Attached Garage Parking for 1 Regular-Sized Vehicle Included!

Studio flat in the heart of Chicago's Gold Coast
Come stay in our one-bedroom studio apartment with a fully equipped kitchen and bathroom. Take in the perks of our central location with easy access to the Gold Coast beach and public transportation. Gibsons and the Original Pancake House are also a stoneโs throw away. The property is the perfect refuge after a long day in the Windy City or sunbathing on the beach. After working hard and playing hard, a comfy bed with high-quality linens ensures youโll be rested and ready for the next day.

RockStar Pad W3A BoysTown/Wrigley Field/Parking
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

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.

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 one flight of stairs. Light sleepers should bring earplugs as there are noises typical of a big city.

Cozy 1bdr Rogers Park, Loyola, Northwestern.
Visiting Northwestern, Loyola University, Rogers Park or Evanston? This cozy 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. NOTE: No full kitchen.

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 Chicagoโs 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.

50th Floor Mag Mile Studio
The Penthouses at Grand Plaza PH#12: Towering 50 stories above Downtown Chicago, this luxury unit features floor-to-ceiling windows and breathtaking skyline views. Enjoy sunsets, unmatched location, and true urban living. Walk Score of 100 with a grocery store in the building. Amenities include a fitness center, outdoor pool, kitchens, and business center. The city is at your feetโexperience Chicago in style.
Popular amenities for lake access rentals in Chicago
Lake access house rentals

Gold Coast Home|Rooftop |PoolTable |Parking |Views

Spacious Two Story Luxurious Home w/Outdoor Deck!

Amazing Location! Spacious Duplex Getaway

Amazing historic campus mansion!

CasaNova Modern City Living

Lakefront View Getaway Home! Hot tub! Kayak!

Edgewater Beach Home Steps to the Lake

Executive Contemporary Duplex
Apartment rentals with lake access

Spacious Vintage 3 BR in Chicago's NorthCenter!

Charming, Sunny Apartment with Backyard Garden

Archways at the Lincoln Park Zoo 2bed/2ba

The Posh Apt. Mins to Downtown & Hyde Park

The Beach Loft

Elegant 2-bed/2-bath in the heart of Uptown

New renovation|1BR|Stylish|Modern|Next to the Lake

Luxury Designer Penthouse West |Pool| Gold Coast
Other holiday rentals with lake access

Ultra Modern Luxury - New Construction 4 Bedrooms

The Landing @ South Loop

13 mins DT | 4 mins Lake | Peaceful Cozy Loft

Jarvis Gardens - 1BR/BEACH/Wine patio/fire pit

UChicago Luxurious King Suite Lakefront

Private Downtown Retreat with Rooftop Oasis

McFetridge House - Beautiful Private Garden Apt #2

Stunning Chicago Loft Near Wrigley Field
When is the best time to visit Chicago?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $173 SGD | $167 SGD | $195 SGD | $201 SGD | $241 SGD | $258 SGD | $271 SGD | $266 SGD | $247 SGD | $240 SGD | $221 SGD | $209 SGD |
| Avg. temp | -3ยฐC | -1ยฐC | 4ยฐC | 10ยฐC | 16ยฐC | 22ยฐC | 25ยฐC | 24ยฐC | 20ยฐC | 13ยฐC | 6ยฐC | 0ยฐC |
Quick stats about holiday rentals with lake access in Chicago

Total holiday rentals
Explore 590 holiday rentals in Chicago

Nightly prices starting at
Chicago holiday rentals start at $26ย SGD per night before taxes and fees

Verified guest reviews
Over 35,100 verified reviews to help you choose

Family-friendly holiday rentals
330 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 190 rentals that welcome pets

Holiday rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
460 properties have a dedicated workspace

Wifi availability
580 of Chicago holiday rentals include wifi 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 โ averaging 4.8 out of 5!

Nearby attractions
Chicagoโs top spots include Millennium Park, Wrigley Field and Lincoln Park
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Oak Street Beach
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- The Beverly Country Club
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- Illinois Beach State Park
- Washington Park Zoo
- The 606
- Raging Waves Waterpark
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