
Holiday rentals with lake access in Chicago
Find and book unique lake access rentals on Airbnb
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 $25 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
630 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 – averaging 4.8 out of 5!

Nearby attractions
Chicago’s top spots include Millennium Park, Wrigley Field and Lincoln Park
Top-rated rentals with lake access in Chicago
Guests agree: these rentals with lake access are highly rated for location, cleanliness and more.

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!

Evanston 2BR 2Bth 1 Blk to Beach
With its older charm, modern comforts, and unbeatable proximity to the beach, this 2-bedroom, 2-bath unit offers an ideal getaway. Only 1 block from beautiful Lake Michigan and South Blvd Beach, you will love our spacious, sunny apt. Whether you're staying for a short visit or a lengthy one, you'll feel the comfort of home on a tree-lined street. The unit has hardwood floors throughout, comfortable bedrooms, a fully stocked kitchen, dining room, and a sunroom looking out on the backyard patio.

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.

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

Lakeview Charmer -with parking!
Walk to Wrigley 4 blocks away: 15 min walk; 3 minute drive. Walk to The Vic (around the corner), the lake, several theaters, many restaurants, RedLine el (1 block) takes you north to Evanston, south to Loop, to Sox. Park your car behind the building. A Garden 2 BR (one semi-private; see pics) with 2 queen beds. With rollaway and couch, could accommodate up to 6. We also have a fold up crib. FYI: NO Smoking inside or on the patio. No animals. See pic on patio: el is a few doors west.

Chic Corner 2BR in Streeterville | Roof Deck | Lak
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!

Cozy 3BR on Chicago's North Side & Free Parking
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!

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!

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. Wrigley Field is a 5-minute drive. CTA's Red Line/Lawrence train station is only 1 block away. Parking decals available for guests (for parking overnight on surrounding residential streets).

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.

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.

Beautiful Lincoln Park/ De Paul Complimentary Parking Permit
This generously sized, quiet apartment, located in the highly sought-after Lincoln Park neighborhood, offers convenient access to acclaimed restaurants and boutiques, all within a five-minute walk. Its private entrance and proximity—less than four blocks—to both the Red and Brown Line "L" stations ensure effortless access to Chicago's attractions, most within a two- to five-stop train ride. Zoned parking permits are provided.
Popular amenities for lake access rentals in Chicago
Lake access house rentals

Spacious Two Story Luxurious Home w/Outdoor Deck!

Amazing historic campus mansion!

CasaNova Modern City Living

Historic Old Town, Fabulous 4 Bedroom Home

Two Kings Chicago. Royal comfort in two king beds

3 Luxury Master Suites by Gardens, Lake & Chicago

Private Downtown Retreat with Rooftop Oasis

The Spa of Downtown Whiting
Apartment rentals with lake access

Sheridan Beach Apartment

Charming, Sunny Apartment with Backyard Garden

Upscale High-Rise Apt · Rooftop Pool + Views

Elegant and Chic 2Bed 2Bath steps from the lake!

Luxury Designer Apartment 803| Gold Coast/Old Town

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

Chic Oasis Near Beach & Loyola in Rogers Park

49th Fl Luxury Retreat + Stunning Lake Views
Other holiday rentals with lake access

Studio Bronzeville 42 - 1BD/1BA APT Near Downtown

A guest suite centrally located, but so quiet

Lakefront View Getaway Home! Hot tub! Kayak!

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

Luxury 3BR Duplex in Prime Location

Opulent 3bdr2bth Old Town Luxury + Parking prmts

The ModernFarmhouse Chicago-Near Downtown Chicago

Andersonville, amazing location, 3 beds 1 bath
When is the best time to visit Chicago?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $169 SGD | $164 SGD | $191 SGD | $197 SGD | $237 SGD | $253 SGD | $266 SGD | $261 SGD | $242 SGD | $241 SGD | $214 SGD | $197 SGD |
| 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 |
Destinations to explore
- Platteville Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Louisville Holiday rentals
- Detroit Holiday rentals
- Southern Indiana Holiday rentals
- Columbus Holiday rentals
- St. Louis Holiday rentals
- Cincinnati Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Windsor Holiday rentals
- Family-friendly rentals Chicago
- Rentals with a cinema Chicago
- Rentals with outdoor seating Chicago
- Waterfront rentals Chicago
- Guest house rentals Chicago
- Hotel rooms Chicago
- Pet-friendly rentals Chicago
- Rentals with an EV charger Chicago
- Rentals with an accessible-height bed Chicago
- Bed and breakfasts Chicago
- Private suite rentals Chicago
- Luxury rentals Chicago
- Rentals with a washing machine and dryer Chicago
- Flat rentals Chicago
- Rentals with pools Chicago
- Serviced apartment rentals Chicago
- Rentals with beach access Chicago
- Lakehouse rentals Chicago
- Boutique hotels Chicago
- Loft rentals Chicago
- Rentals with breakfast Chicago
- Rentals with a firepit Chicago
- Smoking-friendly rentals Chicago
- Rentals with a patio Chicago
- Rentals with a sauna Chicago
- Fitness-friendly rentals Chicago
- Rentals with a balcony Chicago
- Apartment rentals Chicago
- Rentals with a hot tub Chicago
- Mansion rentals Chicago
- Rentals with a fireplace Chicago
- Beachfront rentals Chicago
- House rentals Chicago
- Townhouse rentals Chicago
- Rentals with lake access Cook County
- Rentals with lake access Illinois
- Rentals with lake access United States
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- University of Chicago
- Brookfield Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower
- Things to do Chicago
- Food and drink Chicago
- Sightseeing Chicago
- Sports activities Chicago
- Art and culture Chicago
- Nature and outdoors Chicago
- Tours Chicago
- Things to do Cook County
- Sports activities Cook County
- Tours Cook County
- Sightseeing Cook County
- Nature and outdoors Cook County
- Art and culture Cook County
- Food and drink Cook County
- Things to do Illinois
- Food and drink Illinois
- Tours Illinois
- Nature and outdoors Illinois
- Sports activities Illinois
- Art and culture Illinois
- Sightseeing Illinois
- Things to do United States
- Tours United States
- Food and drink United States
- Nature and outdoors United States
- Sightseeing United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Entertainment United States






