Lake house vacation rentals in Chicago

Find and book unique lake houses on Airbnb

Top-rated lake house rentals in Chicago

Guests agree: these lake houses are highly rated for location, cleanliness, and more.

Guest favorite
Home in Chicago
Soak Up Mid-Century Style in Wrigleyville and Boystown
This is an architecturally significant (3-bedroom 3.5-bathroom) home by noted Las Vegas architect Homer Rissman. We are located in the heart of East Lakeview, just half a block from Lake Michigan and Lincoln Park, and blocks away from Wrigley Field and Boystown. Smart TVs (with Netflix, Hulu, Amazon Prime) are located in the shared main level TV lounge, and also the lower level lounge. Entire home I like in-person check-in but full privacy is offered You will receive a link with detailed instructions within 24 hours of your check-in. If you have a U.S. mobile number, you will also receive a text message FULL DISCLOSURE: If you haven't used a lockbox (or don't know how to), self-check-in isn't for you. Your check-in should be in person. Lakeview is home to two of the most vibrant sports, nightlife, and theater scenes in Chicago: Wrigleyville and Boystown. Explore souvenir shops and casual eateries by day, and hop from bar to bar along Clark, Addison, and Sheffield Avenues by night. You walk to Treasure Island (half block), Jewel Osco (2 minutes), Whole Foods (4 minutes), Lakeview Athletic Club (4 minutes), XSports Fitness (5 minutes), Walgreens (3 blocks), bars and restaurants aound the corner. Close to multiple buses on Lake Shore Drive. Grab a bus to downtown in 15 minutes You will have to climb one flight of stairs for all bedrooms Street parking is free on the east side of Broadway. The west side requires 383 permits. Please, read the signs.
Apr 30 – May 7
$707 per night
4.87 out of 5 average rating, 115 reviews
Superhost
Home in Whiting
The Spa of Downtown Whiting
so close to Chicago but so far away. NEWLY REMODELED AND COMPLETELY FURNISHED. There's so much to enjoy in this incredible converted 2 flat, now a single unit. WE COMPLETELY RIPPED ON AND REDID THE ENTIRE INTERIOR. 1ST Flr-spa w/ 2 person jacuzzi, shower, continuous hot water, family room, kitchen 2nd flr, sitting room w/ TV and surround sound, 2 bedrooms, w/ bathroom and bath/shower. -FRONT BALCONY, -SPEAKERS THROUGHOUT -BLOCKS FROM THE BEACH & WOLFE LAKE -PERFECT LOCATION FOR PIEROGIFEST
Oct 18 – 25
$150 per night
4.82 out of 5 average rating, 115 reviews
Guest favorite
Home in Chicago
Spacious Two Story Luxurious Home w/Outdoor Deck!
Our home is in a quiet neighborhood, on a corner with abundant space and natural light. There are two spacious levels with two bedrooms upstairs and one downstairs. The large outdoor brand new deck was designed for barbecuing, star-gazing or just relaxing. Beautifully polished wood floors with a modern kitchen make this home ideal. A claw foot soaking tub is perfect for the end of a day and truly ensures a relaxing stay and a deep, refreshing sleep. Free parking!
Nov 6 – 13
$301 per night
4.92 out of 5 average rating, 108 reviews

Popular amenities for Chicago lake house rentals

Waterfront lakehouse rentals

Guest favorite
Home in South Elgin
Riverfront rental with fun activity
Jun 22 – 29
$204 per night
4.9 out of 5 average rating, 201 reviews
Guest favorite
Home in McHenry
Oaks On The Fox
Dec 25 – Jan 1
$208 per night
5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Barrington
ON RIVER Barrington Home + Deck & Views
Feb 19 – 26
$361 per night
5.0 out of 5 average rating, 23 reviews
Guest favorite
Home in Chicago
'22 CasaNova Modern City Living
Jun 13 – 20
$416 per night
4.89 out of 5 average rating, 28 reviews
Guest favorite
Home in Chicago
NEW! Lake & Skyline View on Kenwood Culdesac!
Jul 26 – Aug 2
$454 per night
5.0 out of 5 average rating, 48 reviews
Guest favorite
Home in McHenry
Modern Waterfront House Getaway on Fox River
Sep 22 – 29
$356 per night
4.98 out of 5 average rating, 54 reviews
Guest favorite
Home in McHenry
-Waterfront River Getaway-
Dec 15 – 22
$354 per night
4.86 out of 5 average rating, 14 reviews
Home in Algonquin
The River House
Jan 31 – Feb 7
$250 per night
4.64 out of 5 average rating, 14 reviews
Home in Crystal Lake
Fox River Home - Near Island Lake
Nov 2 – 9
$154 per night
5.0 out of 5 average rating, 3 reviews
Home in Westmont
Cozy 5-bedroom with lake views and spacious deck
Nov 24 – Dec 1
$259 per night
4.88 out of 5 average rating, 17 reviews
Guest favorite
Home in McHenry
Riverfront Retreat
Oct 27 – Nov 3
$453 per night
5.0 out of 5 average rating, 5 reviews
Guest favorite
Home in Chicago
Lake Home-3 blocks to beach/harbor 10 min 2 Loop!
Nov 13 – 20
$269 per night
4.82 out of 5 average rating, 60 reviews

Pet-friendly lake house rentals

Superhost
Home in Des Plaines
Exotic House - Few minutes from O'Hare and Chicago
Mar 28 – Apr 4
$176 per night
4.83 out of 5 average rating, 162 reviews
Guest favorite
Home in Carol Stream
LAKE HOUSE HotTub/Kayak/Billiards/Pets/Fenced Yard
Apr 3 – 10
$161 per night
4.9 out of 5 average rating, 88 reviews
Superhost
Home in Oakwood Hills
Serene Lake Front Private Cottage
Oct 25 – Nov 1
$173 per night
4.76 out of 5 average rating, 84 reviews
Guest favorite
Home in Chicago
Hot Tub Logan Family Designer Home
Apr 29 – May 6
$207 per night
5.0 out of 5 average rating, 7 reviews
Guest favorite
Home in St. Charles
Cozy Riverhouse Cottage - St. Charles
Oct 30 – Nov 6
$182 per night
5.0 out of 5 average rating, 11 reviews
Guest favorite
Home in Highland Park
A Wonderful Getaway Home on the North Shore!
Sep 23 – 30
$191 per night
4.87 out of 5 average rating, 39 reviews
Guest favorite
Home in McHenry
Riverfront Charmer with Character & Entertainment
Mar 29 – Apr 5
$206 per night
4.95 out of 5 average rating, 21 reviews
Guest favorite
Home in Round Lake Park
Lake House Retreat with option to rent Jet Ski
Aug 12 – 19
$296 per night
4.87 out of 5 average rating, 31 reviews
Guest favorite
Home in Evanston
Sleepy sanctuary
May 25 – Jun 1
$272 per night
4.86 out of 5 average rating, 22 reviews
Guest favorite
Home in Wauconda
Adjacent to Bangs Lake and steps to Main Street
Jun 10 – 17
$279 per night
4.98 out of 5 average rating, 64 reviews
Guest favorite
Home in Westmont
Westmont,Il 4/3 on the Lake
Dec 16 – 23
$480 per night
4.95 out of 5 average rating, 21 reviews
Superhost
Home in Round Lake Park
Sapphire Hill - Lake House with Breathtaking Views
Nov 18 – 25
$479 per night
4.87 out of 5 average rating, 15 reviews

Private lake house rentals

Guest favorite
Home in Evanston
Larimer Park Carriage House
Feb 13 – 20
$203 per night
5.0 out of 5 average rating, 48 reviews
Guest favorite
Home in Cicero
Spacious 3br house near Downtown Chicago & Airport
Jan 7 – 14
$225 per night
4.95 out of 5 average rating, 19 reviews
Superhost
Home in Chicago
Woodlawn Oasis: 5-15 Mins from Food, Fun, Dining
Apr 3 – 10
$221 per night
4.85 out of 5 average rating, 88 reviews
Guest favorite
Home in Chicago
Historic Hyde Park 4 bedroom house
Oct 23 – 30
$379 per night
4.89 out of 5 average rating, 45 reviews
Guest favorite
Home in Streamwood
Cozy Retreat in a Prime location
Jun 5 – 12
$271 per night
4.83 out of 5 average rating, 12 reviews
Superhost
Home in Chicago
Exec Lux home wth 3 Level,6 Bdrms/3bth & 2 Kitchen
Jan 3 – 10
$383 per night
4.83 out of 5 average rating, 18 reviews
Guest favorite
Home in Chicago
Clean 5 Star 2 BR Greystone, Heart of Logan Square
Jul 1 – 8
$225 per night
4.86 out of 5 average rating, 21 reviews
Guest favorite
Home in Naperville
Naperville Nest!
Jul 12 – 19
$338 per night
5.0 out of 5 average rating, 15 reviews
Guest favorite
Home in Whiting
Full Home Near Lake and Parks
Jul 24 – 31
$137 per night
5.0 out of 5 average rating, 13 reviews
Home in Villa Park
Tranquil Lakefront Cottage: king bed sleeps 4
May 10 – 17
$168 per night
4.76 out of 5 average rating, 45 reviews
Guest favorite
Home in Highland Park
Highland Park Retreat
Jan 22 – 29
$275 per night
5.0 out of 5 average rating, 6 reviews
Guest favorite
Home in Evanston
Stunning Coach House in Evanston, near Lake/NU
Jun 12 – 19
$389 per night
5.0 out of 5 average rating, 11 reviews

Destinations to explore

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