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Lake house holiday rentals in Chicago

Find and book unique lake houses on Airbnb

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Popular amenities for Chicago lake house rentals

Waterfront lakehouse rentals

Guest favourite
Private room in Lake View
4.87 out of 5 average rating, 131 reviews

Renovated space in a historic row house.

MargaretRating, 5 stars1 week ago
We booked this room for my sister who was visiting family with us. Having stayed here ourselves before over the holidays, we knew it was just the right thing for her. She was very comfortable and slept well.
Home in Prospect Heights
4.91 out of 5 average rating, 53 reviews

Lakefront Prospect Heights Home: Ice Fish On-Site

AllenRating, 5 stars2 months ago
The place was perfect for our needs in Chicago. It’s well kept, up to date, and fits the description.
Guest favourite
Home in Chicago
4.88 out of 5 average rating, 49 reviews

CasaNova Modern City Living

KatieRating, 5 stars6 months ago
Lilly was prompt in her responses and very helpful. The place was well kept and clean. A quick Uber ride to downtown. Our group really enjoyed our stay!!
Top guest favourite
Private room in East Rogers Park
4.98 out of 5 average rating, 42 reviews

Sunny,Comfortable,CleanTop Location at Lake,Beach

KristinRating, 5 stars5 months ago
Th convenient location with parking can’t be beat. The room and bathroom are well-appointed, and the bed is comfortable. Jane is responsive, gracious, and accommodating. She’s my favorite AirBnB host I’ve ever met! I’m hoping my travel plans allow me another opportunity to stay here again. Thanks for the hospitality and a place to stay!
Top guest favourite
Private room in Uptown
4.97 out of 5 average rating, 101 reviews

Comfortable private room near Lake and transit.

FelicityRating, 5 stars4 months ago
We found our stay with Paula to be absolutely delightful and better than if we had a place all to ourselves. She was generous, responsive, and helpful in many ways. We could not have had a nicer, better hostess and we look forward to staying with her the next time we visit Chicago.
Top guest favourite
Private room in Evanston
5 out of 5 average rating, 14 reviews

Historic Manor House Private Room #1 in Evanston

HannahRating, 5 stars7 months ago
I can’t praise this place enough. Not only was it more beautiful than the pictures, but Janet also provided amenities above and beyond what was listed. She provided towels, sunscreen, and a beach pass and the house is in walking distance to Lake Michigan. She was always quickly able to answer any questions and was readily available. Janet really tries to make the space feel at home and provides you with everything you need for a comfortable stay. I was surprised by the quality and ease of the entire stay, and the room was gorgeous (lots of natural light and plenty of privacy). I HIGHLY recommend this location for an Evanston visit (walking distance to downtown and the lake) as well as the excellent service I received from Janet.
Guest favourite
Home in Chicago
4.84 out of 5 average rating, 76 reviews

Lake Home-3 blocks to beach/harbor 10 min 2 Loop!

DarlaRating, 5 stars1 month ago
This place was amazing... They layout was terrific. quiet neighborhood, safe, and had everything we needed. we were celebrating my birthday (pre) My friends 🧡 Even set up a Bday table for me down stairs and we had our in vip golden girlz(ladies) celebrations 🍾 😀 😄 ❤️
Home in Des Plaines
4.69 out of 5 average rating, 35 reviews

House 1 minute from O'hare Airport

GabrielRating, 5 stars3 months ago
I was enjoy this house with my family and we had a good time there! The house has everything you need and the location is nearby airport!

Pet-friendly lake house rentals

Private room in Evanston
4.74 out of 5 average rating, 38 reviews

Luxury Master Suite w/Jacuzzi

KellyRating, 5 stars6 months ago
Olga’s place was really great. Took the train to the city most days. Felt really safe, bed was comfortable and was a great stay!
Guest favourite
Home in Skokie
4.87 out of 5 average rating, 91 reviews

Luxe-Haus of Love—The 1938 Cape Cod |Heated FLRS |

Brett ARating, 5 stars4 weeks ago
We had a great stay. So many great spaces in the house for a group of working adults. Everyone had a desk or comfortable place to set up laptops. The house was fresh and smelled wonderful from the wood burning fireplace/fire pit.
Guest favourite
Home in Evanston
4.93 out of 5 average rating, 46 reviews

Sleepy sanctuary

MegRating, 5 stars2 weeks ago
EJ’s place was a perfect base for us to explore the surrounding area. In a quiet, charming neighborhood that we enjoyed walking each morning and evening. Well equipped for a family with kids, with big bedrooms, a lovely kitchen and living space. EJ was friendly, super responsive and an all around great host. We highly recommend this space and will be sure to come back soon!
Home in Bolingbrook
4.77 out of 5 average rating, 43 reviews

Peaceful Bolingbrook Getaway

CatRating, 5 stars4 months ago
Eric’s home was a great place to stay while we were in the Chicago area. The house is in a cute little neighborhood, which judging by the amount of Christmas lights on the houses, is family-friendly and felt totally safe. 11/10 recommend booking your stay with Eric!!
Superhost
Home in Des Plaines
4.56 out of 5 average rating, 155 reviews

Entire House Minutes from O’Hare Airport!! By lake

LydiaRating, 5 stars2 weeks ago
Very comfy home. We loved the 2 living rooms with the bigger tvs. Will say the kids beds were very hard, I don't think kids would mind but the adults had a hard time. We enjoyed the kitchen honestly. So much space and it was very clean. Having 2 bathrooms was also a huge plus also!! Thank you for having us!!
Guest favourite
Home in Lincoln Park
4.97 out of 5 average rating, 79 reviews

Opulent 3bdr2bth Old Town Luxury + Parking prmts

BennettRating, 5 stars5 months ago
The apartment is lovely and very convenient. We really appreciated the charcuterie tray in the refrigerator.
Guest favourite
Private room in Des Plaines
4.87 out of 5 average rating, 318 reviews

R1 Delightful room overlooking the wild forest

YosukeRating, 5 stars4 days ago
Awesome staying. He is a great guy and his family are so nice too. I definitely recommend this staying!!!
Guest favourite
Private room in Des Plaines
4.88 out of 5 average rating, 366 reviews

R3 Comfy private room overlooking the forestland.

Gabriel Rating, 5 stars2 weeks ago
A great place to relax

Private lake house rentals

Top guest favourite
Home in Evanston
4.92 out of 5 average rating, 12 reviews

Amazing Location! Spacious Duplex Getaway

sagarRating, 5 stars2 weeks ago
It was a great stay. It was fun and there were lot of board games to play and have fun in the night. It would definitely recommend this place if you are visiting chicago and want to explore downtown and north side of Chicago.
Superhost
Home in Chicago
4.82 out of 5 average rating, 38 reviews

Exec Lux home wth 3 Level,6 Bdrms/3bth & 2 Kitchen

ShareseRating, 5 stars2 months ago
This is a Beautiful Home, with a peaceful atmosphere. A Great place to walk into and relax after a long trip, and spacious enough for a small group to enjoy one another's company without feeling overcrowded. 2 Full Refrigerators and 2 Full size stoves makes this location a rare find.
Home in Englewood
4.87 out of 5 average rating, 31 reviews

*Univ of Chicago 3 bedroom cozy modern Greystone

MonicaRating, 5 stars7 months ago
Robin is a lovely host and has a gorgeous home- feels much larger than the pictures and is beautifully decorated. Tons of space for a large group. We ran into a problem with the AC and refrigerator and Robin was extremely responsive and proactive in getting everything taken care of and taken care of quickly. The street this house is on feels safe and the neighbors were kind. It was perfect for a long weekend!
Superhost
Home in Des Plaines
4.84 out of 5 average rating, 56 reviews

Full House - Amazing sunset lake park

Evergia JulissaRating, 5 stars1 month ago
Place was great to stay! Jimmy is very responsive, helped us with an early check-in to get people from the airport into the airbnb.
Superhost
Home in Chicago
4.88 out of 5 average rating, 25 reviews

Executive Contemporary Duplex

TaylorRating, 5 stars1 week ago
We had a WONDERFUL time at Olusesan's place! It was spotless, very comfortable, and well worth the price. He was also very responsive! If you are picky about where you stay, I HIGHLY suggest this Airbnb. It is immaculate. We can't wait to stay here again!
Guest favourite
Home in Highland Park
5 out of 5 average rating, 13 reviews

Highland Park Retreat

KayleighRating, 5 stars1 month ago
Amy is a fantastic host! the home had so much character and charm with plenty of space for the 4 adults we had staying there. I personally enjoyed her decorating style and enjoyed looking at the different artwork she had around the home. Amy was very responsive and had clear instructions for us. The neighborhood felt safe and wasn't too far from downtown Chicago. We would definitely come back again!
Home in Highland Park
4.67 out of 5 average rating, 3 reviews

North Shore Gem! Entire home, Great Location.

DonnaRating, 5 stars3 months ago
My family and I really enjoyed our stay. The house was very roomy and comfortable. The kitchen had the equipment needed to cook We had plenty of towels for showers. The house was very clean. The neighborhood was quiet and the beach was nearby. A very relaxing visit. On Saturday afternoon we went to VIN for a wine tasting. The town center was pretty close and we went out to local restaurants for 2 breakfasts. A grocery store was also nearby . I would definitely stay again.

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