Awesome houseboat rentals and sleep aboard boats near Chicago, Illinois.

Average of 49 reviews in this area.
8 listings

Spend your next vacation on a houseboat in Chicago, Illinois.

When one day just isn't enough, why not stay overnight? Make the most of your experience in Chicago, Illinois with a sleep aboard boat rental. Renting a houseboat is a wonderful option for groups looking to spend a few nights exploring a new area and relaxing among good company. Houseboats comfortably accommodate large groups and are great for hosting family reunions or annual friend trips.

Using GetMyBoat to book your next overnight boat stay.

Experiencing the water has never been easier thanks to GetMyBoat. GetMyBoat allows you to quickly search, compare prices, submit rental inquiries, and pay for your rental or charter from the convenience of your phone or computer. We offer a secure platform for renters to facilitate a seamless rental transaction. For boat owners, we connect millions of renters to their boat and provide the security and safe checks on each rental transaction.

Search for the perfect experience now and book your dream day out on the water.

GetMyBoat customer reviews for Houseboats & Sleepaboards in Chicago.

  1. HK
    Beautiful 36' Carver Mariner Yacht in Chicago

    Cheryl was an amazing host! Not only was the charter beautiful and accommodated all of our large party but everything from the captain and crew to our trip was great. Highly Recommend Cheryl and will definitely book with her in the future !

  2. BH
    50' Sea Ray Yacht - Perfect Yacht for Parties up to 12 guests (KMB#2)

    Our boat was amazing! From start to finish, the communication between myself and this company was great. Very detailed and very quick to respond. Would definitely recommend, and I will be booking with them in the future!

  3. JK
    50' Sea Ray Yacht - Perfect Yacht for Parties up to 12 guests (KMB#1)

    Took out this boat for the 4th of July with me and 11 other friends. The entire experience, start to finish, was an absolute dream and I'm so appreciative of Sommy and his team. The boat was beautiful and had such great accommodations. Leading up to the day of the trip, Sommy was incredibly communicative and timely in getting back to me on questions and any policies that I was trying to get clarity on. During the actual trip, Haley & Captain Mike were the absolute best and I'd highly recommend them!

  4. CN
    50' Sea Ray Yacht - Perfect Yacht for Parties up to 12 guests (KMB#2)

    We had a great time. There was a delayed due to a powder outage in the morning and they were great about communicating that with us. It delayed our departure time and caused massive road blocks to the docks but they were so flexible and accommodating to everything.

  5. BC
    Rent a Motor Yacht in Chicago, Illinois

    The trip was for my anniversary with my fiancee and it went very well. It was romantic and an adventure because we had never went on a cruise/boat tour together. The highlights include going down the Chicago River in the evening with all of the lights and the hearts on the buildings and then when we exited the river back onto Lake Michigan there was a full moon dancing on the lake. Couldn't been much better than that

  6. AH
    50' Sea Ray Yacht - Perfect Yacht for Parties up to 12 guests (KMB#1)

    We went on a day at Lake Michigan with family and friends, the boat was spacious and clean. The boat was ready and sanitized on time. Jerry the captain was very nice and courteous. We had a blast, I would definitely ride with them again.