Waterfront holiday rentals in North Side

Amy is an excellent host! She was so proactive about reaching out ahead of time and checking in on us. The unit was extremely clean! Easiest check in I have had with Airbnb—clear/specific directions. Amy was also super accommodating with our checkout time—we had a late flight (7:45pm) and we were able to check out at 5pm instead of noon which allowed us to maximize the last day of our trip! SO close to Loyola beach and has easy access to public transit. There are just a few improvements that would make this a perfect Airbnb: 1) the mattress is uncomfortable (extremely firm), 2) there is a beautiful kitchen but it is not well stocked with the basics (strainer, cooking utensils, pots, etc)—we made do by getting a little creative! Not a problem if you plan on eating out the whole time. 3) A few end tables would be nice for setting a glass of water/coffee etc, 4) needs a few more towels for being so close to the beach! Nonetheless, I would love to stay again and highly recommend!!

"Our stay at this Airbnb was fantastic! The apartment was clean, stylish, and had everything we needed. The location was perfect, with easy access to public transportation and great restaurants. The host was super responsive and helpful, providing great recommendations for local spots. We especially appreciated the thoughtful touches, like the welcome basket and detailed guide to the neighborhood. Would definitely stay here again!"

Very walkable to public transit, super comfortable sleeping arrangements, and beautiful apartment in general!

Great place to stay! Can get anywhere in the city, its right off the "L". Not far from Michigan Ave, either. Would highly recommend this place to anyone who is traveling to Chicago.

The apartment was extremely clean!!! I loved the attention to detail. Very quiet street for sleeping at night and easily walkable to beach, restaurants, and attractions.

Clean, comfortable, and beautifully appointed apt. Emily and Roya are helpful and communicative, and all the instructions and photos made things very easy. Would happily stay there again!

Great 1st floor town home on the boarder between Rogers Park and Evanston, right on the waters of Lake Michigan. Lots of sunlight (and able to watch the sunrise over Lake Michigan in the morning) and a couple of parks next door. The bathrooms (especially the showers) were great--full size, nice water pressure. I was able to work remotely while I was there without any issues. As others have noted, parking is on the street; but if you're proactive or book with Spot Hero or similar, it's very manageable. I really enjoyed my stay!

We loved this stay!! It’s a beautiful apartment and is walking distance to a great coffee shop called charmers, as well as almost ON Jarvis beach! The hosts are very friendly and preach over communication and make sure that you have all of the information you need! They allowed us very early check-in had we needed it (I believe by 2pm!) and the apartment was spotless! Very comfortable bed and living area, plus an office if you’re visiting for work. This is a great part of Chicago, with most Ubers we took ending up around $20! There is ample street parking on Jarvis, especially with the beach entrance at the end of the street. We would recommend this space and these hosts to anyone and everyone visiting Chicago. They were so kind and organized and really made for a wonderful trip!

Rasheed was very attentive. His home is in an excellent location, walking distance to resturants and shopping. The rooftop provided a spectular view of the city. I would definitely recommend Rasheed's home on a trip to Chicago!

This is a very spacious home and has many accommodations. Ream was always quick to response with an answer to our questions, whether it was before our stay or during are stay. We all enjoyed out stay there!

Great stay for me and my friends. Very spacious and beautiful outside space. Plenty of beds and top of the notch kitchen.

Stephanie was a wonderful host, home was squeaky clean. She was incredibly responsive and attentive. Photos matched the description of the house and we would stay here again in the future :)

Beautiful home layout and very spacious! Location was a quick drive to the city, which was convenient. Host was also very kind and attentive. Thank you Ms. Lilly for our stay!

Hugo was a great host. The house was just like the listing, ideal for a weekend with friends. We were five couples with children, an ideal family atmosphere. It has games and equipment to enjoy the lake and garden, such as a small pool, life jackets, sport balls... It was a great weekend thanks to the space and the house, highly recommended!

Beca is responsive, friendly and helpful. The house was spotless, immaculate really! I'm somewhat of a clean freak - so the bar for cleanliness was right up to my expectations. The decor and plants are much to my liking, so of course I felt at home - away from home. My family and I found it to be comfortable and cozy. I also want to mention that I had a couple of requests and Beca was accomodating, which was appreciated. My husband and I thank you Beca and we surely hope to stay again!

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 🍾 😀 😄 ❤️

The Airbnb was clean, exactly as described, and in a great location. Check in was easy and we were able to get settled right away. William was very proactive in communicating instructions well before our arrival. Overall, we had a lovely time visiting Chicago and would recommend staying here!

WWWWOOOWWW!! This host team was EXCEPTIONAL! I’ve stayed in plenty of AirBnBs, and I’ve NEVER encountered a host that was so EXTREMELY accommodating, responsive, and kind! Other hosts should take a page out of their book! The only thing I would change, and it’s not a bad thing (just a matter of preference); I would have some type of blinds or drapes over the living room windows. This will allow for privacy when you’re sitting in the living/dining room areas at night with the lights on inside. Hands down, we would without a doubt book with this team again! Thank you Wendy, Matt, and your co-hosts for helping to make our time in Chicago wonderful!

Spacious with many amenities! Great place to relax with friends.

This was truly one of the best Airbnb experiences I’ve ever had. From the moment I arrived, everything felt warm, welcoming, and thoughtfully prepared. The space was not only beautiful and impeccably clean, but it also had so many special touches that made it feel like a true home away from home. What made this stay exceptional, though, was the host. They were incredibly kind, attentive, and genuinely cared about making my visit as perfect as possible. Every question I had was answered so promptly, and they offered wonderful local recommendations that made my trip even more memorable. It’s rare to find someone who goes above and beyond with such sincerity, but that’s exactly what this host did. I left feeling not just like a guest, but like a friend. I am so grateful for this experience and would return in a heartbeat. Highly, highly recommended to anyone considering this stay — you will be in the very best hands!

This place is near so many spots it was awesome! to go down and get food right below or just walking across the street and grabbing some food. the place was very well cleaned, had great spots just to sit and chill. beds very comfortable, rooms very spacious. water pressure can be very in and out sometimes but water was warm/hot and lasted a full shower.

William paid attention to detail and was responsive. Quick and informative Great location

Nice place to stay, quiet at night. Felt secure and well appointed!

The place was perfect for a solo stay. Has everything you need and easy to get around the rest of the city or suburbs. Very close to the lake and the el. Parking was also super easy. Niah and Ken were super responsive and helpful for anything I needed.