
Vacation rentals with beach access in North Side
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Top-rated beach access rentals in North Side
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Apartment rentals with beach access

Spacious! 3 bedroom apartment in Edgewater!
Awesome apartment in the Loyola Chicago neighborhood. Easy access to the loop with the red line. Host is super responsive. The place was spotless and well stocked when we arrived.

The Lakefront Lookout (2BR)
Enjoyed staying here — loved the view and proximity to great sites and shopping. Stephanie let us drop off our bags early (so helpful). When we checked in later, she was attentive and responsive. Good communication.

Lincoln Park DePaul Rowhouse Historic Bissell St
Nancy provided great instructions for check in and even saved us a parking spot in the street when we arrived. She was very proactive with communication during our stay to make sure we had everything we needed. The property was cleaning and welcoming.

Andersonville 2 bed with modern kitchen + bath
We were super comfortable at Michael’s place. All of the furniture was cozy and clean. There were plenty of towels and washcloths for our family of 4 too. The location was perfect and getting in and out of the place was a breeze. We felt like we belonged in the space.

Sunny Modern 1BR Beach/City Views Rooftop WFH Gym
Wonderful location! Safe and clean building. I do wish I had more control over the AC. It got a little warm some days but the fan helped. Host was really responsive!

Spacious 2 Bedroom in the heart of Lakeview!
I was there with 2 friends for a guys weekend and a Saturday Cubs game. The stadium was walkable and Terry was great. We had a small hiccup when checking in but was completely my fault. Terry was home and helped us get in. For what we needed it was perfect.

NEW! |Studio Apartment Whiting IN, United States#2
My stay here was Great ! Marlen was very responsive, her placed matched exactly like the picture it was neat and clean. It was a quiet neighborhood only 25 minutes from down town .

Beautiful Hollywood-Ridge Suite in Edgewater
Dorothy’s place was clean, good location, comfortable bed and great amenities. We’d definitely stay here again! She was also very kind and helpful!
House rentals with beach access

Cornerstone - Mins from Downtown & Lake Michigan
Angela’s place is amazing. As a host she is extremely responsive and went above and beyond to address anything that I asked about. I l love the primary bedroom because it’s large and the bed is really comfortable. My husband enjoyed the jetted tub.l in the upstairs bathroom. We also made great use of the workout room (my husband did). The open concept first floor suited my family needs well. Overall we enjoyed our stay and are appreciative of Angela for being a great hostess!

House 5BED/3BATH/1PARKING close to Downtown & Lake
This is great, quiet little neighborhood; it doesn’t feel like you’re in a big city. It was nice to go to a couple Cubs games, hang out in the city, enjoy the amazing food, and then head back to a quiet space. Specifically, Junni was very responsive and friendly. We had a couple little snafus that were all me but Junni was there to help and that’s unusual in my experience. I highly recommend and will do it again!

Cozy 3 bedroom river cottage w/ indoor fireplace
Amanda was a great host. Everything was exactly like the description. Communication was clear and easy. I would recommend this property.

The Oak @ The Oaks On The Fox
Heidi’s place is absolutely beautiful! 🤩 It was the perfect place to relax while we were in town for appointments. The view of the river is peaceful and tranquil. The place is new, clean and thoughtfully equipped to make your stay as comfortable and enjoyable as possible. Heidi was a great host. She was quick to respond, flexible and good with communication. Thanks for a great stay!

Woodlawn Oasis: 5-15 Mins from Food, Fun, Dining
Good location restaurants and shopping not far. House was clean, great space and provided the basics. First night wasn't working the host responded immediately and was able to troubleshoot and fix the issues!

Executive Contemporary Duplex
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!

Sanctuary on the Ravine
The Woodland house is truly incredible, with every detail thoughtfully designed for comfort, from the cozy bedrooms and soft linens to the inviting beds. The kitchen nook with a couch overlooking the ravine offers stunning views of nature, making it a picturesque spot to relax. The home exudes warmth and is perfect for unwinding in the spacious sunken living room or one of the multiple outdoor seating areas. Debra was an excellent host, providing all the amenities you could need. This home is a 10+, and you won't want to leave!

White Turtle on Fox River welcomes you!
This was a beautiful home! Everything was super clean and felt like home. The kitchen is fully stocked and they have clean linens and blankets in case you need them. They were so kind and even included a champagne bottle as a gift! Great place to stay, highly recommend! Vladyslav was extremely helpful, responsive, accommodating and kind.
Condo rentals with beach access

A Stones Throw from U Chicago South Campus!
Great location within walking distance of University of Chicago and in a safe neighbourhood. Basement apartment with 2 bedrooms. Bed was comfortable & extra pillows & blankets were provided. Toilet & kitchen facilities were slightly dated but functional. Appreciated the use of washer/dryer & complimentary coffee/tea. Very hospitable host!

RockStar Pad W3A BoysTown/Wrigley Field/Parking
We had a great stay! The apartment is beautiful and comfortable. There are tons of nice touches throughout, and we definitely relaxed when we were there! The only issue we had is that ubers kept getting the wrong directions/address, but when we used the gyro shop as a pick up/drop off spot, we were fine. The location is in walking distance of Wrigley Field, and great restaurants and thrift shops, and public transit. Highly recommend this apartment if you are visiting Chicago!

The Ramblers Inn, Northside NEW Reno w/parking!
We were in town visiting our son for Easter and this place was exactly what we needed. Unbeknownst to me, my son lives in the building behind the Rambler Inn so it was so convenient. My daughter drove in from Ohio so the parking space was a bonus. The house was very spacious for the four of us and we were able to have family meals in the dining room. The hosts were great about communicating and we definitely plan on staying again in the future.

Jarvis Gardens - 1BR/BEACH/Wine patio/fire pit
I recently had the pleasure of staying at this charming Airbnb, and I can't say enough good things about it! From the moment I walked in, I was blown away by how beautifully decorated the space is. Every corner is thoughtfully designed, making it feel both cozy and stylish. The host was incredibly responsive and quick to answer any questions I had, which made my stay even more enjoyable. It’s always nice to know that help is just a message away! The location is fantastic—perfectly situated to explore the local sights and hidden gems. I loved being able to step out and find great restaurants and shops within walking distance. One of my favorite features was the record player! It added a nostalgic touch to my mornings and evenings, allowing me to unwind with some great tunes. And let’s not forget about the shower—it was absolutely breathtaking! It felt like a spa experience every time I stepped in. Overall, this Airbnb exceeded my expectations, and I can’t wait to return! Five Stars!

2BD/2BA MAG MILE MASTERPIECE (+Rooftop)
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!

Pets OK | Walk Score 95 | Desk | 1,750ft² |W/D
Great stay!! Perfect location and it suited our family and dogs wonderfully while we weee in Chicago for 4 nights. I passed this listing along to a friend who is looking to stay in the same area. Overall great experience and we loved our time there!

Andersonville: 3-bed, 2-bath w/ Dining RM & EZ PKG
My family of 6 had a great stay at Ari’s. The space was very clean with lots of thoughtful touches. Ari was a flexible and accommodating host, and check in instructions couldn’t have been clearer. Location is just a 10-15 min walk from the red line. Toiletries were provided and appreciated. Would highly recommend!

Large 2BR, 2BA, patio, sunroom, W/D, L-kitchen
Great place! We will be back with our family!
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- 875 North Michigan Avenue
- Six Flags Great America
- Wilmot Mountain Ski Resort
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Lincoln Park
- Museum of Science and Industry
- Willis Tower
- Chicago History Museum
- Brookfield Zoo
- Flossmoor Golf Club
- Illinois Beach State Park
- Skokie Country Club
- Garfield Park Conservatory
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