
Holiday rentals with beach access in Downtown Chicago
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Top-rated Accommodation with Beach Access in Downtown Chicago
Guests agree: These holiday homes with beach access are highly rated for location, cleanliness and more.
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Popular amenities for Downtown Chicago Accommodation with Beach Access
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.

2 bedroom apartment with free parking and laundry
The location was good few minutes to stores & other places. Had its own parking spot which is a deal. Host was nice. Apartment was nice & clean.

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.

Woodlawn Oasis
Super responsive host and I loved the candles they had! The place was super clean and is exactly how it is listed on the photos

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
The space is cozy and comfortable, and the views from the room are fantastic. It's a great location, with lots of bars and restaurants nearby, easy access to transit, and a short walk to the beach at the lake. Check-in and general communication were easy and helpful. Thanks for hosting!

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
Marlena rental unit was very clean and easy to get into. The area is walkable if you do not have a vehicle, there is a subway and Mexican restaurant in front of the rental unit and a gas station across the street. Good location!
Holiday 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!

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

Cozy 4-Bedroom House with Patio
One of the best host we have ever stayed with!!

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!

Private Downtown Retreat with Rooftop Oasis
Florin was amazing! The place was exactly as described and exactly what we needed. I had a couple questions upon arrival and he was very quick to respond and help troubleshoot something- even offered to come over to check something out if needed. He was extremely flexible and was able to accommodate a later check out for us. Would definitely stay here again!

Edgewater Beach Home Steps to the Lake
We had a great time at the house and were very pleased with the cleanliness and warm feeling the house provided. The charm of the house and the neighborhood was an added bonus for our trip and we would love to stay here again.

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!
Holiday condos 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
- The Field Museum
- Lincoln Park
- Wicker Park
- Lincoln Park Zoo
- Museum of Science and Industry
- Willis Tower
- Chicago History Museum
- Flossmoor Golf Club
- Brookfield Zoo
- Illinois Beach State Park
- Skokie Country Club
- Garfield Park Conservatory
- Chicago Cultural Center
- Things to do Downtown Chicago
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