
Vacation rentals with beach access in Chicago Loop
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Top-rated beach access rentals in Chicago Loop
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Popular amenities for Chicago Loop beach access rentals
Apartment rentals with beach access

Sheridan Beach Apartment
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!!

Evanston 2BR 2Bth 1 Blk to Beach
Really comfortable home with thoughtful details. Easy access to many parks and restaurants, and also close to everything we needed for our family event. Sheila was very warm and helpful. There was more traffic than I expected (Evanston is hopping!), but we still always found parking within half a block. Great stay!

Andersonville's Secret Garden: 2 beds, 1 bath
Such a stylish and cozy spot in the heart of Andersonville! The beds were incredibly comfortable and the space had so much charm. Just steps away from great shops, restaurants, and everything else you would need near Clark street. Would definitely stay again!

Bright 2BR Andersonville – Walk to Lake & Dining
we had a great stay here midweek. Easy to get find, great neighborhood, and accessible to the lakefront in about 15 minutes by walking. We were also very happy with the quick communication with our hosts. We will be back!

cozy grand studio 2nd floor/near lake/public tran.
Great stay! Easy check-in and check out. Location very close to metro and local restaurants and an easy ride to downtown!

Andersonville Living
We loved this cute, Craftman-style apartment. It was so homey and well arranged, nicely furnished, and beautifully decorated that we seriously wanted to move in! The owners were very thoughtful about providing what visitors will need. (They even provided a spare umbrella!) Everything was exactly as described, and communication was friendly and prompt. The only issue we had was trying to find on-street parking. We had to park several blocks away and, sadly, our car was stolen from that parking spot. Otherwise, it was a lovely neighborhood and a convenient location. Despite the parking problems, I would stay there again.

NEW! |Studio Apartment Whiting IN, United States#2
Good alternative to staying in Chicago for a big concert in the city.

Quiet city getaway by beach in fun neighborhood
Location is fantastic. Walking distance to beach, red line, buses, great food, shopping, etc. The apartment has a hip vibe and is located in a beautiful neighborhood that we really enjoyed walking through on our way in/out. Free dedicated parking is a huge bonus. Host was very responsive and you can tell they really care about the guest experience. Little things like packages of earplugs by the beds show how thoughtful they are. The neighborhood was pretty quiet most nights but it was nice to have the earplugs available.
House rentals with beach access

Amazing historic campus mansion!
Caryl was extremely helpful with a check in process and she introduced us the property as well as surrounding local attractions. We felt the place was warm and very spacious for our group and we had a pleasant stay.

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!

CasaNova Modern City Living
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!

Historic Old Town, Fabulous 4 Bedroom Home
We had the best stay in Old Town! The Airbnb was wonderful and spacious for our family.

Luxe-Haus of Love—The 1938 Cape Cod |Heated FLRS |
Words can’t describe how beautiful and clean the property and neighborhood is! The house is very spacious and modern. The basement is new, has a big room and bathroom with shower. The masters bedroom has a living room and GORGEOUS bathroom! The host provided cleaning supplies and even personal bathroom supplies for men and woman. The host was very nice and friendly 🥰 We had an incident with our previous AIRBNB and we had to rent this one last minute- The host responded at 1am letting us checked in at 1am. If you plan on staying here, please take care of it lol It’s such a lovely house! 100% Recommend!

Woodlawn Oasis: 5-15 Mins from Food, Fun, Dining
This was a fantastic find! My whole party loved the place. It was clean and wonderfully located in a peaceful neighborhood close enough to transport to walk but far enough from the noise and bustle of downtown. Shawn was very responsive to any questions I had and was super kind and friendly! I absolutely would stay here again!!

Cheryl's on Sheffield! 3 bedroom in Lincoln Park.
Wow! I can’t say enough good things about Cheryl’s hosting! She and her husband went above and beyond for us. They are so responsive and friendly and even went so far as buying a pack and play for us last minute and jumping our car battery when it died! Talk about amazing! The place had everything we needed and the location was lovely. Would definitely stay here again!

Private Downtown Retreat with Rooftop Oasis
Our daughter was graduating from University of Chicago while our other daughter graduated from USAF flight school in Mississippi, and our family and friends visited from locations scattered around multiple time zones. Florin's location was simply the perfect place to handle such incoming chaos while lowering blood pressure to encourage a wonderful graduation experience headache-free. The rooftop experience was stunning, and everybody has been raving about the furnishings and easy-going environment in such a lovely place. The bathrooms and bedrooms were spa-worthy, and there were simply so many careful and thoughtful touches at this location that made it hard to leave! Florin has multiple parking options, but we only needed one nearby, offstreet parking place that was never a problem---surprising for a big city like Chicago! In short, this was probably the finest AirBnB we ever visited, and we are so grateful for such an exclamation point on a magical weekend. Thank you, Florin!
Condo rentals with beach access

A Stones Throw from U Chicago South Campus!
Everything was great! The location was perfect—close to most of the attractions we visited during our stay. We really appreciated how well everything was set up. The honey was a lovely touch, and we especially enjoyed the peaceful, quiet atmosphere away from the city. Thank you for a wonderful experience!

RockStar Pad W3A BoysTown/Wrigley Field/Parking
I can't recommend this Airbnb enough! From the moment I walked in, I felt right at home. The place was not only extremely clean, but also beautifully decorated with a very welcoming atmosphere. The space is also very spacious, which was a huge plus. The host was incredible, super kind and helpful. There’s so many restaurant and fun bars in the area so there was always something to do on our down time. Thanks again Will for sharing your amazing space!

The Ramblers Inn, Northside NEW Reno w/parking!
Easy check in and close to LUC which is what we needed. Clean and comfortable. Bonus that it included parking.

Charming Apt. Near Beach, Train & Private Parking
The location was a five minute walk to the beautiful Loyola Park along Lakr Michigan. Lots of walkable stores and restaurants. Would stay there again and recommend to others.

Jarvis Gardens - 1BR/BEACH/Wine patio/fire pit
Chip and Lito's place is a dream! Spacious, clean, quiet, and convenient to restaurants, the "L", and the beach. Apartment is very well appointed, yet not cluttered. The shower is awesome! It was very nice to have a full kitchen, with coffee makers and dishwasher. I definitely plan to stay here the next time I visit Chicago!

Cozy 3BR on Chicago's North Side & Free Parking
Planned a weekend trip with our daughters and their partners to Chicago. Loved this location being outside of the city but very conveniently located to public transit. The house itself was beautiful and comfortable, with plenty of room for 6 adults. A perk was the driveway parking space for our car. Would definitely recommend to others and stay again when visiting Chicago!

Pets OK | Walk Score 95 | Desk | 1,750ft² |W/D
We were absolutely blown away by how nice Danny’s place in Lincoln Park was. It was perfect for our first family trip to Chicago. The house was big, well decorated, comfy and private. The surroundings are peaceful and quiet and just a quick ride into the city. We used all transportation to and from with ease. Because we spent most our time walking the city, coming home to this Airbnb was so nice! I’d definitely stay again. Thanks for your hospitality Danny!

Andersonville: 3-bed, 2-bath w/ Dining RM & EZ PKG
Had an excellent time with my family at Ari’s place. It was very infant friendly and just as advertised. It’s easily walkable to the best places in Andersonville. We would stay here again!
Quick stats about vacation rentals with beach access in Chicago Loop
Total rentals
40 properties
Nightly prices starting at
G$8,368 GYD before taxes and fees
Total number of reviews
510 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
30 properties have a pool
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Willis Tower
- Wicker Park
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center
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