Vacation rentals with beach access in Chicago Loop

Find and book unique beach-access accommodations on Airbnb

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Popular amenities for Chicago Loop beach-access accommodations

Apartment rentals with beach access

Guest favourite
Apartment in Edgewater
4.94 out of 5 average rating, 69 reviews

Spacious! 3 bedroom apartment in Edgewater!

PatrickRating, 5 stars1 month ago
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.
Superhost
Apartment in Gold Coast
4.82 out of 5 average rating, 190 reviews

The Lakefront Lookout (2BR)

DanielRating, 5 stars2 weeks ago
Great place, and area. The place was clean and very spacious!
Superhost
Apartment in Woodlawn
4.82 out of 5 average rating, 51 reviews

Woodlawn Oasis

ZeeRating, 5 stars6 months ago
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
Top guest favourite
Apartment in Lincoln Park
5 out of 5 average rating, 87 reviews

Lincoln Park DePaul Rowhouse Historic Bissell St

KevinRating, 5 stars4 months ago
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.
Top guest favourite
Apartment in Andersonville
5 out of 5 average rating, 99 reviews

Andersonville 2 bed with modern kitchen + bath

PatRating, 5 stars2 weeks ago
Our second stay with Michael and Lora was just as great as the first one. It's a great space for couples or small families. Very well appointed, it offers everything you could need, and is in the best neighborhood -- a major plus! This is our go-to place to stay when we come to Chicago.
Guest favourite
Apartment in Lake View
4.88 out of 5 average rating, 85 reviews

Pristine Lakeview| Boystown |Wrigley Haven |Beach.

MackenzieRating, 5 stars6 days ago
Wonderful stay in a beautiful part of Chicago! There's lot to do in the area and it's just a quick walk away from the lake shore. Would highly recommend for anyone looking for a clean and cozy place to stay in northern Chicago!
Superhost
Apartment in Uptown
4.68 out of 5 average rating, 44 reviews

Sunny Modern 1BR Beach/City Views Rooftop WFH Gym

DariusRating, 5 stars1 month ago
The place was almost perfect. The Walls are very thin so you can hear everything other than that not bad at all oh and find the SERK art this is an insider for those who will pay attention at their stay.
Top guest favourite
Apartment in Lake View
5 out of 5 average rating, 110 reviews

Spacious 2 Bedroom in the heart of Lakeview!

SarahRating, 5 stars1 month ago
Beautiful boho, whimsical space, firm mattresses, all the comforts of home: extra blankets, pillows, towels, books and magazines. Took pictures of how pretty everything was, thinking I want my home to look like this. Toilet flush was tricky in the way of older homes. Super convenient, in a fun neighborhood and easy walk to public transportation, parking available. We had a great time.

House rentals with beach access

Superhost
Home in Bronzeville
4.96 out of 5 average rating, 51 reviews

Cornerstone - Mins from Downtown & Lake Michigan

CrystalRating, 5 stars3 months ago
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!
Guest favourite
Home in Hyde Park
5 out of 5 average rating, 16 reviews

Amazing historic campus mansion!

ColleenRating, 5 stars3 weeks ago
An amazing host, went above and beyond to accomodate for our needs (we needed to leave bags in the house later than check out, which she allowed and we are very thankful for) - a beautiful house in a beautiful neighbourhood! Highly recommend :)
Guest favourite
Home in West Ridge
4.93 out of 5 average rating, 138 reviews

House 5BED/3BATH/1PARKING close to Downtown & Lake

JessicaRating, 5 stars2 days ago
The home is well maintained, very clean, with great amenities. I appreciated that Junni reached out to me before the trip to clarify any questions and provided detailed instructions for everything. I will be returning! Thank you Junni!
Superhost
Home in Chicago
4.77 out of 5 average rating, 39 reviews

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

ShareseRating, 5 stars1 month ago
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.
Superhost
Home in Irving Park
4.82 out of 5 average rating, 11 reviews

Cozy 4-Bedroom House with Patio

GaryRating, 5 stars4 months ago
One of the best host we have ever stayed with!!
Superhost
Home in Woodlawn
4.82 out of 5 average rating, 119 reviews

Woodlawn Oasis: 5-15 Mins from Food, Fun, Dining

SherniceRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Near North Side
4.98 out of 5 average rating, 42 reviews

Private Downtown Retreat with Rooftop Oasis

Monica Rating, 5 stars2 weeks ago
Wow! What a charming house my whole family and I enjoyed during our stay. The beds were comfortable and we felt like we were in a residential home not a rental! The rooftop was the best part! Such a great neighborhood and part of the city, will definitely try to stay here again! Thanks for having us!
Top guest favourite
Home in Edgewater
4.96 out of 5 average rating, 57 reviews

Edgewater Beach Home Steps to the Lake

KatieRating, 5 stars2 weeks ago
This place was great!!! Clean and LOTS of space. We barely left the house except to grab a few meals and it was great! The deck was so nice (we got lucky on weather) and the kitchen was super well stocked!! Would highly recommend!

Condo rentals with beach access

Guest favourite
Condo in Woodlawn
4.88 out of 5 average rating, 232 reviews

A Stones Throw from U Chicago South Campus!

LinusRating, 5 stars3 days ago
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!
Top guest favourite
Condo in East Rogers Park
4.98 out of 5 average rating, 103 reviews

The Ramblers Inn, Northside NEW Reno w/parking!

JessicaRating, 5 stars2 months ago
We had a wonderful, peaceful time staying with Jeremiah and Maysa. They were kind, extremely communicative, and when our family came over to visit everyone commented on what a beautiful home it was. 10/10. Also, extremely fast WiFi, great for working from home for multiple people who were on video calls.
Top guest favourite
Condo in East Rogers Park
4.96 out of 5 average rating, 54 reviews

Jarvis Gardens - 1BR/BEACH/Wine patio/fire pit

JenniferRating, 5 stars4 months ago
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!
Superhost
Condo in Gold Coast
4.88 out of 5 average rating, 192 reviews

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

LeannRating, 5 stars3 weeks ago
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!
Top guest favourite
Condo in Lincoln Park
4.98 out of 5 average rating, 249 reviews

Pets OK | Walk Score 95 | Desk | 1,750ft² |W/D

KristinRating, 5 stars1 week ago
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!
Top guest favourite
Condo in Andersonville
4.99 out of 5 average rating, 110 reviews

Andersonville: 3-bed, 2-bath w/ Dining RM & EZ PKG

HollyRating, 5 stars3 days ago
Just as described. Easy walk to transit, restaurants, coffee shops and more. Slept 5 of us easily and comfortably. Clean and updated space with plenty of amenities. As well, the host is great with communication. Would absolutely stay here again.
Guest favourite
Condo in Uptown
4.97 out of 5 average rating, 116 reviews

Large 2BR, 2BA, patio, sunroom, W/D, L-kitchen

AlbertoRating, 5 stars2 weeks ago
Great place and excellent location. Two blocks from train in quiet neighborhood. Not the host fault, but strongly recommend bringing earplugs. You can hear the neighbors above walking late at night and early in the morning and kids crying. Other than that great stay.
Guest favourite
Condo in Evanston
4.78 out of 5 average rating, 631 reviews

Spacious Evanston Unit - Walk to Northwestern U

EdwardRating, 5 stars1 day ago
Yvonne’s place is amazing everything you see in the gallery is exactly what you see when you arrive . Super chill spot quiet , clean definitely recommend and will stay again.

Quick stats about vacation rentals with beach access in Chicago Loop

  • Total rentals

    40 properties

  • Nightly prices starting at

    $56 CAD 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

Destinations to explore