Holiday rentals with beach access in Chicago Loop

Find and book unique accommodation with beach access on Airbnb

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Popular amenities for Chicago Loop Accommodation with Beach Access

Apartment rentals with beach access

Guest favourite
Apartment in Andersonville
4.92 out of 5 average rating, 142 reviews

Andersonville's Secret Garden: 2 beds, 1 bath

TylerRating, 5 stars2 days ago
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!
Luxe
Apartment in Gold Coast
4.9 out of 5 average rating, 10 reviews

Luxury Designer Penthouse|Private Deck|Gold Coast

IkechiRating, 5 stars2 weeks ago
Excellent place to stay. Quite a fe steps for those with issues getting up and down steps, but worth it.
Top Guest favourite
Apartment in Andersonville
5 out of 5 average rating, 105 reviews

Andersonville 2 bed with modern kitchen + bath

OmriRating, 5 stars3 weeks ago
We had a truly wonderful stay at Mike and Lora’s place. The apartment is spacious, spotless, and very well-equipped. The beds are extremely comfortable, the linens were luxurious, the kitchen was a real treat to use, and the Wi-Fi worked perfectly throughout our stay. The location is amazing - right in the heart of the neighborhood, just steps away from great cafes and restaurants. It’s a super walkable area, which made it easy and enjoyable to explore everything on foot. Mike and Lora were responsive, thoughtful, and kind throughout our stay. Communication was smooth and easy, and we felt very well taken care of. Highly recommended - we’d love to come back someday!
Top Guest favourite
Apartment in Andersonville
4.93 out of 5 average rating, 435 reviews

Andersonville Living

AnnaliseRating, 5 stars3 weeks ago
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.
Top Guest favourite
Apartment in Andersonville
4.96 out of 5 average rating, 94 reviews

Andersonville Bicycle Studio

RebeccaRating, 5 stars2 weeks ago
I had a wonderful stay at this lovely Airbnb! The decor was so thoughtful and definitely matched the bicycle studio vibes. The space was really cozy and welcoming. I especially appreciated the small details that showed how much care went into setting up the home. The host also left a kind handwritten note, which was such a warm and personal touch. It made me feel right at home from the moment I arrived. It was great being back in my old neighborhood for a visit and this space was in the perfect location. Highly recommend staying here!
Superhost
Apartment in Whiting
4.83 out of 5 average rating, 172 reviews

NEW! |Studio Apartment Whiting IN, United States#2

AlondraRating, 5 stars2 weeks ago
Nice cozy play to stay, outside of the busy Chicago streets! Has good restaurants around that are walkable to.
Guest favourite
Apartment in Andersonville
4.96 out of 5 average rating, 109 reviews

Quiet city getaway by beach in fun neighborhood

JosephRating, 5 stars1 week ago
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.
Top Guest favourite
Apartment in Andersonville
4.98 out of 5 average rating, 198 reviews

Beautiful Hollywood-Ridge Suite in Edgewater

BillRating, 5 stars2 weeks ago
Dorothy was very welcoming and communicative, and the bagels and snacks were an extra nice touch. The rental is as described, if not better, and provided a quiet and comfortable place to stay. The location is well centered between Andersonville and the Bryn Mayr red line station with easy access to all of the locations in Edgewater. There is currently some road construction that blocks off close by roads, however, the streets are open to local traffic and it actually makes walking easier.

Holiday House Rentals with beach access

Guest favourite
Home in Hyde Park
5 out of 5 average rating, 19 reviews

Amazing historic campus mansion!

ArunaRating, 5 stars3 weeks ago
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.
Superhost
Home in West Ridge
4.92 out of 5 average rating, 143 reviews

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

LillianRating, 5 stars6 days ago
We would definitely use this location again when in town with family. Specious and only a short uber ride from everything we needed.
Guest favourite
Home in Chicago
4.88 out of 5 average rating, 51 reviews

CasaNova Modern City Living

HelenRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Lincoln Park
4.85 out of 5 average rating, 171 reviews

Historic Old Town, Fabulous 4 Bedroom Home

MeganRating, 5 stars1 month ago
We had the best stay in Old Town! The Airbnb was wonderful and spacious for our family.
Guest favourite
Home in Skokie
4.86 out of 5 average rating, 96 reviews

Luxe-Haus of Love—The 1938 Cape Cod |Heated FLRS |

TaniaRating, 5 stars6 days ago
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!
Superhost
Home in Woodlawn
4.83 out of 5 average rating, 122 reviews

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

HaliRating, 5 stars3 weeks ago
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!!
Top Guest favourite
Home in Lincoln Park
4.94 out of 5 average rating, 71 reviews

Cheryl's on Sheffield! 3 bedroom in Lincoln Park.

AdriaRating, 5 stars1 week ago
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!
Top Guest favourite
Home in Near North Side
4.98 out of 5 average rating, 58 reviews

Private Downtown Retreat with Rooftop Oasis

KohlieRating, 5 stars5 days ago
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!

Holiday condos with beach access

Guest favourite
Condo in Woodlawn
4.87 out of 5 average rating, 237 reviews

A Stones Throw from U Chicago South Campus!

BrendaRating, 5 stars3 weeks ago
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!
Superhost
Condo in Magnificent Mile
4.69 out of 5 average rating, 230 reviews

Studio flat in the heart of Chicago's Gold Coast

CoreyRating, 5 stars2 weeks ago
everything was extremely nice, unfortunately the knob to change from shower to faucet was detached so we could not utilize the very large beautiful bathtub. The front porch light also needs to be replaced, we opted to leave the front door open to be able to see outside after dark. Other than that everything was extremely nice. Still worthy of a five-star review.
Top Guest favourite
Condo in Lake View
4.99 out of 5 average rating, 177 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking

BenjaminRating, 5 stars1 day ago
My dad and I were on a baseball road trip and this was a perfect place for a cubs game! About a 15 minute walk. Will was responsive and friendly, and the place might have been one of the coolest bnbs. Such a fun and relaxing spot. Would easily stay again!
Top Guest favourite
Condo in East Rogers Park
4.98 out of 5 average rating, 108 reviews

The Ramblers Inn, Northside NEW Reno w/parking!

KerryRating, 5 stars1 month ago
Easy check in and close to LUC which is what we needed. Clean and comfortable. Bonus that it included parking.
Top Guest favourite
Condo in East Rogers Park
4.97 out of 5 average rating, 60 reviews

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

TammyRating, 5 stars2 weeks ago
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!
Top Guest favourite
Condo in East Rogers Park
4.99 out of 5 average rating, 287 reviews

Cozy 3BR on Chicago's North Side & Free Parking

LauraRating, 5 stars1 week ago
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!
Superhost
Condo in Gold Coast
4.87 out of 5 average rating, 195 reviews

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

LeannRating, 5 stars2 months 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 Andersonville
4.99 out of 5 average rating, 118 reviews

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

JacobRating, 5 stars3 weeks ago
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 holiday rentals with beach access in Chicago Loop

  • Total rentals

    40 properties

  • Nightly prices starting at

    $66 NZD 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