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Vacation rentals with breakfast in Downtown Chicago

Find and book unique accommodations with breakfast on Airbnb

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Popular amenities for Downtown Chicago accommodations with breakfast

House rentals with breakfast

Home in Glen Ellyn
4.71 out of 5 average rating, 7 reviews

Pardizes Suites

RayRating, 5 stars1 week ago
Lisa was the best host I've ever had. The house was amazing. Definitely #1 against every other AIR BNB I've ever stayed at before. This house was comfortable, up to date (if not ahead of its time). The atmosphere was great. The beds were comfortable. There was so much to do in that home. I honestly will do my best to stay in this home again in the future. Outstanding job Lisa. See you soon!!! Rated 10 stars.......
Superhost
Home in Chicago
4.86 out of 5 average rating, 66 reviews

◆◆◆ Work, Play, Eat | 5B/3BA Near Everything ◆◆◆

PhoolRating, 5 stars2 months ago
FANTASTIC!! Great host! Awesome location! Clean house with everything needed available.. my kids loved the house, it felt like home away from home. Peaceful … Wish I could give more stars than 5!!!
Superhost
Home in Chicago
4.56 out of 5 average rating, 135 reviews

Huge 2 Story Home/7miles from Downtown Chicago!

CrystalRating, 5 stars1 week ago
My family and I enjoyed our stay, if you can look past the neighborhood(that wasn’t extremely bad) it was a very welcoming stay. I would book with Kevin for future visits
Home in Chicago
4.87 out of 5 average rating, 70 reviews

Wicker Park 7 Beds Crash Pad

NancyRating, 5 stars3 weeks ago
The air bnb was amazing! The host was great, she was very responsive and always checked in with us. There was plenty of space to accommodate for everyone in my family. My only concern was the gnat problem. With it raining so much while we were there, it attracted many gnats. Other than that, the home was very cozy & clean. My family and I had a very memorable stay!
Guest favourite
Home in Chicago
4.99 out of 5 average rating, 79 reviews

Luxe SFH Bucktown Retreat with Garage Parking

JacquieRating, 5 stars4 months ago
The home was beautiful, clean, easily accessible and located in a great area. We had many options for restaurants within a few minutes drive. Easy access to downtown for exploring. Very comfortable amenities and well stocked kitchen. We would stay here again!
Superhost
Home in Bolingbrook
4.73 out of 5 average rating, 22 reviews

Private 3BR w/ Backyard | LCP Collection

CarltonRating, 5 stars10 months ago
this was a great place lovely 😍 will book again and who ever reading this should book to
Superhost
Home in Chicago
4.82 out of 5 average rating, 11 reviews

Cozy 4-Bedroom House with Patio

RodrigoRating, 5 stars6 months ago
Tudo perfeito, Thatheu é um excelente anfitrião, sempre responde rapidamente, a acomodação é perfeita, com uma estrutura excelente e a localização é muito boa, pois tem ônibus e uma estação de metrô bem pertinho que leva ao aeroporto e também para os principais pontos turísticos da cidade. Thatheu deixou água, leite e outras coisinhas, super gentil. O bairro é muito tranquilo, com boa estrutura de restaurante, mercado, lavanderia, dollar tree…
Guest favourite
Home in Westmont
4.89 out of 5 average rating, 84 reviews

Cottage fenced yard nr metra Chicago Pet Friendly

PeterRating, 5 stars1 week ago
Attentive host who still respected our privacy. Nice co,y place in a great location/neighborhood

Apartment rentals with breakfast

Guest favourite
Apartment in Chicago
4.79 out of 5 average rating, 296 reviews

Cozy Garden-Subterranean Apartment

SusannaRating, 5 stars3 weeks ago
Wir hatten einen sehr schönen Aufenthalt bei Jenny. Die Wohnung hatte alles, was man braucht. Man kommt bequem mit den Öffentlichen Verkehrsmitteln in die Innenstadt und zum Flughafen. In der Nähe ist ein Supermarkt und die Gegend ist schön und ruhig.
Guest favourite
Apartment in Stickney
4.86 out of 5 average rating, 14 reviews

Near Midway Chicago- B & B

MarioRating, 5 stars2 months ago
Our stay here was an amazing experience! Would definitely stay here again! The area is very safe! The location felt like home! And so close to Chicago downtown. It was clean and met all of our standards! Alex was very friendly and always checking in on us to see if we needed anything else and made sure we were comfortable. The home had all the things we needed for a comfortable stay. Highly recommend this place for anybody that’s looking for a location close to downtown but still have that quietness away from the noisy city.
Superhost
Apartment in Chicago
5 out of 5 average rating, 7 reviews

Family-Friendly 4BR in Lincoln Park, Safe Area

CathyRating, 5 stars1 month ago
We had a great stay. Very safe location and in walking distance to many places. The unit was very clean and had enough room for all of us. We liked that there was a fitness center that we could use. Our host was very responsive and friendly. We would happily rent from them again.
Guest favourite
Apartment in Chicago
4.96 out of 5 average rating, 171 reviews

Decompress on a Sophisticated Chaise at a Glamorous Hideaway

JaimesonRating, 5 stars1 month ago
Enjoyed my getaway at this beautiful airbnb! Very clean and cozy. Simida was very friendly and her place made me feel right at home! Good and peaceful area, and plentiful street parking- definitely recommend!
Top guest favourite
Apartment in Blue Island
4.94 out of 5 average rating, 295 reviews

Charming Unique 2 Bdrm Apartment in Victorian Home

DebbieRating, 5 stars1 week ago
This was our 3rd stay at this lovely Victorian apartment. The Blue Island location is perfect, whether driving into the city or to our daughter's place in a nearby suburb. My husband loves walking in this historic neighborhood. Carol is extremely responsive and flexible, when possible. The kitchen is stocked with breakfast items and a variety of snacks. We love the second story apartment, which is spacious and comfortable. Highly recommend!
Superhost
Apartment in Chicago
4.89 out of 5 average rating, 54 reviews

Modern Retro 90s Themed 3bd Low Cleaning fee!

MadiRating, 5 stars8 months ago
Overall, this place was spacious, clean, loved the theme, easy to get in and out, there were two separate doors you could lock once inside, and it was way larger than what I was expecting. Love the open floor plan, felt safer knowing that the hosts lived on the premises, as the neighborhood/location was a bit questionable. Had no problems though, and would definitely recommend as long as you’re okay with going out of the way for gas, food, etc!
Guest favourite
Apartment in Chicago
4.82 out of 5 average rating, 168 reviews

Heart of Wicker Park! Location. Walk to Everything

BeckyRating, 5 stars6 days ago
DW’s place was the perfect location and setup for our visit to Chicago! My husband, daughter, and granddaughter were here for our son and Daughter-in-law’s baby shower in West Town. We were able to walk almost everywhere. The beds were so comfy, kitchen had what we needed for breakfasts, it was as clean as could be and we could see Wicker Park from the living room. The Sunday market there was awesome. Also awesome was how close restaurants and shops were. My 12 year grand daughter wanted to shop everyday. And we ate well. Probably the most impressive though was how quickly DW responded to my questions. Wicker Park is one of the top neighborhoods to live in Chicago so come enjoy some local flavor!
Guest favourite
Apartment in Chicago
4.92 out of 5 average rating, 37 reviews

HUGE Hyde Park Modern Duplex

LakeshaRating, 5 stars2 weeks ago
Bee was a great host. Home is definitely worth what I paid, it’s a home-away from home. Clean and smelled great! I would recommend this place.

Bed and breakfast rentals with breakfast

Private room in Chicago
4.8 out of 5 average rating, 171 reviews

#7 Historic Chicago Home - Bunk Bedroom(Twin&Full)

DanielRating, 5 stars7 months ago
This is the best and most affordable place in Chicago. You won’t get a better deal in Airbnb. Sharing the bathroom is not a big deal when everything is clean and works properly.
Private room in Chicago
4.84 out of 5 average rating, 360 reviews

Large private room w/ shared bathroom in Boystown!

AjRating, 5 stars2 weeks ago
Their place was beautiful and just as described! Just like the pictures! Snacks and breakfast in the kitchen were very much appreciated. Check in and check out was easy and simple. Would like to stay again when I’m in town! :)
Top guest favourite
Private room in Chicago
5 out of 5 average rating, 114 reviews

Urban Oasis Pilsen - guest room in townhouse

YiRating, 5 stars1 week ago
"Urban Oasis Pilsen" – A Haven of Humanity and Hospitality Booked 6mo pre-conference (McCormick Place)—exceeded every hope. Patrick & Christiane aren’t just 5.0 hosts, they’re Airbnb legends in every detail. They anticipate needs (earplugs + double windows!) despite faint highway hum. Rather than spoiling the magic with specifics (you deserve to discover their kindness firsthand!), I’ll summarize: This isn’t just a stay—it’s a masterclass in how Airbnb should feel. Fun bonus: 88 Marketplace, steps away, packs a mini-Chinatown punch: 🔥Hotpot | 🍢Skewers | 💅Nails | 🌶️Sichuan | 🎮Cybergames | 🍲Claypot-rice… (trust me, explore!) A rare urban oasis—book when it's available. "都市绿洲Pilsen"——人性化体验的庇护所 为麦考密克会展提前半年预订——远超期待!Patrick和Christianne不仅是5.0满分房东,更是细节控的Airbnb传奇。连高速路白噪音都未雨绸缪(耳塞+双层窗!) 不剧透细节(你值得亲身发现惊喜),但可总结:这不仅是住宿,更是Airbnb体验的终极教案。 趣味加成:步行即达"88商场",上演迷你唐人街狂想曲: 🔥火锅 | 🍢烤串 | 💅美甲 | 🌶️川菜 | 🎮电玩 | 🍲煲仔饭...(去探索吧!) 城市绿洲名副其实——手慢无。
Superhost
Private room in Chicago
4.78 out of 5 average rating, 266 reviews

Cloudgate Room, minutes to O'Hare in Safest Area

BismaRating, 5 stars7 months ago
On a passé un super séjour ! Je recommande 👍🏼
Superhost
Hotel room in Chicago
4.85 out of 5 average rating, 48 reviews

Queen Room w/ Balcony in Boutique Wicker Park B&B

JeanRating, 5 stars5 months ago
It was a wonderful stay with a very hospitable host. We loved the access to the beautiful kitchen with instant hot water for tea. The homemade baked goods were a delicious treat in the morning. The room was immaculate. The back rooms face the tracks for the busy Chicago Transit Blue Line, so if noise bothers you, ask for a room facing the street.
Guest favourite
Private room in Chicago
4.77 out of 5 average rating, 318 reviews

Chicago River Room near USMLE

JessicaRating, 5 stars1 month ago
Mary's place was a great location for our short trip to Chicago! It was a short Uber drive from the airport, and a short drive to the All-State Arena. We did arrive late at night due to flight delays and opted for an Uber versus the train. I am glad we did cause it seems like the train station is under construction for the side we needed and would have been a bit more of a walk departing from the other side, but definitely not a dealbreaker or anything. The house is a short walk from this breakfast place that we actually went to twice during our short stay, with other options nearby. Overall, the house felt cozy and clean, but we did struggle with getting in the bathroom first thing in the morning with the other guests in the house during our stay. Mary was very responsive and a great host to us during our stay. The bed was comfortable as well and the room had amble space for a large suitcase, a carry-on, and two large bags with space to spare for two people.
Top guest favourite
Private room in Evanston
4.97 out of 5 average rating, 574 reviews

Classy and Cozy home in Evanston

SeanRating, 5 stars1 week ago
Fantastisk husvert som var profesjonelle, og svært hyggelige. Husen ar meget rent, med alle fasiliteter. Stilte alltid opp for å sørge for at jeg fikk det beste ut av dagen, og kom med mange gode anbefalinger. Huset var fantastisk rent, og ryddig, hadde en super beliggenhet, med gratis parkering. Husverten og mannen hennes var utrolig snille, og lagde daglig frokost og middag til meg etter eget ønske. Anbefales til alle som skal besøke Evanston, og her vil jeg leie neste anledning jeg er på reise til Evanston.
Private room in Westmont
2.75 out of 5 average rating, 4 reviews

King Bed with Jet Tub

LartezRating, 5 stars1 month ago
Nice chill spot

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