
Vacation rentals with breakfast in Northwest Side
Find and book unique accommodations with breakfast on Airbnb
Top-rated accommodations with breakfast in Northwest Side
Guests agree: these breakfast rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Northwest Side accommodations with breakfast
House rentals with breakfast

Pardizes Suites
Really nice and spacious place. Everything was clean and comfy.

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

Huge 2 Story Home/7miles from Downtown Chicago!
once we got our feet on the ground since we’ve never been to Chicago, it was an outstanding time in the windy city. The dining and living rooms are open to each other and we were able to be together as a family of 7!!! We cooked 2 of our meals each day at the bnb and simply had an amazing family time!!! ty to Kelvin for putting up with all my questions !!!

Luxe SFH Bucktown Retreat with Garage Parking
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!

Private 3BR w/ Backyard | LCP Collection
this was a great place lovely 😍 will book again and who ever reading this should book to

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

Pretty Westmont Cottage & enclosed yard fenced.
Cozy little house, an easy drive from downtown westmont restaurants. Neat and well kept, though appliances felt a bit cheap (still worked perfectly fine and we're clean)

Spacious Retreat 7 Bed Oasis with 5 Baths, Hot Tub
Patty's apartment is just perfect for big groups of people. We were 8. Beautiful, wide, and it's got everything you might need. Patty was always ready to accommodate any request and help us. we'd definitely go back!
Apartment rentals with breakfast

Comfy Solar & Green 2BR Near Hot Hyde Park!
This place was absolutely beautiful and very clean. It was located near to Hyde Park. This neighborhood is transforming to an energy neighborhood. There is new construction throughout the neighborhood. We were able to meet the host, and he was very friendly. We will absolutely recommend this beautiful garden apartment.

Cozy Garden-Subterranean Apartment
This is the perfect place for a cozy Chicago getaway, very clean, peaceful, great location, and probably the most well-stocked Airbnb I’ve ever stayed in. Jenny is very friendly and responsive. I would stay here again in a heartbeat!

Near Midway Chicago- B & B
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.

The "Nest", unconventionally modern yet vintage.
Felt right at home, right away. Love the mood of the place, beautiful decoration, cozy spaces throughout. My wife loved the soaker tub, melted her stresses away. Always found street parking right in front of the apartment each evening. Smooth trip into Chicago whenever the mood struck us. The mattress is definitely firm. If that suits you and your back, you are going to love this spot like we did!

Decompress on a Sophisticated Chaise at a Glamorous Hideaway
Absolutely loved staying at Simida’s place! It was stunningly decorated with such attention to detail, making it both stylish and cozy. The space was spotless and incredibly comfortable, providing a true home-away-from-home experience. Located in an ideal spot, it was easy to explore the area while also enjoying a peaceful retreat. Can’t wait to book again – this is a gem I’ll keep coming back to! Five stars all the way! ⭐️

Charming Unique 2 Bdrm Apartment in Victorian Home
Carol and Dennis were great hosts with a beautiful home! They were very responsive and made sure we had everything we need. The neighbor has lots of charm and character as well, and felt completely safe. Highly recommended!

Modern Retro 90s Themed 3bd Low Cleaning fee!
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!

HUGE Hyde Park Modern Duplex
This was a great experience 5 star air bnb I will come here again and again the host makes you feel at home.. The house was easy to find very clean a overall 5 star experience
Bed and breakfast rentals with breakfast

Country Retreat, 2 Block walk to Metra Train
This country house is well located, quiet, off the beaten path, but easy to reach. The rooms are super clean and well appointed. The Hosts are very social and take great care and interest in their guests. They are great communicators, and appreciate all feedback. Best advice to potential guests....must like dogs and good conversation,( and movies). And coordinate plans closely with hosts to take advantage of their local tips and advice. and Respect for house rules will make for a smooth stay for everyone. Travelers can not go wrong choosing to stay with Laura and Mike, they were/are the best.

Large private room w/ shared bathroom in Boystown!
We enjoyed our last minute booking at The Villa Toscana! The house was a cool, eclectic space and located in Boystown, a bustling neighborhood with lots to do and see within walking distance from the house. Having a sink in the room was really nice, since the upstairs rooms all share one bathroom (as is detailed in the listing), and they provided a nice variety of breakfast items, which was above and beyond. Thanks Ashley!

Urban Oasis Pilsen - guest room in townhouse
We had a great time staying here. Christiane and her husband are both very gracious hosts - they had breakfast available for us every morning & made us feel right at home.

Cloudgate Room, minutes to O'Hare in Safest Area
Fair value for the stay

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

Chicago River Room near USMLE
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.

Classy and Cozy home in Evanston
This is my new favorite!! Patricia and Joaquin were the best hosts, from their hospitality to sharing their beautiful home and a wonderful homemade breakfast. Honestly, I did not want to leave, and do hope to return.

King Bed with Jet Tub
Nice chill spot
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Six Flags Great America
- 875 North Michigan Avenue
- Lincoln Park Zoo
- Museum of Science and Industry
- The Field Museum
- Wicker Park
- Chicago History Museum
- Willis Tower
- Flossmoor Golf Club
- Brookfield Zoo
- Lincoln Park
- Illinois Beach State Park
- Skokie Country Club
- Garfield Park Conservatory
- Chicago Cultural Center