Holiday rentals with breakfast in North Side

Find and book unique rentals with breakfast on Airbnb

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Popular amenities for rentals with breakfast in North Side

House rentals with breakfast

Top guest favourite
Home in Highland Park
5 out of 5 average rating, 10 reviews

North Shore - Home Away From Home

MikeRating, 5 stars2 days ago
Amazing stay! So great, especially with our kids. Thank you so much!
Home in Chicago
4.77 out of 5 average rating, 82 reviews

Little House With Big Punch-4BR/3BA-11 mins 2 Loop

TerryRating, 5 stars4 weeks ago
Just as described, small home with a big punch. Would definitely use again!!
Superhost
Home in Chicago
4.8 out of 5 average rating, 69 reviews

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

PhoolRating, 5 stars3 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, 139 reviews

Huge 2 Story Home/7miles from Downtown Chicago!

DasiaRating, 5 stars1 day ago
very nice home, smelled amazing inside, was very spacious. no issue w the location of the rental, we even rode scooters & walked around outside. looks js like the pictures. definitely recommend this property. :))
Superhost
Home in Bolingbrook
4.73 out of 5 average rating, 22 reviews

Private 3BR w/ Backyard | LCP Collection

CarltonRating, 5 stars11 months ago
this was a great place lovely 😍 will book again and who ever reading this should book to
Guest favourite
Home in Westmont
4.9 out of 5 average rating, 90 reviews

Chic Cottage close to Metra large enclosed yard.

BrianRating, 5 stars1 week ago
We had a wonderful experience staying at the Chic Cottage and would recommend it to any one looking for a comfortable home away from home place , available at a great price and good sub urban location with Super Markets and restaurants close by .
Guest favourite
Home in Whiting
4.85 out of 5 average rating, 157 reviews

The Spa of Downtown Whiting

MeganRating, 5 stars6 days ago
My partner and I absolutely loved our stay at Steven’s place. It was exactly what we were looking for. The spa tub was amazing. Walking distance to the beach and the local shops! Steven gave several recommendations for places to check out. We went to dinner at a local bar and walked 119th street to check out the small businesses! It is the perfect in between spot to stay for Chicago and The Dunes! The place was just like the pictures, with comfortable beds, nice couches and surround sound! Definitely one of our best stays! We hope to visit again before the end of summer!
Guest favourite
Home in Chicago
4.94 out of 5 average rating, 71 reviews

The Ivy 1 minute walk to Wrigley Field

CarolRating, 5 stars6 days ago
Carlos and team! Thank you so much for the most wonderful visit to Wrigley! We’ve been there several times and this was by far our favorite visit. The location is unbeatable, the amenities were perfect and you and your staff were simply lovely. We were cool and comfortable & enjoyed the space of your beautiful home to its fullest extent! And we got to see two Cubbies wins! We want to go back! Thank you from the bottom of our hearts and we hope to see you again soon! Carol & Clan from Iowa

Apartment rentals with breakfast

Guest favourite
Flat in Chicago
4.92 out of 5 average rating, 73 reviews

Comfy Solar & Green 2BR Near Hot Hyde Park!

MarlaRating, 5 stars2 weeks ago
Adam's place was very clean, comfortable, and well appointed. I appreciated the touches, the abundant parking in front, the proximity to the University of Chicago.
Top guest favourite
Flat in Chicago
4.95 out of 5 average rating, 436 reviews

A Vintage Pink House in the Heart of Chicago

TraciRating, 5 stars1 day ago
This little oasis is adorable! Loved the decor and style! The main bedroom bed was super comfortable (and awesome pillows!). Everything was well stocked. I wish I could have spent more time in the home but was visiting family. The hosts were very thoughtful and had the A/C running for me before I arrived (I visited Chicago during a very hot week) so the temp was very comfortable. The hosts were very thoughtful and welcoming. 10/10 would recommend!
Guest favourite
Flat in Whiting
4.97 out of 5 average rating, 104 reviews

The "Nest", unconventionally modern yet vintage.

Jeff & MichelleRating, 5 stars2 weeks ago
The Nest is an amazing place to stay. Walkable-to restaurants and shops. Elizabeth is very responsive and helpful. The Nest has all of the amenities of home away from home. Always an enjoyable stay.
Guest favourite
Flat in Chicago
5 out of 5 average rating, 29 reviews

Fierce Stay in Wrigley - Step from Cubs Stadium

JoEllenRating, 5 stars7 months ago
Chad and German were amazing hosts! Their place was perfect for our weekend. We planned a surprise birthday getaway for our son at Wrigley Field. It was so easy to get around with lots of restaurants within walking distance. It was also fun to have him blow out his birthday candles under the disco ball.
Guest favourite
Flat in Chicago
4.97 out of 5 average rating, 58 reviews

Magical Treehouse Located in HEART of Old Town!

NatalieRating, 5 stars2 weeks ago
We had an absolutely wonderful and positive experience staying at this place! Our host was extremely responsive and friendly which made our experience even better! It was a great location and walking distance from a lot of great restaurants and bars. Perfect place to host a big group looking for a fun time.
Top guest favourite
Flat in Blue Island
4.94 out of 5 average rating, 299 reviews

Charming Unique 2 Bdrm Apartment in Victorian Home

KatharynRating, 5 stars1 week ago
Charming Victorian house in a peaceful and safe neighbourhood. So thankful for the really comfy queen bed - felt like my home mattress!
Guest favourite
Flat in Chicago
4.82 out of 5 average rating, 175 reviews

Heart of Wicker Park! Location. Walk to Everything

RichardRating, 5 stars1 week ago
This place is awesome. If you're traveling with friends I'd recommend staying here while you're in Chicago! Really cool neigborhood.
Guest favourite
Flat in Hillside
4.85 out of 5 average rating, 168 reviews

Easy, Cool, safe place to stay.

FouzanRating, 5 stars3 weeks ago
It was a nice place. Had everything needed. The locality is really good. Quiet, peaceful and nice people.

Bed and breakfast rentals with breakfast

Private room in Chicago
4.83 out of 5 average rating, 378 reviews

Bright Room with a Garden View

BrandonRating, 5 stars3 months ago
You get exactly what you look for. The location is awesome and I found parking immediately. Great place
Private room in Winfield
4.95 out of 5 average rating, 62 reviews

Country Retreat, 2 Block walk to Metra Train

TroyRating, 5 stars69 months ago
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.
Top guest favourite
Private room in Chicago
5 out of 5 average rating, 122 reviews

Urban Oasis Pilsen - guest room in townhouse

KellyRating, 5 stars2 days ago
We really enjoyed our stay at Christiane and Patrick's home, they are wonderful hosts who truly care about making sure their guests are comfortable. The space includes a private bedroom and bathroom, but access to the shared locations like the kitchen and living room. They also offer a variety of breakfast options each morning, like eggs, yogurt, fruits, as well as snacks and beverages whenever which is a nice bonus! Would recommend to anyone needing a place to stay that is close by to Downtown Chicago. There is also plenty of street parking close by if you are renting a car!
Superhost
Private room in Chicago
4.78 out of 5 average rating, 270 reviews

Cloudgate Room, minutes to O'Hare in Safest Area

JessicaRating, 5 stars3 weeks ago
Very cozy place in a calm tucked away neighborhood. Would definitely stay again!
Guest favourite
Private room in Chicago
4.77 out of 5 average rating, 318 reviews

Chicago River Room near USMLE

JessicaRating, 5 stars3 months 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.
Private room in Westmont
3.2 out of 5 average rating, 5 reviews

King Bed with Jet Tub

BillieRating, 5 stars3 weeks ago
Nidhi’s place was exactly as described. I can’t say enough good things about it. The bed was very comfortable. The Jacuzzi and mood lighting was fun. The dorm size fridge and microwave wow you don’t normally see that in a motel anymore. Everything was clean and the water pressure was very good. Plenty of hot water.. I was shocked that every morning a full complete breakfast was in the lobby for free not to mention 24 hour coffee! We were there on a business trip and across the street were excellent restaurants, including an upscale bar with delicious meals, a sushi house, Chinese restaurant and a diner. You could also get your nails done and book a massage right across the street. I enjoyed taking the train into Chicago. It was very simple to buy your ticket on the spot not far from the motel at the station. The neighborhoods surrounding her place were beautiful. I did a lot of walking and there were sidewalks everywhere making it safe. She and the check-in managers we’re friendly.
Top guest favourite
Private room in Chicago
4.99 out of 5 average rating, 113 reviews

Lovely UofC Prof mansion great on campus location

LynetteRating, 5 stars3 weeks ago
I always enjoy stays at the Hamlin House and this was no exception! The Blue Room is lovely, - spacious with gorgeous windows and a spa-like bathroom. Wish I could have stayed longer!
Top guest favourite
Private room in Evanston
4.97 out of 5 average rating, 583 reviews

Classy and Cozy home in Evanston

BillRating, 5 stars1 week ago
We've stayed in many dozens of Airbnb's -- most that we've liked a lot -- and our hosts here, Joaquin and Patricia, were top of the list. They are absolutely delightful company, and provided a beautiful home and delicious breakfast. Moreover, Patricia is an accomplished artist whose paintings adorn the walls, and Joaquin is a collector of interesting books (amongst other things) that populate bookshelves throughout the house. Our bedroom and bathroom were very comfortable and spacious. Pillows and bed were excellent (we're sensitive to both so these are items we especially notice when we travel), as was the shower. The house is located on a cul-de-sac in a cute neighborhood. It's a quick uber ride to the lake or into Skokie. In summary, we highly recommend this airbnb.

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