
Holiday rentals with breakfast in North Side
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Top-rated rentals with breakfast in North Side
Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.
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Popular amenities for rentals with breakfast in North Side
House rentals with breakfast

North Shore - Home Away From Home
Amazing stay! So great, especially with our kids. Thank you so much!

Little House With Big Punch-4BR/3BA-11 mins 2 Loop
Just as described, small home with a big punch. Would definitely use again!!

◆◆◆ 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!
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. :))

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

Chic Cottage close to Metra large enclosed yard.
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 .

The Spa of Downtown Whiting
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!

The Ivy 1 minute walk to Wrigley Field
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

Comfy Solar & Green 2BR Near Hot Hyde Park!
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.

A Vintage Pink House in the Heart of Chicago
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!

The "Nest", unconventionally modern yet vintage.
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.

Fierce Stay in Wrigley - Step from Cubs Stadium
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.

Magical Treehouse Located in HEART of Old Town!
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.

Charming Unique 2 Bdrm Apartment in Victorian Home
Charming Victorian house in a peaceful and safe neighbourhood. So thankful for the really comfy queen bed - felt like my home mattress!

Heart of Wicker Park! Location. Walk to Everything
This place is awesome. If you're traveling with friends I'd recommend staying here while you're in Chicago! Really cool neigborhood.

Easy, Cool, safe place to stay.
It was a nice place. Had everything needed. The locality is really good. Quiet, peaceful and nice people.
Bed and breakfast rentals with breakfast

Bright Room with a Garden View
You get exactly what you look for. The location is awesome and I found parking immediately. Great place

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.

Urban Oasis Pilsen - guest room in townhouse
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!

Cloudgate Room, minutes to O'Hare in Safest Area
Very cozy place in a calm tucked away neighborhood. Would definitely stay again!

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.

King Bed with Jet Tub
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.

Lovely UofC Prof mansion great on campus location
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!

Classy and Cozy home in Evanston
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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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- Washington Park Zoo
- The 606
- The Beverly Country Club
- Moraine Hills State Park
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