
Vacation rentals with breakfast in North Side
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Top-rated breakfast rentals in North Side
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House rentals with breakfast

North Shore - Home Away From Home
We stayed at Rachell and Cyd’s for about 3 months after relocating to the area. We absolutely loved the home as well as the walkable neighborhood, park, and downtown. We were made to feel at home with tons of useful items, abundant clean linens, and a cozy space. Cyd was very responsive at all times. This lovely house is a no-brainer for a comfortable stay on the North Shore. We will miss our time here.

◆◆◆ 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!
My family and I rented Kevin's place for my niece's wedding. we enjoyed ourselves and the accommodations. Kevin was super responsive and made us feel welcome. the neighborhood is isolated but peaceful.

Cozy 4-Bedroom House with Patio
Perfect place to stay for our visit to Chicago with friends! There was ample room in the BnB for all of us, including a spacious dining and living room. The kitchen was very well stocked including coffee, juice, eggs, and toast for us to make our own breakfast (a welcome surprise!). It was very walkable to transit, with a CTA Blue Line station nearby. Thatheu was very responsive and check in was straightforward. Also the later check-out time was very convenient as we were able to take the time for breakfast before heading out for the day. Thanks again for helping us to have a great trip!

Chic Cottage close to Metra large enclosed yard.
The house was great for what we needed. Small house in a very quiet and neat neighborhood. Thanks for allowing us to stay.

The Spa of Downtown Whiting
Had a great 2 night stay. Everything was clean and exactly as pictures and described. Very cute decor/theme. The layout was great for us, family with older teens. Lots of space and TVs. Great restaurants and some shopping within walking distance. Really good value. Walk to the beach and trails. We were in town for a nearby event and really enjoyed the area this place was in. Host was very responsive and answered questions beforehand. We had no issues with our stay at all and would absolutely recommend.

Laurna Dune
We had a wonderful stay at this property, it truly felt like a home away from home. The entire place was exceptionally clean, and the kitchen and dining area were spacious and easy to move around in. Both bedrooms were spotless, and the mattresses were incredibly comfortable. If you’re looking for a quiet, private place to stay, this is the perfect choice. I would definitely stay here again! 😊

The Ivy 1 minute walk to Wrigley Field
Perfect for you Chicago Cubs getaway. Steps from the ballpark, sleeps a host of friends and is even across the street from where the players park. The house was clean and accurately described.
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.

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!

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
Carol's place was lovely. I stayed here with my long distance partner as I was seeing her for the first time and we felt right at home, we almost didnt want to leave. Carol provided a warm and welcoming home for us, gave us all of our bare essentials and we felt very safe. The building is beautiful, comfortable and she was kind enough to provide guides for us as it was my first time staying in the area. She was very responsive and was kind enough to make sure we had an easy time checking in. I highly recommend it here if youre looking for somewhere to call your temporary home on your trip ♡

Heart of Wicker Park! Location. Walk to Everything
DW was very flexible and responsive. He was very accommodating to allow us to check in early and flexibility on check out as well. The location is good - if you are super sensitive to the noise of the train it may not be ideal, but the proximity to the train stop and Wicker Park was great. You must go to Mindy’s bakery - if I lived this close to a place like that I would gain so much weight 😅. Thanks again!

Easy, Cool, safe place to stay.
Well equipped and clean Instructions are very clear

Ashland Ice Cream House
Easy check in, instructions were clearly communicated. Host was available for any questions. Enough space for all four of us, clean bedrooms, kitchen, and bathroom. Very fun decorations and theme to entire space.
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
My friend and I enjoyed staying with them. They are a very nice couple. Very helpful. We would definitely recommend staying there to anyone in the future.

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
We enjoyed our stay! It was great to be able to walk to the University and restaurants. Our windows looked out on trees and backyard, which made for an extra peaceful stay in the middle of the city.

Classy and Cozy home in Evanston
Patricia offered us unparalleled hospitality with a unique balance between privacy and availability, with tasty and varied breakfasts. Friendliness and kindness did the rest making our stay extremely pleasant.
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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
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Willis Tower
- Wicker Park
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center
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