
Vacation rentals with breakfast in Chicago Loop
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Top-rated breakfast rentals in Chicago Loop
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House rentals with breakfast

◆◆◆ 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!!!

Modern 3BR w/ Fenced Yard | LCP Collection
Dawn is definitely a Super Host her airbnb is exactly like the title, Classic Charm with Modern Flair, guests will not be disappointed , from the time you walk through the door until checkout, you'l feel you're in a 5-star hotel, but at home, it was roomy the beds(queen sized) in every room with hotel style linen amenities such as appliances which included washer and dryer and hair dryer, a sun room with games for children and family, TVs in every room except dining and fully equipped kitchen quality dining ware, I'm sure this summer will be booked full because there will be a great outdoor area to enjoy, bottom line I hope next time I visit my Chicago family, she will have availability, Dawn, Thank you !

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.

Wicker Park 7 Beds Crash Pad
Bianca was Incredibly responsive, great communicator. Place was exactly what we needed. We had a different Airbnb cancel on us last minute, Bianca saved us! She was thoughtful. She double checked the location and got to know us before accepting our request to stay. I appreciated her proactive and straightforward communication. The high score on the PAC Man machine is still up for grabs

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! 😊
Apartment rentals with breakfast

The "Nest", unconventionally modern yet vintage.
I enjoyed the apartment, it was very nice. It lived up to the pictures and description on the listing.

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.

Modern Retro 90s Themed 3bd Low Cleaning fee!
T was a great host from start till finish. Very responsive when we had questions. The place it self is a gem. The nostalgic decor was a dope. I would definitely recommend this for anyone visit Chicago.

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

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!

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.

HUGE Hyde Park Modern Duplex
We were there attending an UChicago graduation, and the place is in a great location for that. The beds were very comfortable, and the apartment is very spacious. The street is nice and quiet. We were glad that they had Kcups available for the Keurig before we head out super early on the Convocation day, as we are coffee drinkers. All the bathrooms had toiletries in the shower, which is always a plus. We enjoyed Bee’s place and would book it again when needed.

The Garden on Wayne
One of the best Airbnb's we have stayed in. The location is great with excellent bars and restaurants nearby, but in a quiet street. The accommodation is as advertised, but also includes everything you need for cooking and generally relaxing. I wouldn't hesitate to recommend this place and if we come to Chicago again I would definitely try and stay here
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

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.

(BR#1) Welcoming, warm & comfortable, 3 guests
Great communication and a comfortable stay!
Quick stats about vacation rentals with breakfast included in Chicago Loop
Total rentals
20 properties
Total number of reviews
440 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Millennium Park, Shedd Aquarium, and Willis Tower
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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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