
Bed and breakfast vacation rentals in Chicago
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Top-rated bed and breakfast rentals in Chicago
Guests agree: these bed and 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 Chicago bed and breakfast rentals
Family-friendly bed and breakfast rentals

Great Edgewater/Andersonville private suite
Tripp and Todd's home is gorgeous, and they are both so friendly and accommodating it feels like coming home. The unit has a private entrance if you want to utilize it though I more often came through the front door instead just to chat with them. They're both very knowledgeable about the area and made great recommendations, suggesting some food options that were new to me even though I am regularly in the are. The bed was very comfortable and the downstairs suite is very well set up for a stay. I highly recommend their place!

Lovely UofC Prof mansion great on campus location
The hosts were great, and the property is beautiful! Our room was very clean and felt very private.

Classy and Cozy home in Evanston
Patricia’s place was perfect and it was so welcoming and comfortable. The conversation and home cooked breakfast was lovely. We would recommend this place to anyone in the area. What a gem!

Classy and Cozy 2nd. Room
The hosts are fascinating, lovely people who boosted our spirits during a stressful search for a house in the Chicago area. They serve a delicious breakfast, and even brought me a special treat with a candle when I said it was my birthday! The neighborhood is peaceful and the house is very comfortable. We didn’t find a house to buy, but we feel we found friends.
Bed and breakfast rentals with breakfast

Romantic Queen Room in Boutique Wicker Park B&B
Everything was perfect! Enjoyed the room and breakfast. Staff was very friendly and helpful.

Historic campus U of C Prof. mansion, top location
Our stay was absolutely lovely. Caryl was extremely communicative, welcoming, and makes a fantastic breakfast. The home and our room were beautiful and perfectly located for anyone visiting U Chicago. The interactions with the other guests and host at breakfast were a special treat.

Historic campus house owned by U of C Prof
Caryl was a wonderful host who went above and beyond to make sure I was comfortable. My room had everything I needed, and the house is a convenient walk to UChicago. I will definitely be staying here again on future visits!

Sun-Filled King Room in Boutique Wicker Park B&B
A lovely room, clean and cozy, in a great location. Very walkable! My room was first floor street-facing and I didn’t notice any outdoor noise (expect a little rumble from the train). Laura was incredibly responsive and helpful. I’d stay here again. I didn’t want to pay for parking, and I’m familiar with the neighborhood, so I chose to park several blocks away.

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.

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

Luxurious King Room in Boutique Wicker Park B&B
This place is the perfect spot. Nice and clean and the building admin that check you in are wonderful. Totally would come back again.

King Bed with Jet Tub
Nice chill spot
Bed and breakfast rentals with a patio

A Hammock in Green Bay
Great Stay, would recommend.

Wrigleyville Suites Room 1
Great location and super easy

Villa Dubois Guest House Room 1
I was in Chicago for the night, and this stay made me feel right at home! We had a BEAUTIFUL room, and all the shared spaces were spotless and well-designed. I will definitely come back to Chicago and book this unit again. Most comfortable mattress I've ever slept on as well.
Quick stats about bed and breakfast rentals in Chicago
Total rentals
80 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
5.1K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
80 properties include access to wifi
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