Chicago Bed & Breakfasts

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Chicago - Romantic, Shopping, Urban, Historic, Nightlife
Chicago - Romantic, Shopping, Urban, Historic, Nightlife
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£215+
| Good - 47 reviews
Air-conditioned
Internet
Pool
Airport shuttle
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Free breakfast and guest rooms with designer toiletries are among the extra touches that make for a comfortable stay at this luxury Chicago bed & breakfast which is situated in the Near South Side area. The Wheeler Mansion is also near a train station. Your 4 star Near South Side bed & breakfast in Chicago offers free Wi-Fi, dry cleaning/laundry services and...
Overall Rating - Good - 47 reviews
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The Wheeler Mansion
£119+
| no reviews
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The Villa D' Citta is a boutique mansion nestled in the heart of one of Chicago's most thriving neighborhoods, close to great restaurants, venues, and everything great that summer in Chicago has to offer. The 1,000 sq foot Grand Tuscan boasts luxury amenities, affordable rates, and a touch of Italian style you cannot experience anywhere else in the city. Con...
Overall Rating - Poor - 0 reviews
Villa D' Citta
no prices
| no reviews
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Chicago Guest House on Lakewood Avenue
£63+
| Excellent - 71 reviews
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A charming brownstone two-flat, the House of Two Urns earned its name from a recurring motif in the original stained glass and rooftop urns. Built as a storefront Polish bakery, the B&B is in the owner's flat on the second floor and is conveniently located close to downtown in Wicker Park, is just off the Kennedy expressway and 1.5 blocks to subway and buses...
Overall Rating - Excellent - 71 reviews
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Good 8.0
2 Jul 2014 Posted by Verified Hotel Guest

Very nice atmosphere. Well decorated and clean.

The biggest issue was just that the bathroom was shared. It was still completely clean and well-kept, but it was just a pain to have to go down stairs from our room to it.

Overall, we had a wonderful stay. Sarah, one of the inn keepers, couldn't have been friendlier or more helpful. She showed us around the inn and provided us with information for sight-seeing. The location is pretty close to an El stop, so it made for easy travel. The free parking was definitely a perk because that is nearly impossible to find in Chicago. I would advise any visitors to get up at a decent hour for breakfast. The food was incredible, but we got there right before it was over and everyone else had left, so it was a little awkward.
Excellent 10.0
23 May 2014 Posted by Adam

There was absolutely nothing they didn't have. A lot of thought and care was put in to this place. Friendly and personal. We weren't there long enough to really get the most out of it

House of Two Urns
£137+
| no reviews
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With a stay at China Doll Guest House in Chicago (Lincoln Park), you'll be minutes from Kingston Mines and Blues on Halstead. This bed & breakfast is close to Wrigley Field and Hancock Tower. Make yourself at home in one of the 3 air-conditioned rooms featuring fireplaces. Bathrooms have jetted bathtubs and bathrobes. Conveniences include desks and refrigera...
Overall Rating - Poor - 0 reviews
China Doll Guest House
£72+
| Excellent - 43 reviews
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A stay at Wicker Park Inn places you in the heart of Chicago, minutes from Wicker Park and close to Hancock Tower. This family-friendly bed & breakfast is close to University of Illinois Chicago and Skydeck Ledge. Make yourself at home in one of the 7 air-conditioned rooms featuring fireplaces. Complimentary wireless Internet access keeps you connected, and...
Overall Rating - Excellent - 43 reviews
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The Wicker Park Inn
£87+
| Excellent - 16 reviews
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Searching for bed and breakfast accommodation in Chicago? Take a closer look at House 5863! Your 3 star Skokie - Evanston bed & breakfast in Chicago offers free Wi-Fi, a garden and a computer station. Staff are available to provide tour/ticket assistance. Whether you're waiting for friends or your partner, the lobby has a TV and free newspapers to keep you c...
Overall Rating - Excellent - 16 reviews
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House 5863
£144+
| Excellent - 36 reviews
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Overall Rating - Excellent - 36 reviews
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Excellent 10.0
15 Jul 2014 Posted by Michael

Dave and his staff are most welcoming and we felt we were truly in a home away from home. The breakfasts were fantastic. It did not at all feel like an impersonal hotel but added to the Chicago experience.

Initially the location was a surprise on arrival at night, but once we discovered the very easy bus/train route to downtown it was a cinch...I would definitely stay here again.

The rooms are upstairs from a very nice restaurant which Dave runs and he is a great cook. The neighborhood seems safe and all in the area know Dave and his place the 'Polo Cafe'. He himself is most helpful and steeped in local history if you are interested.
Excellent 10.0
22 May 2014 Posted by Adam

The friendly staff, comfy bed and delicious breakfast

Bridgeport Bed & Breakfast
£63+
| Good - 74 reviews
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Located in Chicago (Lincoln Park), Old Chicago Inn is minutes from The Vic Theater and Vic Theatre. This bed & breakfast is within close proximity of Briar Street Theatre and Stage 773. Make yourself at home in one of the 42 air-conditioned guestrooms. Your room comes with a pillowtop bed. Complimentary wireless Internet access is available to keep you conne...
Overall Rating - Good - 74 reviews
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Old Chicago Inn
£112+
| no reviews
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Ray's european style Bed and Breakfast is located in Chicago’s vibrant Bucktown neighborhood. Our 11 unique bedrooms all come with private baths.Rate includes a full cooked to order breakfast, free bottled water, coffee, tea, use of our steam room, sauna, WIFI, DSL and HDTV. We have one resident cat, Maggie.The Bed and Breakfast is just a walk away from sho...
Overall Rating - Poor - 0 reviews
Ray's Bucktown Bed and Breakfast
£72+
| Good - 93 reviews
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With a stay at The Villa Toscana in Chicago (Lincoln Park), you'll be minutes from Anshe Emet Synagogue and Wrigley Field. This bed & breakfast is within close proximity of Briar Street Theatre and The Vic Theater. Make yourself at home in one of the 8 individually decorated guestrooms. Complimentary wireless Internet access keeps you connected, and cable pr...
Overall Rating - Good - 93 reviews
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OK 5.0
25 Aug 2013 Posted by Verified Hotel Guest

Location.

I think that they don't have a really good relationship with outside parties. They have a very specific audience and were not really well equipped to deal random strangers.

Bed and Breakfasts tend to be very hit or miss. They are owned and run by individuals who have beautiful buildings which they put a lot of time, effort and work into bringing up to how they envision it. Most of them see the 'bed and breakfast' rental as simply a way to offset their expenditures. The common areas are often beautifully appointed and with a ton of effort applied to restoration but their attention to people staying there is either too cloying or too much an afterthought. The building is beautiful, the common areas are beautiful. The room we had seemed to be an afterthought. (They were not cloying). I always have to remind people that MY reviews are as much a reflection of MY tastes and views and they aren't always shared by others. We would have liked...
Excellent 10.0
19 Dec 2011 Posted by Flynhigh
I've always enjoyed my stays here. The staff is great and the location is outstanding. Parking can be difficult at times. Highly recommended for gay travellers. Straight guests may feel less comfortable, but only because of the location.
The Villa Toscana
£123+
| Excellent - 1 reviews
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City of Chicago License # 1423437Flemish House of Chicago B&B, located in the Gold Coast, steps to N. Michigan Ave. and the lakefront. We offer furnished studio, one-, and two-bedroom apartments in an 1890s greystone rowhouse. Private Continental breakfasts are stocked in your own kitchen for relaxed self service. We have kept the best of the old and updat...
Overall Rating - Excellent - 1 reviews
Excellent 10.0
23 Jul 2014 Posted by Jeffrey

Charm, great location and friendly staff/owner

Not really. No public area, but there was a sitting room in the suite so we did not suffer the lack.

Lovely setting and furniture. Good continental breakfast and great location. No more need be said.
Flemish House of Chicago
no prices
| no reviews
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Annie's is a private, spacious studio apartment located in Chicago's popular Lincoln Park/DePaul area. Annie's offers a queen-size bed, comfortable sofa bed, completely equipped kitchen, dining area, and bath with Jacuzzi. Visitors enjoy the privacy of a hotel with the addition of a kitchen filled with a wide variety of breakfast fixings, plus complimentary...
Overall Rating - Poor - 0 reviews
Annie's Lincoln Park Bed and Breakfast
£79+
| no reviews
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City Scene offers guests a comfortable, private suite with one or two bedrooms, sitting room with a fireplace, kitchen and bath with a steam shower. The suite is eclectically furnished and has its own telephone, answering machine and tv/vcr/dvd. One bedroom has a full size bed and the other has a queen size bed. A fully equipped, well-stocked kitchen allows...
Overall Rating - Poor - 0 reviews
City Scene Bed & Breakfast
no prices
| no reviews
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Benedictine B&B offers two comfortable, completely private apartment suites [one is 6 room, the other is 7 room] within the grounds of a real urban monastery. Monks have been welcoming travelers for centuries, and you will be given the same warm welcome. Tucked away in recently renovated area of the monastery whose buildings date to the late 19th century...
Overall Rating - Poor - 0 reviews
Benedictine Bed And Breakfast
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