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Browse Select Southwest Side B&B

Relax in this stylish living area with a large sofa, glass coffee table, and patterned rug.

"Great to stay, close walk to many places. Cleaning lady was very helpful and friendly. Rooms a bit small but would definitely stay there again."

Rp2.257.109 total

includes taxes & fees

29 Jul - 30 Jul

Stroll through this charming neighborhood to a traditional two-story house with a cozy front porch and balcony.

"Was a great stay!"

Rp2.135.635 total

includes taxes & fees

29 Jul - 30 Jul

Stunning corner building with a brick facade and large windows, surrounded by lush greenery.

"I loved it was so close to busy Chicago but in the quiet subarbs where it was nice and quiet and felt very safe.The rooms were excellent and well equipped and the kitchen was full of snacks to eat when you wanted and a great selection of drinks. If I ever came to Chicago I would stay here again also the hosts were fantastic "

Rp3.545.357 total

includes taxes & fees

3 Aug - 4 Aug

Experience the charm of this historic building, featuring a welcoming entrance, lush garden, and large windows offering views of the surrounding area.

"We had an amazing stay at Ray's. They made the entire process from start to finish simple and easy. They went above and beyond for us in many ways and we will definitely be back! "

Rp3.800.275 total

includes taxes & fees

4 Aug - 5 Aug

Welcome to The Wicker Park Inn, a charming urban B&B located at 1329 N. Wicker Park.

"This was a great alternative to a typical hotel. The staff was extremely helpful and courteous. The room was very nice and the amenities were great. I would definitely stay again!"

Enjoy cooking in this well-equipped kitchen with a central island, sink, and oven.

"Excellent location. Beautiful property, extremely clean."

Rp3.862.291 total

includes taxes & fees

4 Aug - 5 Aug

Staircase leads to an upper level with potted plants and decorative shelves.

"What a lovely place to stay. This bnb was perect!"

Rp3.778.544 total

includes taxes & fees

20 Aug - 21 Aug

Enter a classic space with a traditional feel, featuring a dresser, lamp, and ornate rug.

"Enjoyed my short stay. Wish I could have spent more time here! Quiet, peaceful, safe, and comfortable. I travel frequently for work and this is by far, one of the best experiences I have had. Thank you Beth!"

Rp4.895.021 total

includes taxes & fees

4 Aug - 5 Aug

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Find out more about Southwest Side

Southwest Side B&B information

Number of reviews	2,373
Accommodation	9 B&B
Lowest Price	Rp1.263.168
Highest Price	Rp4.860.912

Southwest Side Hotel Reviews

InterContinental Chicago Magnificent Mile by IHG

5/5 Excellent

Overall a great family hotel

"Great time in Chicago and the hotel made it phenomenal! It’s in a very central location and allows access to all the major tourist attractions within walking distance. We really enjoyed Saturday movie night at the pool!"

A verified traveller stayed at InterContinental Chicago Magnificent Mile by IHG

Posted 3 hours ago

5/5 Excellent

Small is Good for Those who Fly Solo

"The Palmer House has many wonderful qualities to it. It’s a perfect location for those looking to explore Chicago. It’s right next to an elevated train stop and a close walk to many places. It’s a beautiful old historic hotel, incredible lobby, and for the most parts the rooms are well appointed. My room 16-179, was relatively clean… lot of smudges on the two mirrors…, the bed was very comfortable, and the amenities worked well. Perfect for a solo trip. It would not be a good room for two people or a family, seeing as it is way too small."

A verified traveller stayed at Palmer House a Hilton Hotel

Posted 5 hours ago