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The best guest houses in Chicago

Check out our selection of great guest houses in Chicago

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Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest Price First Star rating and price Top reviewed

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The spacious holiday home comes with 3 bedrooms, 1 bathroom, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a terrace with quiet street views. For added privacy, the accommodation features a private entrance.

Everything was clean , working, and each detail to make your stay more cozy was provided

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9.3
Wonderful
122 reviews
Price from
$238.80
per night

At The Guesthouse Hotel you will find boutique shopping that features local artists and designers, a 24-hour front desk, and a mini-market. Other facilities offered at the property include meeting facilities and a shared lounge.

Wow! The Guesthouse is such a lovely place to stay. The staff are friendly and helpful and the apartment we stayed in was spacious, comfortable and stylish. It had everything we could possibly need for our 4 day stay with a well equipped kitchen, lots of white fluffy towels, lovely bathroom products and super comfy beds. It is really easy to get downtown from the hotel - just hop on the 22 bus that stops outside or take a short walk to the nearest ‘El’ train station Argyle. We absolutely loved it and will definitely stay here again if we come back to Chicago.

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9.6
Exceptional
183 reviews
Price from
$346.08
per night

Featuring a fully equipped kitchen with an oven and a microwave, each unit also comes with a satellite flat-screen TV, ironing facilities, desk and a seating area. A toaster, a fridge and stovetop are also available, as well as a coffee machine. At the guest house, the units include bed linen and towels.

Cutest little coach house in the rear of the house. Well appointed without being fussy. Waesy to adjust the temperature at will. Extras of anything well at hand. Little kitchenette made mornings and evenings a breeze.

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9.8
Exceptional
32 reviews
Price from
$148.35
per night

With free WiFi, this guest house features a flat-screen TV, a washing machine and a fully equipped kitchen with an oven and microwave. Towels and bed linen are available in the guest house. The accommodation offers an air conditioning, a heating and a private bathroom.

Cute street in Logan Square neighborhood. Located within an easy walk to coffee shops. Hosts are very responsive. Coach House is very clean, quiet, private and comfortable. Large living area with TV, large comfortable sofa, refrigerator and bonus washer/dryer. Great space for either a short or long stay.

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8.3
Very Good
10 reviews
Price from
$116.03
per night

3.1 km from Wrigley Field in Chicago, Roscoe Village Guesthouse features accommodation with access to a fitness room. Both free WiFi and parking on-site are accessible at the apartment free of charge. Lincoln Park Zoo is 4.9 km from the apartment and United Center is 7.8 km away.

Great location for us. Our daughter and family also live in Roscoe Village

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8.7
Excellent
21 reviews
Price from
$340
per night

Villa Dubois Guest House, a property with a garden, is located in Chicago, 2.5 km from Oakwood Beach, 1.9 km from Guaranteed Rate Field, as well as 6.2 km from Field Museum of Natural History. Among the facilities at this property are full-day security and private check-in and check-out, along with free WiFi throughout the property. The guest house features family rooms.

Booking process, comfort of facility, privacy.

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6.9
Review score
232 reviews
Price from
$81
per night

Featuring a spa bath, Clean, spacious, inexpensive queen BR is located in Chicago. Boasting luggage storage space, this property also provides guests with a children's playground. The guest house features parking on-site, a public bath and a shared kitchen.

the host is very friendly and the location is good and the room is very comfortable it’s not a big room but I had a good stayed and Terence is really nice host. everywhere in the house is clean, it’s safe area to stay as well.

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7.9
Good
121 reviews
Price from
$65
per night

Chicago Museum of Contemporary Art is 12 km from the guest house, while United Center is 12 km from the property. The nearest airport is Chicago O'Hare International Airport, 22 km from Hollywood Rentals LLC.

The whole place is very clean. This location was in a nice neighborhood. The room was real cozy had a good few about it. Awesome water pressure in the shower. I would choose this place frequently.

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6.8
Review score
404 reviews
Price from
$26.10
per night

The units at the guest house are equipped with a seating area. There is also a well-fitted kitchen in some of the units equipped with a dishwasher, an oven, and a stovetop. At the guest house, every unit has bed linen and towels.

Chicago Museum of Contemporary Art is 14 km from the guest house, while Shops at Northbridge is 15 km away. The nearest airport is Chicago O'Hare International Airport, 21 km from Farwell dream.

I liked everything about it. The other guests that stayed were friendly. The room was spacious. Air conditioner was great. Great lighting. The kitchen area was nice even thou I didn’t use it. Can’t wait to stay there again in the future.

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6.1
Review score
210 reviews
Price from
$40.50
per night

The Roscoe Village Guesthouse is located in the Roscoe Village district of Chicago, 2.3 km from Wrigley Field, 5.4 km from Lincoln Park Zoo and 8.2 km from 360 Chicago. The property is set 8.2 km from Loyola University Chicago, 8.2 km from Water Tower Chicago and 8.3 km from United Center. Chicago Museum of Contemporary Art is 8.4 km from the apartment and Union Station is 8.8 km away.

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10
Exceptional
1 reviews
Price from
$180
per night

Looking for a guest house?

Warm and welcoming guest houses are ideal for travelers who prefer laid-back accommodations with a personal touch. Usually family run, these hosts will provide local recommendations and even optional meals. Guest houses sometimes feature a cozy living room or a garden – and are still cheaper than most regular hotels.
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Guest Houses That Travelers Love in Chicago

  • Avg. price/night: $344.63
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 4,282 reviews
    Great location easy for walking to the Sears Tower , River etc. And good for public transport. Very quiet. Comfortable room good shower.
    Andrew
    Young couple
  • Avg. price/night: $308.90
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 1,844 reviews
    Great location near public transport and the city centre. Very nice bar. Helpful staff. Good bed and shower.
    Ryan
    Family with young children
  • Avg. price/night: $415.13
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 522 reviews
    Very big room. And very comfortable. Great location. Very close to the river walk. Lovely and quiet hotel and location.
    Adrian
    Young couple
  • 8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 66 reviews
    A great getaway within easy reach of all the downtown sights, via the "L' subway system. Considering we let ourselves into the wrong apartment, we were very comfortable and found our host Safa charming and helpful.
    Roger
    Travelers with friends
  • Avg. price/night: $231.59
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 4 reviews
    Clean, comfortable, spacious. Great location. Quiet.
    Marina
    Solo traveler
  • Avg. price/night: $163.19
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 7,961 reviews
    It was a big room which was linked to a small common area which also lead to another dorm room, although I hardly saw or heard the others. Breakfast was provided and there were different activities on offer at the hostel. It was also in a great location.
    Kayleigh
    Solo traveler
  • 8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 6 reviews
    Very, very positive experience. Strategic location, just in the mid way between the city centre and the international airport. 10' walking from the nearest metro station (Belmont), on the Blue Line. In a very nice and peaceful neighborhood - close to the very trandy Logan district - and home. Very clean, confortable and cosy apartment, on the top of a typical American house. With the very gentle and friendly hosts, met the last day before leaving. Very good ratio between cost and quality of the solution.
    Salvatore
    Solo traveler
  • 9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 64 reviews
    An amazing apartment, fully equipped with lots of added extras. Location was great, short walk to the train to go into city centre and to local restaurants. Very quiet neighbourhood. Host was very friendly and helpful. Even provided coffee, tea and snacks for us to have.
    Géraldine Thompson
    Travelers with friends
  • Avg. price/night: $99.30
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 270 reviews
    Great location, great host !
    mattéo
    Solo traveler
  • Avg. price/night: $227.76
    7.6
    Scored 7.6
    Good
    Rated good
     · 619 reviews
    Very charming, maybe a little dated, hotel close to old town Chicago. Fantastic personnel, Good alternatives for breakfast lunch and dinner at the hotel. Amazing roof top bar! Very good location if you don´t need to stay in the city center. Good and cheap public communication. Close to the beach! Close to the Zoo! All in all good for everybody!
    Gunnar
    Young couple

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