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The 10 Best Guesthouses in Chicago, USA

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.

Central to where wanted to visit. Large property that was very comfortable.

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9.3
Wonderful
119 reviews

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
181 reviews
Price from
$256.48
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
30 reviews
Price from
$125.35
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. For added privacy, the accommodation features a private entrance.

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
$79.28
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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8.8
Excellent
20 reviews
Price from
$160
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.

The room and the cleaned facilities.

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6.9
Review score
222 reviews
Price from
$68
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 was excellent really informative. The stay was really comfortable and had everything we needed

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7.9
Good
119 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
400 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.

Bed was super comfy, the bedding was really nice, there was a storage area for your clothing, a nice mounted tv with Roku, wifi connect was reliable and easy to connect to, cute accessories and intentional accomodations, desk area with plug ins and nice chair, there were snacks and a filtered water pitcher in the fridge, all common areas were super clean, kitchen was really nice, air conditioner was quality. Really good value.

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6.1
Review score
216 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
$89.10
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: $433.92
    8.1
    Scored 8.1
    Very Good
    Rated very good
     · 317 reviews
    Great location, and quiet because our room was furthest away from the train. Others had problems with the noise.
    Ann
    Group
  • Avg. price/night: $480.46
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 929 reviews
    We had booked with Booking,com for 2 double beds, but got one king size bed instead. Our charming host (who's name escapes me) was very apologetic and dead set on making things right. He called us the very next day to arrange a transfer to a newly available room with 2 beds, and offered us complimentary drinks at your bar. We were settled and quite comfortable on the one big bed (I was travelling with my 21 yr. old son) so we actually chose to stay put. Your staff aims to please, and they do it well. They can take pride in their work...
    Pierre
    Family with young children
  • Avg. price/night: $112.70
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 3,955 reviews
    Great hostel to go with friends with a friendly staff !
    Amaury
    Group
  • Avg. price/night: $196.29
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 1,817 reviews
    Great location walkable to all main attractions, comfortable beds, great value for money, quiet. Even though we didn't have a car, the parking is also a positive
    Orestis
    Travelers with friends
  • Avg. price/night: $334.94
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 4,302 reviews
    Great location right in the city center, very convenient to get around for sightseeing. The complimentary breakfast is a plus. The room is clean and comfortable.
    Oranart
    Group
  • Avg. price/night: $289.98
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 3,966 reviews
    I thought that overall this was a property in a great location, superb amenities and warm staff. Amenities wise, they have the standards like a gym and fast Wi-Fi. However, I really enjoyed the FREE self-service laundry. It was so nice to go home with clean clothes. I also enjoyed the view of room 3203 looking over the river. Being in the tower there were only 3 rooms on the floor (very quiet). The bathroom had good water pressure and decent toiletries. The location meant that most things were within a 10 minute walk.
    Henry
    Solo traveler
  • 9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 6 reviews
    It was a quiet area and walking distance to city centre. Would stay there again if visiting Chicago.
    Carmel
    Young couple
  • 9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 61 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: $103.57
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 254 reviews
    Great location, great host !
    mattéo
    Solo traveler
  • Avg. price/night: $302.89
    7.6
    Scored 7.6
    Good
    Rated good
     · 612 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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