Compare Far Southeast Side Guest House Rentals

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Featured Guest Houses in Far Southeast Side

Villa Dubois Guest House

Villa Dubois Guest House

2 out of 5
3722 S Calumet Ave Chicago IL
$75 nightly
The price is $88 total per night
$88 total
Dec 19 - Dec 20
Total with taxes and fees
Villa Dubois Guest House features free WiFi in public areas, coffee in a common area, and microwave in a common area. If you plan to drive, free parking is available. Helpful staff can provide luggage storage and a safe deposit box at the front desk. Additional amenities include a refrigerator in a common area, express check-in, and express check-out.
Parking included
Free WiFi
Mccormick Place Guest House

Mccormick Place Guest House

3 out of 5
3643 South Indiana Avenue Chicago IL
$75 nightly
The price is $88 total per night
$88 total
Dec 19 - Dec 20
Total with taxes and fees
Mccormick Place Guest House features free WiFi in public areas and a garden. You can take advantage of free parking if you drive. Additional amenities include barbecue grills and a picnic area.
Parking included
Free WiFi
Chicago Avenue Inn

Chicago Avenue Inn

2 out of 5
3305 W Chicago Ave Chicago IL
$111 nightly
The price is $127 total per night
$127 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
Chicago Avenue Inn features free WiFi in public areas, microwave in a common area, and refrigerator in a common area.
Free WiFi
Air conditioning
Wrigleyville Inn

Wrigleyville Inn

3 out of 5
914 W Newport Ave Chicago IL
Guests of Wrigleyville Inn enjoy free WiFi in public areas, a terrace, and laundry facilities. Free parking is included with your stay.
Parking included
Free WiFi
Elyon Hall CoachHouse, Indiana Dunes Nat’l Park, 10 min hike to Beach

Elyon Hall CoachHouse, Indiana Dunes Nat’l Park, 10 min hike to Beach

Miller Beach IN
Guests staying at this guesthouse enjoy free WiFi in public areas, laundry facilities, and barbecue grills. If you drive, put free offsite parking to good use.
Pet friendly
Free WiFi
Oakwood at 73 E. LAKE

Oakwood at 73 E. LAKE

2 out of 5
73 East Lake Street Chicago IL
Stay at this guesthouse in Chicago. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Oakwood at AMLI RIVER NORTH

Oakwood at AMLI RIVER NORTH

2 out of 5
71 West Hubbard Street Chicago IL
Stay at this guesthouse in Chicago. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Far Southeast Side

    Hilton Chicago/Magnificent Mile Suites

    Hilton Chicago/Magnificent Mile Suites

    198 E Delaware Pl Chicago IL
    $89 nightly
    The price is $105 total per night from Jan 5 to Jan 6
    $105 total
    Jan 5 - Jan 6, 2026
    Total with taxes and fees
    8.8/10 Excellent! (3,504 reviews)
    Silversmith Hotel Chicago Downtown

    Silversmith Hotel Chicago Downtown

    10 S Wabash Ave Chicago IL
    $127 nightly
    The price is $149 total per night from Dec 27 to Dec 28
    $149 total
    Dec 27 - Dec 28
    Total with taxes and fees
    9.2/10 Wonderful! (2,133 reviews)
    Palmer House a Hilton Hotel

    Palmer House a Hilton Hotel

    17 E Monroe St Chicago IL
    $140 nightly
    The price is $160 total per night from Dec 28 to Dec 29
    $160 total
    Dec 28 - Dec 29
    Total with taxes and fees
    8.4/10 Very Good! (2,123 reviews)

Far Southeast Side Guest Houses essential information

Accommodation
7 Guest Houses
Lowest Price
$88
Highest Price
$160
Popular accommodation
Villa Dubois Guest House, Mccormick Place Guest House, Chicago Avenue Inn, Wrigleyville Inn, Elyon Hall CoachHouse, Indiana Dunes Nat’l Park, 10 min hike to Beach, Oakwood at 73 E. LAKE, Oakwood at AMLI RIVER NORTH

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