Compare Westchester Guest House Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Guest Houses in Westchester

Mccormick Place Guest House

Mccormick Place Guest House

3 out of 5
3643 South Indiana Avenue Chicago IL
Mccormick Place Guest House features free WiFi in public areas and a picnic area. You can take advantage of free parking if you drive. Additional amenities include a garden and barbecue grills.
Villa Dubois Guest House

Villa Dubois Guest House

2 out of 5
3722 S Calumet Ave Chicago IL
$150 nightly
The price is $176 total per night
$176 total
Jul 15 - Jul 16
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.
Chicago Avenue Inn

Chicago Avenue Inn

2 out of 5
3305 W Chicago Ave Chicago IL
$148 nightly
The price is $167 total per night
$167 total
Jul 21 - Jul 22
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.
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.
Villa Christina

Villa Christina

3 out of 5
6832 S Calumet Ave Chicago IL
At Villa Christina, guests have access to free WiFi in public areas and laundry facilities. There's free parking if you drive.
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.
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.
Don't see what you're looking for?
See all available properties in Westchester
View all properties
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 Westchester

    Hyatt Regency O'Hare Chicago

    Hyatt Regency O'Hare Chicago

    9300 Bryn Mawr Ave Rosemont IL
    $169 nightly
    The price is $193 total per night from Aug 3 to Aug 4
    $193 total
    Aug 3 - Aug 4
    Total with taxes and fees
    8.8/10 Excellent! (2,844 reviews)
    The Chicago Hotel Collection Ambassador Gold Coast

    The Chicago Hotel Collection Ambassador Gold Coast

    1301 N State Pkwy Chicago IL
    $163 nightly
    The price is $193 total per night from Jul 27 to Jul 28
    $193 total
    Jul 27 - Jul 28
    Total with taxes and fees
    8.2/10 Very Good! (1,747 reviews)
    Omni Chicago Hotel

    Omni Chicago Hotel

    676 N Michigan Ave Chicago IL
    $263 nightly
    The price is $313 total per night from Jul 26 to Jul 27
    $313 total
    Jul 26 - Jul 27
    Total with taxes and fees
    9.2/10 Wonderful! (1,906 reviews)

Westchester Guest Houses essential information

Accommodation
7 Guest Houses
Lowest Price
$167
Highest Price
$313
Popular accommodation
Mccormick Place Guest House, Villa Dubois Guest House, Chicago Avenue Inn, Wrigleyville Inn, Villa Christina, Oakwood at AMLI RIVER NORTH, Oakwood at 73 E. LAKE

More to Explore