Compare Westchester Guest House Rentals

Start date: Check-in selected.
To Date
End date: Check-out

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

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
Nov 26 - Nov 27
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
Nov 26 - Nov 27
Total with taxes and fees
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 barbecue grills and a garden.
Parking included
Free WiFi
Chicago Avenue Inn

Chicago Avenue Inn

2 out of 5
3305 W Chicago Ave Chicago IL
$105 nightly
The price is $120 total per night
$120 total
Dec 1 - Dec 2
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
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.
Parking included
Free WiFi
Coach House with Heated Garage and Private Rooftop Deck

Coach House with Heated Garage and Private Rooftop Deck

Chicago IL
At this guesthouse, guests have access to features like laundry facilities.
Free WiFi
Air conditioning
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.
A5 Luxurious Garden Unit Near Chicago

A5 Luxurious Garden Unit Near Chicago

Forest Park IL
This guesthouse features a gym and laundry facilities.
Air conditioning
Gym
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

    Palmer House a Hilton Hotel

    Palmer House a Hilton Hotel

    17 E Monroe St Chicago IL
    $128 nightly
    The price is $145 total per night from Dec 21 to Dec 22
    $145 total
    Dec 21 - Dec 22
    Total with taxes and fees
    8.4/10 Very Good! (2,089 reviews)
    Embassy Suites by Hilton Chicago Downtown River North

    Embassy Suites by Hilton Chicago Downtown River North

    600 N State St Chicago IL
    $87 nightly
    The price is $102 total per night from Dec 21 to Dec 22
    $102 total
    Dec 21 - Dec 22
    Total with taxes and fees
    8.4/10 Very Good! (5,274 reviews)
    Hilton Chicago/Magnificent Mile Suites

    Hilton Chicago/Magnificent Mile Suites

    198 E Delaware Pl Chicago IL
    $83 nightly
    The price is $98 total per night from Dec 7 to Dec 8
    $98 total
    Dec 7 - Dec 8
    Total with taxes and fees
    8.8/10 Excellent! (3,365 reviews)

Westchester Guest Houses essential information

Accommodation
9 Guest Houses
Lowest Price
$88
Highest Price
$145
Popular accommodation
Villa Dubois Guest House, Mccormick Place Guest House, Chicago Avenue Inn, Wrigleyville Inn, Villa Christina, Coach House with Heated Garage and Private Rooftop Deck, Oakwood at 73 E. LAKE, Oakwood at AMLI RIVER NORTH, A5 Luxurious Garden Unit Near Chicago

More to Explore