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Centrally located, on a quiet side street steps from Commercial Street's shops, restaurants, and clubs, Chicago House is a cozy 3/4 Cape converted to a guest house nearly sixty years ago.

Thanks for 2022. We'll open in June 2023. Please email or call us for reservations.

Chicago House - Front Porch


Chicago House - Front Garden

Our 9 rooms are modest in size, nicely furnished and affordably priced: six rooms have private baths, three share a bath. A comfortable living room has a fireplace and opens to a front porch perfect for people watching.

Our Continental Breakfast Buffet includes homemade granola, greek yogurt, fresh cut up fruit, english muffins, OJ, coffee/tea

Free Wireless Internet Access throughout the house.

Everyone Welcome.

Parking for your automobile is included in the room-rate. No pets, and please no smoking on the property Thank you.


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For reservation information, please contact us directly.


Phone: 508-487-9353

Chicago House - Living Room

Rate Schedule for 2021 Season



Chicago House, Room 1Room #1, 1st Floor,
queen bed, TV, A/C, private bath



Chicago House, Room 2Room #2, 1st Floor
queen bed, TV, DVD, A/C, private bath



Chicago House, Room 3Room #3, 2nd Floor
full-sized bed, TV, a/c shared bath



Chicago House, Room 4Room #4, 2nd Floor
twin bed, a/c, TV, shared bath NOT AVAILABLE FOR 2021



Chicago House, Room 5Room #5, 2nd Floor
king bed, TV, A/C, private bath



Chicago House, Room 6Room #6, 2nd Floor
double bed, a/c, no TV, shared bath



Chicago House, Room 7Room #7, 2nd Floor
full-sized bed, TV, A/C, private bath



Chicago House, Room 8Room #8, 2nd Floor
queen bed, TV, A/C, private bath



Chicago House, Room 9Room #9, 2nd Floor
queen bed, TV, A/C, private bath




In-Season = Mid-June through Labor Day
Off-Season = Mid-Sept through Mid-June, excluding Memorial Day weekend and prices may vary during shoulder season


Rates are per room, 2 persons/room (except twin and full-sized rooms); rates do not include the 14.45% MA Hotel Tax. Rates may change at anytime.
Payment: we accept Mastercard, Visa, Discover, American Express & cash.
Reservations are done through Airbnb and we follow a strict cancellation policy.
Cancellations: If cancelled prior to 7 days of arrival date, you're responsible for 50%. A cancellation within 7 days, you're responsible for 100%.
Minimum stays: Our minimum stay for Memorial Day weekend is 3 nights, 4th of July is 4 nights, Bear Week & Carnival is 6 nights and Labor Day weekend is 3 nights. Generally we have a 3 night minimum stay for July & August, but please contact us to see if we can accomodate your shorter visits.
Pets: No Pets Allowed


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