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CLOSED UNTIL MAY 1, 2018 FOR RENOVATIONS. PLEASE CONSIDER OUR SISTER PROPERTY "THE CAPTAIN'S HOUSE." 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 fifty years ago.


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, large screen TV, VCR & DVD, and opens to a front porch perfect for people watching.

We serve an ample continental breakfast each morning.

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 2017 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



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
double 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


Rates are per room, 2 persons/room (except twin rooms); rates do not include the 11.7% MA Hotel Tax.
Payment: we accept Mastercard, Visa, Discover, American Express & cash.
Reservations confirmed upon receipt of 50% deposit; balance due upon arrival.
Cancellations: Deposits refundable ONLY with 21 days notice OR re-rental on the same terms. A $35.00 cancellation fee will be assessed on all cancellations.
Minimum stays: Our minimum stay for Memorial Day weekend is 2 nights, 4th of July & Carnival is 5 nights, Labor Day weekend is 4 nights and New Year's is 2 nights. Generally we have a 4 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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