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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 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 and opens to a front porch perfect for people watching.

We serve a healthy homemade 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 2019 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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