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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.

Open Year Round!

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.

Outdoor Jacuzzi.

Free Wireless Internet Access throughout the house!

Adults Only.

Parking for your automobile is included in the room-rate. No pets, and please smoke on the decks only! Thank you.


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For reservation information, please contact us directly.

Phone: 800/733-7869
Phone: 800/SEE-PTOWN
Phone: 508/487-0537

Chicago House - Living Room

Rate Schedule for 2016 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
twin bed, TV, shared bath



Chicago House, Room 4Room #4, 2nd Floor
twin bed, 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, shared bath



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



Chicago House, Room 8Room #8, 2nd Floor
double 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: While we are unable to accommodate your pets, we hope you'll enjoy the company of our
Wolfhound, Quinn, and our little parrot, Lola.


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