
Guesthouse holiday rentals in Cumberland County
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Top-rated Guesthouses in Cumberland County
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Cumberland County guesthouses
Family-Friendly guesthouses

Stylish, high end, close to Bowdoin & town

South Freeport Village Barn

Location Location @ Tami Lyns Place

Beautiful large studio on the ocean.

Smith Cottage Higgins Beach

1 Block to the Beach!

King Size Bed Guest Room at the Harraseeket Inn

Salty Air in Cape Elizabeth | Portland | Beaches
Guesthouses with a patio

Cozy guesthouse on Peaks Island by the ocean

Private apart with luxury view, mins to everything

Riverfront guest house w/ patio

Apartment in Brunswick with Country Charm No Fees

Sunny guesthouse in coastal Maine

The Forested Bohemian . Tiny home/ tree house

Old Orchard Oasis

Fun and Sun Cozy Cabin-short walk to beach
Guest house rentals with a washing machine and dryer

Spruce Ledge Boathouse

Harraseeket Estuary Loft Apartment

Camp in the woods in a luxury RV camper

Guest house, dead end Prouts Neck, Scarborough

Private Guesthouse in the Woods

Downtown Freeport Barn’acle

Cozy 2BR retreat min toUSM&Sebago
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