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
Guesthouse in Brunswick
4.84 out of 5 average rating, 43 reviewsStylish, high end, close to Bowdoin & town
Guesthouse in South Freeport
4.99 out of 5 average rating, 93 reviewsSouth Freeport Village Barn
Guesthouse in Old Orchard Beach
4.9 out of 5 average rating, 10 reviewsLocation Location @ Tami Lyns Place
Guesthouse in Falmouth
4.86 out of 5 average rating, 139 reviewsCottage Near the Sea, private with deck
Guesthouse in Wales
5 out of 5 average rating, 4 reviewsLakeside, private, Maine experience.
Guesthouse in Old Orchard Beach
4.85 out of 5 average rating, 27 reviews1 Block to the Beach!
Private room in Poland
4.95 out of 5 average rating, 66 reviewsStone's Throw from the Shore Bunk House
Guesthouses with a patio
Guesthouse in Westbrook
4.8 out of 5 average rating, 85 reviewsModern stay Westbrook Maine
Guesthouse in Bridgton
4.88 out of 5 average rating, 104 reviewsPrivate apart with luxury view, mins to everything
Guesthouse in South Portland
4.97 out of 5 average rating, 89 reviewsWillard Beach Guest House Minutes from Everything!
Guesthouse in Westbrook
5 out of 5 average rating, 26 reviewsRiverfront guest house w/ patio
Guesthouse in Freeport
4.98 out of 5 average rating, 45 reviewsDiscover Minglewood: A Peaceful Couple's Getaway
Guesthouse in Brownfield
4.98 out of 5 average rating, 55 reviewsThe Forested Bohemian . Tiny home/ tree house
Guesthouse in Yarmouth
5 out of 5 average rating, 86 reviewsSunny guesthouse in coastal Maine
Guesthouse in Old Orchard Beach
4.57 out of 5 average rating, 7 reviewsFun and Sun Cozy Cabin-short walk to beach
Guest house rentals with a washing machine and dryer
Guesthouse in Freeport
4.89 out of 5 average rating, 93 reviewsHarraseeket Estuary Loft Apartment
Guesthouse in West Bath
5 out of 5 average rating, 29 reviewsSpruce Ledge Boathouse
Guesthouse in Oxford
4.75 out of 5 average rating, 36 reviewsCamp in the woods in a luxury RV camper
Guesthouse in Scarborough
5 out of 5 average rating, 8 reviewsGuest house, dead end Prouts Neck, Scarborough
Guesthouse in Yarmouth
4.99 out of 5 average rating, 126 reviewsPrivate Guesthouse in the Woods
Guesthouse in Freeport
4.97 out of 5 average rating, 35 reviewsDowntown Freeport Barn’acle
Guesthouse in Cumberland
4.88 out of 5 average rating, 8 reviewsCharming Maine Country Cottage on Candlewick Lane
Guesthouse in Gorham
5 out of 5 average rating, 37 reviewsCozy 2BR retreat min toUSM&Sebago
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