
Guesthouse vacation rentals in Cumberland County
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Top-rated guesthouse rentals in Cumberland County
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cumberland County guesthouse rentals
Family-friendly guest house rentals

Stylish, high end, close to Bowdoin & town

1 Block to the Beach!

King Size Bed Guest Room at the Harraseeket Inn

Queen bed suite; lake region!

South Freeport Village Barn

Salty Air in Cape Elizabeth | Portland | Beaches

Location Location @ Tami Lyns Place
Guest house rentals with a patio

Modern stay Westbrook Maine

Cozy guesthouse on Peaks Island by the ocean

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 washer and dryer

Spruce Ledge Boathouse

Harraseeket Estuary Loft Apartment

Guest house, dead end Prouts Neck, Scarborough

Private Guesthouse in the Woods

Close Enough - Beach Cottage

Downtown Freeport Barn’acle

Private Hilltop View

Cozy 2BR retreat min toUSM&Sebago
Destinations to explore
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- Wells Beach
- Attitash Mountain Resort
- Cranmore Mountain Resort
- Story Land
- Ogunquit Playhouse
- East End Beach
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Long Sands Beach
- Mt. Abram
- Purity Spring Resort
- King Pine Ski Area
- Popham Beach State Park
- Parsons Beach
- Laudholm Beach
- Mothers Beach
- Ferry Beach
- Palace Playland
- Portland Museum of Art
- Crescent Beach State Park
- Cliff House Beach
- Funtown Splashtown USA
- Things to do Cumberland County
- Sightseeing Cumberland County
- Sports activities Cumberland County
- Nature and outdoors Cumberland County
- Tours Cumberland County
- Art and culture Cumberland County
- Food and drink Cumberland County
- Things to do Maine
- Sightseeing Maine
- Tours Maine
- Nature and outdoors Maine
- Sports activities Maine
- Food and drink Maine
- Things to do United States
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- Wellness United States