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Guesthouse vacation rentals in Cumberland County
Find and book unique guesthouse rentals on Airbnb
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
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Guesthouse in Portland
4.97 out of 5 average rating, 567 reviewsThe Carriage House at Libbytown
![](https://a0.muscache.com/im/pictures/6ef8bb6d-e8e6-4b2a-ae34-14cb7064e99c.jpg?im_w=720)
Guesthouse in Old Orchard Beach
4.85 out of 5 average rating, 27 reviews1 Block to the Beach!
![](https://a0.muscache.com/im/pictures/732a1f4d-bd80-4821-974b-6a8e10036541.jpg?im_w=720)
Guesthouse in South Freeport
4.99 out of 5 average rating, 93 reviewsSouth Freeport Village Barn
![](https://a0.muscache.com/im/pictures/02986738-b1dd-45b5-a470-2c54a67072c0.jpg?im_w=720)
Guesthouse in Wales
5 out of 5 average rating, 4 reviewsLakeside, private, Maine experience.
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Guesthouse in Brunswick
4.83 out of 5 average rating, 42 reviewsStylish, high end, close to Bowdoin & town
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Private room in Cape Elizabeth
4.98 out of 5 average rating, 219 reviewsSalty Air in Cape Elizabeth | Portland | Beaches
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Private room in Poland
4.95 out of 5 average rating, 66 reviewsStone's Throw from the Shore Bunk House
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Guesthouse in Old Orchard Beach
4.9 out of 5 average rating, 10 reviewsLocation Location @ Tami Lyns Place
Guest house rentals with a patio
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Guesthouse in Westbrook
4.77 out of 5 average rating, 62 reviewsModern stay Westbrook Maine
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Guesthouse in Falmouth
4.97 out of 5 average rating, 35 reviewsThe Herons Nest at The Mill
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Guesthouse in Brownfield
4.98 out of 5 average rating, 46 reviewsThe Forested Bohemian . Tiny home/ tree house
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Guesthouse in Freeport
4.97 out of 5 average rating, 33 reviewsDiscover Minglewood: A Peaceful Couple's Getaway
![](https://a0.muscache.com/im/pictures/miso/Hosting-858604812425900368/original/42844a73-7630-4c01-b044-2d21e2257590.jpeg?im_w=720)
Guesthouse in Yarmouth
4.99 out of 5 average rating, 95 reviewsPrivate Guesthouse in the Woods
![](https://a0.muscache.com/im/pictures/miso/Hosting-12904850/original/b302ab86-60e6-44a3-ba7d-3c092cbbb115.jpeg?im_w=720)
Guesthouse in Yarmouth
5 out of 5 average rating, 74 reviewsSunny guesthouse in coastal Maine
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Guesthouse in Westbrook
4.8 out of 5 average rating, 40 reviewsCozy Barn Apartment with Deck and Garden
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Guesthouse in Bridgton
4.9 out of 5 average rating, 80 reviewsPrivate apart with luxury view, mins to everything
Guest house rentals with a washer and dryer
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Guesthouse in Hiram
5 out of 5 average rating, 90 reviews1BR cozy, luxurious getaway @ Krista's Guesthouse
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Guesthouse in Freeport
4.88 out of 5 average rating, 80 reviewsHarraseeket Estuary Loft Apartment
![](https://a0.muscache.com/im/pictures/miso/Hosting-877749609720034973/original/2ae33a9a-fdae-4a49-8348-07764b8e34f8.jpeg?im_w=720)
Guesthouse in Gorham
5 out of 5 average rating, 28 reviewsCozy 2BR retreat min toUSM&Sebago
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Guesthouse in Bridgton
5 out of 5 average rating, 82 reviewsEscape to the lake!
![](https://a0.muscache.com/im/pictures/airflow/Hosting-776681933548012462/original/0c9ee52e-bde6-47ee-b4e5-dafabec8a817.jpg?im_w=720)
Guesthouse in West Bath
5 out of 5 average rating, 22 reviewsSpruce Ledge Boathouse
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Guesthouse in Saco
4.85 out of 5 average rating, 39 reviewsClose Enough - Beach Cottage
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Guesthouse in Scarborough
5 out of 5 average rating, 4 reviewsGuest house, dead end Prouts Neck, Scarborough
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Guesthouse in Westbrook
4.96 out of 5 average rating, 70 reviewsRed Barn Retreat
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