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
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Popular amenities for Cumberland County guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Scarborough
4.98 out of 5 average rating, 98 reviewsSmith Cottage Higgins Beach
Nov 16 – 23
Guesthouse in Old Orchard Beach
4.85 out of 5 average rating, 26 reviews1 Block to the Beach!
May 28 – Jun 4
Guesthouse in Hollis Center
4.86 out of 5 average rating, 59 reviewsMoment's Peace Farm Guest House
Dec 2 – 9
Guesthouse in Brunswick
4.83 out of 5 average rating, 42 reviewsStylish, high end, close to Bowdoin & town
Sep 27 – Oct 4
Guesthouse in Wales
5.0 out of 5 average rating, 4 reviewsLakeside, private, Maine experience.
Mar 29 – Apr 5
Guesthouse in South Freeport
4.99 out of 5 average rating, 93 reviewsSouth Freeport Village Barn
Feb 7 – 14
Guesthouse in Cape Elizabeth
4.98 out of 5 average rating, 213 reviewsSalty Air in Cape Elizabeth | Portland | Beaches
May 16 – 23
Guesthouse in Poland
4.95 out of 5 average rating, 63 reviewsStone's Throw from the Shore Bunk House
Oct 20 – 27
Guest house rentals with a patio
Guesthouse in Freeport
4.96 out of 5 average rating, 23 reviewsDiscover Minglewood; a peaceful couple's getaway
Jun 12 – 19
Guesthouse in Falmouth
4.96 out of 5 average rating, 24 reviewsThe Herons Nest at The Mill
Oct 21 – 28
Guesthouse in Bridgton
4.92 out of 5 average rating, 72 reviewsCozy apartment on private road close to everything
Apr 8 – 15
Guesthouse in Yarmouth
5.0 out of 5 average rating, 72 reviewsPrivate Guesthouse in the Woods
Apr 20 – 27
Guesthouse in Brownfield
4.98 out of 5 average rating, 42 reviewsThe Forested Bohemian . Tiny home/ tree house
Jun 17 – 24
Guesthouse in Westbrook
4.82 out of 5 average rating, 34 reviewsCozy Barn Apartment with Deck and Garden
Jul 26 – Aug 2
Guesthouse in Yarmouth
5.0 out of 5 average rating, 65 reviewsSunny guesthouse in coastal Maine
Mar 14 – 21
Guesthouse in Old Orchard Beach
4.5 out of 5 average rating, 4 reviewsFun and Sun Cozy Cabin-short walk to beach
Sep 7 – 14
Guest house rentals with a washer and dryer
Guesthouse in West Bath
5.0 out of 5 average rating, 15 reviewsSpruce Ledge Boathouse
Sep 27 – Oct 4
Guesthouse in Saco
4.87 out of 5 average rating, 31 reviewsClose Enough - Beach Cottage
Aug 24 – 31
Guesthouse in Hiram
5.0 out of 5 average rating, 86 reviews1BR cozy, luxurious getaway @ Krista's Guesthouse
Nov 25 – Dec 2
Guesthouse in Gorham
5.0 out of 5 average rating, 20 reviewsCozy 2BR retreat min toUSM&Sebago
Feb 3 – 10
Guesthouse in Bridgton
5.0 out of 5 average rating, 72 reviewsEscape to the lake!
Mar 30 – Apr 6
Guesthouse in Freeport
4.88 out of 5 average rating, 77 reviewsHarraseeket Estuary Loft Apartment
Aug 9 – 16
Guesthouse in Saco
4.77 out of 5 average rating, 31 reviewsBy the Beach - Cottage
May 18 – 25
Guesthouse in Cape Elizabeth
4.85 out of 5 average rating, 124 reviewsBeaches, Sunsets, Tranquil, Lobster, on the Cape
Jun 15 – 22
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