Guest house holiday rentals in Cumberland County
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Top-rated guest house rentals in Cumberland County
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for guest house rentals in Cumberland County
Family-friendly guest house rentals
Guest house in Scarborough
4.98 out of 5 average rating, 98 reviewsSmith Cottage Higgins Beach
30 Oct – 6 Nov
Guest house in Old Orchard Beach
4.85 out of 5 average rating, 26 reviews1 Block to the Beach!
12–19 Jun
Guest house in Hollis Center
4.86 out of 5 average rating, 59 reviewsMoment's Peace Farm Guest House
28 Oct – 4 Nov
Guest house in Wales
5.0 out of 5 average rating, 4 reviewsLakeside, private, Maine experience.
4–11 Apr
Guest house in Brunswick
4.83 out of 5 average rating, 42 reviewsStylish, high end, close to Bowdoin & town
2–9 Jun
Guest house in South Freeport
4.99 out of 5 average rating, 93 reviewsSouth Freeport Village Barn
1–8 Feb
Guest house in Cape Elizabeth
4.98 out of 5 average rating, 213 reviewsSalty Air in Cape Elizabeth | Portland | Beaches
11–18 Sep
Guest house in Poland
4.95 out of 5 average rating, 63 reviewsStone's Throw from the Shore Bunk House
13–20 Oct
Guest house rentals with a patio
Guest house in Freeport
4.96 out of 5 average rating, 23 reviewsDiscover Minglewood; a peaceful couple's getaway
8–15 Mar
Guest house in Westbrook
4.82 out of 5 average rating, 34 reviewsCozy Barn Apartment with Deck and Garden
17–24 May
Guest house in Westbrook
4.81 out of 5 average rating, 47 reviewsModern stay Westbrook Maine
23–30 May
Guest house in Brownfield
4.98 out of 5 average rating, 42 reviewsThe Forested Bohemian . Tiny home/ tree house
14–21 Jun
Guest house in Yarmouth
5.0 out of 5 average rating, 72 reviewsPrivate Guesthouse in the Woods
22 Feb – 1 Mar
Guest house in Bridgton
4.92 out of 5 average rating, 72 reviewsCozy apartment on private road close to everything
19–26 Jan
Guest house in Yarmouth
5.0 out of 5 average rating, 65 reviewsSunny guesthouse in coastal Maine
17–24 Feb
Guest house in Old Orchard Beach
4.5 out of 5 average rating, 4 reviewsFun and Sun Cozy Cabin-short walk to beach
7–14 Sep
Guest house rentals with a washing machine and dryer
Guest house in Hiram
5.0 out of 5 average rating, 86 reviews1BR cozy, luxurious getaway @ Krista's Guesthouse
23–30 Nov
Guest house in Saco
4.87 out of 5 average rating, 31 reviewsClose Enough - Beach Cottage
21–28 Sep
Guest house in West Bath
5.0 out of 5 average rating, 15 reviewsSpruce Ledge Boathouse
11–18 Apr
Guest house in Gorham
5.0 out of 5 average rating, 20 reviewsCozy 2BR retreat min toUSM&Sebago
23–30 Oct
Guest house in Bridgton
5.0 out of 5 average rating, 72 reviewsEscape to the lake!
28 Mar – 4 Apr
Guest house in Freeport
4.88 out of 5 average rating, 77 reviewsHarraseeket Estuary Loft Apartment
9–16 Aug
Guest house in Saco
4.77 out of 5 average rating, 31 reviewsBy the Beach - Cottage
18–25 May
Guest house in Cape Elizabeth
4.85 out of 5 average rating, 124 reviewsBeaches, Sunsets, Tranquil, Lobster, on the Cape
15–22 Jun
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