Cottage holiday rentals in Cumberland County
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Top-rated cottage rentals in Cumberland County
Guests agree: These cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Cumberland County cottage rentals
Cottage rentals with a hot tub
Cottage in Peaks Island
4.91 out of 5 average rating, 66 reviewsEscape to Peaks Island: ocean views & roof decks
14 – 21 Nov
Cottage in Limerick
4.74 out of 5 average rating, 47 reviewsMaine Lakehouse, 3 Bedrooms, 2 baths, waterfront
8 – 15 Nov
Cottage in Phippsburg
5.0 out of 5 average rating, 26 reviewsNorway Pines Oceanfront Cottages
29 Dec – 5 Jan
Cottage in Old Orchard Beach
5.0 out of 5 average rating, 5 reviewsOld Orchard Beach Cottage
5 – 12 Oct
Cottage in Scarborough
4.6 out of 5 average rating, 5 reviewsSunshine on the River
14 – 21 Oct
Cottage in Harpswell
Charming Oceanfront Cabin
4 – 11 Nov
Cottage in Casco
3.5 out of 5 average rating, 4 reviewsDog-friendly rustic 2BR mountain cottage
23 – 30 May
Cottage in Old Orchard Beach
3.33 out of 5 average rating, 3 reviewsTwo Bedroom Cottage Old Orchard Beach
21 – 28 Sept
Pet-friendly cottage rentals
Cottage in Denmark
4.92 out of 5 average rating, 75 reviewsTriangle House
8 – 15 May
Cottage in Lyman
4.82 out of 5 average rating, 74 reviewsRK North : All season Waterfront cottage with dock
9 – 16 Jan
Cottage in Bridgton
5.0 out of 5 average rating, 9 reviewsForest Walkers Home
4 – 11 Nov
Cottage in Standish
4.95 out of 5 average rating, 44 reviewsBig Sebago Lake Rentals Waterfront w Private Beach
6 – 13 Jan
Cottage in Gray
4.94 out of 5 average rating, 34 reviewsCharming 3 bedroom cottage on Notched Pond
3 – 10 Oct
Cottage in Windham
4.85 out of 5 average rating, 47 reviewsThe Purple House by Pettingill Pond
23 – 30 Dec
Cottage in Harpswell
4.95 out of 5 average rating, 21 reviewsMiddle Bay Bungalow - Oceanfront Property
4 – 11 Oct
Cottage in Windham
4.93 out of 5 average rating, 91 reviewsCozy Cottage on Highland Lake
20 – 27 Sept
Private cottage rentals
Cottage in Portland
4.84 out of 5 average rating, 126 reviewsArtist's Retreat
25 Oct – 1 Nov
Cottage in Portland
4.94 out of 5 average rating, 110 reviewsPeaks Island Waterfront
14 – 21 Apr
Cottage in Windham
5.0 out of 5 average rating, 65 reviewsRomantic waterfront cottage for two in Maine
19 – 26 Aug
Cottage in Windham
4.89 out of 5 average rating, 62 reviewsCovered Bridge Cottage - Maine woods and river
9 – 16 Nov
Cottage in Sebago
5.0 out of 5 average rating, 19 reviews3 BR Lake house in Sebago Maine steps from beach!
27 Oct – 3 Nov
Cottage in Naples
4.81 out of 5 average rating, 67 reviewsRelax right next to Sebago's very popular sandbar.
9 – 16 Dec
Cottage in Otisfield
5.0 out of 5 average rating, 10 reviewsModern secluded cottage in the woods of Maine
10 – 17 Oct
Cottage in Harpswell
4.91 out of 5 average rating, 70 reviewsSweet Retreat bungalow w/loft bedroom
18 – 25 Dec
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