Cottage vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
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
Feb 9 – 16
Cottage in Limerick
4.74 out of 5 average rating, 47 reviewsMaine Lakehouse, 3 Bedrooms, 2 baths, waterfront
Feb 27 – Mar 6
Cottage in Phippsburg
5.0 out of 5 average rating, 26 reviewsNorway Pines Oceanfront Cottages
Feb 11 – 18
Cottage in Old Orchard Beach
5.0 out of 5 average rating, 5 reviewsOld Orchard Beach Cottage
Sep 14 – 21
Cottage in Scarborough
4.6 out of 5 average rating, 5 reviewsSunshine on the River
Dec 6 – 13
Cottage in Harpswell
Charming Oceanfront Cabin
Oct 31 – Nov 7
Cottage in Casco
3.5 out of 5 average rating, 4 reviewsDog-friendly rustic 2BR mountain cottage
Jul 11 – 18
Cottage in Old Orchard Beach
3.33 out of 5 average rating, 3 reviewsTwo Bedroom Cottage Old Orchard Beach
Sep 6 – 13
Pet-friendly cottage rentals
Cottage in Denmark
4.92 out of 5 average rating, 74 reviewsTriangle House
May 9 – 16
Cottage in Lyman
4.82 out of 5 average rating, 74 reviewsRK North : All season Waterfront cottage with dock
Oct 31 – Nov 7
Cottage in Sebago
4.92 out of 5 average rating, 25 reviewsKendalls Cottage at Sebago Lake
Mar 1 – 8
Cottage in Standish
4.95 out of 5 average rating, 44 reviewsBig Sebago Lake Rentals Waterfront w Private Beach
Apr 4 – 11
Cottage in Windham
4.85 out of 5 average rating, 47 reviewsThe Purple House by Pettingill Pond
Dec 19 – 26
Cottage in Gray
4.94 out of 5 average rating, 34 reviewsCharming 3 bedroom cottage on Notched Pond
Jan 11 – 18
Cottage in Windham
4.93 out of 5 average rating, 91 reviewsCozy Cottage on Highland Lake
Sep 19 – 26
Cottage in Bridgton
5.0 out of 5 average rating, 9 reviewsForest Walkers Home
Oct 31 – Nov 7
Private cottage rentals
Cottage in Portland
4.94 out of 5 average rating, 110 reviewsPeaks Island Waterfront
Dec 6 – 13
Cottage in Windham
5.0 out of 5 average rating, 65 reviewsRomantic waterfront cottage for two in Maine
Aug 19 – 26
Cottage in Raymond
4.9 out of 5 average rating, 90 reviewsRelax by a Quiet Lake
May 13 – 20
Cottage in Windham
4.89 out of 5 average rating, 62 reviewsCovered Bridge Cottage - Maine woods and river
May 7 – 14
Cottage in Sebago
5.0 out of 5 average rating, 19 reviews3 BR Lake house in Sebago Maine steps from beach!
Oct 27 – Nov 3
Cottage in Otisfield
5.0 out of 5 average rating, 10 reviewsModern secluded cottage in the woods of Maine
Dec 12 – 19
Cottage in Windham
4.9 out of 5 average rating, 10 reviewsRelaxing 2 bed cottage on Little Sebago Lake
May 6 – 13
Cottage in Harpswell
4.91 out of 5 average rating, 70 reviewsSweet Retreat bungalow w/loft bedroom
Mar 17 – 24
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