House holiday rentals in Cumberland County
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Top-rated house rentals in Cumberland County
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for house rentals in Cumberland County
House rentals with a pool
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
Home in Gorham
4.68 out of 5 average rating, 25 reviewsLarge Private Maine Home with Pool in Gorham
Home in Mechanic Falls
5.0 out of 5 average rating, 4 reviewsLovely Home with Pool, Hot Tub & Dog Friendly
Home in Portland
4.94 out of 5 average rating, 71 reviews"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Home in Standish
4.95 out of 5 average rating, 40 reviews6BR+ Retreat on 3 Acres Near Lake w/AC +Pets OK
Home in Portland
4.82 out of 5 average rating, 98 reviewsThere's No Place Like Home
Home in Old Orchard Beach
5.0 out of 5 average rating, 56 reviewsOOB Oasis - 5BR private Retreat w/ Pool
Home in Old Orchard Beach
5.0 out of 5 average rating, 44 reviewsThe Happy Cottage
Weekly house rentals
Home in Freeport
4.99 out of 5 average rating, 164 reviews"The Cozy Cottage in the heart of Freeport Village
Home in Portland
4.95 out of 5 average rating, 292 reviewsExplore Portland from a 18th-Century Victorian
Home in Harpswell
4.98 out of 5 average rating, 175 reviewsWaterfront Cottage On Basin Cove - Amazing Sunsets
Home in Westbrook
4.88 out of 5 average rating, 447 reviewsReno Barn w/ a lot of Charm! Breweries & Airport
Home in Windham
4.89 out of 5 average rating, 132 reviewsCozy cottage near Sebago Lake
Home in Bridgton
4.91 out of 5 average rating, 274 reviewsLake Region Comfort, Close to Everything!
Home in Parsonsfield
4.98 out of 5 average rating, 126 reviewsSpacious rural home with hot tub on the deck
Home in Bridgton
4.96 out of 5 average rating, 163 reviewsDreamy Mountain Home w/ Hot Tub Near Pleasant Mtn
Private house rentals
Home in Naples
5.0 out of 5 average rating, 44 reviewsLUX Designer Private Waterfront
Home in Harrison
4.94 out of 5 average rating, 53 reviewsLinden Tree Cottage
Home in Windham
5.0 out of 5 average rating, 13 reviewsStunning, pets ok, private lake-house with dock.
Home in Waterboro
5.0 out of 5 average rating, 4 reviewsMountain View Getaway 4Season Maine
Home in Gorham
5.0 out of 5 average rating, 13 reviewsLuxe Architectural Gem near Portland/Lakes
Home in Cumberland
5.0 out of 5 average rating, 29 reviewsWater views, privacy, decks, minutes to Portland
Home in Falmouth
4.95 out of 5 average rating, 57 reviewsBeautiful lake-side home close to Portland Maine
Home in Naples
5.0 out of 5 average rating, 15 reviewsSebago Lake Escape
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