House holiday rentals in Cumberland
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Top-rated house rentals in Cumberland
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Cumberland
House rentals with a pool
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
Home in Kennebunk
4.81 out of 5 average rating, 115 reviewsKennebunk/Kennebunkport Beach House w/Pool!
Home in Portland
4.95 out of 5 average rating, 74 reviews"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Home in Portland
4.81 out of 5 average rating, 99 reviewsThere's No Place Like Home
Home in Portland
5.0 out of 5 average rating, 3 reviewsThe Hill's at Buttonwood
Home in Old Orchard Beach
5.0 out of 5 average rating, 60 reviewsOOB Oasis - 5BR private Retreat w/ Pool
Home in Wells
4.92 out of 5 average rating, 12 reviewsCottage in Wells Maine
Home in Old Orchard Beach
5.0 out of 5 average rating, 47 reviewsThe Happy Cottage
Weekly house rentals
Home in Lewiston
4.98 out of 5 average rating, 144 reviewsClean and comfortable home
Home in Edgecomb
4.95 out of 5 average rating, 410 reviewsSheepscot Harbour Cottage/waterview
Home in Freeport
4.86 out of 5 average rating, 118 reviewsFully Updated Airy Historic Home in South Freeport
Home in Portland
4.96 out of 5 average rating, 189 reviewsPeaceful Oasis with Water Views and Hot Tub!
Home in Harpswell
4.97 out of 5 average rating, 101 reviewsBrand new Scandinavian cottage: dock & kayaks!
Home in Portland
4.95 out of 5 average rating, 129 reviewsEast End Portland, Water Views
Home in Falmouth
4.87 out of 5 average rating, 187 reviewsAmazing Bay View Home with Hot Tub
Home in Yarmouth
4.79 out of 5 average rating, 120 reviewsKelley's Ocean View Cottage
Private house rentals
Home in Bridgton
4.91 out of 5 average rating, 276 reviewsLake Region Comfort, Close to Everything!
Home in Oxford
5.0 out of 5 average rating, 181 reviewsThe Modern Lakehouse
Home in Portland
4.85 out of 5 average rating, 149 reviewsHope Cottage, 4-Season Getaway, Sleeps 6
Home in Auburn
4.99 out of 5 average rating, 125 reviewsCozy getaway near Bates & the best spots in Maine
Home in Portland
4.9 out of 5 average rating, 198 reviewsTop Deck - Portland Property with Views!
Home in Windham
4.88 out of 5 average rating, 104 reviewsHouse in the Oaks at Highland Lake
Home in Portland
5.0 out of 5 average rating, 107 reviewsBack Cove Cape Escape
Home in Saco
5.0 out of 5 average rating, 124 reviewsOceanfront w/ Stunning views and Private Deck☀️🏖
Quick stats about house rentals in Cumberland
Total rentals
330 properties
Rentals with dedicated workspaces
150 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
90 properties allow pets
Family-friendly rentals
240 properties are a good fit for families
Total number of reviews
18K reviews
Destinations to explore
- Portland Holiday rentals
- Salem Holiday rentals
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