House vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cumberland house rentals
House rentals with a pool
Home in Scarborough
4.98 out of 5 average rating, 229 reviewsSwim spa under the starry night pool/hot tub/sauna
Oct 19 – 26
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
Jun 2 – 9
Home in Kennebunk
4.81 out of 5 average rating, 114 reviewsKennebunk/Kennebunkport Beach House w/Pool!
Jan 6 – 13
Home in Portland
4.94 out of 5 average rating, 70 reviews"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Sep 23 – 30
Home in Gorham
4.68 out of 5 average rating, 25 reviewsLarge Private Maine Home with Pool in Gorham
May 3 – 10
Home in Portland
4.82 out of 5 average rating, 98 reviewsThere's No Place Like Home
Dec 26 – Jan 2
Home in Wells
4.9 out of 5 average rating, 10 reviewsCottage in Wells Maine
Sep 29 – Oct 6
Home in Wells
4.97 out of 5 average rating, 65 reviewsModern, convenient, marsh side cottage
Aug 30 – Sep 6
Weekly house rentals
Home in Harpswell
4.98 out of 5 average rating, 174 reviewsWaterfront Cottage On Basin Cove - Amazing Sunsets
Dec 31 – Jan 7
Home in Edgecomb
4.95 out of 5 average rating, 405 reviewsSheepscot Harbour Cottage/waterview
Nov 8 – 15
Home in Freeport
4.87 out of 5 average rating, 115 reviewsFully Updated Airy Historic Home in South Freeport
May 23 – 30
Home in Falmouth
4.86 out of 5 average rating, 180 reviewsAmazing Bay View Home with Hot Tub
Apr 8 – 15
Home in Biddeford
4.97 out of 5 average rating, 381 reviewsPrivate, spacious, colorful, fun & unique space
Nov 2 – 9
Home in Falmouth
4.86 out of 5 average rating, 108 reviewsOceanside Escape ◆ Perfect family Getaway!
Apr 16 – 23
Home in Lebanon
4.96 out of 5 average rating, 241 reviewsBeautiful, Peaceful, Maine Getaway House
Mar 19 – 26
Home in Buckfield
4.91 out of 5 average rating, 153 reviewsThe Nifty Village House
Feb 20 – 27
Private house rentals
Home in Yarmouth
4.79 out of 5 average rating, 120 reviewsKelley's Ocean View Cottage
Sep 30 – Oct 7
Home in Portland
4.9 out of 5 average rating, 193 reviewsTop Deck - Portland Property with Views!
Dec 3 – 10
Home in Cornish
4.97 out of 5 average rating, 115 reviewsThe Watson House
Sep 9 – 16
Home in Cumberland
4.94 out of 5 average rating, 17 reviewsForest Lake Cottage
Mar 4 – 11
Home in Cumberland
4.95 out of 5 average rating, 20 reviewsQuiet retreat, Center of Cumberland.
Apr 10 – 17
Home in Cumberland
5.0 out of 5 average rating, 20 reviewsTranquil Home on Nature Preserve
Mar 22 – 29
Home in Yarmouth
4.95 out of 5 average rating, 98 reviewsHistoric, pastoral home in charming Yarmouth, ME!
Nov 27 – Dec 4
Home in Cumberland
5.0 out of 5 average rating, 29 reviewsWater views, privacy, decks, minutes to Portland
Sep 5 – 12
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
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