House vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cumberland County 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
Dec 31 – Jan 7
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
Aug 23 – 30
Home in Gorham
4.68 out of 5 average rating, 25 reviewsLarge Private Maine Home with Pool in Gorham
May 24 – 31
Home in Portland
4.94 out of 5 average rating, 70 reviews"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Dec 23 – 30
Home in Mechanic Falls
5.0 out of 5 average rating, 4 reviewsLovely Home with Pool, Hot Tub & Dog Friendly
Oct 15 – 22
Home in Old Orchard Beach
5.0 out of 5 average rating, 56 reviewsOOB Oasis - 5BR private Retreat w/ Pool
Feb 7 – 14
Home in Standish
4.95 out of 5 average rating, 40 reviews6BR+ Retreat on 3 Acres Near Lake w/AC +Pets OK
Mar 11 – 18
Home in Portland
4.82 out of 5 average rating, 98 reviewsThere's No Place Like Home
Dec 16 – 23
Weekly house rentals
Home in Naples
4.99 out of 5 average rating, 135 reviewsKayak to the Causeway-50s cottage with modern vibe
Oct 17 – 24
Home in Freeport
4.96 out of 5 average rating, 101 reviewsSpacious costal home in Freeport, ME
Jun 5 – 12
Home in Westbrook
4.88 out of 5 average rating, 446 reviewsReno Barn w/ a lot of Charm! Breweries & Airport
Nov 25 – Dec 2
Home in Harpswell
4.98 out of 5 average rating, 174 reviewsWaterfront Cottage On Basin Cove - Amazing Sunsets
Dec 30 – Jan 6
Home in Bridgton
4.96 out of 5 average rating, 161 reviewsDreamy Mountain Home w/ Hot Tub Near Pleasant Mtn
Feb 20 – 27
Home in Portland
4.88 out of 5 average rating, 248 reviewsPerfectly Portland
May 8 – 15
Home in Freeport
4.94 out of 5 average rating, 207 reviewsThe Outlet House, Comfortable Cottage
Aug 24 – 31
Home in Windham
4.95 out of 5 average rating, 66 reviewsWaterfront Gem walkable to Restaurants!
Dec 8 – 15
Private house rentals
Home in Harrison
4.94 out of 5 average rating, 53 reviewsLinden Tree Cottage
Aug 16 – 23
Home in Windham
5.0 out of 5 average rating, 13 reviewsStunning, pets ok, private lake-house with dock.
Oct 12 – 19
Home in Waterboro
5.0 out of 5 average rating, 4 reviewsMountain View Getaway 4Season Maine
Oct 11 – 18
Home in Harpswell
5.0 out of 5 average rating, 82 reviewsBrand new year-round oceanfront home with beach.
Nov 15 – 22
Home in Cumberland
5.0 out of 5 average rating, 20 reviewsTranquil Home on Nature Preserve
May 11 – 18
Home in Standish
4.96 out of 5 average rating, 54 reviewsSebago Lake, ME *Lakeside*Hot Tub* just renovated
Dec 5 – 12
Home in Windham
4.96 out of 5 average rating, 27 reviewsPrivate 3BR Ranch
Aug 24 – 31
Home in Gorham
5.0 out of 5 average rating, 13 reviewsLuxe Architectural Gem near Portland/Lakes
Sep 22 – 29
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