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
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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
Apr 18 – 25
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
Aug 24 – 31
Home in Portland
4.94 out of 5 average rating, 70 reviews"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Feb 21 – 28
Home in Yarmouth
5.0 out of 5 average rating, 4 reviewsThe Royal River Retreat
May 11 – 18
Home in Gorham
4.68 out of 5 average rating, 25 reviewsLarge Private Maine Home with Pool in Gorham
Nov 3 – 10
Home in Mechanic Falls
5.0 out of 5 average rating, 4 reviewsLovely Home with Pool, Hot Tub & Dog Friendly
Dec 18 – 25
Home in Standish
4.95 out of 5 average rating, 40 reviews6BR+ Retreat on 3 Acres Near Lake w/AC +Pets OK
Apr 9 – 16
Home in Old Orchard Beach
5.0 out of 5 average rating, 56 reviewsOOB Oasis - 5BR private Retreat w/ Pool
Nov 13 – 20
Weekly house rentals
Home in Yarmouth
4.92 out of 5 average rating, 486 reviewsBeautiful Coastal Maine Getaway
Nov 12 – 19
Home in Windham
4.89 out of 5 average rating, 132 reviewsCozy cottage near Sebago Lake
May 30 – Jun 6
Home in Naples
4.99 out of 5 average rating, 135 reviewsKayak to the Causeway-50s cottage with modern vibe
Oct 18 – 25
Home in Westbrook
4.88 out of 5 average rating, 446 reviewsReno Barn w/ a lot of Charm! Breweries & Airport
Mar 19 – 26
Home in Harpswell
4.98 out of 5 average rating, 174 reviewsWaterfront Cottage On Basin Cove - Amazing Sunsets
Jan 10 – 17
Home in Bridgton
4.96 out of 5 average rating, 161 reviewsDreamy Mountain Home w/ Hot Tub Near Pleasant Mtn
Jun 17 – 24
Home in Parsonsfield
4.98 out of 5 average rating, 126 reviewsSpacious rural home with hot tub on the deck
Oct 30 – Nov 6
Home in Windham
4.95 out of 5 average rating, 66 reviewsWaterfront Gem walkable to Restaurants!
Mar 21 – 28
Private house rentals
Home in Harrison
4.94 out of 5 average rating, 53 reviewsLinden Tree Cottage
Jan 23 – 30
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
Aug 25 – Sep 1
Home in Harpswell
5.0 out of 5 average rating, 82 reviewsBrand new year-round oceanfront home with beach.
Nov 16 – 23
Home in Gorham
5.0 out of 5 average rating, 13 reviewsLuxe Architectural Gem near Portland/Lakes
Sep 22 – 29
Home in Cumberland
5.0 out of 5 average rating, 20 reviewsTranquil Home on Nature Preserve
Nov 25 – Dec 2
Home in Naples
5.0 out of 5 average rating, 14 reviewsSebago Lake Escape
Oct 26 – Nov 2
Home in Cumberland
5.0 out of 5 average rating, 29 reviewsWater views, privacy, decks, minutes to Portland
Sep 3 – 10
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