House holiday rentals in Portland
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Top-rated house rentals in Portland
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 Portland house rentals
House rentals with a pool
Home in Portland
4.8 out of 5 average rating, 101 reviewsThere's No Place Like Home
Home in Kennebunk
4.81 out of 5 average rating, 117 reviewsKennebunk/Kennebunkport Beach House w/Pool!
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
Home in Kittery Point
4.92 out of 5 average rating, 100 reviewsQuiet Home with heated inground pool, waterfront
Home in Conway
4.91 out of 5 average rating, 202 reviewsThe Sugar Shack - A sweet spot in the Village
Home in Portland
4.95 out of 5 average rating, 76 reviews"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Home in Wells
4.88 out of 5 average rating, 17 reviewsCottage in Wells Maine
Home in Old Orchard Beach
5 out of 5 average rating, 63 reviewsOOB Oasis - 5BR private Retreat w/ Pool
Weekly house rentals
Home in Freeport
4.99 out of 5 average rating, 168 reviews"The Cozy Cottage in the heart of Freeport Village
Home in Buckfield
4.91 out of 5 average rating, 160 reviewsThe Nifty Village House
Home in Wayne
4.93 out of 5 average rating, 196 reviewsPeaceful Getaway at The Ledges
Home in West Paris
4.99 out of 5 average rating, 115 reviewsFour Season Western Maine Adventure Base
Home in Freeport
4.96 out of 5 average rating, 107 reviewsSpacious costal home in Freeport, ME
Home in Arundel
5 out of 5 average rating, 121 reviewsNewBuilt/HotTub/Great Location-4 min Kennebunkport
Home in Acton
4.98 out of 5 average rating, 139 reviewsThe ZEN welcomes you, your home away from home.
Home in Old Orchard Beach
4.95 out of 5 average rating, 115 reviewsNew Luxury Home w/HOT TUB & Fire Pit
Private house rentals
Home in Yarmouth
4.92 out of 5 average rating, 492 reviewsBeautiful Coastal Maine Getaway
Home in East End
4.95 out of 5 average rating, 129 reviewsEast End Portland, Water Views
Home in Portland
4.9 out of 5 average rating, 290 reviewsHouse Your Group - 5 Minutes to Everything!
Home in Conway
4.95 out of 5 average rating, 157 reviewsHideaway next to the woods & 5 min walk to town!
Home in Harpswell
4.97 out of 5 average rating, 104 reviewsBrand new Scandinavian cottage: dock & kayaks!
Home in Paris
4.94 out of 5 average rating, 130 reviewsJust a get away!!
Home in Windham
4.89 out of 5 average rating, 134 reviewsCozy cottage near Sebago Lake
Home in Peaks Island
4.86 out of 5 average rating, 152 reviewsHope Cottage, 4-Season Getaway, Sleeps 6
Quick stats about house rentals in Portland
Total rentals
360 properties
Rentals with dedicated workspaces
170 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
110 properties allow pets
Family-friendly rentals
260 properties are a good fit for families
Total number of reviews
23K reviews
Destinations to explore
- Cambridge Accommodation & holiday rentals
- Salem Holiday rentals
- Chebacco Lake Accommodation & holiday rentals
- Old Orchard Beach Holiday rentals
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