Cottage vacation rentals in Portland
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Top-rated cottage rentals in Portland
Guests agree: these cottages 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 Portland cottage rentals
Cottage rentals with a hot tub
Cottage in Norway
4.96 out of 5 average rating, 117 reviewsCottage with Whirlpool tub - Ross
Jan. 23 – 30
Cottage in York
4.98 out of 5 average rating, 146 reviewsAdorable cottage by Shorts Sands Beach
Dec. 9 – 16
Cottage in Wells
4.93 out of 5 average rating, 135 reviewsCozy Cottage with Ocean Views, Wells Maine
Sep. 29 – Oct. 6
Cottage in Wells
4.97 out of 5 average rating, 38 reviews2 BR house, close to Ogunquit, w/ AC + golf cart!
Oct. 1 – 8
Cottage in Peaks Island
4.91 out of 5 average rating, 66 reviewsEscape to Peaks Island: ocean views & roof decks
Feb. 9 – 16
Cottage in Wells
4.98 out of 5 average rating, 47 reviewsFreshly Renovated, Family-Friendly Coastal Cottage
May 9 – 16
Cottage in Wells
4.89 out of 5 average rating, 9 reviewsCozy Cottage on Private Resort
May 8 – 15
Cottage in Wells
4.97 out of 5 average rating, 39 reviewsSuper cute one bedroom with hot tub and pool.
Aug. 18 – 25
Pet-friendly cottage rentals
Cottage in Parsonsfield
4.9 out of 5 average rating, 120 reviewsRiverpine Retreat - clean&bright waterfront home
May 31 – Jun. 7
Cottage in Wiscasset
4.87 out of 5 average rating, 211 reviewsWaterscape Cottage - private waterfront
Feb. 17 – 24
Cottage in Old Orchard Beach
4.98 out of 5 average rating, 172 reviews#3 Couples Cottage Minutes from the Beach
Oct. 21 – 28
Cottage in Wakefield
4.93 out of 5 average rating, 143 reviewsLake View Cottage / Fenced in Yard
Sep. 26 – Oct. 3
Cottage in York
4.78 out of 5 average rating, 240 reviewsSweet cottage in quiet convenient coastal setting.
Apr. 16 – 23
Cottage in Brownfield
4.86 out of 5 average rating, 127 reviewsTompeca Cottage - Pet Friendly
Feb. 3 – 10
Cottage in Gray
4.9 out of 5 average rating, 190 reviewsSunset Haven - Little Sebago Lake
Dec. 25 – Jan. 1
Cottage in Denmark
4.92 out of 5 average rating, 74 reviewsTriangle House
May 9 – 16
Private cottage rentals
Cottage in Harpswell
4.9 out of 5 average rating, 124 reviewsClassic Maine Cottage - dock, sauna & kayaks
Oct. 3 – 10
Cottage in Portland
4.94 out of 5 average rating, 110 reviewsPeaks Island Waterfront
Dec. 6 – 13
Cottage in Raymond
4.92 out of 5 average rating, 99 reviewsCozy Waterfront Cabin in Raymond
Jun. 2 – 9
Cottage in Portland
4.84 out of 5 average rating, 126 reviewsArtist's Retreat
Mar. 15 – 22
Cottage in Windham
4.79 out of 5 average rating, 104 reviewsCozy camp near highland lake
Jun. 9 – 16
Cottage in York
4.98 out of 5 average rating, 118 reviewsTiny house living close to Ogunquit center!
May 15 – 22
Cottage in Portland
5.0 out of 5 average rating, 8 reviewsCaptain's Quarters on Peaks Island
Feb. 11 – 18
Cottage in Portland
5.0 out of 5 average rating, 14 reviewsCarriage House of Munjoy Hill
Jul. 13 – 20
Quick stats about cottage rentals in Portland
Total rentals
40 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
2.2K reviews
Nightly prices starting at
$109 CAD before taxes and fees
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