Cottage accommodation in Portland
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Top-rated cottage rentals in Portland
Guests agree: These cottages 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 cottage rentals
Cottage rentals with a hot tub
Cottage in Conway
4.89 out of 5 average rating, 293 reviewsHOT TUB! Amazing view. Hike, Bike, Swim!
31 Mar – 7 Apr
Cottage in Norway
4.91 out of 5 average rating, 125 reviewsCottage with Whirlpool tub - McLeod
20 – 27 July
Cottage in York
4.98 out of 5 average rating, 146 reviewsAdorable cottage by Shorts Sands Beach
23 – 30 Mar
Cottage in Wells
4.93 out of 5 average rating, 135 reviewsCozy Cottage with Ocean Views, Wells Maine
26 Sept – 3 Oct
Cottage in Wells
4.98 out of 5 average rating, 47 reviewsFreshly Renovated, Family-Friendly Coastal Cottage
9 – 16 May
Cottage in Wells
4.97 out of 5 average rating, 38 reviews2 BR house, close to Ogunquit, w/ AC + golf cart!
1 – 8 Oct
Cottage in Peaks Island
4.91 out of 5 average rating, 66 reviewsEscape to Peaks Island: ocean views & roof decks
4 – 11 Feb
Cottage in Wells
4.97 out of 5 average rating, 39 reviewsSuper cute one bedroom with hot tub and pool.
20 – 27 Oct
Pet-friendly cottage rentals
Cottage in Freedom
4.78 out of 5 average rating, 441 reviewsLakefront, Beach Private, Amazing Views, & pets!
24 – 31 Jan
Cottage in Parsonsfield
4.9 out of 5 average rating, 120 reviewsRiverpine Retreat - clean&bright waterfront home
31 May – 7 June
Cottage in Saco
4.93 out of 5 average rating, 312 reviewsDeja Blue~Guest Beach House
2 – 9 Oct
Cottage in Wiscasset
4.87 out of 5 average rating, 211 reviewsWaterscape Cottage - private waterfront
12 – 19 Jan
Cottage in Old Orchard Beach
4.98 out of 5 average rating, 172 reviews#3 Couples Cottage Minutes from the Beach
20 – 27 Dec
Cottage in Bridgton
4.89 out of 5 average rating, 188 reviewsRustic Pebble Cottage in beautiful Bridgton, Maine
5 – 12 Nov
Cottage in Kittery
4.95 out of 5 average rating, 139 reviewsCozy Maine Cottage by the Sea
27 Oct – 3 Nov
Cottage in Wakefield
4.93 out of 5 average rating, 143 reviewsLake View Cottage / Fenced in Yard
16 – 23 Oct
Private cottage rentals
Cottage in Portland
4.93 out of 5 average rating, 289 reviewsCozy Urban Cottage on Munjoy Hill
27 Dec – 3 Jan
Cottage in Harpswell
4.9 out of 5 average rating, 124 reviewsClassic Maine Cottage - dock, sauna & kayaks
3 – 10 Oct
Cottage in Portland
4.94 out of 5 average rating, 110 reviewsPeaks Island Waterfront
26 Feb – 5 Mar
Cottage in Raymond
4.92 out of 5 average rating, 99 reviewsCozy Waterfront Cabin in Raymond
2 – 9 June
Cottage in Portland
4.84 out of 5 average rating, 126 reviewsArtist's Retreat
15 – 22 Mar
Cottage in Windham
4.79 out of 5 average rating, 104 reviewsCozy camp near highland lake
9 – 16 June
Cottage in Jackson
4.99 out of 5 average rating, 165 reviewsJust the Two of Us
16 – 23 June
Cottage in Portland
5.0 out of 5 average rating, 8 reviewsCaptain's Quarters on Peaks Island
13 – 20 Jan
Quick stats about cottage rentals in Portland
Total rentals
40 properties
Wi-Fi availability
30 properties include access to Wi-Fi
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
$122 AUD before taxes and fees
Destinations to explore
- Cambridge Accommodation & holiday rentals
- Salem Holiday rentals
- Chebacco Lake Accommodation & holiday rentals
- Old Orchard Beach Holiday rentals
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