Cottage holiday rentals in Portland
Find and book unique cottages on Airbnb
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 cottage rentals in Portland
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 Jul
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 Jun
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 Jun
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 Jun
Cottage in Jackson
4.99 out of 5 average rating, 165 reviewsJust the Two of Us
16–23 Jun
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
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
£64 before taxes and fees
Destinations to explore
- Cambridge Holiday rentals
- Salem Holiday rentals
- Chebacco Lake Holiday rentals
- Old Orchard Beach Holiday rentals
- Lake Winnipesaukee Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Québec City Holiday rentals
- Québec Holiday rentals
- Cottage rentals Boston
- Apartment rentals Portland
- Rentals with breakfast Portland
- Rentals with beach access Portland
- Beachfront rentals Portland
- Townhouse rentals Portland
- Rentals with outdoor seating Portland
- Rentals with pools Portland
- Rentals with an EV charger Portland
- Flat rentals Portland
- Hotel rentals Portland
- Rentals with a patio Portland
- Rentals with a fireplace Portland
- Family-friendly rentals Portland
- Fitness-friendly rentals Portland
- Rentals with a hot tub Portland
- Rentals with a washing machine and dryer Portland
- Rentals with a firepit Portland
- Waterfront rentals Portland
- House rentals Portland
- Monthly Rentals Portland
- Private suite rentals Portland
- Cabin rentals Portland
- Pet-friendly rentals Portland
- Family-friendly rentals Portland
- Cottage rentals Maine
- Cottage rentals New Hampshire
- Cottage rentals Cumberland County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom