Vacation rentals in Portland
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Portland
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Portland vacation rentals
Other great vacation rentals in Portland
Guest favourite
Guesthouse in Windham
5.0 out of 5 average rating, 218 reviewsCottage on Black Brook Preserve
May 29 – Jun. 5
$199 CAD per night
Guest favourite
Cabin in Lovell
4.97 out of 5 average rating, 254 reviewsSecluded, cozy cabin nestled in the Maine woods
Nov. 22 – 29
$177 CAD per night
Guest favourite
Guest suite in Scarborough
4.98 out of 5 average rating, 138 reviewsBeautiful, private apartment!! Great location!
Apr. 6 – 13
$195 CAD per night
Superhost
Apartment in Portland
4.78 out of 5 average rating, 304 reviewsStudio w/ Patio, Sauna & Onsite Massage
Jan. 6 – 13
$178 CAD per night
Guest favourite
Tiny homes in Portland
4.97 out of 5 average rating, 397 reviewsThe Garden Cabin Tiny Home
May 30 – Jun. 6
$224 CAD per night
Superhost
Apartment in Portland
4.82 out of 5 average rating, 351 reviewsSpacious and Comfortable Private Apartment
Nov. 27 – Dec. 4
$169 CAD per night
Guest favourite
Apartment in Arundel
4.91 out of 5 average rating, 126 reviewsGinger Hilltop
Feb. 23 – Mar. 2
$187 CAD per night
Guest favourite
Guest suite in Freeport
4.97 out of 5 average rating, 118 reviewsSolar Suite surrounded by Nature
Dec. 4 – 11
$190 CAD per night
Quick stats about vacation rentals in Portland
Total rentals
1.5K properties
Rentals with dedicated workspaces
780 properties have a dedicated workspace
Rentals with a pool
70 properties have a pool
Pet-friendly rentals
400 properties allow pets
Family-friendly rentals
780 properties are a good fit for families
Total number of reviews
151K reviews
Destinations to explore
- Cambridge Vacation rentals
- Salem Vacation rentals
- Chebacco Lake Vacation rentals
- Old Orchard Beach Vacation rentals
- Lake Winnipesaukee Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Québec City Vacation rentals
- Québec Vacation rentals
- Family-friendly rentals Portland
- Cabin rentals Portland
- Townhouse rentals Portland
- Waterfront rentals Portland
- Apartment rentals Portland
- Hotel rentals Portland
- Rentals with a hot tub Portland
- Rentals with pools Portland
- Monthly Rentals Portland
- Rentals with outdoor seating Portland
- Rentals with a washer and dryer Portland
- Beachfront rentals Portland
- Rentals with a patio Portland
- Rentals with beach access Portland
- Rentals with a firepit Portland
- Rentals with breakfast Portland
- Fitness-friendly rentals Portland
- Pet-friendly rentals Portland
- Condo rentals Portland
- Rentals with an EV charger Portland
- House rentals Portland
- Cottage rentals Portland
- Kid-friendly rentals Portland
- Private suite rentals Portland
- Rentals with a fireplace Portland
- 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