Holiday rentals in Portland
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Portland
Guests agree: these stays 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 holiday rentals
Other great holiday rentals in Portland
Flat in Portland
4.9 out of 5 average rating, 290 reviewsCharming Downtown 1BR w/ Parking, Walk to Old Port
9–16 Dec
Guest suite in Scarborough
4.98 out of 5 average rating, 139 reviewsBeautiful, private apartment!! Great location!
1–8 Jan
Flat in Portland
4.82 out of 5 average rating, 354 reviewsSpacious and Comfortable Private Apartment
8–15 Mar
Apartment in Portland
4.96 out of 5 average rating, 164 reviews"Cornelia" Penthouse Waterfront Suite
28 Jan – 4 Feb
Cabin in Lovell
4.97 out of 5 average rating, 257 reviewsSecluded, cozy cabin nestled in the Maine woods
11–18 Nov
Flat in Portland
4.8 out of 5 average rating, 949 reviewsParking | Self-check-in | Washer+Dryer | Kitchen 5
7–14 Apr
Flat in Portland
4.78 out of 5 average rating, 305 reviewsStudio w/ Patio, Sauna & Onsite Massage
18–25 Mar
Loft in South Portland
5.0 out of 5 average rating, 109 reviewsSerene studio apartment, close to everything.
28 Apr – 5 May
Quick stats about holiday 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 Holiday rentals
- Salem Holiday rentals
- Chebacco Lake Holiday rentals
- Old Orchard Beach Holiday rentals
- Lake Winnipesaukee Holiday rentals
- New York Holiday rentals
- Jersey City Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Québec City Holiday rentals
- Québec Holiday rentals
- Rentals with a washing machine and dryer Portland
- Monthly Rentals Portland
- Flat rentals Portland
- Hotel rentals Portland
- Rentals with breakfast Portland
- Apartment rentals Portland
- Rentals with pools Portland
- Rentals with a hot tub Portland
- Rentals with a fireplace Portland
- Private suite rentals Portland
- Cabin rentals Portland
- House rentals Portland
- Rentals with outdoor seating Portland
- Rentals with a patio Portland
- Townhouse rentals Portland
- Rentals with a firepit Portland
- Fitness-friendly rentals Portland
- Family-friendly rentals Portland
- Cottage rentals Portland
- Rentals with an EV charger Portland
- Family-friendly rentals Portland
- Waterfront rentals Portland
- Pet-friendly rentals Portland
- Beachfront rentals Portland
- Rentals with beach access 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