Vacation Rentals in Portland
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Top Vacation Rentals in Portland

Cozy Cabin in the Sky-Wood Thorpe Villa-Ocean View
Cozy Cabin in the Sky-Wood Thorpe Villa-Ocean View
9.6 out of 10, Exceptional, (15)

Heaven Villa - We are not on the water, we are above!
Heaven Villa - We are not on the water, we are above!
9.4 out of 10, Exceptional, (11)

A place in paradise - family villa on a peninsula directly by the sea
A place in paradise - family villa on a peninsula directly by the sea
10.0 out of 10, Exceptional, (53)

Spacious Port Antonio villa w/360° Sea & Mountain Views
Spacious Port Antonio villa w/360° Sea & Mountain Views
9.0 out of 10, Wonderful, (6)

The Anton Villas
The Anton Villas

Pearl Ocean Villa
Pearl Ocean Villa
10.0 out of 10, Exceptional, (1)

SPECIAL-discount San San ocean view 5 acre estate 4 bedrooms staffed villa
SPECIAL-discount San San ocean view 5 acre estate 4 bedrooms staffed villa
8.4 out of 10, Very Good, (8)

Hope Bay-Peaceful getaway w/ pool and steps to natural beach
Hope Bay-Peaceful getaway w/ pool and steps to natural beach
8.0 out of 10, Very Good, (6)
The price is ¥16,890
¥21,851 total
includes taxes & fees
Apr 22 - Apr 23
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Find out more about Portland
Find out more about Portland
Vacation Apartments in Portland
Search for Vacation rentals in Portland on Expedia! You can easily find your home rentals, villas, Vacation apartments in Portland using one of the methods below:
- View our selection of featured Vacation rentals in Portland
- Use the map to find apartments and other Vacation homes in the Portland neighbourhood you prefer
- Enter your travel dates to view the best deals on Vacation rentals in Portland while they last
Look no further and take a look at our great range of rental properties in Portland!
Recent reviews in Portland
Recent reviews in Portland

The Jamaica Pegasus Hotel
5/5 Excellent
"Just nice all around place."
A verified traveler stayed at The Jamaica Pegasus Hotel
Posted 3 days ago