Book Holiday Homes in Portland
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Portland

Treat yourself - Enjoy spring and summer on the lake.

Creek Side Cottage with Lake Views, Lake Access, Dock and Secluded Yard

Stunning Vacation retreat. Heated pool, ideal for family vacations or friends.

Bemus Point Lake Front Cottage with Dock

Waterfront Chautauqua Lake Home w/ Stunning Views

Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.

Quaint historic home in the heart of Bemus Point Village- a stroll to the water!

Chautauqua Lake House with large deck- 4 bedroom & 4 bathrooms

Create your family memories at our nautical lakeside home!
Portland Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Portland vacation homes are the perfect way for you to wing it.
Holiday houses in Portland let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Portland in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Portland adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Portland with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Portland vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Portland Holiday Homes essential information
Accommodation | 183 Holiday Homes |
---|---|
Lowest Price | AU$209 |
Highest Price | AU$784 |
Popular accommodation | Treat yourself - Enjoy spring and summer on the lake., Creek Side Cottage with Lake Views, Lake Access, Dock and Secluded Yard, Stunning Vacation retreat. Heated pool, ideal for family vacations or friends., Bemus Point Lake Front Cottage with Dock, Waterfront Chautauqua Lake Home w/ Stunning Views, Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away. , Quaint historic home in the heart of Bemus Point Village- a stroll to the water!, Chautauqua Lake House with large deck- 4 bedroom & 4 bathrooms, Create your family memories at our nautical lakeside home! |
Holiday Homes in Portland
Top Locations for Holiday Homes in Portland
More accommodations in Portland
Top trending hotels in Portland

The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country

Clarion Hotel Conference Center on Lake Erie

Chautauqua Harbor Hotel - Jamestown

Treat yourself - Enjoy spring and summer on the lake.
More ways to explore Portland
Top picks
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.