Book Holiday Homes in Portland
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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.
Charming 3B, 1& 1/2 Bath ranch house. Sleeps 6. Full AC. Near SUNY Fredonia.
Breathtaking Sunsets Lakefront Beach House, & Steps to Private Beach, Lake Erie.
Creek Side Cottage with Lake Views, Lake Access, Dock and Secluded Yard
Secluded Chautauqua Lake House, private dock & beach, short stroll to town!
Walk out the door, walk onto the beach!
Cozy Colonial in Downtown Westfield, NY
Secluded Lake Erie Escape with 550 Ft of Lake View Frontage on 7.5 Private Acres
Lakehouse Vineyard on Lake Erie!
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 | 159 Holiday Homes |
|---|---|
Lowest Price | NZ$152 |
Highest Price | NZ$612 |
Popular accommodation | Treat yourself - Enjoy Spring and summer on the lake., Charming 3B, 1& 1/2 Bath ranch house. Sleeps 6. Full AC. Near SUNY Fredonia. , Breathtaking Sunsets Lakefront Beach House, & Steps to Private Beach, Lake Erie., Creek Side Cottage with Lake Views, Lake Access, Dock and Secluded Yard, Secluded Chautauqua Lake House, private dock & beach, short stroll to town!, Walk out the door, walk onto the beach!, Cozy Colonial in Downtown Westfield, NY, Secluded Lake Erie Escape with 550 Ft of Lake View Frontage on 7.5 Private Acres, Lakehouse Vineyard on Lake Erie! |
Top trending hotels in Portland
Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly
Chautauqua Harbor Hotel - Jamestown
Quality Inn Dunkirk
Webb's Year Round Resort
More ways to explore Portland
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.