Book Holiday Homes in Portland
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Featured Holiday Homes in Portland
Treat yourself - Enjoy Spring and summer on the lake.
North East PA
When you stay at this vacation home in North East, you'll be on the waterfront, just steps from Lake Erie and a 2-minute drive from Mazza Vineyards.
Charming 3B, 1& 1/2 Bath ranch house. Sleeps 6. Full AC. Near SUNY Fredonia.
Fredonia NY
With a stay at this vacation home in Fredonia, you'll be near the beach, within a 10-minute drive of Lake Erie and State University of New York at Fredonia.
Breathtaking Sunsets Lakefront Beach House, & Steps to Private Beach, Lake Erie.
North East PA
When you stay at this vacation home in North East, you'll be on the beach, just steps from Lake Erie and Freeport Beach.
Save an average of 15% on thousands of hotels when you're signed in
Creek Side Cottage with Lake Views, Lake Access, Dock and Secluded Yard
Jamestown NY
Located in Jamestown, this vacation home is on the waterfront, a 1-minute drive from Chautauqua Lake and 6 minutes from Lucille Ball Desi Arnaz Museum.
Secluded Chautauqua Lake House, private dock & beach, short stroll to town!
Bemus Point NY
Located in Bemus Point, this vacation home is on the waterfront, a 1-minute drive from Chautauqua Lake and 6 minutes from Long Point on Lake Chatauqua State ...
Walk out the door, walk onto the beach!
Dunkirk NY
The price is AU$445 per night from 20 May to 21 May
AU$445
20 May - 21 May
includes taxes & fees
When you stay at this vacation home in Dunkirk, you'll be on the beach, within a 5-minute walk of Lake Erie and Point Gratiot Park.
Cozy Colonial in Downtown Westfield, NY
Westfield NY
The price is AU$469 per night from 17 May to 18 May
AU$469
17 May - 18 May
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Westfield, within a 5-minute drive of Lake Erie and McClurg Museum.
Secluded Lake Erie Escape with 550 Ft of Lake View Frontage on 7.5 Private Acres
Portland NY
When you stay at this vacation home in Portland, you'll be on a lake, just steps from Lake Erie and a 3-minute drive from Lake Erie State Park.
Lakehouse Vineyard on Lake Erie!
Ripley NY
When you stay at this vacation home in Ripley, you'll be on the waterfront, just steps from Lake Erie and a 2-minute drive from Ripley Community Park.
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.
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 | 161 Holiday Homes |
|---|---|
Lowest Price | AU$125 |
Highest Price | AU$510 |
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
Portland NY
The price is AU$510 per night from 17 May to 18 May
AU$510
17 May - 18 May
includes taxes & fees
With a stay at this cottage in Portland, you'll be on a lake, within a 10-minute drive of Lake Erie and Lake Erie State Park.
Secluded Lake Erie Escape with 550 Ft of Lake View Frontage on 7.5 Private Acres
Portland NY
When you stay at this vacation home in Portland, you'll be on a lake, just steps from Lake Erie and a 3-minute drive from Lake Erie State Park.
Chautauqua Harbor Hotel - Jamestown
10 Dunham Ave Celoron NY
Fully refundableReserve now, pay when you stay
The price is AU$237 per night from 17 May to 18 May
AU$237
17 May - 18 May
includes taxes & fees
Located in Celoron, Chautauqua Harbor Hotel - Jamestown is a 1-minute drive from Chautauqua Lake and 6 minutes from National Comedy Center.
Save an average of 15% on thousands of hotels when you're signed in
Webb's Year Round Resort
125 W Lake Rd Mayville NY
Fully refundableReserve now, pay when you stay
The price is AU$125 per night from 18 May to 19 May
AU$125
18 May - 19 May
includes taxes & fees
With a stay at Webb's Year Round Resort in Mayville, you'll be a 1-minute walk from Chautauqua Lake and 12 minutes by foot from Chautauqua Belle Steamboat.
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.
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- Car hire near Blessed Mary Angela Parish
- Car hire Cherry Creek
- Car hire near Darwin R. Barker Historical Museum
- Car hire near Dunkirk Lighthouse and Veterans Park Museum
- Car hire Jamestown
- Car hire near Lily Dale Spiritual Center
- Car hire Lily Dale
- Car hire near New York Amish Trail
- Car hire Portland
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.