Book Holiday Homes in Portland

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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
Holiday Homes
Lowest Price
AU$148
Highest Price
AU$312
Popular accommodation
La Quinta Inn & Suites by Wyndham Portland, Portland Harbor Hotel, Cambria Hotel Portland Downtown-Old Port, Canopy by Hilton Portland Waterfront

Top trending hotels in Portland

La Quinta Inn & Suites by Wyndham Portland

La Quinta Inn & Suites by Wyndham Portland

2.5 out of 5
340 Park Ave, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$148 per night from 7 Apr to 8 Apr
AU$148
includes taxes & fees
7 Apr - 8 Apr
Located in Portland, La Quinta Inn & Suites by Wyndham Portland is a 5-minute walk from Portland Exposition Building and 5 minutes by foot from Hadlock ...
La Quinta Inn & Suites by Wyndham Portland
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$312 per night from 6 Apr to 7 Apr
AU$312
includes taxes & fees
6 Apr - 7 Apr
With a stay at Portland Harbor Hotel, you'll be centrally located in Portland, a 5-minute drive from Thompson's Point and 9 minutes from Maine Mall.
Portland Harbor Hotel
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$265 per night from 10 Apr to 11 Apr
AU$265
includes taxes & fees
10 Apr - 11 Apr
Located in Portland (East Bayside), Cambria Hotel Portland Downtown-Old Port is within a 10-minute drive of Thompson's Point and Maine Mall.
Cambria Hotel Portland Downtown-Old Port
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Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
9 Center Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$266 per night from 21 Apr to 22 Apr
AU$266
includes taxes & fees
21 Apr - 22 Apr
With a stay at Canopy by Hilton Portland Waterfront in Portland (Downtown Portland), you'll be a 5-minute drive from Thompson's Point and 9 minutes from Maine ...
Canopy by Hilton Portland Waterfront
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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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^Subject to availability and chosen travel dates.