Portland, Maine, USA downtown skyline

Portland Vacation Rentals

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Our top choices for Portland vacation rentals

Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (2 reviews)
"Spacious, clean, and in the perfect location in Old Port."
United States
Celine
The price is NT$14,162
NT$20,188 total
includes taxes & fees
Jun 15 - Jun 16
Evalina Hotel

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (101 reviews)
"Lovely suite! Comfy king bed, everything spotless, Great location. Would stay here again"
United States
Roberta
The price is NT$11,385
NT$14,786 total
includes taxes & fees
Jul 6 - Jul 7
The Weldon Hotel

Fortland Island Campground

Fortland Island Campground
1.0 star property
Portland
10.0 out of 10, Exceptional, (3 reviews)
"It was very quiet and liked the experience of staying in a camp like setting."
United States
leela srinivas
The price is NT$11,835
NT$12,900 total
includes taxes & fees
Jun 12 - Jun 13
Fortland Island Campground

'osprey Cottage' South Freeport Home on Casco Bay!

'osprey Cottage' South Freeport Home on Casco Bay!
3.0 star property
Freeport
The price is NT$11,611
NT$19,933 total
includes taxes & fees
Jun 12 - Jun 13
'osprey Cottage' South Freeport Home on Casco Bay!

Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home

Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home
3.5 star property
Gray
The price is NT$25,535
NT$57,630 total
includes taxes & fees
Jul 6 - Jul 7
Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home

'beachfront 12' Condo on Old Orchard Beach

'beachfront 12' Condo on Old Orchard Beach
3.0 star property
Old Orchard Beach
The price is NT$6,929
NT$12,509 total
includes taxes & fees
Jun 14 - Jun 15
'beachfront 12' Condo on Old Orchard Beach
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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Top Portland Hotel Reviews

Find out more about Portland

Search for holiday rentals in Portland on Expedia! You can easily find your home rentals, villas, holiday apartments in Portland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Portland!

Frequently asked questions

Can I find a vacation rental in Portland?

Yes, we give you a choice of vacation rentals in Portland close to Bayside Bowl, or you can choose a more remote option if you're looking for extra privacy while you relax. Tourists who visit Portland speak highly of the bustling port and array of shops. The great live music and acclaimed theater scene are some other things you might like to check out during your trip.

How many vacation rentals are there in Portland?

Choose from 85 Expedia vacation rentals in Portland for a memorable vacation.

What can I see and do in Portland?

Bayside Bowl and Portland Observatory are a couple of family-friendly sights, whereas cultural attractions include Merrill Auditorium and Portland Museum of Art. While here, Casco Bay Lines Ferry Terminal and Cross Insurance Arena are other places worth a visit.

What are vacation rentals like in Portland?

Vacation rentals are privately owned properties you can reserve for several days or more in Portland. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family getaway.