Search Holiday Rentals in Portland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Portland holiday rentals

House (3 Bedrooms) | Interior

Updated Getaway w/ Sauna & Yard in Bloomsbury!

Updated Getaway w/ Sauna & Yard in Bloomsbury!
3.0 star property
Bloomsbury
The price is 4.872.345 ₫
11.642.534 ₫ total
includes taxes & fees
26 Apr - 27 Apr
Updated Getaway w/ Sauna & Yard in Bloomsbury!
Lake view

Echo Valley Cottages

Echo Valley Cottages
3.0 star property
East Stroudsburg
8.6 out of 10, Excellent, (60 reviews)
"The cottage was very clean and decorated festivity. Communication was great. I worked like to go back for another visit"
United States
danielle
The price is 3.887.689 ₫
6.476.226 ₫ total
includes taxes & fees
27 Apr - 28 Apr
Echo Valley Cottages
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portland Hotel Reviews

Mount Airy Casino Resort - Adults Only 21+

Mount Airy Casino Resort - Adults Only 21+

2/10 Terrible
"Horrible "
Jose 2-night trip
Posted 5 hours ago
Mount Airy Casino Resort - Adults Only 21+

Frequently asked questions

Are there holiday rentals in Portland?

Yes, there are holiday rentals close to the most popular sights in Portland, or you can select a more secluded option if you're looking for a relaxing stay.

What can I see and do in Portland?

Delaware River and Paulinskill River are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Brook Hollow Winery and Columcille Megalith Park.

What are holiday rentals like in Portland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portland. Holiday rentals offer amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family trips.