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Vacation rentals in Portland

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Travel insights for holiday rentals in Portland

Use these up-to-date, data-driven insights about booking a holiday rental in Portland including ideal times to book, pricing trends, and more.

What is the cheapest month to book a vacation rental in Portland?

The cheapest month to book a vacation rental in Portland is May (S$ 173). Conversely, the most expensive month to stay in Portland is September (S$ 556).

What is the cheapest day to stay in a vacation rental in Portland?

The cheapest day to stay in Portland is Monday (S$ 236). On the other hand, travelers can expect to pay the most on Sunday, when the average nightly price is S$ 418.

How far ahead should you book a vacation rental in Portland?

Save money by booking a vacation rental at least 52 days before your trip to Portland. The lowest price found when booking 52 days ahead was S$ 175 per night.

Cheapest holiday rentals in Portland, Oregon

Discover affordable stays in Portland that provide a quality experience without breaking the bank. Hotels in Portland can be found for as low as S$ 83 per night. There is currently one property in Portland that can be booked for this price. Prineville is one of the hotels that can be booked for the lowest price in Portland. Price data was last updated on 13 May 2025
At the moment, these vacation rentals offer the lowest nightly rate out of those we've come across in Portland. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.
Show all 1,367 holiday rentals
123 Ne 3Rd Street, Prineville, OR, United States
1.0 km from city centre
Free Wi-Fi
S$ 83
Avg. per night
Portland, OR, United States
9.6 km from city centre
Air conditioning
S$ 102
Avg. per night
Portland, OR, United States
1.5 km from city centre
Air conditioning
S$ 116
Avg. per night
Pacific City, OR, United States
1.6 km from city centre
Air conditioning
S$ 155
Avg. per night
La Pine, OR, United States
9.0 km from city centre
Air conditioning
S$ 185
Avg. per night
Klamath Falls, OR, United States
10.3 km from city centre
Air conditioning
S$ 275
Avg. per night

Other accommodations in Portland

Find the perfect holiday rental for your stay in Portland. There are 1,367 hotels in Portland and price data was last updated on 13 May 2025. The average price for a hotel in Portland is S$ 232/night.
Show all 1,367 stays
970 W. 3rd Avenue, Eugene, OR, United States
1.7 km from city centre
Free Wi-Fi
S$ 126
Avg. per night
479 Northwest 18th Avenue, Portland, OR, United States
1.1 km from city centre
Free Wi-Fi
S$ 69
Avg. per night
42 Northwest Hawthorne Avenue, Bend, OR, United States
0.6 km from city centre
Free Wi-Fi
Parking
S$ 68
Avg. per night
9750 Northeast Cascades Parkway, Portland, OR, United States
10.5 km from city centre
Pool
Free Wi-Fi
S$ 228
Avg. per night
15 Northwest 4th Avenue, Portland, OR, United States
0.1 km from city centre
Free Wi-Fi
S$ 151
Avg. per night
750 Southwest Alder Street, Portland, OR, United States
0.5 km from city centre
Free Wi-Fi
S$ 174
Avg. per night

Where to stay in Portland

Explore different neighbourhoods and areas within Portland to find the perfect location for your stay. Map data was last updated on 13 May 2025.
Utilize the map to find properties close to the Portland area(s) or attractions you plan on visiting. Clicking on a vacation rental name will take you to a page with pricing, reviews, and more useful information.

Facts about staying in Portland

Find useful tips and insights about staying in Portland to help you make the most of your experience. FAQs were last updated on 13 May 2025.
  • How much does a holiday rental in Portland cost?

    On average, it costs S$ 232 per night for a Portland holiday rental, but S$ 185 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Portland was for S$ 40 per night. If you can, try to avoid booking your rental September (as this is the most expensive month). Booking May (the cheapest month) may end up saving you money.

  • Are there any Motel holiday rentals in Portland?

    There are 44 holiday rentals in Portland that fall under the Motel category, the most popular is Motel 6 Portland Central.

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