Portland Cottage Rentals

KAYAK searches hundreds of travel sites at once for cottage deals in Portland

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Booking Insights
Recommended by KAYAK

Best Portland cottage rentals

Most recommended cottage rentals in Portland

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Booking Insights

KAYAK’s Insights for cottages in Portland

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Portland with confidence.

Which neighbourhood do KAYAK users most love to book their cottage in Portland?

The most popular neighbourhood in Portland among KAYAK users to search for a cottage is Southeast Portland, with an average price of $153. Hotel Grand Stark, Jupiter Hotel, and Eastside Lodge rank among the highest-rated hotels in Southeast Portland.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
April
$158
$112
Cheapest month to stay with an average 46% drop in price.
Most expensive month to stay with an average 58% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Portland vacation rental deals

  • For the cheapest cottage rental in Portland, try to visit during the low season and outside of main travel peaks. The cheapest rates can be found in January and May.
  • The cheapest night of the week to rent a cottage in Portland is Friday. On the other hand, the most expensive is Tuesday.

Where to stay in Portland?

Our map will help you find the perfect place to stay in Portland by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Portland

Hotels near airports in Portland