Portland vacation rentals

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Best Portland vacation rentals

Most recommended vacation rentals in Portland

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Booking Insights

KAYAK’s insights for vacation rentals in Portland

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

Which month has the cheapest vacation rental rates in Portland?

Vacation rentals are cheapest in Portland in January, with average rates of $107. In comparison, February is the most expensive month, with prices at $491.

What is the cheapest day of the week to book a vacation rental in Portland?

Tuesday offers the lowest rates in Portland, with an average nightly price of $249. The highest prices are found on Thursday, with average rates at $535.

How early should you book a vacation rental in Portland?

Book at least 65 days before your stay begins to get the best price for your Portland vacation rental.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
February
$341
$308
Cheapest month to stay with an average 60% drop in price.
Most expensive month to stay with an average 85% 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

  • If you want to enjoy some local history on your trip, you should look for Portland holiday rentals that are in the centre of the city, where many of the main attractions are. For example, West End Retreat @ The Arts District is located a short walk from Victoria Mansion, which is a popular historical landmark.
  • For those that want to enjoy some of the best food that the city has to offer, you should look for Portland holiday rentals that are near East Bayside. For instance, Panoramic Water, Island & City Views W/Private Roof Deck is located only a short distance from popular eateries like Chong Tu Bot and Terlingua.
  • If want to enjoy a holiday by the coast, you should look for Portland house rentals that are close to the beach. For example, Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants is only about a 10min walk to East End Beach, which is a calm beach that offers a range of activities.
  • To make the most of the hiking trails that are in the city, you should look for Portland holiday rentals in the East End. For example, if you stayed at Enjoy Portland With Family or Friends, you would be close to popular walks like the Eastern Promenade Trail.
  • If you are looking to hire a car during your visit to Portland, you should look for properties that provide you with parking areas. For instance, Adorable Portland Getaway on the Eastern Promenade typically provides parking spaces to its guests.
  • Pet friendly, pool, hot tub, and beachfront are the most popular vacation rental property amenities in Portland
  • Vacation rentals in Portland are around 69% more expensive than hotels on average. Search here to compare prices for all accommodation types in Portland.
  • The best vacation rental properties in Portland are Chic One Bedroom Apartment In Portland's Arts District (9.9, 65 reviews), Sunny Modern Oasis in Portland’s Trendy East End (9.9, 51), and Ocean view Victorian (9.8, 32), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Portland, you should consider visiting during the low season. The cheapest vacation homes in Portland can be found in January and November.
  • The cheapest night for renting a vacation home in Portland is Friday. In contrast, the most expensive is Thursday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Portland for 6 days.

FAQs when booking a vacation home in Portland

  • How much is a Rental rental for a week in Portland?

    The average price for a weekly Portland Rental rental found by KAYAK users in the last 2 weeks is $1,868. Though this can obviously vary depending on the time of year of your stay and when you make the booking.

  • How much is a Rental rental for a month in Portland?

    The average price for a monthly Portland Rental rental found by KAYAK users in the last 2 weeks is $7,514.

  • What are the benefits of a self-catered property?

    When you’re in the U.S. you will find that there are many great places to eat, but it can be expensive to eat out every day. If you get a self-catered property, you’ll have the option to dine in whenever you fancy. For example, Glorious Getaway On Portland's Eastern Promenade provides facilities like an oven and cooktop, so you can cook as much as you like. There is also a range of shops nearby, where you can pick up fresh ingredients for your stay.

  • Where is best to stay in Portland for nightlife?

    If you want to go to the best bars and pubs, you should look for accommodation that’s in the centre of the city. For example, Bright & Spacious Apartment with Amazing Shower is only a short distance from popular establishments like Blackstones and The Jewel Box.

  • What options are there for Portland properties that have swimming pools?

    If you want to swim but prefer to avoid the sea, you will be pleased to know that there are properties that have pools. For example, Close To Downtown With Hot Tub! has an outdoor pool for its guests as well as a spa for you to use.

  • Where is best to stay to be close to the airport?

    If you want to be close to Portland International Jetport (PWM), then you should stay close to Highway 95, so you’ll be close to the terminal. For example, Beautifully Spacious with Charm is about a 12min drive from the airport.

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

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