Portland holiday rentals

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Best Portland holiday rentals

Most recommended holiday rentals in Portland

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Econo Lodge Portland Airport - Portland - Bedroom
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
Southeast Portland Retreat - Portland - Building
Parking
Free Wi-Fi
Pet-friendly
Tiny House In Alberta Arts District! - Portland - Living room
Free Wi-Fi
Air conditioning
Renu Suites at The Burlington Portland - Portland
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
Q21 Condos - Portland
Q21 Condos
Northwest District
7.9Good(27)
Free Wi-Fi
Air conditioning
A Place To Chill! - Portland
Parking
Free Wi-Fi
Air conditioning

Holiday rentals near South Park Blocks

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KAYAK’s insights for holiday 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 July, with average rates of £51. In comparison, August is the most expensive month, with prices at £148.

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

Friday offers the lowest rates in Portland, with an average nightly price of £75. The highest prices are found on Thursday, with average rates at £111.

How early should you book a vacation rental in Portland?

Book at least 15 days before your stay begins to get the best price for your Portland vacation rental.

Good to know

Low season

May

High season

April

Average price (weeknight)

£69
Cheapest month to stay with an average 62% drop in price.
Most expensive month to stay with an average 66% rise in price.
Average Sun - Thu price over the last 2 weeks.

KAYAK's top tips for finding Portland holiday rental deals

  • If you want to be in a part of the city that is pedestrian-friendly, book Portland holiday rentals in and around the South Waterfront neighbourhood, like River's Edge Hotel & Spa. River's Edge is located close to John's Landing and comes with a fitness centre, restaurant, a bar and lounge area, and access to a business centre.
  • Book Portland holiday rentals in the Northwest District to be surrounded by turn-of-the-century homes, unique little boutiques and home to Forest Park, which is the largest public park in the city. Northwest Perch is one of the more popular Portland holiday homes and within walking distance of NW 22nd, a sought-after street in the district.
  • As a foodie, there's scarcely a better neighbourhood in Portland than the Pearl District. Book Portland holiday rentals here to enjoy some of the best food and nightlife in the city. First Thursday is a must, where the streets come alive to pedestrians and art galleries thrive. Renu Suites at The Burlington Portland will have you in the heart of the entertainment.
  • Sellwood Moreland is the place to be if you're looking for a hidden gem coupled with a relaxed ambiance and beautiful views. It's also home to a bar called Kay's on Milwaukie Avenue that's been around since the prohibition. Sellwood Retreat is a popular holiday rental in the city that's in the heart of the neighbourhood.
  • Arlington Heights is widely considered the best neighbourhood in the city and is where you'll find the top attractions, including the famous rose gardens, the Holocaust Memorial, the Japanese Gardens and the Portland Zoo. Park Lane Suites & Inn is one of the most popular accommodation in the area, located on the outskirts of Arlington Heights.
  • Pool, pet friendly, airport shuttle, and hot tub are the most popular holiday rental property amenities in Portland
  • Holiday rentals in Portland are around 57% more expensive than hotels on average. Search here to compare prices for all accommodation types in Portland.
  • The best holiday rental properties in Portland are Modern Sanctuary in the heart of Concordia (9.9, 61 reviews), Luxury Private Apartment - Kitchen, Washer & Dryer, Sleeps 4, Prime Location! (9.8, 39), and 1 Block To Washington Park & Short Walk To Shops, Eateries On Nw 23rd, Downtown (9.8, 56), based on ratings and reviews from real travellers.
  • Old Town-Chinatown is the neighbourhood in Portland with the most affordable holiday rental properties (10 properties with an average price of £95 per night). Riverside condo, high speed internet, pool & hot tub, safe, free deeded parking., Newly Renovated and Waterfront Condo in the Pearl District and Waterfront Panoramic Views Downtown Pdx 2bd 2ba are the most popular rental properties in Old Town-Chinatown.
  • If you’re looking for a cheap holiday rental in Portland, you should consider visiting during the low season. The cheapest holiday homes in Portland can be found in May and June.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Portland for 12 days.
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FAQs when booking a holiday home in Portland

  • What types of holiday rentals are available in Portland?

    There are loads of different property types that you can make your holiday home in Portland. You’ll find agritourism, apartments, bungalows, cabins, campgrounds, caravans, chalets, condos, cottages, farm stays, houses, campsites, homestays, houseboats, lodges, luxury tents and villas.

  • What are some of the most-loved holiday rentals available in Portland?

    There are many types of properties available for Portland holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Econo Lodge City Center and Econo Lodge Portland Airport.

  • Are there any pet-friendly holiday rentals in Portland?

    There are a number of dog and pet-friendly Portland holiday rentals, with around 15% allowing you to bring your pet along with you.

  • How much is a holiday rental in Portland for tonight?

    In the last 72 hours, users have found Portland holiday rentals for tonight for as low as £65. Search here for similar prices

  • How much is a holiday rental in Portland for this weekend?

    In the last 72 hours, users have found Portland holiday rentals for this weekend for as low as £65 per night. Search here for similar prices

  • Which are the most popular neighbourhoods to stay in Portland?

    Holiday rentals in Northeast Portand, Southeast Portland and North Portland have the most searches on KAYAK. For more information about Portland's different neighbourhoods, check out our Portland's City Guide.

  • How can I find holiday rentals near me in Portland?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

  • Why is self-catering in Portland a preferred option?

    Portland is a city teeming with different people from all walks of life and home to one of the most diverse cultures in the country. This is one of the reasons Portland is known for having such varied cuisine options across the city. Choosing self-catering rentals in Portland gives you the opportunity to scour the city for hidden restaurant gems. You can also take a cooking class or two and whip something up on your own. Castle Cottage in North Portland is a highly rated self-catering holiday home in the city.

  • Which properties are best suited to businessmen?

    As a business person, what you'll need to optimise your stay is a place with free WiFi, easy access to public transport and access to business facilities. The Mark Spencer Hotel, Hi-Lo Hotel Autograph Collection and The Paramount Hotel are three options in downtown Portland that have a business centre attached.

  • Which properties offer the best views in the city?

    When it comes to views in the city, you'll be hard-pressed to find anything better than those close to the riverfront. The Riverfront Retreat-Woods Landing is a sought-after property with beachfront accommodations and a short trip away from Union Station.

  • Which holiday rentals offer a free airport shuttle?

    One of the easiest ways to get to the city from the airport is to have an airport shuttle arranged. Although free airport shuttles aren't always an option, holiday homes like Oxford Suites Portland - Jantzen Beach and The Portlander Inn and Marketplace in North Portland have an airport shuttle service.

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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 holiday rental.

What Portland holiday rental guests are talking about

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Everything you need to know for your stay in Portland

Hotels near airports in Portland

Portland holiday rental deals. Search for holiday homes, apartments, condos, cabins, cottages, villas and more in Portland. Find cheap holiday homes to rent in Portland. KAYAK searches hundreds of travel sites to help you find and book a holiday rental in Portland that suits you best.

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