Portland holiday rentals

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Best Portland holiday rentals

Most recommended holiday rentals in Portland

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New Portland Neighborhood Studio - Portland - Bedroom
New Portland Neighborhood Studio
9.3 Wonderful
Northeast Portand£133+
£133+
Free Wi-Fi
Air conditioning
Private Studio, Lofted Bed, Soaking Tub & Patio - Portland - Outdoor view
Private Studio, Lofted Bed, Soaking Tub & Patio
9.3 Wonderful
Southeast Portland£155+
£155+
Free Wi-Fi
Air conditioning
Goose Hollow Hideout
10 Wonderful
Southwest Portland£122+
£122+
Air conditioning
A Place To Chill!
8.6 Very Good
Northeast Portand£183+
£183+
Parking
Free Wi-Fi
Air conditioning
Duplex in Alberta Art District
9.8 Wonderful
Northeast Portand£232+
£232+
Parking
Free Wi-Fi
Air conditioning
Renu Suites at The Burlington Portland
6.8 Okay
Pearl District£188+
£188+
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
Southeast Portland Retreat
8.3 Very Good
Southeast Portland£159+
£159+
Free Wi-Fi
Pet-friendly
Northwest Perch
8.2 Very Good
Northwest District£199+
£199+
Free Wi-Fi
Air conditioning
Castle Cottage
8.5 Very Good
North Portland£167+
£167+
Free Wi-Fi
Dougan Suites
9.4 Wonderful
Northeast Portand£140+
£140+
Parking
Free Wi-Fi
Boutique Style Apartment in the heart of SE
9.7 Wonderful
Southeast Portland£138+
£138+
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
Portland Blues
8 Very Good
Northeast Portand£141+
£141+
Free Wi-Fi

Good to know

Low season

May

High season

July

Average price (weeknight)

£116

Average price (weekend night)

£147
Cheapest month to stay with an average 59% drop in price.
Most expensive month to stay with an average 107% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a holiday rental in Portland

Price per night / rental. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

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.
  • Non-smoking rooms, wifi, and air-conditioned are the most popular holiday rental property amenities in Portland
  • Holiday rentals in Portland are around 9% 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 Private Newly Renovated Studio w private Parking! (10.0, 21 reviews), Best of Hawthorne - In the heart of Southeast Portland - Close To Everything (10.0, 27), and Large Alberta Arts Studio with Full Kitchen! (9.9, 21), based on ratings and reviews from real travellers.
  • Pearl District is the neighbourhood in Portland with the most affordable holiday rental properties (32 properties with an average price of £101 per night). Renu Suites at The Burlington Portland, Bright Recently Upgraded Apt Downtown Location and Modern 1br Apartment - Downtown Location are the most popular rental properties in Pearl District.
  • 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 August and March.
  • The cheapest night for renting a holiday home in Portland is Tuesday. In contrast, the most expensive is Saturday.
  • Book your Portland holiday rental at least 8 days before your stay begins to get the best price.
  • 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.

FAQs when booking a holiday home in Portland

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

    The average price for a weekly Portland holiday rental found by KAYAK users in the last 2 weeks is £1,222.

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

    The average price for a monthly Portland holiday rental found by KAYAK users in the last 2 weeks is £5,235.

  • 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 houses, apartments and homestays.

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

    If you’re looking for something special, the holiday rental most loved by KAYAK users is The Lodge at Riverside.

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

    There are a number of dog and pet-friendly Portland holiday rentals, with around 16% allowing you to bring your pet along with you.

  • How much is a holiday rental in Portland?

    KAYAK users have found holiday rentals in Portland for as cheap as £113 in the last 3 days. The average price is £175.

  • 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 £123. 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.

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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What Portland holiday rental guests are talking about

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