Portland holiday lettings

We found 2,465 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Portland by choosing from 1130 houses, 435 apartments and other holiday rentals. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you expect for your stay, which might include a fireplace and a washer and dryer. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Portland (and vicinity)

Showing deals for:14 Nov - 21 Nov
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Find out more about Portland

Find out more about Portland

Why visit Portland

  • Urban Parks: Portland boasts an array of beautiful urban parks, perfect for picnics and leisurely strolls amidst nature.
  • Welcoming Neighbourhoods: Explore friendly local communities that enhance your Portland experience with charm and hospitality.
  • Dorset Coast Excursions: The nearby Dorset coast offers stunning beaches and picturesque spots for outdoor adventures.
  • Diverse Accommodation: Choose from a variety of holiday rentals, including cosy cottages and modern apartments for a perfect stay.
  • Eclectic Food Scene: Indulge in Portland's vibrant culinary offerings, from food trucks to fine dining restaurants.

Popular types of accommodation in Portland

If you're planning a trip to Portland, it's time to explore your accommodation options. The city offers a delightful range of holiday rentals, including houses, stylish apartments, and cosy condos. Whether you're searching for charming Portland holiday cottages or spacious family-friendly options, you're sure to find the perfect place to unwind and enjoy your stay. Discover the best Portland holiday rentals that cater to your every need and make your getaway truly memorable.

  • Houses: The top choice for visitors, offering spacious and comfortable settings perfect for families or groups looking to enjoy Portland.
  • Apartments: A popular option for those seeking a self-contained space, ideal for couples or solo travellers wanting to immerse themselves in city life.
  • Condos: Favoured for their modern amenities and convenient locations, these are perfect for a stylish stay.
  • Cottages: Quaint and charming, these are great for those wanting a cosy retreat just outside the city.
  • Villas: Luxurious and spacious, these accommodations provide a lavish experience for those seeking a premium getaway.**

Top attractions in Portland

Portland, Oregon, is ideal for family, outdoor, and city-themed holidays, featuring attractions such as urban parks, modern universities, and event venues. Visitors can enjoy a variety of experiences, from exploring the vibrant city to discovering the scenic Isle of Portland. This dynamic destination has something for everyone, making it perfect for families and outdoor enthusiasts alike.

  • Oregon Convention Center: This impressive venue hosts a variety of events, from trade shows to conferences, offering a professional atmosphere and modern facilities that cater to business needs.
  • Portland State University: A vibrant urban campus known for its contemporary architecture and lively student life, it fosters a dynamic city vibe with numerous cultural activities and public spaces.
  • Tom McCall Waterfront Park: A beautiful urban park along the Willamette River, perfect for family outings, outdoor activities, and enjoying scenic views of the city skyline.

Things to do recommended for couples

For a romantic getaway in Portland, enjoy an evening at McMenamins Crystal Ballroom for live music, indulge in wine tasting at Edgefield Winery, or savour a meal at Topgolf, where the atmosphere is perfect for couples. Create unforgettable memories together in this vibrant city.

Things to do recommended for families

Families visiting Portland can experience the excitement of a game at Moda Center, enjoy thrilling arcade games and dining at Wilsonville Family Fun Center and Bullwinkle's Restaurant, or unwind at the Gordon Faber Recreation Complex, perfect for wellness and relaxation.

Things to do recommended for groups

Groups visiting Portland can indulge in shopping at Washington Square Mall for a vibrant atmosphere, explore the literary haven of Powell's City of Books, and experience the thrill of motor racing at Portland International Raceway for an adventurous day out.

What do I need to keep in mind when booking a vacation in 'Portland

If you're travelling with a group, a family, bringing your pets along, or seeking extended stays, be sure to refine your search according to your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Portland with a group: Think about how many bedrooms you require, as well as additional features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Portland with young kids: Travelling with young children can present its difficulties. It's essential to prioritise their comfort and safety, along with suitable amenities that cater to their age, such as a private swimming pool. Additionally, it’s wise to take into account how close you are to attractions that are family-friendly.
  • Taking your pets with you to Portland: For many families, a holiday wouldn't be the same without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Portland: If you’re in search of holiday rentals that offer discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Portland

Portland, a vibrant metropolis, offers a delightful blend of city charm and outdoor adventures, making it perfect for families and romantic getaways alike. Explore its welcoming neighbourhoods, where friendly locals enhance the atmosphere. Nearby, the stunning Dorset coast beckons with beautiful beaches and idyllic spots for long stays. Whether you seek excursions or a relaxing retreat, Portland and its surroundings promise an unforgettable holiday experience.

  • Downtown Portland: Situated at the core of Portland, Downtown is a vibrant hub offering an eclectic mix of entertainment, culture, and urban charm. Visitors flock here for its array of family-friendly activities, including renowned theatres and live music venues. The iconic Moda Center hosts thrilling sporting events, while the Portland Art Museum showcases impressive collections. Stroll through Pioneer Courthouse Square, often referred to as Portland's living room, or enjoy a leisurely afternoon at the waterfront park along the Willamette River, soaking in stunning cityscape views.
  • Beaverton: Just a short drive from Portland, Beaverton is a thriving city known for its welcoming atmosphere and diverse amenities. Ideal for families and business travellers alike, Beaverton boasts excellent shopping experiences at its popular mall centres, including the Washington Square. Education is also a key highlight, with several modern colleges nearby. Nature enthusiasts can enjoy the scenic views at nearby parks or even venture to the stunning beaches along the Oregon coast, making it a perfect blend of urban convenience and natural beauty.
  • Tigard: Nestled between Beaverton and Portland, Tigard offers a delightful mix of suburban comfort and city conveniences. Families and business visitors will appreciate its vibrant shopping centres and educational institutions. The city is home to several parks and recreational areas, perfect for a relaxing day out. Sports enthusiasts can catch a game at the local stadium or explore the community's commitment to outdoor activities. Tigard’s proximity to Portland makes it an ideal base for exploring the broader region while enjoying a quieter atmosphere.

Best time to go to Portland

If you're planning a trip to Portland, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.8°F (4.9°C)Light RainMostly CloudyModerately LowSlightly Low
February41.4°F (5.2°C)Light RainMostly CloudyModerately LowSlightly Low
March45.0°F (7.2°C)Light RainMostly CloudyAverageSlightly Low
April49.5°F (9.7°C)Light RainMostly CloudyAverageAverage
May56.7°F (13.7°C)Light RainMostly SunnyAverageAverage
June62.4°F (16.9°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
July69.1°F (20.6°C)No Rain (Dry)SunnyModerately HighSlightly High
August70.3°F (21.3°C)No Rain (Dry)SunnyModerately HighSlightly High
September64.0°F (17.8°C)Light RainMostly SunnyAverageAverage
October54.7°F (12.6°C)Light RainMostly SunnyAverageAverage
November45.5°F (7.5°C)Light RainMostly CloudyAverageAverage
December39.9°F (4.4°C)Moderate RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Are you keen to save on your upcoming getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's groundbreaking Trip Board offers you a dedicated space to plan new adventures, resume your previous arrangements, or manage and organise your travel plans. You can easily access properties you've saved or booked, categorised under Potential, Upcoming, or Current Trips. To start using Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Travel to theatrical Portland

Take a holiday to Portland and enjoy the area's theatre scene, live music and art galleries. This city's parks, riverfront and cycling draw many visitors. Take in top local attractions such as Oregon Convention Center and Moda Center. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Portland

Are you hoping to find top things to see and do while you're in the area? Venture out of your cosy holiday rental and check out everything that makes Portland a one-of-a-kind holiday spot. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Oregon Zoo (1.7 mi / 2.7 km)
  • Oaks Amusement Park (3.2 mi / 5.2 km)
  • Eastmoreland Golf Course (3.6 mi / 5.9 km)
  • Rose City Golf Course (4.7 mi / 7.5 km)
  • Colwood National Golf Course (5.7 mi / 9.2 km)
  • The Grotto (5.7 mi / 9.2 km)

Exploring the gardens and other natural features in Portland

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Portland is a great place to get outside. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Pioneer Courthouse Square (0.2 mi / 0.3 km)
  • Mill Ends Park (0.4 mi / 0.6 km)
  • Tom McCall Waterfront Park (0.4 mi / 0.6 km)
  • Pettygrove Park (0.4 mi / 0.7 km)
  • Riverplace (0.6 mi / 0.9 km)
  • Lan Su Chinese Garden (0.7 mi / 1.2 km)

Transport to and around Portland

Fly into Portland International Airport (PDX), the closest airport, located 6.7 mi (10.7 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Salem, OR (SLE-McNary Field), which is 45 mi (72.5 km) away.

If you're travelling by train, Portland Union Station, Beaverton Hall-Nimbus Station and Tigard Transit Center Station are the main stations in the city. You can get around Portland by jumping on the metro at SW 6th-Madison Street Station, City Hall-SW 5th and Jefferson Street Station or Pioneer Square South Station.

Frequently asked questions

What is the best area to stay in Portland when booking a holiday rental?
One of the most sought-after neighbourhoods to experience a holiday home in Portland is Downtown Portland. When you base yourself here, you'll be within easy reach of some leading visitor attractions such as Portland State University and Tom McCall Waterfront Park.
What is the most popular type of holiday rental accommodation in Portland?
Based on our data, houses are the most in-demand property type in Portland. But as you know, everyone's idea of an awesome stay can vary. Vrbo has holiday homes with every shape, size and budget in mind, so you're sure to find the perfect match.
How much does it cost to rent a holiday rental in Portland?
Length of stay, property type and time of year are among the factors that can determine the price of a holiday home. Simply click on your travel dates to find your ideal match. From comfy cabins to expansive luxury villas, all Vrbo holiday rentals offer unbeatable value.
How much does it cost to rent a beach house in Portland?
The average price for a holiday home near the beach in Portland will depend on when you'll be there and the style and size of property you're looking for. Find prices quickly and easily on Vrbo by entering your travel dates. Then use the handy filter tool to select the number of bedrooms and amenities that you prefer, like air conditioning, WiFi and a hot tub.
Are there pet-friendly holiday rentals in Portland?
Yes. You'll find 859 stays that allow pets in Portland on Vrbo. Our furry friends need a break too, so simply use our search function for pet-friendly holiday rentals to find a perfect property where your puppy dog can be near his favourite humans.
Can I rent a house with a pool in Portland?
Mark the "pool" box in our filter tool and pick from 74 houses with private pools in Portland on Vrbo. Morning soak, afternoon splash or midnight swim? Downtime is up to you when your holiday home has a swimming pool.
What are popular rental amenities in Portland?
When it comes to rental amenities that guests are searching for in Portland, a nearby river, ski-in/ski-out facilities and a nearby waterfront are the most popular. With Vrbo holiday rentals, you'll enjoy options to match your style and taste, whether you're travelling with relatives, friends or even pets.
Are there large group holiday rentals in Portland?
You can pick from 86 properties in Portland that can host 10 or more guests. Whether you're planning a holiday with extended family or some kind of special event, there's enough room to get your loved ones together under the same roof.
Are there holiday rentals in Portland that welcome kids?
Gather your whole crew for an epic adventure in Portland at one of our 853 family-friendly holiday homes. A lot of these stays offer amenities that are perfect for trips with youngsters, such as laundries, living rooms and private pools. Simply check the "Properties good for families" filter and decide on your favourite.
What are the top attractions for families in Portland?
Keep the kids happy at these fun family-friendly attractions in Portland:

  • Oregon Zoo
  • Oregon Museum of Science and Industry
  • Oaks Amusement Park

Are there one-bedroom holiday rentals in Portland?
Yes, Portland has 293 one-bedroom rentals on offer. Often positioned in prime areas because of their smaller size, a one-bedroom rental is great if you're getting away with your partner or a pal. And with comforts such as wireless internet and more privacy than a standard hotel, you'll be able to chill out while exploring this awesome destination.
Can I find two-bedroom holiday rentals in Portland?
Portland has 235 two-bedroom properties for you to select from. Find a holiday home with all the privacy and space you want at a price that's hard to resist on Vrbo.
Are there holiday rentals with WiFi in Portland?
Whether you'd like to stay in touch with the news, look over emails or update your social media, there are 345 holiday homes with WiFi in Portland. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How can I find holiday rentals with air conditioning in Portland?
Pick your travel dates and then use our filter tool to locate holiday rentals with ac in Portland on Vrbo. With 712 air-conditioned properties on offer here, you can look forward to a cool and comfy stay.
How old do you have to be to rent a holiday rental in Portland?
You should check with the Portland holiday rental you'd like on Vrbo as age restrictions vary. However, it's typically 16, 18 or 21.
How long can I rent a holiday rental in Portland for?
The amount of time you can stay in a Portland holiday home for varies depending on the property. Just put in your travel dates to see options that offer long-term stays. They have everything you need to make your extended trip more comfortable and enjoyable, like kitchens and laundries. Some properties might also offer discounted weekly or monthly prices, so you can hang around longer for less.

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