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

Image gallery for Modern Downtown Lake Oswego Home!

Living area
9.6 out of 10 rating
Exceptional
(15 reviews)

Modern Downtown Lake Oswego Home!

Lake Oswego, OR

7% off
Price is £1,444
£206 per night
includes taxes & fees
Modern Downtown Lake Oswego Home!

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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?
When considering a holiday rental in Portland, Oregon, the Pearl District is an excellent choice. This vibrant neighbourhood is known for its chic boutiques, art galleries, and an array of eateries that cater to a variety of tastes. One of the top attractions in the area is the Portland Art Museum, which offers an impressive collection of Native American art along with contemporary exhibitions. Additionally, the nearby Tom McCall Waterfront Park provides a scenic setting for leisurely strolls along the river, making it a delightful spot for both relaxation and recreation.

Another fantastic option is the Alberta Arts District, renowned for its lively character and artistic flair. This neighbourhood is filled with colourful murals, independent shops, and a lively atmosphere. A must-visit is the Alberta Street, especially during the monthly Last Thursday art walk, where local artists and vendors showcase their talents. The area also boasts several popular eateries and coffee shops, making it a hub of creativity and culinary delight.

If you prefer a more laid-back vibe, consider staying in the Hawthorne District. This area is known for its quirky charm and vintage shops, alongside a wide selection of cafes and bars. One of the highlights here is the Hawthorne Theatre, which hosts a variety of live music events, adding to the local culture. The proximity to scenic parks, such as Laurelhurst Park, allows for peaceful afternoon picnics or leisurely walks.
How much does it cost to rent a holiday home in Portland?
Prices for holiday rentals in Portland vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Portland to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Portland holiday house rentals?
You can find great discounts on house rentals in Portland on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Portland?
For renting a beach house in Portland, Oregon, travellers should consider the nearby coastal towns of Cannon Beach and Seaside, both offering stunning ocean views and vibrant beach atmospheres. Cannon Beach is famous for its iconic Haystack Rock and provides a variety of holiday rentals, including charming cottages and modern beachfront homes. Many properties in this area boast amenities such as large decks for outdoor dining, open-plan living spaces, and kitchens equipped for self-catering, making them great for families or groups.

Seaside, located just a short drive from Portland, features a lively boardwalk and picturesque sandy beaches. Rentals here often include beachfront access and amenities like fire pits, hot tubs, and game rooms, suiting those looking for entertainment after a day at the beach. The town also offers a selection of local shops and restaurants, enhancing the convenience for visitors.
Where are the best Portland ski resort rentals?
For those seeking ski resort rentals near Portland, Oregon, the closest major ski area is Mount Hood, located about an hour and a half from the city. The Government Camp area, located on the slopes of Mount Hood, offers a variety of holiday rentals, including cosy cabins and lodges that cater to different group sizes, from couples to larger families. Many of these properties come equipped with essential amenities such as full kitchens, outdoor decks, and fireplaces, providing a warm and friendly space after a day on the slopes.

Additionally, the Timberline Lodge area presents unique rental options, where travellers can find historic lodge-style accommodations that often feature rustic charm and convenient access to skiing. Some properties here boast ski-in/ski-out access, allowing guests to hit the slopes directly from their front door. Many rentals include amenities like hot tubs, game rooms, and spacious living areas, making them superb for unwinding in comfort.
Are there any houseboat rentals in Portland?
In Portland, several houseboat rentals are available, primarily located along the Willamette River in vibrant neighbourhoods like the Pearl District and Sellwood. These unique accommodations typically offer a blend of comfort and charm, featuring amenities such as fully equipped kitchens, cosy living areas, and often outdoor decks for enjoying the stunning riverside views. Staying on a houseboat provides a distinctive experience, with the opportunity to immerse oneself in the city's maritime culture while being just a short distance from local attractions like the Portland Art Museum and the Oregon Museum of Science and Industry.
What is the most popular type of holiday rental accomodation in Portland?
In Portland, holiday houses are the most popular type of rental accommodation, with around 1,000 available throughout the city. These properties are often situated in various neighbourhoods, providing guests with a cozy feel and ample space for relaxation. Most holiday houses feature multiple bedrooms, fully equipped kitchens, and spacious living areas, making them ideal for families or groups. Additionally, many come with outdoor spaces such as gardens or patios, great for enjoying the mild Oregon climate.
Are there any family house rentals in Portland?
In Portland, there are numerous family-friendly holiday rentals available, with around 937 options spread throughout the city. Neighbourhoods like Alberta Arts District and Sellwood-Moreland are particularly popular for families, offering spacious homes that cater to larger groups. Properties in the Alberta Arts District often come with amenities such as fully equipped kitchens, ample living spaces, and outdoor patios, making them ideal for gatherings after a day of exploring.

Meanwhile, Sellwood-Moreland features charming houses with private gardens and easy access to nearby parks, ensuring plenty of outdoor play for children. Families can enjoy the proximity to attractions like the Oregon Zoo, where kids can delight in seeing a variety of animals, or the Portland Children's Museum, which is filled with interactive exhibits.
Can I rent a holiday home with a pool or hot tub in Portland?
In Portland, there are many holiday homes available for rent that feature pools and hot tubs, with around 73 options to choose from. This vibrant city offers a range of neighbourhoods where these properties can be found, including the trendy Alberta Arts District, known for its energetic vibe and local art scene, as well as the more serene surroundings of Forest Park, which provides a natural retreat while still being close to the city centre.
Can I find long-stay holiday rentals in Portland?
A long-stay holiday rental in Portland is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Portland?
In Portland, there are numerous pet-friendly house rentals available, making it an excellent destination for travellers with furry companions. Many of these rentals can be found in vibrant neighbourhoods such as Alberta Arts District, which offers a mix of artistic charm and local dining options, as well as easy access to parks like Alberta Park, where pets can enjoy open spaces and trails.

Travellers can expect a range of amenities in these holiday homes, including fully equipped kitchens, spacious living areas, and outdoor spaces such as patios or gardens, superb for relaxing after a day of exploring the city. In the popular Pearl District, you might find modern condos with features like high ceilings and large windows, providing great views and a comfortable stay.
Are there any remote work holiday rentals in Portland?
In Portland, Oregon, there is a substantial selection of remote work holiday rentals, with around 1,354 options available. The city is well-equipped to cater to remote workers, offering properties that feature dedicated workspaces, high-speed Wi-Fi, and comfortable office amenities such as desks, desk chairs, and even computer monitors in some cases. Many of these rentals are located in vibrant neighbourhoods like the Pearl District and Alberta Arts District, providing a blend of urban convenience and local charm. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Portland holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Portland with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Portland?
In Portland, holiday rentals often feature a range of desirable amenities that cater to travellers' needs. Most rooms include a fully equipped kitchen, allowing guests to prepare their own meals, which is particularly convenient for those staying for an extended period. Additionally, many rentals come with complimentary Wi-Fi, ensuring that visitors can stay connected during their trip. Other common amenities include a refrigerator and microwave, making it easy to store and heat up food. The availability of cookware, dishware, and utensils further enhances the home-like experience, enabling guests to dine in comfort.
When is the best time to visit Portland for a holiday rental?
The best time to visit Portland for a holiday rental is during the peak season from May to July, with July being the most popular month. During this vibrant period, the city bursts into life with an array of outdoor festivals, farmers' markets, and cultural events. The pleasant weather, with temperatures typically ranging from the mid-teens to low 20s Celsius, creates a friendly space for exploring Portland's famous gardens, such as the stunning International Rose Test Garden, or enjoying leisurely strolls along the waterfront.

For those who appreciate a lively scene, July offers a fantastic opportunity to mingle with fellow travellers and locals at events like the Portland Pride Parade and the Oregon Brewers Festival. It's a wonderful time to indulge in the city's renowned food scene, with numerous food trucks and restaurants celebrating the bounty of local produce.

If you're looking for a more budget-friendly option, consider visiting in November. This month provides a unique charm, with fewer crowds and a chance to experience the city's cosy cafés and breweries as the fall colours fade. While the weather can be cooler, typically hovering around 8-10 degrees Celsius, it's great for those who enjoy a quieter getaway, coupled with indoor attractions like the Portland Art Museum or the Oregon Museum of Science and Industry.
How early should I book a Portland holiday rental?
Book your Portland holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Portland?
In Portland, Oregon, visitors can engage in a variety of attractions throughout the city. The Pearl District is known for its art galleries, trendy shops, and the renowned Powell's City of Books, which is a must-visit for literature lovers. Holiday rentals in this area often feature modern amenities and proximity to the vibrant dining scene.

For a taste of nature, Washington Park is a fantastic destination, home to the Portland Japanese Garden and the Oregon Zoo, making it great for families and outdoor enthusiasts alike. The nearby Nob Hill neighbourhood offers charming Victorian homes and easy access to boutique shopping and delightful cafes.

In the Eastside, the Alberta Arts District is celebrated for its vibrant street art, local markets, and diverse eateries, providing a unique cultural experience. visitors in this area can enjoy a lively atmosphere with frequent events and community gatherings.
Can I change or cancel my Portland home rental booking on Vrbo?
To find Portland holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Portland holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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