Pearl District holiday rentals

We found 575 holiday rentals — enter your dates for availability
Discover a selection of 34 apartments, 15 flats and other holiday rentals in Pearl District that are perfect for your trip. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as parking and air conditioning. You're sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Pearl District

Showing deals for:25 Dec - 1 Jan

36" Kitchen Aid french door fridge H20 & ice, windows to hot tub.
Exterior detail
Tiled entry with original wood trim.
Formal living room with floor to ceiling curtains for privacy.
Excellent
(9 reviews)

Gorgeous private home! Central Air 4 beds, hot tub, patio, designer furnishings

Portland

7% off
AU$5,965
for 7 nights, 1 home
AU$852 per night
includes taxes & fees
Gorgeous private home! Central Air 4 beds, hot tub, patio, designer furnishings
Exterior detail
Property grounds
Property grounds
Living area
Exceptional
(340 reviews)

A garden view hideaway in the Irvington neighborhood

Portland

7% off
AU$1,663
for 7 nights, 1 apartment
AU$238 per night
includes taxes & fees
A garden view hideaway in the Irvington neighborhood
Garden room private deck looking to Council Crest.  Deck seats two.
Our home on a snowy day in winter
Stairways to path to enter house/ Six steps, inclined path and another two step
Living room looking at front door
Exceptional
(176 reviews)

Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd

Portland

7% off
AU$2,120
for 7 nights, 1 home
AU$303 per night
includes taxes & fees
Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd
Terrace/patio
Exterior detail
Room
Living area
Exceptional
(8 reviews)

Cozy caravan in Mississippi area of Portland with WiFi, AC

Portland

9% off
AU$1,297
for 7 nights, 1 home
AU$185 per night
includes taxes & fees
Cozy caravan in Mississippi area of Portland with WiFi, AC
nice details, fun lighting.
Living area
Welcome to the Irvington Guesthouse!
Approach to guesthouse
Exceptional
(47 reviews)

Cottage in Historic Irvington neighborhood near Convention Center and shops!

Portland

7% off
AU$1,681
for 7 nights, 1 room
AU$240 per night
includes taxes & fees
Cottage in Historic Irvington neighborhood near Convention Center and shops!
Living area
Exterior
Outdoor dining
Private kitchen
Exceptional
(9 reviews)

Charming, close-in 2-bedroom modern apartment in Hip Portland Neighborhood.

Portland

7% off
AU$2,422
for 7 nights, 1 apartment
AU$346 per night
includes taxes & fees
Charming, close-in 2-bedroom modern apartment in Hip Portland Neighborhood.
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Pearl District

  • Artistic flair: The Pearl District boasts an eclectic array of art galleries and creative spaces, perfect for immersing in local culture.
  • Urban green escapes: Enjoy scenic urban parks and private gardens that offer a refreshing retreat amidst the city buzz.
  • Historic meets modern: Stroll through streets where historic charm blends seamlessly with contemporary aesthetics.
  • Culinary adventures: Indulge in gourmet dining and trendy eateries that reflect Portland’s innovative food scene.
  • Vibrant atmosphere: Experience a lively mix of local markets and boutique shops, ideal for a sophisticated urban escape.

Popular types of accommodation around Pearl District

The Pearl District in Portland, Oregon, is a vibrant neighbourhood known for its eclectic mix of art galleries, boutique shops, and gourmet dining. Visitors can explore the stunning waterfront parks, indulge in unique culinary experiences, and enjoy the lively atmosphere of local markets. With a variety of accommodations available, including private holiday homes and stylish apartments, you can find the perfect base to experience all that this thriving area has to offer.

  • Private Holiday Homes: These are highly sought-after residences, offering a homely atmosphere with ample space and amenities for families or groups.
  • Apartments: Ideal for individuals or couples, these self-contained units provide comfort and convenience in a vibrant urban setting.
  • Condos: Combining luxury and practicality, condos often feature modern designs and shared facilities, perfect for a stylish stay.
  • Cottages: Quaint and charming, cottages offer a cosy retreat, often surrounded by nature, for those seeking tranquillity.
  • Villas: Spacious and luxurious, villas are perfect for larger groups or families wanting a more upscale experience with private amenities.**

Top attractions near Pearl District

Pearl District beckons with its urban park spaces, private gardens, and arts centres offering a delightful mix of city and family experiences. Perfect for culture enthusiasts and business travellers alike, the district is layered with creative charm and modern aesthetics, making it an ideal destination for a sophisticated urban escape in the heart of Portland.

  • Tom McCall Waterfront Park: Enjoy vibrant family and outdoor experiences at this urban park, situated 2km from the Pearl District, offering refreshing riverside strolls and cityscapes.
  • Pittock Mansion: Discover the culture and history at this historic house, nestled 3km from the Pearl District, boasting charming period details and scenic vistas.
  • Riverplace: Immerse yourself in the city ambience at this town neighbourhood, located 2km from the Pearl District, with a lively urban spirit.

Things to do recommended for couples

Experience a romantic escape in Portland's Pearl District, with a cable car adventure at the Portland Aerial Tram, located 3km away. Enjoy outdoor thrills and a hint of adventure perfect for couples seeking a memorable urban retreat.

Things to do recommended for families

Families visiting the Pearl District in Portland can explore interactive children's museums, enjoy scenic park walks, and savour family-friendly dining experiences in the vibrant urban setting.

Things to do recommended for groups

Groups visiting the Pearl District can experience the thrill of motor racing at Portland International Raceway, located 8km away. This venue offers an exhilarating atmosphere, perfect for adventure seekers looking to bond over adrenaline-fuelled activities.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Pearl District

Regardless of whether you're travelling with a group, as a family, including your pets, or seeking extended stays, it's essential to apply the appropriate filters that align with your priorities. Here are some helpful booking tips for your Stayz experience.

  • Traveling to Pearl District with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Stayz.
  • Traveling to Pearl District with young kids: Traveling with young children can be demanding. You must ensure their comfort and safety, along with amenities suitable for their age, such as a private swimming pool. It is also advisable to consider how close you are to attractions that are family-friendly.
  • Taking your pets with you to Pearl District: For many, a family holiday isn't truly complete without their furry companion by their side. If this resonates with you, take a look at Stayz accommodations that welcome pets. Most of these pet-friendly properties offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Pearl District: If you're in search of holiday rentals offering discounts for stays of a month or longer, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Pearl District

The Pearl District in Portland, Oregon, is a vibrant neighbourhood brimming with art galleries, boutique shops, and trendy eateries. Visitors can stroll along the picturesque streets, enjoy the lively atmosphere, and explore the various parks scattered throughout the area. With its blend of historic charm and modern flair, the Pearl District offers a delightful experience for families, couples, and business travellers alike, making it a perfect base for exploring the city's unique culture and attractions.

  • Portland: Nestled in the heart of Oregon, Portland is a vibrant city known for its eclectic culture and stunning natural surroundings. The Pearl District, where you will be based, offers a unique blend of contemporary art, trendy boutiques, and delicious dining options. Visitors are drawn to Portland for its family-friendly atmosphere and business opportunities, with a plethora of activities ranging from arena events to expansive shopping centres. Key landmarks include sports facilities and convention centres, making it an ideal hub for both leisure and commerce.
  • Downtown Portland: Located a mere 2km from the Pearl District, Downtown Portland is the bustling commercial centre of the city. This neighbourhood is perfect for those seeking a dynamic city experience, with an array of shopping malls and entertainment venues. Families and business travellers alike will find countless attractions, including sports facilities and event venues that cater to various interests. The vibrant street life and local eateries add to the charm, ensuring a memorable visit.
  • Old Town Chinatown: Just 644m from the Pearl District, Old Town Chinatown presents a delightful blend of cultural heritage and modern entertainment. This neighbourhood is popular with families and those seeking a lively atmosphere, featuring renowned shops and unique stores. The area is rich in history, with landmarks like sports facilities and event venues, providing visitors with ample opportunities for exploration and enjoyment. Strolling through its vibrant streets, you’ll discover a myriad of dining options and cultural experiences.

Best time to go to Pearl District

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January40.8°F (4.9°C)Light RainMostly CloudyAverageSlightly Low
February41.4°F (5.2°C)Light RainMostly CloudyAverageSlightly Low
March45.0°F (7.2°C)Light RainMostly CloudyAverageSlightly Low
April49.5°F (9.7°C)Light RainMostly CloudySlightly HighAverage
May56.7°F (13.7°C)Light RainMostly SunnyAverageAverage
June62.4°F (16.9°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
July69.1°F (20.6°C)No Rain (Dry)SunnySlightly HighSlightly High
August70.3°F (21.3°C)No Rain (Dry)SunnyAverageSlightly High
September64.0°F (17.8°C)Light RainMostly SunnyAverageAverage
October54.7°F (12.6°C)Light RainMostly SunnySlightly LowAverage
November45.5°F (7.5°C)Light RainMostly CloudySlightly LowAverage
December39.9°F (4.4°C)Moderate RainMostly CloudySlightly LowAverage

Booking with Stayz is a breeze

Are you hoping to cut costs on your upcoming journey? It may be beneficial to remain flexible with your travel dates, as prices can vary. Additionally, opting for a longer stay often results in significant savings. To discover the perfect Stayz property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz’s innovative Trip Board offers you a dedicated space to craft new journeys, resume unfinished plans, or review and organise your itineraries. Properties you have previously saved or booked are now neatly categorised under Potential, Upcoming, or Current Trips. To access your Trip Boards, please visit: https://www.stayz.com.au/trips

**Based on Vrbo properties bookings.

Frequently asked questions

When is the best time to visit Pearl District for a holiday rental?
July is the most popular time to visit the Pearl District, where the vibrant setting and bustling streets come alive during the peak season from June to August. This is an ideal period for travellers seeking a mix of outdoor activities, cultural experiences, and culinary delights. The warm weather, typically ranging from 15 to 30 degrees Celsius, makes it superb for exploring the district's renowned art galleries, boutique shops, and local eateries.During July, the Pearl District hosts a variety of events and festivals, offering visitors the chance to immerse themselves in the local culture while enjoying the lively street scene. You'll find plenty of opportunities for outdoor dining and leisurely strolls along the waterfront, making it an excellent choice for those who appreciate convenience and quality in their holiday experiences.If you're looking for a more budget-friendly option, consider visiting in December. While this month may see fewer tourists, it offers a unique charm with holiday decorations and festive events, allowing for a quieter exploration of the district's offerings. You can enjoy the local art scene without the crowds, making it an appealing time for those who prefer a more relaxed atmosphere.
What are the top attractions in Pearl District, Oregon, United States of America?
In the Pearl District, visitors can enjoy a vibrant blend of art, culture, and gastronomy. The area is renowned for its art galleries, such as the Elizabeth Leach Gallery and the Powell's City of Books, which is a must-visit for book lovers. This neighbourhood also boasts the stunning Portland Art Museum, showcasing an impressive collection of Native American art and contemporary pieces.The Pearl District is home to the bustling Saturday Market, where local artisans sell handmade crafts and delicious food, providing a great opportunity to immerse oneself in the local culture. Additionally, the area features beautiful parks like Jamison Square, which is superb for relaxing or enjoying a picnic amidst its water fountain and green spaces.For those interested in shopping and dining, the district offers a variety of trendy boutiques and acclaimed restaurants, including options for farm-to-table dining.
Are all fees included in the Pearl District holiday homes prices shown on Stayz?
Stayz 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.
Are there any Pearl District holiday homes with parking?
Stayz offers a wide selection of holiday homes in Pearl District 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 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.
Are there any discounts for Pearl District holiday homes?
You can find great discounts on holiday homes in Pearl District on Stayz, 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.
Can I change or cancel my Pearl District holiday home booking on Stayz?
To find Pearl District holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Pearl District?
A long-stay holiday home in Pearl District 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Pearl District holiday home?
Book your Pearl District holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Pearl District?
Prices for holiday homes in Pearl District 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Pearl District to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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