Pearl District holiday lettings

We found 590 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:29 Jan - 5 Feb

Image gallery for NEWLY RENOVATED Tranquil Forest Paradise. Bright & Open-Plan. Groups of 8.

Living area
9.0 out of 10, Wonderful, (9 reviews)
Wonderful
(9 reviews)

NEWLY RENOVATED Tranquil Forest Paradise. Bright & Open-Plan. Groups of 8.

Portland

11% off
Price is £3,875
for 7 nights, 1 home
£554 per night
includes taxes & fees
NEWLY RENOVATED Tranquil Forest Paradise. Bright & Open-Plan. Groups of 8.

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Image of The Clyde Hotel Portland by Kasa Living

The Clyde Hotel Portland by Kasa Living

Sleeps 3 · 1 bedroom
8.6 out of 10
excellent
(802 reviews)
More information about The Clyde Hotel Portland by Kasa Living, opens in a new tab

Top rated rentals - Pearl District

Living area
Premier Host
Portland Perfection
10.0 out of 10, Exceptional, 109 reviews
"Second time we stayed here, this time for three weeks, just perfect for us, looking forward to coming back again."
Ian H.
Ian H.
Stayed Apr 2025
Hawthorne Urban Loft Private ADU with Parking & AC

  • 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, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Pearl District

Why visit Pearl District

  • Cultural richness: Explore an array of art galleries and engaging arts centres that showcase local talent and creativity.
  • Charming boutiques: Discover unique shops offering stylish clothing, handmade goods, and distinctive souvenirs.
  • Serene parks: Enjoy leisurely walks in picturesque urban parks and tranquil private gardens, perfect for relaxation.
  • Delicious cuisine: Savour a variety of local eateries serving delectable dishes, from casual bites to fine dining.
  • Distinctive architecture: Admire the unique architectural styles that define the character of this vibrant neighbourhood.

Popular types of accommodation around Pearl District

Welcome to the vibrant Pearl District, a distinctive neighbourhood in Portland, Oregon, renowned for its artistic flair and urban charm. Here, you'll find an array of attractions, including art galleries, boutique shops, and picturesque parks. Visitors can enjoy a wealth of experiences, from leisurely strolls along tree-lined streets to indulging in local cuisine. Popular accommodation options include houses, apartments, and condos, making it easy to find the perfect place to unwind after a day of exploration.

  • Houses: The top choice for visitors, offering spacious and fully-equipped residences ideal for families or groups seeking comfort and privacy.
  • Apartments: A popular option for those wanting a home-like feel in the city, providing convenience and accessibility to local attractions.
  • Condos: A modern choice that combines the benefits of home living with shared amenities, perfect for a stylish getaway.
  • Cottages: Quaint and charming, these provide a delightful retreat for couples or small families looking for a cosy atmosphere.
  • Villas: Luxurious accommodations that offer spacious living areas and upscale amenities for those seeking a lavish experience.**

Top attractions near Pearl District

The Pearl District in Portland, Oregon, is a vibrant neighbourhood perfect for family and city-themed vacations. Visitors can explore urban parks, serene private gardens, and engaging arts centres, offering a rich tapestry of culture and experiences. This area caters to those seeking both family-friendly activities and a taste of urban life, ensuring an unforgettable stay filled with artistic flair and lush green spaces.

  • Tom McCall Waterfront Park: This urban park offers stunning views of the Willamette River, perfect for leisurely strolls and family picnics amidst vibrant city life.
  • Portland Japanese Garden: A serene private garden that showcases traditional Japanese landscaping, inviting visitors to immerse themselves in tranquillity and friendly local culture.
  • Portland Art Museum: A cultural gem featuring an extensive collection of artworks, from Native American pieces to contemporary installations, making it a must-visit for art enthusiasts.

Things to do recommended for couples

For a romantic outing in the Pearl District, take a ride on the Portland Aerial Tram, just 3km away. Enjoy stunning views as you glide above the city, perfect for couples seeking adventure and a unique experience together.

Things to do recommended for families

Families visiting the Pearl District can explore the Oregon Museum of Science and Industry, featuring hands-on exhibits for children. The nearby Jamison Square offers a lovely park with a splash pad for fun on sunny days, perfect for a family picnic and relaxation.

Things to do recommended for groups

Experience the thrill of motor racing at the Portland International Raceway, located 8km from the Pearl District. This adrenaline-pumping venue is perfect for group travellers seeking adventure and a taste of local sports culture.

*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

When travelling with a group, family, pets, or seeking extended stays, it's essential to refine your search according to your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Pearl District with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor space for group gatherings. Fortunately, you can easily filter for all these options and more on Vrbo.
  • Traveling to Pearl District with young kids: Traveling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it’s wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Pearl District: For many, a family holiday wouldn't be the same without their beloved pet 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 every member of the family feels completely at home.
  • Planning for a long term stay visiting Pearl District: If you’re in search of holiday rentals with special offers 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. You might also want to include options such as a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Pearl District

The Pearl District in Portland, Oregon, offers an eclectic mix of stylish living, vibrant art galleries, and charming boutiques. With its friendly atmosphere, this neighbourhood is perfect for families and couples alike. Visitors can explore the stunning parks, savour delicious cuisine at local eateries, and admire the unique architecture. Nestled between Kearney and NW Everett Street, the Pearl District promises a delightful experience infused with creativity and community spirit.

  • Portland: Nestled in the Pacific Northwest, Portland is a vibrant city known for its eclectic culture and stunning natural beauty. The Pearl District, where you will be staying, is a chic urban area filled with art galleries, boutiques, and trendy eateries. Visitors to Portland often enjoy family-friendly attractions, business opportunities, and the bustling city atmosphere. Notable highlights include the Moda Center for arena entertainment, various shopping malls, and the Oregon Convention Center, which hosts numerous events throughout the year.
  • Downtown Portland: Just a mile from the Pearl District, Downtown Portland is the city's bustling core, offering a blend of business, shopping, and family-friendly activities. Here, you can explore the iconic Pioneer Courthouse Square, often referred to as Portland's living room, and indulge in a variety of dining options. The area is also home to several shopping centres and the Rose Quarter, known for its sports facilities and events. A stroll through this vibrant neighbourhood will allow you to experience the lively urban culture that defines Portland.
  • Alphabet Historic District: Located a mere 483m from the Pearl District, Alphabet Historic District is a charming neighbourhood that showcases Portland's historic architecture and outdoor spaces. Known for its family-friendly environment, visitors can enjoy educational experiences and live music concerts in this vibrant area. The district is dotted with parks, including the beautiful Irving Park, and is close to local landmarks such as the modern Portland Community College and various historic sites. This area captures the essence of Portland's rich history while providing a lively atmosphere for exploration.

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 MonthTemperaturePrecipitationCloudinessOccupancyPricing
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 Vrbo is a breeze

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in substantial savings. To discover the ideal Vrbo accommodation that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your existing arrangements, or review your bookings. Your saved or reserved properties are organised into categories: Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently Asked Questions

How much does it cost to rent a holiday home in Pearl District?

Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Pearl District 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 Pearl District holiday house rentals?

You can find great discounts on house rentals in Pearl District 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.

Are there any Pearl District holiday rentals with parking?

Vrbo offers a wide selection of holiday rentals 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 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.

Can I find long-stay holiday rentals in Pearl District?

A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

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.

How early should I book a Pearl District holiday rental?

Book your Pearl District 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 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.

Can I change or cancel my Pearl District home rental booking on Vrbo?

To find Pearl District 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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

Are all fees included in the Pearl District 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.

What is VrboCare™ and how does it work?

Vrbo’s mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.

What can I expect from Vrbo customer service and VrboCare™ support?

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.

Can I plan a group trip on Vrbo?

Vrbo'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 favorites, and build the perfect itinerary together.

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