Discover Your Perfect Downtown Portland Vacation Homes

Best Vacation Homes in Downtown Portland

Downtown Portland Luxury Rentals

Downtown Portland Large Vacation Homes

8.0 (81 Reviews)
Cabin
  • Air Conditioner
  • Fireplace/Heating
  • Guest Services

Why Choose Rent By Owner for your Downtown Portland Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Downtown Portland

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here allows you to enjoy the vibrant energy and local events that make this destination a perfect spot for your next getaway.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this area experiences its peak tourism period, making it an ideal time for exploring local events and enjoying the vibrant city atmosphere. Expect busier streets and a lively cultural scene in the heart of Portland.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

The fall season draws visitors who want to experience the region’s stunning autumn foliage and pleasant weather. This time offers a great balance of outdoor activities and fewer crowds compared to summer's peak.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Winter (December to February)

Winter presents a quieter period, perfect for travelers seeking more relaxed stays while enjoying the cozy ambiance of the city. You can find great deals on vacation rentals here during the colder months.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 35°F to 45°F
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Spring (March to May)

Springtime brings mild weather and blooming gardens, attracting visitors looking for a peaceful retreat. This is an excellent time for exploring the city with fewer tourists around, along with attractive rental discounts.

Average Temperature Daytime: 55°F to 65°F - Nighttime: 40°F to 50°F

Weekly Weather Forecast for Downtown Portland

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor seating areas like patios or balconies to unwind after exploring the city.
  • Take advantage of shared courtyards or gardens available at some properties in the area.
  • Benefit from nearby parks or green spaces perfect for picnics or outdoor activities.
  • Look for vacation rentals with rooftop decks offering panoramic views of the city skyline.
  • Make use of outdoor fireplaces or fire pits for cozy evenings under the stars.
  • Find properties with bike storage or bike-friendly amenities to easily explore the neighborhood.
  • Some rentals may feature outdoor cooking facilities like grills for a casual meal outdoors.
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Family Activities

  • Oregon Museum of Science and Industry (OMSI): Explore interactive exhibits and engaging science demonstrations that make learning fun for the whole family in this exciting destination.
  • Portland Children's Museum: Discover hands-on activities and creative play areas designed to inspire and entertain children of all ages here in the region’s vibrant cultural scene.
  • Tom McCall Waterfront Park: Enjoy a relaxing day outdoors with scenic views, picnic spots, and open spaces perfect for family walks along the river in downtown Portland.
  • Lan Su Chinese Garden: Experience tranquility and cultural beauty in this authentic garden, offering a peaceful retreat and educational opportunities for families exploring here.
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Adult Activities

  • Visit the Portland Art Museum: Explore a diverse collection of contemporary and Native American art right in the heart of the city’s cultural district, offering an enriching experience during your stay.
  • Stroll through the Pearl District: Discover boutique shops, upscale restaurants, and art galleries in this vibrant neighborhood that captures the dynamic spirit of downtown.
  • Enjoy a night out at the Portland Center Stage: Experience live theater performances in a renowned venue known for its innovative productions in the city's lively downtown arts scene.
  • Relax along the Willamette River: Take a leisurely walk or bike ride along the scenic waterfront parks, which provide stunning views and a peaceful retreat amidst the urban setting.

Downtown Portland Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take advantage of the region’s vibrant food scene by visiting local markets and renowned eateries to enjoy authentic Portland flavors near your vacation rentals.
  • Utilize Public Transit: Make the most of convenient public transportation options, such as streetcars and buses, to explore the area comfortably and avoid parking hassles during your stay.
  • Discover Cultural Hotspots: Spend time visiting nearby museums, galleries, or theaters to immerse yourself in the area's creative spirit without straying far from your rental accommodations.
  • Plan Outdoor Excursions: Take advantage of the region’s parks and scenic spots for leisurely walks or outdoor activities, all easily accessible from your well-located vacation rentals in the neighborhood.

Transportation Options

  • Portland Streetcar: This convenient streetcar system offers easy access to the area's key attractions and neighborhoods, making it a popular choice for getting around downtown.
  • MAX Light Rail: Connecting the region efficiently, the MAX Light Rail provides quick transit to Portland International Airport and other parts of the city from here.
  • Bike Share Programs: With numerous bike-sharing stations throughout the area, you can explore the local scene at your own pace while enjoying the region’s bike-friendly infrastructure.
  • Public Buses: The extensive bus network serves this destination comprehensively, allowing you to reach most points of interest within downtown and beyond with ease.

Local Customs Options

  • Portland’s Coffee Culture: Embrace the region’s renowned coffee scene by visiting local cafes that serve innovative brews and reflect the city’s laid-back vibe.
  • Farmers’ Market Traditions: Experience the community spirit through seasonal farmers’ markets, where fresh, locally sourced products are a staple of daily life here.
  • Environmental Consciousness: Participate in sustainable practices common in this area, such as recycling initiatives and eco-friendly transportation options, which are integral to the local lifestyle.
  • Arts and Craft Celebrations: Engage with the vibrant arts scene through local festivals and street art, showcasing the city’s creative heritage that visitors enjoy exploring.

Frequently Asked Questions About Downtown Portland?

2. How many vacation rentals have private pools in Downtown Portland?

There are 12 vacation rentals with private pools near Downtown Portland. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Downtown Portland are best for families?

If you are looking for a family-friendly vacation home in Downtown Portland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Downtown Portland:

4. How many Rentbyowner vacation rentals are available in Downtown Portland?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 456 in the Downtown Portland area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Downtown Portland. 

5. What is the cancellation policy for vacation rentals in Downtown Portland?

The cancellation policy varies by property, so it's essential to review the specific listing details. You can find this information directly on the property's page or contact the owner for clarification before booking.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning, service charges, or security deposits may apply and are listed on the property's details page. Always read the full fee breakdown before confirming your reservation.

7. How do I confirm my booking and what payment methods are accepted?

Booking confirmation typically occurs once you complete the online payment process. Accepted payment methods usually include credit cards and other secure online payment options, which are detailed during the booking process.

8. Is it possible to get a late check-in or early check-out at these properties?

Check-in and check-out times depend on the individual owner’s policies. You should communicate your preferences directly with the host through the messaging system provided on the listing to coordinate arrival and departure times.

9. What amenities are generally available in vacation rentals in this part of the city?

Most properties offer amenities such as Wi-Fi, fully equipped kitchens, and laundry facilities. To ensure the place meets your needs, review the amenities listed on each property's profile before making a reservation.

Downtown Portland Top Rated Vacation Rentals