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  3. Louisville
  4. Portland
  5. Rentals by Owner

Portland Rentals by Owner

Why Choose Rent By Owner for your Portland vacation rental?

What makes our Rentals by Owner 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 Portland

When should you plan your Rentals by Owner stay?

Choosing the right time to visit can greatly enhance your experience when booking a rental by owner in Portland or Louisville, Kentucky, ensuring you enjoy the area's vibrant culture and local events at their best.

Peak Season Highlights

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Spring (March to May)

During spring, the area experiences mild temperatures and vibrant scenery, making it an ideal time for exploring rentals that offer comfort and convenience in this lively season.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 45°F to 55°F
autumn
Fall (September to November)

Autumn brings cooler weather and beautiful foliage, perfect for booking rental accommodations that provide a cozy retreat after outdoor activities in this scenic destination.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Winter (December to February)

In winter, the region sees lower temperatures and less tourist activity, offering quieter rental options for those seeking a peaceful stay in the off-peak months.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 30°F to 40°F
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Summer (June to August)

While summer is popular, early or late in the season can be less crowded, providing more relaxed rental opportunities with pleasant warm weather ideal for enjoying the area's seasonal charm.

Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F

Weekly Weather Forecast for 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

  • Access to a spacious outdoor patio or deck for relaxing and entertaining
  • Well-maintained gardens or landscaped yards to enjoy the regional scenery
  • Outdoor dining areas, perfect for savoring local cuisine under the open sky
  • Private lawns or grassy spaces ideal for outdoor activities or picnics
  • Patio furniture, such as loungers and seating, to unwind amidst nature
  • Grill stations or outdoor cooking setups for preparing meals in the fresh air
  • Easy access to nearby parks, trails, or natural reserves that showcase the area's beauty
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Family Activities

  • Portland Children's Museum: Engage your family with interactive exhibits that inspire creativity and learning in a welcoming environment.
  • Oregon Zoo: Spend a day exploring diverse animal habitats, offering fun and educational experiences for visitors of all ages.
  • Portland Japanese Garden: Discover tranquility and natural beauty through peaceful walks and scenic views within this renowned garden.
  • Washington Park: Enjoy outdoor adventures, from lush trails to picnic areas, perfect for family outings in the area’s green spaces.
  • The Kentucky Derby Museum: Dive into the history of this iconic race while engaging in interactive exhibits that excite young racing fans.
  • Louisville Waterfront Park: Relax and play along the riverfront with spacious open lawns, playgrounds, and beautiful views of the Ohio River.
  • The Muhammad Ali Center: Inspire your family by exploring the life and legacy of Louisville’s famous boxing legend through dynamic exhibits.
  • Louisville Mega Cavern: Experience underground adventure with zip lining, ropes courses, and tram tours in this unique subterranean attraction.
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Adult Activities

  • Visit the Portland Art Museum: Immerse yourself in an extensive collection of contemporary and traditional artworks within a renowned cultural institution.
  • Explore Washington Park: Enjoy outdoor activities, scenic walking trails, and relaxing gardens in this popular area for leisure and recreation.
  • Discover the Portland Japanese Garden: Experience tranquility and authentic Japanese landscaping right in the heart of the city’s lush park system.
  • Sample local brews on a Portland brewery tour: Delight in tasting sessions at some of the region’s most acclaimed craft breweries, showcasing the area's vibrant beer scene.

Other Places to Stay in Portland, KY

Boone Square Park
United States Marine Hospital of Louisville
Portland Museum

Portland Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local neighborhoods: Discover the distinct charm of the area by staying in a well-located rental, making it easy to experience authentic local culture and attractions.
  • Plan your transportation: Opt for accommodations that offer convenient access to public transit or car rentals to navigate this vibrant region efficiently.
  • Utilize nearby amenities: Choose rentals with easy access to shops, eateries, and entertainment options to enhance your stay without unnecessary travel.
  • Engage with the community: Immerse yourself in the local scene by participating in events or visiting popular community spots recommended by hosts.

Transportation Options

  • Public Transit: You can rely on the city's efficient bus and light rail systems for convenient travel around the area, making it easy to access rental properties and local attractions.
  • Bike Share Programs: The region offers bike-sharing options that provide an eco-friendly and flexible way to explore nearby neighborhoods and amenities from your rental stay.
  • Rental Cars: Numerous rental agencies operate here, giving you the freedom to navigate the city and surrounding areas at your own pace during your visit.
  • Taxis and Rideshare Services: Taxis and popular rideshare apps are readily available, ensuring quick and dependable transportation directly from your accommodation in this destination.

Local Customs Options

  • Southern Hospitality: You will often notice a warm, friendly attitude that reflects the region's tradition of welcoming visitors with genuine kindness.
  • : When dining here, expect to embrace local customs around food sharing and casual hospitality, which are central to social interactions.
  • : If you attend races, you'll observe time-honored practices and enthusiasm that highlight this area's deep equestrian roots.
  • : Engaging with local live performances and art scenes reveals a community proud of its cultural heritage and artistic expression.

Frequently Asked Questions About Portland Rentals by Owner

2. How many Rentbyowner vacation rentals are available in Portland?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 880 in the 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 Portland. 

3. What is the cancellation policy for a rental by owner in Portland or Louisville?

Cancellation policies vary depending on the individual host listing. To understand the specific terms, review the cancellation policy detailed in the rental listing or contact the property owner directly before booking.

4. How do I communicate with the owner of a rental property in this region?

You can reach out to the owner through the messaging feature on Rent By Owner. For any special requests or questions about your stay, it's best to communicate well in advance to ensure all details are clear.

5. Are there any additional fees I should be aware of when booking a rental from an owner?

Additional fees such as cleaning charges or service fees may apply and are usually outlined during the booking process. Always check the listing details thoroughly or ask the owner directly for clarification.

6. What amenities are typically included in rentals by owner in this area?

Rentals by owner in Portland and Louisville often include amenities like Wi-Fi, parking, and fully equipped kitchens. Specific features will depend on the individual property, so review the listing details carefully.

7. How do I ensure that my stay complies with local regulations and guidelines?

It’s advisable to read the house rules provided by the owner and verify any local regulations that may affect short-term rentals here. Contact the owner if you have questions about compliance or specific requirements for your visit.

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