- USA
- Kentucky
- Louisville
- Portland
- Rentals by Owner
Discover Your Ideal Portland or Louisville, Kentucky, USA Rental by Owner for a Comfortable Stay
Discover Your Perfect Portland Rentals by Owner
-
Rentals by Owner
-
Luxury Vacation Rentals
-
Pet Friendly Vacation Rentals
-
Unique Vacation Rentals
-
Cabin Rentals
-
Cottage Rentals
-
Ski Chalet Rentals
-
Timeshares
-
Villa Rentals
-
Hotels with Suites
-
Resort Rentals
-
Family Vacation Rentals
-
Vacation Rentals with Pools
-
Oceanfront Vacation Rentals
-
Beach House Rentals
-
Summer Vacation Rentals
-
Winter Vacation Rentals
-
Short Term Rentals
-
Corporate Accommodation
-
Large Group Vacation Rentals
-
Sustainable Travel
Portland Rentals by Owner
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- TV
- Wheelchair Accessible
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Wheelchair Accessible
- Accessibility
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Accessibility
- Security/Safety
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
Why Choose Rent By Owner for your Portland vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Portland Rentals by Owner
Where are the best neighborhoods to stay in Portland?
When planning your stay in Portland, Oregon, exploring the diverse neighborhoods offers an enriching experience. Whether you prefer the vibrant energy of downtown or the artistic vibe of the Pearl District, each area provides a unique backdrop for your visit. In Louisville, Kentucky, USA, choosing the right neighborhood can enhance your trip, whether you're seeking the historic charm of Old Louisville or the lively atmosphere of the NuLu district. With Rent By Owner, you can find trustworthy vacation rentals in these sought-after areas, ensuring a comfortable and seamless booking process that meets your travel needs.
Downtown Louisville
This vibrant area offers convenient access to the city's core, making it an ideal choice for travelers seeking a lively atmosphere and easy transportation options in Louisville.
View 574+ Rentals in Downtown LouisvilleWest Main Historic District
Here, you'll enjoy charming historic architecture and a walkable neighborhood filled with unique shops and local eateries, perfect for exploring the cultural heart of Louisville.
View 520+ Rentals in West Main Historic DistrictBest 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
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.
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.
Off-Season Highlights
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.
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.
Weekly Weather Forecast for Portland
How to Book Your Portland vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Portland
Common Rentals by Owner Amenities
What amenities can you expect?
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
Top Attractions Around Portland
What attractions are nearby?
In this vibrant area, you'll find a variety of activities nearby to explore, from cultural attractions to outdoor adventures, making it an ideal destination for your stay in Louisville that offers convenient access to the region’s best experiences.

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.
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
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
1. What are the top vacation rentals in Portland?
There are a lot of options in Portland. If you plan on staying in the Portland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Portland:
- Historic Downtown, Walk to Dinner and Shops, Rooftop Patio, Great for Big Groups
- Amazing Luxury Urban Loft! West Main Street - Private Deck - Riverfront Views!
- New Historic Downtown Loft
- 4 Bed, 3 Bath Loft in Downtown Louisville! Amazing River Views! Private Deck!
- Historic Home in Old Louisville with deck and courtyard
- *Oak Street Charm* -EXPO, Downtown, casual luxury in historic Old Louisville
- Modern New 3bd/3.5ba Close To Everything!
- Cozy Cottage on Spring-Centrally Located and 10 mins from downtown Louisville
- Family Friendly, Historic Mansion Row, *5 min from Louisville!*
- Pet-Friendly Clarksville Home w/Central A/C
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?
4. How do I communicate with the owner of a rental property in this region?
5. Are there any additional fees I should be aware of when booking a rental from an owner?
6. What amenities are typically included in rentals by owner in this area?
7. How do I ensure that my stay complies with local regulations and guidelines?
More Rentals You May Like Near Portland
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV