1. USA
  2. Oregon
  3. Portland
  4. Madison South
  5. Rentals by Owner

Madison South Rentals by Owner

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10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Transportation/Shuttle

Why Choose Rent By Owner for your Madison South 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 Madison South

When should you plan your Rentals by Owner stay?

Choosing the optimal time to vacation here ensures you experience the region's unique charm at its best, making your stay in Madison South, Portland, Oregon, USA, truly memorable.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy the warm weather and longer daylight hours, making it ideal for exploring the area's outdoor attractions and local events.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 55°F to 60°F
autumn
Fall (September to November)

The early fall offers pleasant weather and vibrant foliage, perfect for experiencing the region's natural beauty and participating in seasonal festivities.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 55°F

Off-Season Highlights

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Winter (December to February)

Winter in the area tends to be quieter, with cooler temperatures that are suitable for cozy stays and off-season rental deals through Rent By Owner.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 35°F to 40°F
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Spring (March to May)

In early spring, the region begins to awaken with milder weather and fewer visitors, offering a peaceful setting for your stay before the peak season begins.

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

Weekly Weather Forecast for Madison South

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 living with a private patio or deck perfect for relaxing or entertaining.
  • Take advantage of lush, landscaped gardens that add beauty and privacy to your stay.
  • Make the most of a spacious backyard ideal for outdoor dining or family activities.
  • Explore nearby walking trails or parks that offer scenic views and outdoor recreation.
  • Utilize outdoor furniture provided to unwind after a day of exploring the region’s attractions.
  • Benefit from convenient access to outdoor grilling equipment for casual meals on the go.
  • Experience seasonal outdoor features such as fire pits or hot tubs for added comfort during your visit.
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Family Activities

  • Portland Children's Museum: Engage your family with hands-on exhibits and interactive play areas that foster creativity and learning in this family-friendly destination.
  • Oregon Museum of Science and Industry (OMSI): Discover the wonders of science through engaging exhibits, live demonstrations, and an impressive planetarium designed for all ages.
  • Washington Park: Explore sprawling trails, visit the Portland Japanese Garden, or enjoy a relaxed picnic in this scenic area perfect for family outings.
  • Tom McCall Waterfront Park: Take a leisurely walk along the Willamette River, participate in seasonal events, or simply enjoy the outdoors in this central urban park.
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Adult Activities

  • Explore the Portland Art Museum: Dive into a diverse collection of art and cultural exhibits in this renowned museum, perfect for enriching your stay in the area.
  • Visit the Oregon Historical Society Museum: Discover the region’s rich history through engaging displays and exhibits that offer insight into Portland's past.
  • Enjoy a walk along the Willamette River: Take in scenic views and unwind with a leisurely stroll or bike ride along the picturesque riverfront close to here.
  • Experience a local brewpub tour: Sample craft beers at some of Portland's acclaimed brewpubs, known for their innovative brews and vibrant atmosphere in the neighborhood.

Other Places to Stay in Madison South, OR

Rose City Golf Course
Glenhaven Park
Hancock Park
Joseph Wood Hill Park

Madison South Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: To maximize your experience here, research local attractions and dining options early so you can organize a flexible yet efficient itinerary.
  • Choose the Right Rental by Owner: Selecting a well-rated vacation rental that suits your needs will ensure comfort and convenience during your stay in this region.
  • Explore Local Neighborhoods: Immerse yourself in the area's unique charm by taking time to walk through different neighborhoods and discover hidden gems nearby.
  • Utilize Nearby Transportation Options: Take advantage of local transit or convenient parking to easily access key spots around the destination without hassle.

Transportation Options

  • Public Transit (TriMet): You can rely on TriMet buses and light rail services for convenient transportation around the area, making it easy to explore without a car.
  • Bike Sharing Programs: Bike sharing options are available throughout the region, providing an eco-friendly way to navigate the neighborhood at your own pace.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft operate smoothly here, offering quick and reliable door-to-door service.
  • Private Car Rentals: Renting a private vehicle is a flexible choice if you prefer exploring beyond the immediate vicinity of your rental in this destination.

Local Customs Options

  • Respect for Local Courtesy: Greeting neighbors with a friendly nod or wave is common here, reflecting the area's welcoming community spirit.
  • Environmental Considerations: Recycling and composting are widely practiced, so being mindful of eco-friendly waste disposal aligns well with local customs.
  • Outdoor Etiquette: When enjoying the region's parks and natural spaces, keeping noise levels down and leaving no trace are appreciated gestures.
  • Engagement with Community Events: Participating in local markets and gatherings offers an authentic way to connect with the area's vibrant culture and residents.

Frequently Asked Questions About Madison South Rentals by Owner

2. How many Rentbyowner vacation rentals are available in Madison South?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 324 in the Madison South 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 Madison South. 

3. What is the cancellation policy for rental by owner properties in Madison South, Portland?

Cancellation policies vary depending on the individual listing. You should review the specific terms provided by the owner on the listing page or contact them directly for detailed information about cancellations and potential fees.

4. How do I communicate with the owner before booking my rental in this area?

You can reach out to the owner through the messaging system provided on the Rent By Owner platform. It's recommended to ask any questions about the property, amenities, or local regulations before completing your reservation.

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

Additional fees, such as cleaning fees or service charges, are specified in each listing. Be sure to read the details carefully, and if anything is unclear, contact the owner for clarification prior to booking.

6. What amenities are typically included in rentals in this part of Portland?

Properties often feature amenities like Wi-Fi, parking, and fully equipped kitchens. However, availability varies by listing, so it’s best to check the specific details on the rental listing or ask the owner directly.

7. How far in advance should I book a rental by owner in this destination?

It’s advisable to book several weeks to months in advance, especially during peak seasons, to secure the best options. Owners may also have minimum stay requirements, so reviewing the listing early ensures a smooth booking process.

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