Discover Your Perfect Madison South Vacation Homes

Best Vacation Homes in Madison South

Madison South Luxury Rentals

Madison South Pet Friendly Vacation Rentals

Why Choose Rent By Owner for your Madison South 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 Madison South

When should you plan your Vacation Rentals stay?

Choosing the right time to visit can enhance your experience here, allowing you to enjoy the region’s unique charm and find the perfect vacation rentals that suit your travel plans.

Peak Season Highlights

summer
Summer (June to August)

During the peak summer months, the area experiences warm weather ideal for outdoor activities and exploring local attractions.

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

The early fall offers pleasant temperatures and colorful scenery, making it a popular time for visitors seeking mild weather and scenic views.

Average Temperature Daytime: 70°F - 78°F - Nighttime: 50°F - 58°F

Off-Season Highlights

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Late Fall to Winter (November to February)

This period sees fewer visitors, with cooler temperatures making it perfect for those who prefer a quieter experience in the region.

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

As the area transitions into spring, the weather gradually warms, offering a refreshing and less crowded time to enjoy the surroundings.

Average Temperature Daytime: 55°F - 65°F - Nighttime: 40°F - 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 dining with a private barbecue area, perfect for relaxing evenings after exploring the city.
  • Take advantage of landscaped gardens or patios that offer a peaceful setting for morning coffee or evening unwinding.
  • Make use of outdoor seating areas designed for socializing and enjoying the pleasant climate here.
  • Benefit from access to a shared or private yard space, ideal for outdoor activities or pet-friendly stays.
  • Discover nearby hiking trails or outdoor parks that are easily accessible from the property, providing scenic views of the region.
  • Relax by a fire pit under the stars, creating memorable moments in the fresh air.
  • Utilize outdoor recreational amenities such as a hot tub or swimming pool, enhancing your stay in this inviting destination.
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Family Activities

  • Oregon Museum of Science and Industry (OMSI): Engage your family with interactive exhibits and hands-on learning experiences in this renowned science museum located nearby.
  • Portland Children's Museum: Inspire curiosity and creativity through family-friendly art and play areas designed to entertain children of all ages across this vibrant region.
  • Tom McCall Waterfront Park: Enjoy outdoor activities and scenic views along the river, perfect for picnics, strolls, and family gatherings in this popular urban park.
  • The Oregon Zoo: Discover a wide variety of animals and educational programs that make exploring wildlife fun and accessible for families here in Portland’s lush surroundings.
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Adult Activities

  • Explore the Portland Art Museum: Immerse yourself in a diverse collection of art and cultural exhibits right in the heart of the area.
  • Visit the Oregon Historical Society Museum: Discover the region's rich history through engaging displays and educational programs housed nearby.
  • Enjoy a walk along the Willamette River: Experience scenic views and tranquil surroundings along this popular waterway close to your accommodations.
  • Discover local breweries and tasting rooms: Sample craft beers and enjoy local flavors at some of the region’s renowned brewing establishments near here.

Madison South Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take advantage of the region's renowned culinary scene by trying local eateries and farmers' markets to experience authentic flavors during your stay.
  • Plan Outdoor Activities: Capitalize on the area's natural beauty by scheduling outdoor adventures such as parks or scenic walking trails, perfect for relaxing and exploring.
  • Discover Unique Neighborhoods: Spend time wandering through the diverse neighborhoods to gain a deeper understanding of the local culture and find hidden gems.
  • Book Conveniently Located Rentals: Choose vacation rentals that are centrally situated within the area to easily access popular attractions and transportation options.

Transportation Options

  • Max Light Rail Line: You can conveniently access transit throughout the area with this reliable light rail service, connecting you to key neighborhoods and downtown Portland.
  • Bus Services: Local bus routes provide an affordable and flexible way to explore here, making it easy to reach various attractions and nearby destinations.
  • Bike Share Programs: Many residents and visitors prefer these eco-friendly options for short trips around the neighborhood, thanks to well-placed bike stations for quick access.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing options like Uber and Lyft are readily available for convenient, door-to-door transportation throughout the region.

Local Customs Options

  • Portland's Coffee Culture: In this vibrant area, sharing a cup of locally brewed coffee is a cherished social custom you’ll quickly observe.
  • Environmental Consciousness: Respect for sustainability is deeply rooted here, and you'll find residents often participate in eco-friendly practices and recycling efforts.
  • Art and Community Events: Embracing creativity, the region hosts numerous art fairs and community gatherings that reflect its local spirit.
  • A warm and informal greeting style is common among residents, making your interactions feel welcoming and genuine.

Frequently Asked Questions About Madison South?

2. How many vacation rentals have private pools in Madison South?

There are 8 vacation rentals with private pools near Madison South. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Madison South are best for families?

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

4. 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 425 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. 

5. What is the cancellation policy for vacation rentals in Madison South, Portland?

Cancellation policies vary by property. You should review the specific listing details or contact the owner directly to understand the options available when booking your stay in this area.

6. Are there any housekeeping or additional fees I should be aware of?

Additional fees such as cleaning or service charges are detailed on each property's listing page. Be sure to read these carefully or reach out to the host for clarification before confirming your reservation.

7. How do I confirm my booking and what information is needed?

Booking confirmation typically requires completing the reservation online and providing payment details. For further assistance or specific questions, contacting the property owner directly can ensure all your needs are addressed.

8. Can I modify or cancel my reservation once booked?

Modification and cancellation options depend on the individual property’s policies. It is best to review these details on the listing or communicate with the host prior to booking for flexibility options.

9. What amenities are commonly available in vacation rentals here?

Most properties offer essential amenities for a comfortable stay, but specific features vary. Check the listing description or contact the owner to confirm amenities like Wi-Fi, parking, or kitchen facilities.