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  5. Rentals by Owner

Discover Your Perfect Southwest Hills Rentals by Owner

Southwest Hills Rentals by Owner

More Top-Rated Rentals by Owner in Southwest Hills Area

Why Choose Rent By Owner for your Southwest Hills 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.

Popular Areas for Southwest Hills Rentals by Owner

Where are the best neighborhoods to stay in Southwest Hills?

Discover the charm of Southwest Hills in Portland, Oregon, when searching for a rental by owner. This neighborhood offers a peaceful and scenic environment, making it an ideal choice for visitors seeking a serene base to explore the city. With its lush greenery and quiet streets, Southwest Hills provides a welcoming atmosphere that complements the natural beauty of Portland. Booking your stay in this area ensures a comfortable and authentic experience, supported by trustworthy vacation rental options designed to meet your needs with ease and reliability. Whether you're looking for a cozy retreat or a spacious home, Southwest Hills is the perfect destination for your Portland adventure.

Downtown Portland

In the heart of the city, this vibrant area offers convenient access to urban amenities while staying within easy reach of the peaceful neighborhoods nearby. It’s an ideal choice for those seeking a lively atmosphere combined with proximity to your accommodations.

View 324+ Rentals in Downtown Portland

Goose Hollow

Known for its historic charm and central location, this neighborhood provides a perfect mix of accessibility and local character. It offers a comfortable base for exploring the region while enjoying the quiet streets and scenic views.

View 50+ Rentals in Goose Hollow

Portland Heights

Perched atop the cliffs, this community delivers stunning vistas and a tranquil atmosphere perfect for relaxing stays. Its peaceful setting makes it a desirable spot for visitors looking to enjoy the area's natural beauty.

View 1344+ Rentals in Portland Heights

Sylvan - Highlands - Southwest Hills

This scenic enclave offers a blend of lush greenery and upscale residences, providing a serene environment that’s still close to city conveniences. It’s an excellent choice if you prefer a peaceful retreat with quick access to outdoor activities.

View 1024+ Rentals in Sylvan - Highlands - Southwest Hills

Arlington Heights

Nestled in elevation, this neighborhood offers panoramic views and a quiet residential vibe. It’s perfect for travelers seeking a private, comfortable stay away from the hustle while remaining near all regional attractions.

View 1229+ Rentals in Arlington Heights

Sylvan-Highlands

Surrounding lush parks and forests, this area provides a peaceful escape from the city's bustle. It’s an ideal spot for nature lovers wanting easy access to outdoor exploration while enjoying cozy rental options.

View 1020+ Rentals in Sylvan-Highlands

Healy Heights

Offering sweeping views and a calm neighborhood ambiance, this community is suited for those who appreciate privacy and picturesque surroundings. It’s a welcoming place for an authentic Portland experience.

View 1233+ Rentals in Healy Heights

Homestead

This charming area combines rustic appeal with modern comforts, making it a memorable base for your visit. Its friendly atmosphere complements the region’s natural landscape, perfect for relaxed stays.

View 1416+ Rentals in Homestead

Best Times to Visit Southwest Hills

When should you plan your Rentals by Owner stay?

Understanding the best time to visit can help you enjoy a memorable stay here, as seasonal variations influence the region’s climate and local events, making it ideal to plan your vacation accordingly through Rent By Owner for a seamless rental experience.

Peak Season Highlights

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Late Spring to Early Summer (May - June)

During this period, the area experiences warm temperatures and longer daylight hours, making it ideal for outdoor exploration and enjoying nature's beauty.

Average Temperature Daytime: 65-75°F - Nighttime: 50-60°F
autumn
Early Fall (September - October)

The region offers pleasant weather with mild temperatures and less crowd, perfect for a peaceful getaway while still benefiting from favorable conditions for outdoor activities.

Average Temperature Daytime: 70-80°F - Nighttime: 55-65°F

Off-Season Highlights

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Winter (December - February)

During the colder months, you can enjoy fewer visitors and more tranquility, though outdoor activities may be limited by the weather conditions here in this part of the region.

Average Temperature Daytime: 45-55°F - Nighttime: 35-45°F
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Late Fall (November)

As the foliage changes and the temperatures drop, the region sees fewer tourists, providing a quiet atmosphere that is perfect for those seeking solitude and relaxation.

Average Temperature Daytime: 50-60°F - Nighttime: 40-50°F

Weekly Weather Forecast for Southwest Hills

How to Book Your Southwest Hills vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Southwest Hills

More Top-Rated Rentals by Owner in Southwest Hills Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 a spacious outdoor patio or deck perfect for relaxing and entertaining.
  • Take advantage of well-maintained gardens or landscaped yards that showcase local flora.
  • Make the most of private outdoor dining areas ideal for enjoying meals surrounded by nature.
  • Benefit from access to outdoor grills or barbecue facilities for cookouts with family and friends.
  • Experience serene outdoor seating areas designed for unwinding while taking in scenic views of the surrounding landscape.
  • Utilize outdoor fire pits or fireplaces to gather around during cooler evenings.
  • Explore nearby walking trails or backyard spaces that invite outdoor adventures within the area.

Top Attractions Around Southwest Hills

What attractions are nearby?

Nearby, you can enjoy a variety of outdoor activities and scenic views that highlight the natural beauty of this region, making it an ideal place for relaxation and exploration during your stay.

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Family Activities

  • Oregon Zoo: Spend a day exploring the Oregon Zoo, where you can enjoy interactive exhibits and see a wide variety of animals in naturalistic habitats.
  • Pittock Mansion: Discover panoramic views of Portland from the historic Pittock Mansion, a family-friendly destination rich in history and architecture.
  • Portland Children's Museum: Engage your children with hands-on exhibits designed to inspire creativity and learning at this popular museum nearby.
  • Washington Park: Relax and play amidst lush greenery, hiking trails, and playgrounds ideal for family outings within close proximity to the area’s rental properties.
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Adult Activities

  • Hiking in Forest Park: Explore scenic trails through one of the largest urban forests in the United States, offering peaceful escapes right in the region.
  • Visit Portland Japanese Garden: Enjoy serene landscapes and traditional Japanese architecture at this tranquil garden nestled near here.
  • Wine Tasting in Nearby Wineries: Indulge in local wine tastings at nearby wineries that showcase the region's renowned viticulture and craftsmanship.
  • Exploring Local Art Galleries: Discover contemporary and historical art pieces in galleries close to here, perfect for cultural enthusiasts seeking inspiration.

Other Places to Stay in Southwest Hills, OR

Governors Park
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Portland Heights
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Healy Heights City Park
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Ross Island Bridge
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Healy Heights
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Fairmount Boulevard Loop
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Council Crest City Park
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Periander Park
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Portland Heights City Park
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Council Crest Park
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Sylvan - Highlands - Southwest Hills
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Sylvan-Highlands
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More Places to Stay Near Southwest Hills

Southwest Hills Travel Tips

How Can You Make the Most of Your Stay?

  • Plan ahead for scenic drives and hikes: Make the most of your stay by exploring the region's renowned trails and viewpoints, ensuring you experience its natural beauty firsthand.
  • Choose a rental with local insights: Select a property that offers insider tips to uncover hidden gems and popular attractions in this area.
  • Visit during off-peak times: To enjoy a more peaceful experience and easier access to key spots, consider visiting early in the morning or during weekdays.
  • Utilize local transportation options: Maximize your time by using available transit services or bike rentals to navigate the neighborhood conveniently and sustainably.

Transportation Options

  • Portland Streetcar: This convenient trolley system offers easy access to the heart of the city from the area, making it ideal for exploring Portland’s attractions.
  • TriMet Light Rail: Connecting you efficiently to major transit hubs and nearby neighborhoods, the light rail provides a reliable option within the region.
  • Bus Services: Extensive bus routes serve this part of Portland, giving you flexible transportation options to get around without a car.
  • Rideshare Services: Popular services like Uber and Lyft operate throughout the area, offering quick and comfortable rides directly from your rental.

Local Customs Options

  • Respect for Nature and Local Environment: Maintaining the area's natural beauty through eco-friendly practices is highly valued here, encouraging visitors to leave no trace during their stay.
  • Community Engagement: Participating in local events or supporting neighborhood businesses showcases your appreciation for the region’s close-knit community.
  • Dining Etiquette: When enjoying meals at local establishments, it’s customary to appreciate the region's farm-to-table culinary traditions with courteous manners.
  • Outdoor Respect and Safety: Observing trail rules and respecting private properties ensures you uphold the region’s reputation as an outdoor recreation haven.

Frequently Asked Questions About Southwest Hills Rentals by Owner

1. What are the top vacation rentals in Southwest Hills?

There are a lot of options in Southwest Hills. If you plan on staying in the Southwest Hills area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Southwest Hills:

2. How many Rentbyowner vacation rentals are available in Southwest Hills?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 30 in the Southwest Hills 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 Southwest Hills. 

3. What is the cancellation policy for a rental by owner in Southwest Hills?

You should review the specific cancellation terms listed on the property’s profile, as policies can vary. For detailed information, contact the owner directly or check the listing before booking.

4. Are there any additional fees I should be aware of when booking a vacation rental in this area?

Additional fees such as cleaning charges, service fees, or security deposits are detailed in the listing. It’s recommended to read the full description or reach out to the owner for clarification before confirming your reservation.

5. How do I confirm the availability of a rental in Southwest Hills?

Availability details are provided on the listing page and can be confirmed through the booking platform. If you have specific dates in mind, it’s best to contact the owner directly to ensure the property is available.

6. What amenities are typically included in a rental by owner in this part of Portland?

Most rentals offer essential amenities like Wi-Fi, parking, and kitchen facilities, but additional features may vary. Check the property description or ask the owner to confirm which amenities are included.

7. Is there a minimum stay requirement for booking a vacation rental here?

Minimum stay policies depend on the individual owner and the property. Details are usually specified in the listing, so review it carefully or contact the owner if you have specific scheduling needs.

More Rentals You May Like Near Southwest Hills

More Top-Rated Rentals by Owner in Southwest Hills Area