Sylvan - Highlands - Southwest Hills Rentals by Owner

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10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Why Choose Rent By Owner for your Sylvan - Highlands - 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.

Best Times to Visit Sylvan - Highlands - Southwest Hills

When should you plan your Rentals by Owner stay?

To make the most of your stay in this scenic region, consider visiting during the shoulder seasons when the area offers pleasant weather and fewer crowds, ensuring a more relaxing and enjoyable vacation experience when you book a rental by owner through Rent By Owner.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this time, the area experiences warm daytime temperatures and longer daylight hours, making it ideal for enjoying outdoor activities and exploring scenic views in Portland.

Average Temperature Daytime: 70°F - 80°F - Nighttime: 50°F - 60°F
autumn
Early Fall (September to October)

This season offers pleasant weather with vibrant autumn foliage, attracting visitors seeking a comfortable climate and picturesque landscapes.

Average Temperature Daytime: 65°F - 75°F - Nighttime: 45°F - 55°F

Off-Season Highlights

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Winter (December to February)

The winter months bring cooler temperatures and less tourist traffic, providing a quieter experience while still offering opportunities for cozy stays and indoor activities.

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

During this period, rain is more frequent, and the region sees fewer visitors, making it a suitable time for those seeking solitude and discounted rental options in the area.

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

Weekly Weather Forecast for Sylvan - Highlands - Southwest Hills

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 a private outdoor patio or deck, perfect for relaxing after exploring the area's scenic trails.
  • Take advantage of lush gardens or landscaped yards that enhance your stay in this charming region.
  • Benefit from convenient parking options within the rental property for easy access to local attractions.
  • Experience outdoor dining setups, such as picnic tables or barbecue grills, ideal for alfresco meals.
  • Engage in outdoor recreation with access to nearby hiking or biking paths unique to this part of Portland.
  • Relax by a backyard fire pit during cool evenings, offering a cozy atmosphere in the region’s temperate climate.
  • Utilize designated outdoor storage for gear or equipment, making your outdoor adventures more convenient.
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Family Activities

  • Oaks Amusement Park: Enjoy a fun-filled day with your family at this historic amusement park, offering classic rides and games that appeal to kids and adults alike.
  • Portland Children's Museum: Discover interactive exhibits and engaging activities designed to inspire learning and creativity in young visitors within the local area.
  • Washington Park: Spend a scenic day exploring gardens, trails, and the famous Portland Zoo, providing a variety of outdoor adventures perfect for families seeking nature and wildlife experiences.
  • The Hoyt Arboretum: Wander through lush forests and enjoy educational programs that make this natural haven an ideal spot for family outings in the region.
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Adult Activities

  • Hiking and Nature Walks: Explore the scenic trails around the area, offering a peaceful retreat amidst lush landscapes perfect for outdoor enthusiasts.
  • Visit Local Gardens and Parks: Discover the region’s beautifully maintained gardens and parks, providing serene settings for relaxation and leisurely strolls.
  • Golfing Experiences: Tee off at nearby golf courses that cater to all skill levels, giving you an enjoyable day on well-manicured greens.
  • Cultural and Community Events: Engage with local arts, markets, and festivals held in this part of Portland to get a taste of the area's vibrant community spirit.

Other Places to Stay in Sylvan - Highlands - Southwest Hills, OR

Sylvan-Highlands

Sylvan - Highlands - Southwest Hills Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the Local Natural Beauty: Take advantage of nearby parks and outdoor spaces to enjoy the region’s scenic landscapes and make the most of your stay in this charming part of Portland.
  • Utilize Nearby Amenities: Book a rental that offers easy access to local shops, cafes, and essential services, ensuring convenience throughout your visit.
  • Plan Your Commutes Wisely: Consider transportation options within the area to efficiently explore popular attractions and hidden gems without hassle.
  • Choose a Comfortable and Well-Equipped Rental: Opt for a vacation home with modern amenities to enhance your comfort and fully enjoy your time here.

Transportation Options

  • Public Transit (TriMet): You can conveniently access Portland’s extensive public transportation network, making it easy to explore the surrounding areas from your rental.
  • Car Rentals and Rideshare Services: Renting a car or using services like Uber and Lyft offers flexibility for exploring more remote or scenic spots in this region.
  • Biking: The area features bike-friendly routes that allow you to enjoy the scenic views around your vacation rental at your own pace.
  • Walking: Many accommodations are close to local parks and neighborhoods, providing an enjoyable way to experience this destination on foot.

Local Customs Options

  • Respect for Nature and Outdoors: Locals highly value the preservation of the area's natural beauty, so you'll find that eco-friendly practices are common here during outdoor activities and community events.
  • Community Engagement: Participating in local neighborhood gatherings and volunteer initiatives is a customary way to connect with residents and show appreciation for the region's close-knit spirit.
  • Greeting Etiquette: When visiting or interacting with residents, a warm, friendly greeting is appreciated, reflecting the area's welcoming attitude towards visitors staying in vacation rentals.
  • Environmental Consciousness: Recycling and sustainable living are embraced by many locals, so you might notice these customs integrated into everyday life around here during your stay.

Frequently Asked Questions About Sylvan - Highlands - Southwest Hills Rentals by Owner

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 532 in the Sylvan - Highlands - 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 Sylvan - Highlands - Southwest Hills. 

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

The cancellation policies vary by listing, so it’s best to review the specific terms on the property’s page or contact the owner directly to understand the applicable cancellation deadlines and potential fees.

4. How do I confirm the availability of a vacation home in Sylvan - Highlands?

Availability can be checked through the booking platform by selecting your desired dates. For real-time updates or special requests, reaching out directly to the property owner is recommended.

5. Are there any additional fees or deposits required when booking an owner-managed rental here?

Additional fees such as cleaning charges or security deposits are often specified in the listing details. Confirm with the owner during booking to ensure you understand all costs involved before finalizing your reservation.

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

Most owner-managed properties offer essential amenities such as Wi-Fi, kitchen facilities, and parking. For a complete list of amenities, refer to the individual listing or contact the host directly.

7. How do I communicate special requests or questions about my stay in the Highlands region?

You can contact the owner through the messaging system provided on the booking platform to discuss any specific needs or inquiries related to your upcoming visit to this part of Portland.

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