Discover Your Ideal Sylvan - Highlands - Southwest Hills, Portland, Oregon, USA Vacation Rentals for a memorable stay
Discover Your Perfect Sylvan - Highlands - Southwest Hills Vacation Homes
Best Vacation Homes in Sylvan - Highlands - Southwest Hills
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Sylvan - Highlands - Southwest Hills Luxury Rentals
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Sylvan - Highlands - Southwest Hills Pet Friendly Vacation Rentals
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Sylvan - Highlands - Southwest Hills Large Vacation Homes
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Why Choose Rent By Owner for your Sylvan - Highlands - Southwest Hills Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Sylvan - Highlands - Southwest Hills Vacation Rentals
Where are the best neighborhoods to stay in Sylvan - Highlands - Southwest Hills?
Discover the charm of Portland by choosing to stay in neighborhoods like Sylvan, Highlands, or Southwest Hills. Each area offers a unique blend of natural beauty and local character, making them ideal for travelers seeking a peaceful retreat while remaining close to the city's vibrant attractions. Whether you're exploring lush parks, scenic viewpoints, or charming streets, these neighborhoods provide a tranquil setting complemented by convenient access to Portland’s top destinations. Booking your vacation rentals in these sought-after areas ensures a comfortable and authentic experience of Portland, Oregon.
Sylvan-Highlands
This neighborhood offers a tranquil escape within Portland, ideal for those seeking scenic views and close proximity to outdoor activities. Finding the perfect vacation rental here means enjoying both convenience and serenity in a picturesque setting.
View 837+ Rentals in Sylvan-HighlandsArlington Heights
Situated in the region's northwest corner, Arlington Heights provides easy access to natural parks and beautiful vistas, making it a desirable area to stay for travelers looking for comfort amid lush surroundings. Your stay here promises a harmonious blend of city convenience and peaceful retreats.
View 1014+ Rentals in Arlington HeightsWest Hills
Known for its upscale ambiance, West Hills features stunning views and luxurious vacation rentals for visitors wanting a refined experience. This part of town is perfect for those seeking privacy, elegance, and quick access to Portland’s vibrant core.
View 285+ Rentals in West HillsBest Times to Visit Sylvan - Highlands - Southwest Hills
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit this charming destination can enhance your experience, as seasonal variations in the area influence weather conditions and local activities, making it ideal to plan your stay here during periods of favorable climate and quieter crowds.
Peak Season Highlights
Summer (June to August)
During the warm summer months, you can enjoy longer daylight hours and pleasant weather, making it ideal for outdoor activities in the region.
Fall (September to November)
This period offers mild weather and beautiful foliage, perfect for exploring scenic areas and enjoying local fall events.
Off-Season Highlights
Winter (December to February)
The winter season features cooler temperatures and potential rain, providing a quiet atmosphere for those seeking solitude and cozy accommodations.
Spring (March to May)
In early spring, the area starts to bloom with vibrant colors, although unpredictable weather makes it less busy for travelers seeking tranquility.
Weekly Weather Forecast for Sylvan - Highlands - Southwest Hills
How to Book Your Sylvan - Highlands - Southwest Hills Vacation Rental Home
What's our booking process?
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Explore and book the perfect rental in Sylvan - Highlands - Southwest Hills
Common Vacation Rentals 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
- Enjoy a private outdoor patio or deck ideal for relaxing and dining amidst scenic surroundings.
- Benefit from access to landscaped gardens or green spaces that enhance your outdoor experience.
- Take advantage of a well-equipped grilling area perfect for outdoor cooking with family and friends.
- Make use of outdoor seating areas designed for soaking in views of the area's lush natural beauty.
- Explore nearby walking trails or nature paths directly accessible from the property.
- Relax in a furnished backyard or garden space that offers a peaceful retreat after a day of exploring.
- Utilize outdoor recreational amenities such as shared pools, fire pits, or sports courts available at select properties.
Top Attractions Around Sylvan - Highlands - Southwest Hills
What attractions are nearby?
Within this scenic area, you can enjoy a variety of outdoor activities such as hiking, exploring local parks, and experiencing the natural beauty that makes this destination a perfect retreat for outdoor enthusiasts.

Family Activities
- Portland Japanese Garden: Discover tranquility and natural beauty in the peaceful setting of this renowned botanical garden, perfect for family exploration in the area.
- Oregon Zoo: Engage with a diverse array of animals and educational exhibits that make your visit to Portland both fun and informative for all ages.
- Washington Park: Enjoy outdoor adventures such as walking trails, playgrounds, and picnic areas in this expansive park nestled within the region's lush landscape.
- Children’s Museum: Experience interactive exhibits designed to inspire curiosity and learning, making it an ideal activity for families staying close to Portland's vibrant city center.
Adult Activities
- Hiking at Portland's West Hills: Explore scenic trails with panoramic views that showcase the natural beauty of this region and offer a peaceful escape from urban life.
- Visit the Portland Japanese Garden: Discover serene landscapes and cultural artistry in one of the most authentic Japanese gardens outside Japan, located within reach of here.
- Wine Tasting Tours: Enjoy curated wine experiences in nearby vineyards that highlight the region’s renowned local wineries and craft beverage scene.
- Explore Pittock Mansion: Tour the historic mansion to learn about Portland’s history while taking in beautiful views of the city skyline and surrounding greenery.
Other Places to Stay in Sylvan - Highlands - Southwest Hills, OR
Sylvan - Highlands - Southwest Hills Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Trails: Take advantage of the area's scenic hiking and biking trails to immerse yourself in the natural beauty surrounding this destination.
- Visit Neighborhood Markets: Discover the local flavor by browsing nearby markets, where fresh produce and artisanal goods add a unique touch to your stay.
- Plan Your Activities Early: Book outdoor adventures and special experiences ahead of time to make the most of your trip here without missing out on popular options.
- Choose a Centrally Located Rental: Select a vacation rental that offers easy access to the region's key attractions and outdoor spots for a convenient and enjoyable stay.
Transportation Options
- Portland Streetcar: This convenient streetcar system offers easy access to the area's key neighborhoods and scenic routes here, making it simple to explore without a car.
- Public Bus Services: The extensive bus network connects you to various parts of the region efficiently, providing a budget-friendly transportation option for visitors enjoying vacation rentals here.
- Rideshare Services: Popular ride-hailing apps are readily available, offering flexible and hassle-free transportation throughout the neighborhood and beyond.
- Bike Rentals and Cycling: With numerous bike rental stations nearby, cycling is an eco-friendly and healthy way to discover the local parks and scenic spots around here.
Local Customs Options
- Respect for Nature: Locals in this area value environmental preservation, so you'll notice an emphasis on sustainable practices and outdoor etiquette.
- Community Gatherings: Participating in seasonal festivals and neighborhood events is a cherished tradition that reflects the region's strong sense of community.
- Local Art Appreciation: Supporting local artists and artisans is common, with many showcasing their work at markets and galleries throughout here.
- Dining Etiquette: When dining at local restaurants, it's customary to engage politely with staff and enjoy the regional specialties unique to the area.
Frequently Asked Questions About Sylvan - Highlands - Southwest Hills?
1. What are the top vacation rentals in Sylvan - Highlands - Southwest Hills?
There are a lot of options in Sylvan - Highlands - Southwest Hills. If you plan on staying in the Sylvan - Highlands - 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 Sylvan - Highlands - Southwest Hills:
- Exquisite Historic Suite Close to Downtown 14-21673
- Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd
- Historic Vista Cottage- Portland Heights -Featured in the Oregonian
- Pacific Northwest Retreat. 5 miles to Downtown PDX. Close to High Tech
- Zen themed private retreat in NW Portland.
- 1.2M New Luxury Home, Hot Tub, 4 King Beds, 2 in-Suites, Fast Wifi
- Most Family Friendly Listing in Portland - Keep the Conveniences of Home!
- Prime River View: spacious, light-filled top floor corner unit downtown
- Victorian House, Downtown NW, 3Baths, Deck, Patio, Garden, Reunions, Families
- In the heart of Downtown Portland. Everything is a short walk away!
2. How many vacation rentals have private pools in Sylvan - Highlands - Southwest Hills?
There are 13 vacation rentals with private pools near Sylvan - Highlands - Southwest Hills. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Sylvan - Highlands - Southwest Hills are best for families?
If you are looking for a family-friendly vacation home in Sylvan - Highlands - Southwest Hills, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Sylvan - Highlands - Southwest Hills:
4. 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 937 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.
5. What is the cancellation policy for vacation rentals in this area?
6. How do I find the best-rated vacation rentals in Highlands - Southwest Hills?
7. Are there any additional fees I should be aware of when booking here?
8. What amenities are typically available in vacation rentals around Sylvan?
9. How do I contact the property owner for questions about my stay?
Sylvan - Highlands - Southwest Hills Top Rated Vacation Rentals
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