Discover Your Ideal Sylvan-Highlands Vacation Rentals for a Memorable Portland Escape
Discover Your Perfect Sylvan-Highlands Vacation Homes
Best Vacation Homes in Sylvan-Highlands
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Sylvan-Highlands Luxury Rentals
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Sylvan-Highlands Pet Friendly Vacation Rentals
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Sylvan-Highlands Large Vacation Homes
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Why Choose Rent By Owner for your Sylvan-Highlands Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Sylvan-Highlands Vacation Rentals
Where are the best neighborhoods to stay in Sylvan-Highlands?
When exploring Portland, Oregon, Sylvan-Highlands offers a charming neighborhood experience that combines natural beauty with easy access to urban amenities. Staying in this area means you'll enjoy a peaceful atmosphere while being conveniently close to local attractions and outdoor spaces. Whether you're seeking a serene retreat or an active adventure, Sylvan-Highlands provides the perfect backdrop for your stay. Discover the comfort and reliability of high-quality vacation rentals in this desirable part of Portland, ensuring a memorable visit to Oregon’s vibrant city.
Northwest Portland
Located just minutes from Sylvan-Highlands, this area offers a blend of urban convenience and scenic beauty, making it an ideal choice for travelers seeking both vibrant city life and tranquil natural surroundings. Here, you can enjoy easy access to local shops, cafes, and parks that enhance your stay in the region.
View 243+ Rentals in Northwest PortlandSylvan - Highlands - Southwest Hills
This neighborhood provides a peaceful retreat within close proximity to outdoor activities and lush landscapes, perfect for those wanting to explore nature while enjoying comfortable accommodations. Staying here places you near some of the region's most scenic spots, offering a serene backdrop for your visit.
View 839+ Rentals in Sylvan - Highlands - Southwest HillsArlington Heights
Known for its charming residential vibe, Arlington Heights features quiet streets and picturesque views, making it an excellent choice for visitors looking to experience a peaceful neighborhood with convenient access to the area's attractions. Your stay here ensures a comfortable and relaxed visit in the region.
View 1014+ Rentals in Arlington HeightsWest Hills
Perched atop the hills, this area offers spectacular views and a tranquil atmosphere, ideal for travelers seeking a peaceful setting nearby Sylvan-Highlands. It’s a perfect base for exploring the region’s natural beauty while enjoying the comforts of upscale accommodations.
View 285+ Rentals in West HillsPortland Heights
Situated on elevated terrain, Portland Heights boasts stunning vistas and easy access to outdoor recreation, making it a desirable spot for those wanting to experience the scenic charm of the region. Your stay here combines comfort with breathtaking scenery, enhancing your overall visit.
View 1011+ Rentals in Portland HeightsBest Times to Visit Sylvan-Highlands
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here can enhance your experience, as this destination offers distinct benefits during different seasons, making it important to plan your stay when the weather and local events align with your vacation preferences.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences lively outdoor activities and pleasant weather, making it a popular time for visitors to explore the area’s scenic beauty and local events.
Fall (September to November)
Autumn transforms the region with vibrant foliage, attracting travelers seeking picturesque landscapes and outdoor excursions amid comfortably cool weather.
Off-Season Highlights
Winter (December to February)
During winter, the area sees fewer visitors, offering a tranquil setting ideal for those looking to enjoy peaceful surroundings and cozy accommodations.
Spring (March to May)
Spring brings mild temperatures and blooming scenery, making it a quiet yet beautiful time to visit before the peak summer crowds arrive.
Weekly Weather Forecast for Sylvan-Highlands
How to Book Your Sylvan-Highlands Vacation Rental Home
What's our booking process?
Booking Steps
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Explore and book the perfect rental in Sylvan-Highlands
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 or entertaining amidst the natural surroundings.
- Take advantage of spacious gardens or landscaped yards perfect for outdoor activities and enjoying the fresh air.
- Benefit from access to local hiking trails or nature paths directly from your accommodation, immersing you in the area’s scenic beauty.
- Relax by a backyard fire pit during cool evenings, creating cozy gatherings in this desirable destination.
- Utilize outdoor dining areas equipped with BBQ grills, ideal for savoring meals outdoors in the region's pleasant climate.
- Make the most of nearby parks or green spaces for picnics, sports, and family outdoor fun center stage here.
- Experience panoramic views from an elevated porch or balcony, offering a picturesque setting characteristic of the area’s landscape.
Top Attractions Around Sylvan-Highlands
What attractions are nearby?
Experience outdoor adventures and scenic explorations just moments from your stay, with nearby hiking trails and parks offering a perfect way to enjoy the natural beauty of this destination.

Family Activities
- Portland Japanese Garden: Discover a tranquil oasis where your family can explore traditional Japanese landscaping, koi ponds, and cultural exhibits, providing an enriching experience in the area.
- Pittock Mansion: Take a guided tour of this historic estate offering stunning city views and engaging exhibits that highlight the region’s history and architecture.
- Oregon Zoo: Enjoy a day of family fun observing diverse wildlife, learning about conservation efforts, and participating in interactive exhibits just minutes from here.
- Washington Park: Spend time in this expansive park featuring hiking trails, playgrounds, and beautiful natural scenery perfect for outdoor adventures with your loved ones.
Adult Activities
- Hiking along the Wildwood Trail: Explore this scenic trail that weaves through lush forests and offers breathtaking views, perfect for outdoor enthusiasts staying nearby.
- Visiting the Portland International Raceway: Experience the thrill of racing events and car shows in this renowned venue just minutes from your vacation rental in the region.
- Enjoying local craft breweries: Sample diverse beers at some of the area's top breweries, which are a favorite activity for visitors seeking to immerse themselves in Portland’s vibrant craft scene.
- Exploring the Portland Japanese Garden: Find tranquility amidst meticulously landscaped gardens, offering a peaceful retreat close to your stay here in the city’s scenic highlands area.
Other Places to Stay in Sylvan-Highlands, OR
Sylvan-Highlands Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Parks and Trails: Take advantage of the region's scenic parks and hiking trails to enjoy outdoor activities and immerse yourself in the area's natural beauty.
- Plan Ahead for Dining Options: Discover nearby eateries and prepare reservations in advance to experience the local cuisine without missing out during peak times.
- Utilize Public Transit or Rideshares: Maximize your time by using available transportation options to conveniently navigate the area and explore more attractions.
- Connect with the Community: Engage with locals or join community events to gain insider tips and enrich your stay in this welcoming destination.
Transportation Options
- Portland Streetcar: This convenient streetcar system offers easy access to the area’s popular neighborhoods and attractions, making it a reliable choice for exploring this destination without the hassle of driving.
- Public Transit Buses: The extensive bus network provides affordable and efficient transportation throughout the region, ideal for getting around and reaching key points of interest nearby.
- Rental Bikes and Bike Share Programs: Cycling enthusiasts can enjoy the scenic routes here by renting bikes or using bike share options, which offer a healthy and flexible way to experience the local environment.
- Private Car Services and Taxis: For added convenience, private car services and taxi options are readily available, providing direct and comfortable transportation tailored to your schedule in this destination's vicinity.
Local Customs Options
- Respect for Nature: Locals in this area often observe a strong appreciation for the natural environment, reflected in their outdoor activities and conservation efforts.
- Community Greetings: It’s customary to exchange friendly nods or brief greetings when encountering neighbors or fellow visitors in public spaces.
- Local Dining Etiquette: When enjoying meals at nearby eateries, you’ll notice a casual yet polite approach that emphasizes savoring regional flavors with respect for shared dining customs.
- Environmental Awareness: Recycling and waste reduction are integrated into daily routines here, so participating in eco-friendly practices enhances your visit to this region.
Frequently Asked Questions About Sylvan-Highlands?
1. What are the top vacation rentals in Sylvan-Highlands?
There are a lot of options in Sylvan-Highlands. If you plan on staying in the Sylvan-Highlands 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:
- 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?
There are 13 vacation rentals with private pools near Sylvan-Highlands. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Sylvan-Highlands are best for families?
If you are looking for a family-friendly vacation home in Sylvan-Highlands, 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:
4. How many Rentbyowner vacation rentals are available in Sylvan-Highlands?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 932 in the Sylvan-Highlands 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.
5. What is the cancellation policy for vacation rentals in Sylvan-Highlands, Portland?
6. Are there any additional fees I should be aware of when booking a rental here?
7. What amenities are typically available at vacation rentals in this region?
8. How do I ensure my reservation is secure when booking in this destination?
9. Is there a minimum stay requirement for vacation rentals here?
Sylvan-Highlands Top Rated Vacation Rentals
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