Best Vacation Homes in Southwest Hills
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Southwest Hills Luxury Rentals
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Southwest Hills Pet Friendly Vacation Rentals
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Southwest Hills Large Vacation Homes
Why Choose Rent By Owner for your Southwest Hills Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Southwest Hills Vacation Rentals
Where are the best neighborhoods to stay in Southwest Hills?
When exploring neighborhoods to stay in Southwest Hills, Portland, Oregon, you'll find a serene and picturesque area that offers a peaceful retreat from the city's hustle. This neighborhood is renowned for its lush greenery, scenic views, and charming residential streets, making it an ideal location for those seeking a relaxing escape. Staying in Southwest Hills provides convenient access to Portland’s vibrant cultural scene while offering a tranquil environment to unwind. Whether you're looking for a cozy home away from home or a luxurious retreat, the neighborhood's inviting atmosphere and natural beauty make it a perfect choice for your next getaway.
Downtown Portland
Situated just a short drive from here, Downtown Portland offers convenient access to vibrant city life and cultural attractions, making it an ideal base for exploring the region's diverse offerings.
View 674+ Rentals in Downtown PortlandGoose Hollow
Located nearby, Goose Hollow provides a charming neighborhood experience with easy connectivity to downtown amenities and scenic views of the surrounding area.
View 61+ Rentals in Goose HollowPortland Heights
Perched atop the hills, Portland Heights offers stunning vistas and a peaceful atmosphere while remaining close to the city's urban conveniences.
View 1011+ Rentals in Portland HeightsSylvan - Highlands - Southwest Hills
This scenic area encompasses Sylvan and Highlands neighborhoods, known for their lush landscapes and serene environment, perfect for a relaxing stay near nature.
View 839+ Rentals in Sylvan - Highlands - Southwest HillsArlington Heights
Arlington Heights features spacious homes and beautiful views, offering a quiet retreat within easy reach of the city's attractions.
View 1014+ Rentals in Arlington HeightsSylvan-Highlands
Nestled amidst natural beauty, the Sylvan-Highlands area provides a tranquil setting while maintaining close proximity to the bustling center of Portland.
View 837+ Rentals in Sylvan-HighlandsHealy Heights
Famous for its elegant residences and panoramic views, Healy Heights is a desirable neighborhood offering a refined stay within the vicinity of the area's main attractions.
View 944+ Rentals in Healy HeightsHomestead
Known for its spacious properties and scenic surroundings, Homestead presents a peaceful environment ideal for travelers seeking comfort and tranquility close to the region’s highlights.
View 1082+ Rentals in HomesteadBest Times to Visit Southwest Hills
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit this scenic region ensures you experience its natural beauty and local charm at their finest, making your stay in Southwest Hills all the more memorable.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, the region experiences mild and pleasant weather, making it ideal for exploring outdoor scenery while enjoying comfortable temperatures.
Early Fall (September to October)
This time of year offers vibrant autumn foliage with clear skies and moderate temperatures, perfect for basking in natural beauty and outdoor activities.
Off-Season Highlights
Winter (December to February)
The colder months bring shorter days and cooler weather, providing a quieter atmosphere for those seeking tranquility away from peak tourist times.
Late Fall to Early Winter (November)
As the region transitions into winter, you can enjoy fewer crowds and the peaceful ambiance that accompanies the cooler season.
Weekly Weather Forecast for Southwest Hills
How to Book Your Southwest Hills Vacation Rental Home
What's our booking process?
Booking Steps
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Explore and book the perfect rental in 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 private outdoor spaces such as patios or decks, perfect for relaxing and taking in the scenic views of the region.
- Benefit from access to lush gardens or landscaped yards that offer a peaceful retreat after exploring the area.
- Many properties feature outdoor dining areas, ideal for enjoying meals while surrounded by the natural beauty of this destination.
- Look for outdoor fireplaces or fire pits to enhance your evenings with cozy gatherings under the stars.
- Some rentals provide outdoor grills or barbecues, making it easy to prepare delicious meals amidst the fresh air.
- Experience the convenience of nearby walking or hiking trails that allow you to explore the picturesque surroundings of this region.
- Find properties with spacious lawns or open areas suitable for outdoor activities and family fun in the outdoors.
Top Attractions Around Southwest Hills
What attractions are nearby?
In this scenic area, you can enjoy nearby hiking and outdoor activities that showcase the natural beauty of Portland’s lush landscape, making it an ideal spot to explore and relax during your stay.
Family Activities
- Portland Children's Museum: Engage your family with interactive exhibits and hands-on activities that spark creativity and learning, perfect for a fun day close to this scenic area.
- Washington Park: Explore miles of trails, beautiful gardens, and the Oregon Zoo, offering an ideal outdoor adventure for families seeking nature and wildlife experiences in the region.
- Hoyt Arboretum: Discover a vast collection of native and exotic trees at this peaceful sanctuary, providing educational opportunities and scenic walks suitable for all ages.
- Ft. Vancouver National Historic Site: Step back in time at this historic site with engaging programs and scenic views, making it a memorable cultural outing for families staying nearby.
Adult Activities
- Hiking and Nature Walks: Explore the scenic trails that wind through this area's lush landscapes, offering a perfect escape for outdoor enthusiasts seeking tranquility and stunning views.
- Visit Local Parks and Gardens: Spend your day strolling through well-maintained parks and gardens to enjoy the area's natural beauty and peaceful surroundings.
- Golfing Experiences: Tee off at nearby golf courses that cater to all skill levels, providing an ideal activity for relaxation and socializing amidst beautiful scenery.
- Dining and Culinary Tours: Indulge in the region’s diverse culinary scene by exploring cozy cafes and fine dining establishments, perfect for savoring local flavors during your stay.
Other Places to Stay in Southwest Hills, OR
Southwest Hills Travel Tips
How Can You Make the Most of Your Stay?
- Explore the local parks and scenic viewpoints: Take advantage of the area's natural beauty by visiting nearby parks and viewpoints to enjoy panoramic views of Portland and unwind amidst lush surroundings.
- Plan your visits around neighborhood events: Check out community calendars to align your stay with local events, markets, or outdoor activities that showcase the region's vibrant culture.
- Utilize public transportation and biking options: Maximize your time here by using Portland's efficient transit system and bike-friendly streets to explore the region effortlessly and sustainably.
- Discover nearby dining and local cafes: Indulge in the region’s culinary scene by visiting popular cafes and restaurants within reach of your vacation rental for an authentic experience.
Transportation Options
- Portland Streetcar: You can easily hop on this convenient streetcar service that offers quick access to the city's vibrant neighborhoods and key attractions nearby.
- Public Bus System: The area is well-connected by an extensive bus network, making it simple for you to explore Portland without needing a car.
- Car Rentals: Renting a vehicle provides the flexibility to discover the broader region at your own pace from here, with numerous rental agencies available locally.
- Biking: Biking is a popular and eco-friendly transportation option that allows you to enjoy scenic routes within Southwest Hills and the surrounding region.
Local Customs Options
- Portland Style Dining: Locals cherish the region’s farm-to-table approach, emphasizing fresh, locally sourced ingredients in every meal.
- Environmental Respect: Sustainability and eco-friendly practices are deeply rooted in community traditions, reflecting a strong commitment to preserving the area's natural beauty.
- Neighborhood Festivals: Seasonal celebrations and neighborhood parades highlight the area's vibrant community spirit and rich cultural heritage.
- Artistic Expression: The local emphasis on supporting artists is evident through many public murals and artisan markets throughout here.
Frequently Asked Questions About Southwest Hills?
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:
- 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
- CIty Forest Retreat
- Cozy 3-bed house with Mt. St. Helens View in SW Hills Portland
- Beautiful Downtown Studio Perfect to Disconnect
- Modern Professional
- Peaceful Green Portland Getaway
- Serene Oasis Getaway with Sauna and a swim spa.
- Breathtaking Views w/Modern Lux - 2330
2. Which vacation homes in Southwest Hills are best for families?
If you are looking for a family-friendly vacation home in 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 Southwest Hills:
3. How many Rentbyowner vacation rentals are available in Southwest Hills?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 33 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.
