Owner Direct Vacation
Rentals in Southwest Hills
The Best Owner Direct Vacation Rentals in Southwest Hills. Explore thousands of vacation home rentals, large cabins, and villas near Southwest Hills
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Explore the Best Southwest Hills Vacation Homes
Looking for the perfect place to stay in Southwest Hills? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Southwest Hills character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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- luxury villas
- beachfront homes
- pet-friendly rentals
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Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

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Compare a range of properties and find fair, transparent pricing—no hidden fees.

Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Southwest Hills
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Popular Neighborhoods for Southwest Hills Vacation Rentals
What are the best areas to stay in Southwest Hills
Discover the top neighborhoods in Southwest Hills and choose a place that suits your stay.
Governors Park
Governors Park VACATION RENTALSPortland Heights
Portland Heights VACATION RENTALSHealy Heights City Park
Healy Heights City Park VACATION RENTALSHealy Heights
Healy Heights VACATION RENTALSRoss Island Bridge
Ross Island Bridge VACATION RENTALSFairmount Boulevard Loop
Fairmount Boulevard Loop VACATION RENTALSCouncil Crest City Park
Council Crest City Park VACATION RENTALSPeriander Park
Periander Park VACATION RENTALSPortland Heights City Park
Portland Heights City Park VACATION RENTALSCouncil Crest Park
Council Crest Park VACATION RENTALSSylvan - Highlands - Southwest Hills
Sylvan - Highlands - Southwest Hills VACATION RENTALSSylvan-Highlands
Sylvan-Highlands VACATION RENTALSSunday Apr 26
Southwest Hills, Portland







Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Southwest Hills vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Southwest Hills
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How to Reserve Your Southwest Hills Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
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Southwest Hills Vacation Rental FAQs
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
- Serene Oasis:Swim Spa, Sauna,fireplace,private,10 min to Downtown,Pet-Friendly!
- CIty Forest Retreat
- 2 King Suites Mountain Views Near Rose Garden
- Beautiful Downtown Studio Perfect to Disconnect
- Modern Professional
- Historic Architectural Craftsman, exceptional views of city and Mtns.
- Peaceful Green Portland Getaway
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:
Currently, the total number of properties listed in 2026 is over 39 in the Southwest Hills area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Southwest Hills.