1188+ Private Villas and Holiday Rentals in Southwest Hills |
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Southwest Hills Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Southwest Hills

Discover more than 1188 vacation rentals available in Southwest Hills. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Southwest Hills.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Southwest Hills, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Southwest Hills. On average, places to stay near Southwest Hills offer 556.29 ft², with nightly prices averaging $265.

With Casai, finding and comparing holiday rentals in Southwest Hills is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Southwest Hills

Type Count
Vacation Homes 497
Holiday Apartments 357
Cottages 9
Villas 1

Use these Quick Filters to Find a Holiday Rental in Southwest Hills

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Southwest Hills.

Weather in Southwest Hills, OR

View the weather forecast for Southwest Hills before booking your Southwest Hills Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Southwest Hills, OR

Casai offers a large selection of top attractions around Southwest Hills . Research things to do on your vacation before you visit Southwest Hills.


Council Crest Park
Ross Island Bridge
Governors Park
Portland Heights City Park
Periander Park
Council Crest City Park
Fairmount Boulevard Loop
Healy Heights City Park
Moda Center
Oregon Convention Center
Oregon Zoo
Oregon Health and Science University
Veterans Memorial Coliseum
Washington Square Mall
Portland State University
Vancouver Mall
Portland Expo Center
University of Portland
Portland Japanese Garden
Clackamas Town Center

Other Places to Stay in Southwest Hills, OR


Governors Park 1,115 Properties
Portland Heights 1,011 Properties
Ross Island Bridge 973 Properties
Healy Heights City Park 967 Properties
Portland Heights City Park 956 Properties
Periander Park 954 Properties
Healy Heights 944 Properties
Council Crest City Park 939 Properties
Fairmount Boulevard Loop 923 Properties
Council Crest Park 905 Properties
Sylvan - Highlands - Southwest Hills 839 Properties
Sylvan-Highlands 837 Properties

Frequently Asked Questions About Southwest Hills?

What are the top holiday rentals in Southwest Hills?

With numerous options available in Southwest Hills, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Southwest Hills:

How many holiday rentals have private pools in Southwest Hills?

Discover a selection of holiday rentals with private pools near Southwest Hills with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Southwest Hills are best for families?

If you're searching for a family-friendly holiday home in Southwest Hills, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Southwest Hills:

How many Casai.com holiday rentals are available in Southwest Hills?

As of 2025, Casai boasts over 1188 properties listed in the Southwest Hills area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Southwest Hills.

Nearby Neighborhood (11) 
Neighborhood Property Count
Downtown Portland Vacation Rentals in Portland, Oregon 430
Goose Hollow Vacation Rentals in Portland, Oregon 62
Corbett - Terwilliger - Lair Hill Vacation Rentals in Portland, Oregon 39
Lair Hill Vacation Rentals in Portland, Oregon 39
Homestead Vacation Rentals in Portland, Oregon 1082
Portland Heights Vacation Rentals in Portland, Oregon 1011
Sylvan - Highlands - Southwest Hills Vacation Rentals in Portland, Oregon 839
Sylvan-Highlands Vacation Rentals in Portland, Oregon 837
Arlington Heights Vacation Rentals in Portland, Oregon 1014
West Hills Vacation Rentals in Portland, Oregon 285
Healy Heights Vacation Rentals in Portland, Oregon 944

People Also Ask

There are 1188 Southwest Hills, OR Holiday Rentals

Recently Booked Holiday Rentals in Southwest Hills