Southwest Portland holiday rentals
We found 1,161 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Southwest Portland by choosing from 60 houses, 25 flats and other holiday rentals. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for hanging out with the people that matter most, which might include a garden and Wi-Fi. Whatever you're looking for, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts – Southwest Portland
Showing deals for:11 Dec - 18 Dec
Exceptional
(184 reviews)
THE PORTLAND VILLA - In the heart of NE Portland, Alberta Arts District
Portland
AU$5,663
for 7 nights, 1 villa
AU$809 per night
includes taxes & fees
Exceptional
(113 reviews)
Great guest house in Portland, Oregon
Portland
AU$1,765
for 7 nights, 1 home
AU$252 per night
includes taxes & fees
Exceptional
(21 reviews)
King Beds, Roofdeck, AC, Best Area with 95 WalkScore
Portland
AU$5,319
for 7 nights, 1 home
AU$760 per night
includes taxes & fees
Exceptional
(28 reviews)
Stunning Remodeled 5-BR Craftsman. 4x King Beds + 2x Twin XL! With AC & Laundry
Portland
AU$4,554
for 7 nights, 1 home
AU$651 per night
includes taxes & fees
Exceptional
(13 reviews)
Renovated Victorian : King Beds, AC, 95 Walk Score in Best Area.
Portland
AU$5,012
for 7 nights, 1 home
AU$716 per night
includes taxes & fees
Exceptional
(6 reviews)
2 King Suites • Mountain Views • Near Rose Garden
Portland
AU$5,545
for 7 nights, 1 home
AU$792 per night
includes taxes & fees
Exceptional
(65 reviews)
Inviting Designer Cottage
Portland
AU$2,940
for 7 nights, 1 home
AU$420 per night
includes taxes & fees
Exceptional
(142 reviews)
Zen Cottage in Close In NE Alberta Arts Area, Sleeps 2 Private and Sanitized!!
Portland
AU$1,812
for 7 nights, 1 cottage
AU$259 per night
includes taxes & fees
Excellent
(9 reviews)
Gorgeous private home! Central Air 4 beds, hot tub, patio, designer furnishings
Portland
AU$4,100
for 7 nights, 1 home
AU$586 per night
includes taxes & fees
Exceptional
(110 reviews)
PDX Eco Cottage Guesthouse
Portland
AU$2,047
for 7 nights, 1 home
AU$292 per night
includes taxes & fees
Exceptional
(16 reviews)
Charming and minimal with private Backyard ADU 1-bedroom, 1-Bath. Tesla Charger
Portland
AU$1,719
for 7 nights, 1 home
AU$246 per night
includes taxes & fees
Exceptional
(175 reviews)
Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd
Portland
AU$2,324
for 7 nights, 1 home
AU$332 per night
includes taxes & fees
Exceptional
(340 reviews)
A garden view hideaway in the Irvington neighborhood
Portland
AU$1,419
for 7 nights, 1 apartment
AU$203 per night
includes taxes & fees
Exceptional
(174 reviews)
Stylish Craftsman in the Heart of PDX
Portland
AU$2,221
for 7 nights, 1 apartment
AU$317 per night
includes taxes & fees
Exceptional
(47 reviews)
Cottage in Historic Irvington neighborhood near Convention Center and shops!
Portland
AU$1,644
for 7 nights, 1 room
AU$235 per night
includes taxes & fees
Exceptional
(89 reviews)
Charming, Private, Detached Studio!
Portland
AU$908
for 7 nights, 1 apartment
AU$130 per night
includes taxes & fees
Exceptional
(271 reviews)
Peaceful Garden Cottage, Close to Mt. Tabor Park & Downtown Bus
Portland
AU$1,626
for 7 nights, 1 cottage
AU$232 per night
includes taxes & fees
Exceptional
(102 reviews)
Welcome to our Luxury Memory Lane Hideaway
Portland
AU$1,533
for 7 nights, 1 apartment
AU$219 per night
includes taxes & fees
Exceptional
(9 reviews)
Charming, close-in 2-bedroom modern apartment in Hip Portland Neighborhood.
Portland
AU$1,813
for 7 nights, 1 apartment
AU$259 per night
includes taxes & fees
Exceptional
(26 reviews)
Alberta Arts Private Apartment!
Portland
AU$1,839
for 7 nights, 1 apartment
AU$263 per night
includes taxes & fees
Exceptional
(108 reviews)
Hawthorne Urban Loft Private ADU with Parking & AC
Portland
AU$1,710
for 7 nights, 1 apartment
AU$244 per night
includes taxes & fees
Exceptional
(281 reviews)
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
Portland
AU$1,701
for 7 nights, 1 apartment
AU$243 per night
includes taxes & fees
Exceptional
(95 reviews)
Colorful Roseway Bungalow - a classic Portland charmer in a sweet neighborhood
Portland
AU$2,449
for 7 nights, 1 home
AU$350 per night
includes taxes & fees
Exceptional
(32 reviews)
Luxury Apartment, 95 walk score, AC, Laundry, Patio, 2 TVs
Portland
AU$1,530
for 7 nights, 1 apartment
AU$219 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Southwest Portland
Oregon Health and Science University
More information about Oregon Health and Science University. Opens in a new window.
McMenamins Crystal Ballroom
More information about McMenamins Crystal Ballroom. Opens in a new window.
Arlene Schnitzer Concert Hall
More information about Arlene Schnitzer Concert Hall. Opens in a new window.
International Rose Test Garden
More information about International Rose Test Garden. Opens in a new window.Find the best place to stay - Southwest Portland
The Clyde Hotel Portland by Kasa Living
Sleeps 3 · 1 bedroom
Charming house in enchanting Portland with AC, WiFi
Sleeps 7 · 3 bedrooms · 2+ bathrooms
Spacious SW Portland 4BR/3BA | 2 King Suites | 15min to Downtown | Groups of 8
Sleeps 8 · 4 bedrooms · 3 bathrooms
Peaceful Green Portland Getaway
Sleeps 5 · 2 bedrooms · 1 bathroom
Forested Quiet Retreat, Pet Friendly, Private Patio, BBQ, Near Parks, Zoo, 5 Mins to Pearl District
Sleeps 4 · 2 bedrooms · 1 bathroom
Exquisite Historic Suite Close to Downtown 14-21673
Sleeps 4 · 2 bedrooms · 1 bathroom
Top rated rentals - Southwest Portland
Does the job very well
Easy to find from the motorways, tram stop outside to take you into town with complimentary tickets from the hotel. Nice neighbourhood, Bars and restaurants 4 minute walk away. Lovely clean rooms, big comfy bed and a very nice continental brekky, great friendly staff...what’s not to like? Would definitely recommend it!
MrAndrew
Stayed Aug 2018
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
When is the best time to visit Southwest Portland for a holiday rental?
The best time to visit Southwest Portland for a holiday rental is during the peak season from June to August. This vibrant period attracts a multitude of visitors eager to explore the city's lush parks, diverse neighbourhoods, and renowned food scene. With long, sunny days and temperatures ranging from 15 to 30 degrees Celsius, it's superb for outdoor activities such as hiking in nearby forests or enjoying picnics by the river.Among these summer months, July stands out as the most popular time to visit. The atmosphere is lively, with numerous festivals, farmers' markets, and outdoor concerts bringing the community together. It's an excellent opportunity to immerse yourself in the local culture while enjoying the beautiful surroundings.For those seeking a more budget-friendly option, consider October. This month offers a delightful experience as the vibrant autumn leaves transform the landscape into a stunning tapestry of colours. The weather is still mild, making it a comfortable time to explore the city's attractions without the summer crowds.
What are the top attractions in Southwest Portland, Oregon, United States of America?
In Southwest Portland, visitors can discover a variety of attractions that showcase the area's natural beauty and vibrant culture. The stunning Washington Park, which includes the famed Oregon Zoo, the Portland Japanese Garden, and the International Rose Test Garden, offers a great blend of outdoor activities and serene landscapes. This park is a significant draw for those seeking to immerse themselves in nature while enjoying beautiful city views.Another highlight is the historic neighbourhood of Multnomah Village, known for its charming shops, local eateries, and a relaxed, community atmosphere. Stroll through the streets to experience the unique character of this area, which often hosts local events and farmers' markets.For those interested in arts and culture, the Southwest Portland area is home to the Portland Art Museum, where visitors can explore an extensive collection of artwork. Additionally, the nearby South Waterfront district boasts the beautiful Tom McCall Waterfront Park, great for a leisurely walk along the Willamette River with stunning views of the city skyline and Mount Hood in the distance.
Are all fees included in the Southwest Portland holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Southwest Portland holiday homes with parking?
Stayz offers a wide selection of holiday homes in Southwest Portland with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Southwest Portland holiday homes?
You can find great discounts on holiday homes in Southwest Portland on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Southwest Portland holiday home booking on Stayz?
To find Southwest Portland holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Southwest Portland?
A long-stay holiday home in Southwest Portland is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Southwest Portland holiday home?
Book your Southwest Portland holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Southwest Portland?
Prices for holiday homes in Southwest Portland vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Southwest Portland to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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