Downtown Portland holiday rentals

We found 729 holiday rentals — enter your dates for availability
Discover a selection of 28 flats and other holiday rentals in Downtown Portland that are perfect for your trip. Holiday rentals provide the best amenities for your stay with friends, family or just your pet, such as parking and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Downtown Portland

Showing deals for:18 Dec - 25 Dec

Formal living room with floor to ceiling curtains for privacy.
Exterior detail
36" Kitchen Aid french door fridge H20 & ice, windows to hot tub.
Tiled entry with original wood trim.
Excellent
(9 reviews)

Gorgeous private home! Central Air 4 beds, hot tub, patio, designer furnishings

Portland

7% off
AU$4,991
for 7 nights, 1 home
AU$713 per night
includes taxes & fees
Gorgeous private home! Central Air 4 beds, hot tub, patio, designer furnishings
Dining
Living area
Room
Private kitchen
Exceptional
(6 reviews)

2 King Suites • Mountain Views • Near Rose Garden

Portland

8% off
AU$5,515
for 7 nights, 1 home
AU$788 per night
includes taxes & fees
2 King Suites • Mountain Views • Near Rose Garden
Exterior detail
Property grounds
Property grounds
Living room
Exceptional
(340 reviews)

A garden view hideaway in the Irvington neighborhood

Portland

7% off
AU$1,559
for 7 nights, 1 apartment
AU$223 per night
includes taxes & fees
A garden view hideaway in the Irvington neighborhood
Living area
Exterior detail
Dining
Terrace/patio
Exceptional
(8 reviews)

Cozy caravan in Mississippi area of Portland with WiFi, AC

Portland

9% off
AU$1,259
for 7 nights, 1 home
AU$180 per night
includes taxes & fees
Cozy caravan in Mississippi area of Portland with WiFi, AC
Garden room private deck looking to Council Crest. Deck seats two.
Our home on a snowy day in winter
Living Room from entry way looking to French doors to deck.
Stairways to path to enter house/ Six steps, inclined path and another two step
Exceptional
(175 reviews)

Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd

Portland

7% off
AU$2,040
for 7 nights, 1 home
AU$291 per night
includes taxes & fees
Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd
nice details, fun lighting.
Living area
Welcome to the Irvington Guesthouse!
Approach to guesthouse
Exceptional
(47 reviews)

Cottage in Historic Irvington neighborhood near Convention Center and shops!

Portland

7% off
AU$1,633
for 7 nights, 1 room
AU$233 per night
includes taxes & fees
Cottage in Historic Irvington neighborhood near Convention Center and shops!
Private kitchen
Exterior
Living area
Outdoor dining
Exceptional
(9 reviews)

Charming, close-in 2-bedroom modern apartment in Hip Portland Neighborhood.

Portland

7% off
AU$1,799
for 7 nights, 1 apartment
AU$257 per night
includes taxes & fees
Charming, close-in 2-bedroom modern apartment in Hip Portland Neighborhood.

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

When is the best time to visit Downtown Portland for a holiday rental?
The best time to visit Downtown Portland for a holiday rental is during the peak season from June to August, particularly in July. This vibrant period attracts a diverse crowd of travellers, drawn in by the city's lively option, numerous festivals, and the stunning summer weather. With temperatures averaging between 20 to 30 degrees Celsius, it's an ideal time for outdoor adventures and exploring the city's renowned parks, gardens, and food scene.In July, visitors can experience firsthand Portland's unique culture, enjoying events like the Portland Rose Festival and numerous outdoor concerts. The city's famous food trucks and craft breweries come alive, offering delightful culinary experiences. With plenty of activities close by, from hiking in Forest Park to strolling along the waterfront, you'll find ample opportunities for sightseeing and outdoor enjoyment.For those seeking a more budget-friendly option, consider visiting Downtown Portland in December. While this month is part of the low season, it offers a magical experience with holiday lights and festivities, including the charming Christmas market. The city's vibrant arts scene and cosy cafés provide a warm welcome, making it a lovely time to explore without the crowds.Ultimately, whether you choose the bustling summer months or the festive winter season, Downtown Portland offers a range of experiences that cater to various interests.
What are the top attractions in Downtown Portland, Oregon, United States of America?
In Downtown Portland, visitors can explore a variety of attractions that showcase the city's vibrant culture and natural beauty. The Portland Art Museum, located in the cultural district, features an impressive collection of Native American art as well as contemporary works. Nearby, the Oregon Historical Society offers insights into the state's past and is a great stop for history buffs.For those who enjoy the outdoors, Pioneer Courthouse Square, often referred to as Portland's living room, provides a lovely space for relaxation and hosts numerous events throughout the year. Just a short walk away, the waterfront along the Willamette River offers scenic views and the chance to stroll or bike along the Esplanade, connecting to various parks and attractions.The Pearl District, adjacent to downtown, is known for its trendy shops, art galleries, and restaurants, making it a great area to explore local cuisine and unique boutiques.
Are all fees included in the Downtown 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 Downtown Portland holiday homes with parking?
Stayz offers a wide selection of holiday homes in Downtown 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 Downtown Portland holiday homes?
You can find great discounts on holiday homes in Downtown 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 Downtown Portland holiday home booking on Stayz?
To find Downtown 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 Downtown Portland?
A long-stay holiday home in Downtown 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 Downtown Portland holiday home?
Book your Downtown 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 Downtown Portland?
Prices for holiday homes in Downtown 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 Downtown 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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