Downtown Portland holiday lettings

We found 740 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:4 Dec - 11 Dec

Dining
Private kitchen
Enjoy a sunset cocktail or morning coffee on the roof deck with a stunning view.
Log in with your streaming apps to get content on the huge 70" 4k Smart TV.
Exceptional
(21 reviews)

King Beds, Roofdeck, AC, Best Area with 95 WalkScore

Portland

7% off
£2,962
for 7 nights, 1 home
£423 per night
includes taxes & fees
King Beds, Roofdeck, AC, Best Area with 95 WalkScore
Dining
Newly renovated kitchen with all the essentials, a coffee bar and stylish design
Living area
Outdoor dining
Exceptional
(21 reviews)

Oregon-Themed Retreat, Walkable, AC, Serene Yard with Deck

Portland

7% off
£2,859
for 7 nights, 1 home
£408 per night
includes taxes & fees
Oregon-Themed Retreat, Walkable, AC, Serene Yard with Deck
Property grounds
Private kitchen
Room
Private kitchen
Exceptional
(13 reviews)

Renovated Victorian : King Beds, AC, 95 Walk Score in Best Area.

Portland

7% off
£2,793
for 7 nights, 1 home
£399 per night
includes taxes & fees
Renovated Victorian : King Beds, AC, 95 Walk Score in Best Area.
Garden room private deck looking to Council Crest.  Deck seats two.
Our home on a snowy day in winter
Stairways to path to enter house/ Six steps, inclined path and another two step
Living room looking at front door
Exceptional
(175 reviews)

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

Portland

7% off
£1,233
for 7 nights, 1 home
£176 per night
includes taxes & fees
Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd
Property grounds
Exterior
Interior
Private kitchen
Exceptional
(65 reviews)

Inviting Designer Cottage

Portland

5% off
£1,548
for 7 nights, 1 home
£221 per night
includes taxes & fees
Inviting Designer Cottage
Living area
Property grounds
Property grounds
Living room
Exceptional
(338 reviews)

A garden view hideaway in the Irvington neighborhood

Portland

7% off
£735
for 7 nights, 1 apartment
£105 per night
includes taxes & fees
A garden view hideaway in the Irvington neighborhood
Property grounds
Interior
Private kitchen
Interior
Exceptional
(173 reviews)

Stylish Craftsman in the Heart of PDX

Portland

7% off
£1,172
for 7 nights, 1 apartment
£167 per night
includes taxes & fees
Stylish Craftsman in the Heart of PDX
Welcome to the Irvington Guesthouse!
Living area
clean and fully stocked professional kitchen
Approach to guesthouse
Exceptional
(47 reviews)

Cottage in Historic Irvington neighborhood near Convention Center and shops!

Portland

7% off
£860
for 7 nights, 1 room
£123 per night
includes taxes & fees
Cottage in Historic Irvington neighborhood near Convention Center and shops!
Private kitchen
Exterior
Living area
Room
Exceptional
(8 reviews)

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

Portland

7% off
£959
for 7 nights, 1 apartment
£137 per night
includes taxes & fees
Charming, close-in 2-bedroom modern apartment in Hip Portland Neighborhood.
Living area
Living area
Private kitchen
Exterior
Exceptional
(107 reviews)

Hawthorne Urban Loft Private ADU with Parking & AC

Portland

7% off
£898
for 7 nights, 1 apartment
£128 per night
includes taxes & fees
Hawthorne Urban Loft Private ADU with Parking & AC
Dining
Exterior detail
Living area
Room
Exceptional
(8 reviews)

Cozy caravan in Mississippi area of Portland with WiFi, AC

Portland

9% off
£657
for 7 nights, 1 home
£94 per night
includes taxes & fees
Cozy caravan in Mississippi area of Portland with WiFi, AC
50” Smart TV. Log in to watch Netflix, Hulu, HBO, etc. or cast from your device.
Dining
Outdoor dining
Living area
Exceptional
(31 reviews)

Luxury Apartment, 95 walk score, AC, Laundry, Patio, 2 TVs

Portland

7% off
£809
for 7 nights, 1 apartment
£116 per night
includes taxes & fees
Luxury Apartment, 95 walk score, AC, Laundry, Patio, 2 TVs
kitchen table with bench seating
Exterior detail
Exterior
Interior
Exceptional
(268 reviews)

Beautiful Irvington Apartment near City Center!

Portland

7% off
£1,336
for 7 nights, 1 apartment
£191 per night
includes taxes & fees
Beautiful Irvington Apartment near City Center!
  • 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, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to rent a holiday home in Downtown Portland?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Downtown Portland to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Downtown Portland holiday house rentals?
You can find great discounts on house rentals in Downtown Portland on Vrbo, 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.
Are there any Downtown Portland holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
Can I find long-stay holiday rentals in Downtown Portland?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
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.
How early should I book a Downtown Portland holiday rental?
Book your Downtown Portland holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
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.
Can I change or cancel my Downtown Portland home rental booking on Vrbo?
To find Downtown Portland holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Downtown Portland holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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