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

Exceptional
(21 reviews)
King Beds, Roofdeck, AC, Best Area with 95 WalkScore
Portland
£2,962
for 7 nights, 1 home
£423 per night
includes taxes & fees

Exceptional
(21 reviews)
Oregon-Themed Retreat, Walkable, AC, Serene Yard with Deck
Portland
£2,859
for 7 nights, 1 home
£408 per night
includes taxes & fees

Exceptional
(13 reviews)
Renovated Victorian : King Beds, AC, 95 Walk Score in Best Area.
Portland
£2,793
for 7 nights, 1 home
£399 per night
includes taxes & fees

Exceptional
(175 reviews)
Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd
Portland
£1,233
for 7 nights, 1 home
£176 per night
includes taxes & fees

Exceptional
(65 reviews)
Inviting Designer Cottage
Portland
£1,548
for 7 nights, 1 home
£221 per night
includes taxes & fees

Exceptional
(338 reviews)
A garden view hideaway in the Irvington neighborhood
Portland
£735
for 7 nights, 1 apartment
£105 per night
includes taxes & fees

Exceptional
(173 reviews)
Stylish Craftsman in the Heart of PDX
Portland
£1,172
for 7 nights, 1 apartment
£167 per night
includes taxes & fees

Exceptional
(47 reviews)
Cottage in Historic Irvington neighborhood near Convention Center and shops!
Portland
£860
for 7 nights, 1 room
£123 per night
includes taxes & fees

Exceptional
(8 reviews)
Charming, close-in 2-bedroom modern apartment in Hip Portland Neighborhood.
Portland
£959
for 7 nights, 1 apartment
£137 per night
includes taxes & fees

Exceptional
(107 reviews)
Hawthorne Urban Loft Private ADU with Parking & AC
Portland
£898
for 7 nights, 1 apartment
£128 per night
includes taxes & fees

Exceptional
(8 reviews)
Cozy caravan in Mississippi area of Portland with WiFi, AC
Portland
£657
for 7 nights, 1 home
£94 per night
includes taxes & fees

Exceptional
(31 reviews)
Luxury Apartment, 95 walk score, AC, Laundry, Patio, 2 TVs
Portland
£809
for 7 nights, 1 apartment
£116 per night
includes taxes & fees

Exceptional
(268 reviews)
Beautiful Irvington Apartment near City Center!
Portland
£1,336
for 7 nights, 1 apartment
£191 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Downtown Portland

McMenamins Crystal Ballroom
More information about McMenamins Crystal Ballroom. Opens in a new window.
Tom McCall Waterfront Park
More information about Tom McCall Waterfront Park. Opens in a new window.
Arlene Schnitzer Concert Hall
More information about Arlene Schnitzer Concert Hall. Opens in a new window.Find the best place to stay - Downtown Portland

The Clyde Hotel Portland by Kasa Living
Sleeps 3 · 1 bedroom

Adventurous Urban Retreat Near Hotspots – Walkable & Bike-Friendly, Pets Allowed
Sleeps 2 · 1 bedroom · 1 bathroom

The Downtowner - Walking distance to Downtown Portland!
Sleeps 8 · 4 bedrooms · 2 bathrooms

Deluxe Room | Portland Hub + Pulitzer Display
Sleeps 4 · 1 bedroom · 1 bathroom

1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
Sleeps 3 · 1 bedroom · 1 bathroom

Modern Boutique Stay Near Museums & Shops – Free Bike Rentals and Breakfast
Sleeps 2 · 1 bedroom · 1 bathroom
- 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, pools, gardens and more
- More for lessMore 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.
More holiday ideas
- Riverplace Holiday Rentals
- Shemanski Fountain Holiday Rentals
- Mcmenamins Crystal Ballroom Holiday Rentals
- South Waterfront City Park Holiday Rentals
- Peter W. Stott Center Holiday Rentals
- Tom McCall Waterfront Park Holiday Rentals
- Hawthorne Bridge Holiday Rentals
- Portland Police Museum Holiday Rentals
- Arlene Schnitzer Concert Hall Holiday Rentals
- Lair Hill Holiday Rentals
- Multnomah County Holiday Rentals
- Antoinette Hatfield Hall Holiday Rentals
- Burnside Bridge Holiday Rentals
- Providence Park Holiday Rentals
- Portland Holiday Rentals
- Oregon Maritime Museum Holiday Rentals
- Mark O. Hatfield US Courthouse Holiday Rentals
- Attic Gallery Holiday Rentals
- Portland State University Holiday Rentals
- Portland Art Museum Holiday Rentals
- Old Town Chinatown Holiday Rentals
- Roseland Theater Holiday Rentals
- Portland Holiday Rentals
- Pearl District Holiday Rentals
- Goose Hollow Holiday Rentals
- Portland Saturday Market Holiday Rentals
- Pioneer Courthouse Square Holiday Rentals
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