Downtown Portland holiday lettings

We found 743 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Downtown Portland by choosing from 187 houses, 30 flats and other holiday rentals. 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:28 Nov - 5 Dec

Image gallery for Bike‘N’Roll Cottage: Adventure & Relaxation

Welcome to Bike'N'Roll Cottage!
10 out of 10 rating
Exceptional
(9 reviews)

Bike‘N’Roll Cottage: Adventure & Relaxation

Portland, OR

6% off
Price is £1,218
£174 per night
includes taxes & fees
Bike‘N’Roll Cottage: Adventure & Relaxation

Find spaces that suit your style

  • 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

What is the most popular type of holiday rental in Downtown Portland?
In Downtown Portland, holiday houses are the most popular type of rental, with approximately 187 available throughout the area. These properties often provide ample space, featuring multiple bedrooms, fully equipped kitchens, and private outdoor areas, making them ideal for families or larger groups looking to explore the vibrant city. Additionally, there are around 25 condos available, which typically offer modern amenities like fitness centres, communal lounges, and sometimes rooftop terraces with city views. While there are several apartments scattered throughout Downtown, they generally cater to those seeking a more compact and urban living experience.
Are there any beach house rentals in Downtown Portland?
In Downtown Portland, Oregon, there are several beach house rentals available, although the area is more renowned for its urban amenities than beachside properties. These rentals typically include spacious layouts, fully equipped kitchens, and comfortable living areas for relaxation. Many of them also feature outdoor spaces like balconies or patios, which provide a pleasant setting to enjoy the city's vibrant atmosphere.
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 summer months of June to August, with July being particularly popular. This vibrant period attracts visitors eager to immerse themselves in the city's lively atmosphere, characterised by numerous festivals, outdoor events, and an abundance of options for dining and entertainment.

During the summer, you can expect pleasant temperatures averaging around 24°C, ideal for exploring Portland's renowned parks, such as Washington Park, or strolling along the picturesque waterfront. The longer daylight hours also mean more time to discover the unique blend of culture and nature that Portland has to offer, from its energetic food trucks to its beautiful rose gardens.

If you're considering a more budget-friendly option, October presents a wonderful opportunity to enjoy the city's autumn charm while avoiding the summer crowds. The fall foliage adds a magical touch to the cityscape, and you'll find plenty of activities, including local harvest festivals and art walks, to keep you engaged.
Are there any remote work holiday rentals in Downtown Portland?
In Downtown Portland, there are numerous remote work holiday rentals available, with around 212 options to choose from. This vibrant urban area is well-suited for remote workers, featuring a variety of properties that cater to modern work needs. Many rentals come equipped with high-speed Wi-Fi, dedicated office spaces, desks, and comfortable desk chairs, ensuring a productive atmosphere. Some properties even offer additional amenities like MP3 dock stations and computer monitors, making it easy to set up a home office. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
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?
In Downtown Portland, visitors can enjoy a variety of top attractions that showcase the city's unique culture and natural beauty. The Portland Art Museum, located in the heart of the city, features an extensive collection of Native American art and contemporary works. Nearby, the bustling Pioneer Courthouse Square, often referred to as Portland's living room, hosts events and offers a vibrant atmosphere with food carts and local vendors.

For a taste of nature, the Tom McCall Waterfront Park runs along the Willamette River, providing picturesque views and walking paths, superb for leisurely strolls or picnics. The area is also close to the Portland Saturday Market, where visitors can browse local crafts and enjoy delicious food from various vendors.
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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
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.

Explore destinations around Downtown Portland

More Holiday Rentals ideas

Alicante Holiday Rentals
Standard Link for Alicante
O2 Academy Leeds Holiday Rentals
Standard Link for O2 Academy Leeds
Brac Island Holiday Rentals
Standard Link for Brac Island
Northeast Portland Holiday Rentals
Standard Link for Northeast Portland
Protaras Holiday Rentals
Standard Link for Protaras
Belle Plagne Holiday Rentals
Standard Link for Belle Plagne
Amberley Holiday Rentals
Standard Link for Amberley
Pala Alpitour Holiday Rentals
Standard Link for Pala Alpitour
Widnes Holiday Rentals
Standard Link for Widnes
Sunriver Holiday Rentals
Standard Link for Sunriver
Playa del Ingles Holiday Rentals
Standard Link for Playa del Ingles
Sant Antoni de Portmany Holiday Rentals
Standard Link for Sant Antoni de Portmany
Harrogate Holiday Rentals
Standard Link for Harrogate
Rustington Holiday Rentals
Standard Link for Rustington
Seeduwa - Katunayake Holiday Rentals
Standard Link for Seeduwa - Katunayake
Tintagel Holiday Rentals
Standard Link for Tintagel
Quinns Rocks Holiday Rentals
Standard Link for Quinns Rocks
Marriott Desert Springs Holiday Rentals
Standard Link for Marriott Desert Springs
Tolovana Park Holiday Rentals
Standard Link for Tolovana Park
Toronto Holiday Rentals
Standard Link for Toronto
Finsbury Park Holiday Rentals
Standard Link for Finsbury Park
Puerto del Carmen Holiday Rentals
Standard Link for Puerto del Carmen
Pearl District Holiday Rentals
Standard Link for Pearl District

People also search for

Naples Apartments
Standard Link for Naples
Portugal Villas
Standard Link for Portugal
Cotswolds Cabin Rentals
Standard Link for Cotswolds
Rhyl Caravan Parks
Standard Link for Rhyl
Greece Villas
Standard Link for Greece
Greek Islands Villas
Standard Link for Greek Islands
Crieff Cottages
Standard Link for Crieff