Downtown Portland holiday homes

We found 758 holiday rentals — enter your dates for availability

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July 2025

August 2025

Find the perfect place for you stay in Downtown Portland by choosing from 186 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:17 Oct - 24 Oct

Exceptional

(7 reviews)

Bike‘N’Roll Cottage: Adventure & Relaxation

Portland, OR

7% off

NZ$384 per night

includes taxes & fees

Exceptional

(5 reviews)

CIty Forest Retreat

Portland, OR

7% off

NZ$268 per night

includes taxes & fees

Excellent

(21 reviews)

Castle Estate in SW Portland with hot tubs, minutes from downtown Portland.

Portland, OR

11% off

NZ$1,562 per night

includes taxes & fees

Exceptional

(8 reviews)

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

Portland, OR

7% off

NZ$1,017 per night

includes taxes & fees

Architect designed interior has comfort, style, high ceilings and huge windows.

Exceptional

(13 reviews)

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

Portland, OR

7% off

NZ$1,063 per night

includes taxes & fees

Extra large king bedroom with seating and work area.

Exceptional

(26 reviews)

Spacious, Beautiful & Private Hillside Oasis, SW Hills PDX with Free Coffee!

Portland, OR

7% off

NZ$247 per night

includes taxes & fees

Exceptional

(204 reviews)

Luxurious Zen Modern in the Historic N. Mississippi District. Sanitized , clean!

Portland, OR

7% off

NZ$710 per night

includes taxes & fees

Exceptional

(9 reviews)

Amazing kitchen, deck, and new living room furniture. Awesome location!

Portland, OR

6% off

NZ$489 per night

includes taxes & fees

Exceptional

(31 reviews)

Cottage in Historic Irvington neighborhood near Convention Center and shops!

Portland, OR

7% off

NZ$280 per night

includes taxes & fees

Exceptional

(58 reviews)

Apt in urban setting. Close to Everything, Short walk to Coffee & Restaurants

Portland, OR

7% off

NZ$328 per night

includes taxes & fees

Exceptional

(41 reviews)

Victorian House, Downtown NW, 3Baths, Deck, Patio, Garden, Reunions, Families

Portland, OR

7% off

NZ$1,160 per night

includes taxes & fees

Stanhope Cottage Duplex - VRBO unit main floor. 1400 SQ Feet with two decks.

Exceptional

(157 reviews)

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

Portland, OR

7% off

NZ$337 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Cabin

Cottage

Villa

Find properties near top attractions in Downtown Portland

McMenamins Crystal Ballroom

Tom McCall Waterfront Park

Pioneer Courthouse Square

Keller Auditorium

Arlene Schnitzer Concert Hall

NZ$230 per night

includes taxes & fees

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

What is the most popular type of holiday home accommodation in Downtown Portland?

The most sought-after types of holiday homes in Downtown Portland are condos. Hoping for something different? Bookabach has plenty of options to match the unique needs of our guests, so you'll see holiday properties in all sizes and shapes. The perfect fit is waiting for you — get hold of yours today.

How much does it cost to rent a holiday home in Downtown Portland?

The average price for a holiday home in Downtown Portland is determined by a number of factors, like property type, length of stay and season. Whether you're searching for a sprawling villa with space for extended family or a quaint cottage perfect for just you and the kids, just add your dates of travel to find stays with great value.

How much does it cost to rent a beach house in Downtown Portland?

Prices for beach houses in Downtown Portland will vary depending on the size and type of the property and when you plan to travel. All you have to do is enter your travel dates into Bookabach and the number of guests to view your home options and prices. From there you can use our filter tool to refine your search by nearby activities, amenities, ratings and more.

Are there pet-friendly holiday homes in Downtown Portland?

With 81 holiday homes that allow pets, your furry buddy can join in the fun on your Downtown Portland holiday. Use our filter tool to search our pet-friendly holiday homes and find your pawfect pad on Bookabach.

Can I rent a house with a pool in Downtown Portland?

Grab your swimming gear and swim ring, because there are 16 houses with a private pool in Downtown Portland. Book one of these terrific holiday homes and you'll enjoy pool days every day. Simply enter your dates into Bookabach, then check the "pool" filter to find the perfect place to make a splash!

What are popular home amenities in Downtown Portland?

When it comes to home amenities that guests are looking for in Downtown Portland, a nearby river, an ocean view and an electric car charging station are the most popular. With Bookabach holiday homes, you'll find options to fit your style and taste, whether you're going on a trip with friends, relatives or even pets.

Are there large group holiday homes in Downtown Portland?

With three holiday homes that can sleep 10 people or more in Downtown Portland, you don't have to limit the invite list. From holidays with the extended family to special events like weddings and birthday parties, Bookabach can help you find a large group home to match the occasion.

Are there holiday homes in Downtown Portland that welcome kids?

Downtown Portland has 81 family-friendly holiday homes to choose from. And finding a stay that welcomes kids is simple with Bookabach's "Properties good for families" filter. On top of having the whole place to yourselves, you'll also enjoy access to perks and conveniences like living rooms, full kitchens and yards.

What are the top attractions for families in Downtown Portland?

Keeping the kids entertained during your holiday in Downtown Portland is a breeze with these exciting family-friendly attractions:

Oregon Zoo
Oregon Museum of Science and Industry
Oaks Amusement Park

Are there one-bedroom holiday homes in Downtown Portland?

Yes, you can choose from 42 one-bedroom homes in Downtown Portland. Whether you'd prefer a cosy cottage or a cabin, our one-bedroom properties are perfect if you don't need huge amounts of space. One of the perks of having your own digs? You'll never have to share your getaway with strangers.

Can I find two-bedroom holiday homes in Downtown Portland?

Gather your loved ones and enjoy total privacy and comfort in one of the 24 two-bedroom holiday homes Downtown Portland has to offer.

Are there holiday homes with WiFi in Downtown Portland?

Whether you'd like to keep up with the news, look over emails or post a pic to social media, there are 12 holiday homes with WiFi in Downtown Portland. Check the "WiFi" box when searching on Bookabach and stay connected on your holiday.

How can I find holiday homes with air conditioning in Downtown Portland?

Work out your travel dates and then make use of the filters to search for holiday homes with air conditioning in Downtown Portland on Bookabach. With 75 air-conditioned properties on offer here, you can enjoy a cool and comfortable break.

How old do you have to be to rent a holiday home in Downtown Portland?

The minimum required age is usually 16, 18 or 21. It can change from property to property on Bookabach, so check the rules of your preferred Downtown Portland holiday home before booking your trip.

How long can I rent a holiday home in Downtown Portland for?

It's down to the Downtown Portland property. To see a list of options offering extended stays, simply enter your dates and guest number into the Bookabach search page. Enjoy having the place to yourself, along with home comforts such as a fully-equipped kitchen, air conditioning and a yard to run around in. Keep your eyes open for long-term stays that offer weekly or monthly discounts.