Portland Holiday Rentals

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Our top choices for Portland holiday rentals

Historical Portland Home < 2 Mi to Downtown!

Historical Portland Home < 2 Mi to Downtown!
3.0 star property
Northeast Portland
The price is NZ$1,419
includes taxes & fees
30 Mar - 31 Mar
Historical Portland Home < 2 Mi to Downtown!

Amazing architecture in the heart of walking neighborhod

Amazing architecture in the heart of walking neighborhod
North Portland
10.0 out of 10, Exceptional, (73 reviews)
"Great location, super helpful hosts and a nice property with all the amenities. "
United States
Joel P.
The price is NZ$2,002
includes taxes & fees
30 Mar - 31 Mar
Amazing architecture in the heart of walking neighborhod

Thoughtfully Styled, Family- and Pet-Friendly Home in a Walkable Area

Thoughtfully Styled, Family- and Pet-Friendly Home in a Walkable Area
Northeast Portland
10.0 out of 10, Exceptional, (65 reviews)
"This was our base for our daughter’s wedding and it honestly could not have been more perfect. It is a charming and incredibly well run property I would stay there again any time. "
United States
Robin B.
The price is NZ$1,727
includes taxes & fees
14 Apr - 15 Apr
Thoughtfully Styled, Family- and Pet-Friendly Home in a Walkable Area

THE PORTLAND VILLA - In the heart of NE Portland, Alberta Arts District

THE PORTLAND VILLA - In the heart of NE Portland, Alberta Arts District
Northeast Portland
10.0 out of 10, Exceptional, (173 reviews)
"The stay was a great success. Our family really enjoyed the diverse offerings in the Alberta area."
United States
Timothy C.
The price is NZ$1,454
includes taxes & fees
6 Apr - 7 Apr
THE PORTLAND VILLA - In the heart of NE Portland, Alberta Arts District

2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere

2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere
Southeast Portland
The price is NZ$427
includes taxes & fees
31 Mar - 1 Apr
2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere

4BR Comfort Home • 3 Baths • King Beds • Fully Equipped + Big Fenced Yard

4BR Comfort Home • 3 Baths • King Beds • Fully Equipped + Big Fenced Yard
Rock Creek
10.0 out of 10, Exceptional, (1 review)
"Decent place in a nice neighborhood. Quick to the freeway"
United States
Robert M.
The price is NZ$723
includes taxes & fees
27 Apr - 28 Apr
4BR Comfort Home • 3 Baths • King Beds • Fully Equipped + Big Fenced Yard

Eclectic 2BR - Victorian Charm - Steps to Fun

Eclectic 2BR - Victorian Charm - Steps to Fun
Northeast Portland
The price is NZ$482
includes taxes & fees
31 Mar - 1 Apr
Eclectic 2BR - Victorian Charm - Steps to Fun

Victorian Vibes • 3BR • Steps to Mississippi

Victorian Vibes • 3BR • Steps to Mississippi
Northeast Portland
The price is NZ$712
includes taxes & fees
31 Mar - 1 Apr
Victorian Vibes • 3BR • Steps to Mississippi

5 BD/3.5BA -Arcade-WFH Desks-Pool/Pingpong Table

5 BD/3.5BA -Arcade-WFH Desks-Pool/Pingpong Table
Southeast Portland
10.0 out of 10, Exceptional, (3 reviews)
"Me and my friends loved the house, it was great! We had a blast. Will be revisiting again soon!"
United States
carlos m.
The price is NZ$1,680
includes taxes & fees
7 Apr - 8 Apr
5 BD/3.5BA -Arcade-WFH Desks-Pool/Pingpong Table

3BR • Sleeps 8 • Perfect for Groups • Renovated

3BR • Sleeps 8 • Perfect for Groups • Renovated
Northeast Portland
The price is NZ$724
includes taxes & fees
29 Apr - 30 Apr
3BR • Sleeps 8 • Perfect for Groups • Renovated

Soul District Mansion - Food Carts & Local Shops

Soul District Mansion - Food Carts & Local Shops
Northeast Portland
The price is NZ$2,231
includes taxes & fees
29 Apr - 30 Apr
Soul District Mansion - Food Carts & Local Shops

Inn at Northrup Station

Inn at Northrup Station
3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2,166 reviews)
"Good location. On site parking was great!"
United States
Maureen
The price is NZ$307
includes taxes & fees
12 Apr - 13 Apr
Inn at Northrup Station

St. Johns Nest, Near Cathedral Park

St. Johns Nest, Near Cathedral Park
North Portland
The price is NZ$611
includes taxes & fees
12 Apr - 13 Apr
St. Johns Nest, Near Cathedral Park

Phenomenal Location, Thoughtful Touches, Large House ~ Pets Welcome!

Phenomenal Location, Thoughtful Touches, Large House ~ Pets Welcome!
Northeast Portland
9.8 out of 10, Exceptional, (166 reviews)
"Incredible stay, perfect for groups!"
United States
Elizabeth F.
The price is NZ$820
includes taxes & fees
30 Mar - 31 Mar
Phenomenal Location, Thoughtful Touches, Large House ~ Pets Welcome!

Heart of Alberta Arts District, Pet Friendly, Walk to Alberta Park, Food, Art, and Drinks

Heart of Alberta Arts District, Pet Friendly, Walk to Alberta Park, Food, Art, and Drinks
Northeast Portland
9.6 out of 10, Exceptional, (65 reviews)
"Great location and layout. We will definitely stay again!"
United States
Sara A.
The price is NZ$1,404
includes taxes & fees
6 Apr - 7 Apr
Heart of Alberta Arts District, Pet Friendly, Walk to Alberta Park, Food, Art, and Drinks

Spacious 4BR/3BA | Sleeps 12 | Near Alberta Arts

Spacious 4BR/3BA | Sleeps 12 | Near Alberta Arts
Northeast Portland
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed our stay in Portland, the house was a great location for us and was exactly what we needed!"
United States
DENISE G.
Spacious 4BR/3BA | Sleeps 12 | Near Alberta Arts

Premium King | Rose City Hub + Pulitzer Tribute

Premium King | Rose City Hub + Pulitzer Tribute
Downtown Portland
10.0 out of 10, Exceptional, (1 review)
"Stayed at the Rose City Hub & Pulitzer Tribute but was a bit confused because it’s actually the Hotel Lucia. Overall a great stay but the title of this accommodation should be listed differently "
Canada
Sandy
The price is NZ$332
includes taxes & fees
31 Mar - 1 Apr
Premium King | Rose City Hub + Pulitzer Tribute

Stunning Modern Home in Trendy and Hip Mississippi District

Stunning Modern Home in Trendy and Hip Mississippi District
North Portland
10.0 out of 10, Exceptional, (155 reviews)
"Worked well for our group of 9. Had everything we need and was definitely set up well for lots of shared living space. "
United States
Romi M.
The price is NZ$1,150
includes taxes & fees
30 Mar - 31 Mar
Stunning Modern Home in Trendy and Hip Mississippi District

Modern Home in Foodie District - 2BR - Sleeps 4

Modern Home in Foodie District - 2BR - Sleeps 4
Southeast Portland
9.6 out of 10, Exceptional, (7 reviews)
"Easy parking in a solid location."
United States
Connor P.
The price is NZ$464
includes taxes & fees
31 Mar - 1 Apr
Modern Home in Foodie District - 2BR - Sleeps 4

Paradise Haven-4 BR/2BA- Near Laurelhurst Park

Paradise Haven-4 BR/2BA- Near Laurelhurst Park
Northeast Portland
9.0 out of 10, Wonderful, (22 reviews)
"Great location for our weekend! House is true PNW charm!"
United States
Katie W.
The price is NZ$1,280
includes taxes & fees
12 Apr - 13 Apr
Paradise Haven-4 BR/2BA- Near Laurelhurst Park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Portland Hotel Reviews

Find out more about Portland

Everything you need to know about Portland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Portland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Portland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Portland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Portland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Portland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Portland holiday rentals we have selected for you start as low as NZ$206 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Portland rentals

At Expedia, we put the best Portland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Portland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Portland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Portland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Portland?

Yes, there are holiday rentals in Portland close to Arlene Schnitzer Concert Hall, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and scenic riverfront in Portland. While you're in the area, you can also enjoy the picturesque gardens and great live music.

What are some of the best holiday rentals that Portland has to offer?

Exquisite Historic Suite Close to Downtown 14-21673: This highly rated holiday home rental in Portland is located in the city centre, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and an electric kettle. Make the most of games in this rental home to help you unwind. Some other top choices in Portland are La Casa with Luxury Amenities -hot tub and massage chair and Discover vibrant Southeast Portland, just steps away from Hawthorne District.

How many holiday rentals are there in Portland?

With 982 Expedia holiday rentals, you're guaranteed to find just the right place for your Portland stay.

What can I see and do in Portland?

Oregon Museum of Science and Industry and Oregon Rail Heritage Center are a couple of the family-friendly sights, whereas cultural attractions include Portland'5 Centers for the Arts and Arlene Schnitzer Concert Hall. While here, Portlandia and Portland Art Museum are other places worth a visit.

What are holiday rentals like in Portland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portland. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for small groups.