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$1,370
includes taxes & fees
17 May - 18 May
Historical Portland Home < 2 Mi to Downtown!

Soul District Mansion - Food Carts & Local Shops

Soul District Mansion - Food Carts & Local Shops
Northeast Portland
Soul District Mansion - Food Carts & Local Shops

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, (175 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$1,934
includes taxes & fees
17 May - 18 May
THE PORTLAND VILLA - In the heart of NE Portland, Alberta Arts District

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$1,883
includes taxes & fees
21 May - 22 May
5 BD/3.5BA -Arcade-WFH Desks-Pool/Pingpong Table

Amazing architecture in the heart of walking neighborhod

Amazing architecture in the heart of walking neighborhod
North Portland
10.0 out of 10, Exceptional, (75 reviews)
"Wonderful place to stay highly recommended."
United States
Anonymous traveller
The price is NZ$3,503
includes taxes & fees
11 June - 12 June
Amazing architecture in the heart of walking neighborhod

Inn at Northrup Station

Inn at Northrup Station
3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2,193 reviews)
"Clean rooms, staff is friendly, parking great and the location is perfect."
United States
Steven
The price is NZ$289
includes taxes & fees
26 May - 27 May
Inn at Northrup Station

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, (66 reviews)
"This was an excellent location for our annual large family gathering. The rooms were comfortable and very clean and the hosts are exceptional. With better weather, we would also have enjoyed the outdoor spaces. The neighborhood is charming and vibrant. Many thanks, Michelle and Klaas!"
United States
Lynne T.
The price is NZ$1,881
includes taxes & fees
9 June - 10 June
Thoughtfully Styled, Family- and Pet-Friendly Home in a Walkable Area

2BR - Sleeps 6 - Perfect Location for Foodies

2BR - Sleeps 6 - Perfect Location for Foodies
Southeast Portland
The price is NZ$550
includes taxes & fees
18 May - 19 May
2BR - Sleeps 6 - Perfect Location for Foodies

3BR • Sleeps 8 • Perfect for Groups • Renovated

3BR • Sleeps 8 • Perfect for Groups • Renovated
Northeast Portland
The price is NZ$802
includes taxes & fees
27 May - 28 May
3BR • Sleeps 8 • Perfect for Groups • Renovated

Remodeled Vintage | 4BR/2BA | Foodie District

Remodeled Vintage | 4BR/2BA | Foodie District
Northeast Portland
10.0 out of 10, Exceptional, (5 reviews)
"Amazing little 4-bedroom house. Perfect location, clean, quiet!"
United States
Jesse J.
The price is NZ$1,162
includes taxes & fees
27 May - 28 May
Remodeled Vintage | 4BR/2BA | Foodie District

Victorian Vibes • 3BR • Steps to Mississippi

Victorian Vibes • 3BR • Steps to Mississippi
Northeast Portland
Victorian Vibes • 3BR • Steps to Mississippi

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

Alberta Arts District Hideaway - Stylish Studio

Alberta Arts District Hideaway - Stylish Studio
Northeast Portland
The price is NZ$267
includes taxes & fees
20 May - 21 May
Alberta Arts District Hideaway - Stylish Studio

Welcoming Space - 4Bed / 3.5Bath Steps from Mt. Tabor Park

Welcoming Space - 4Bed / 3.5Bath Steps from Mt. Tabor Park
Southeast Portland
9.0 out of 10, Wonderful, (6 reviews)
"The house was spotless and comfy. Loved the gas fireplace in the am and the entire experience was wonderful. "
United States
Delilah R.
The price is NZ$1,420
includes taxes & fees
9 June - 10 June
Welcoming Space - 4Bed / 3.5Bath Steps from Mt. Tabor Park

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

2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere
Southeast Portland
The price is NZ$450
includes taxes & fees
19 May - 20 May
2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere

Newly Built 5bed home 5 min from DT Portland in Laurelhurst Neighborhood

Newly Built 5bed home 5 min from DT Portland in Laurelhurst Neighborhood
Southeast Portland
9.8 out of 10, Exceptional, (8 reviews)
"Perfect for a family and dog friendly. Would definitely stay here again. Owners were accommodating, kind, and great to work with. "
United States
Claire L.
The price is NZ$1,144
includes taxes & fees
19 May - 20 May
Newly Built 5bed home 5 min from DT Portland in Laurelhurst Neighborhood

Luxury 5BD 4BT Home, 15min to DT Portland, Game Room, NatureTrails, Free Parking

Luxury 5BD 4BT Home, 15min to DT Portland, Game Room, NatureTrails, Free Parking
Bethany
10.0 out of 10, Exceptional, (4 reviews)
"Was an awesome house, thank you!"
United States
Les L.
The price is NZ$1,696
includes taxes & fees
18 May - 19 May
Luxury 5BD 4BT Home, 15min to DT Portland, Game Room, NatureTrails, Free Parking

Artistic Victorian Gem in a Trendy neighborhood

Artistic Victorian Gem in a Trendy neighborhood
Southeast Portland
10.0 out of 10, Exceptional, (18 reviews)
"Nice property and neighborhood for our family holiday. The kitchen had all the supplies we needed to prepare our Thanksgiving meal. "
United States
Joan D.
The price is NZ$1,296
includes taxes & fees
18 May - 19 May
Artistic Victorian Gem in a Trendy neighborhood

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, (156 reviews)
"Great place for a family stay"
United States
Jamie and Laura P.
The price is NZ$1,380
includes taxes & fees
28 May - 29 May
Stunning Modern Home in Trendy and Hip Mississippi District

Victorian with Modern Comforts in NW Portland. Driveway Parking. Walk to it all!

Victorian with Modern Comforts in NW Portland. Driveway Parking. Walk to it all!
Northwest Portland
9.8 out of 10, Exceptional, (230 reviews)
"Fantastic location!We thoroughly enjoyed our stay."
United States
JR S.
Victorian with Modern Comforts in NW Portland. Driveway Parking. Walk to it all!
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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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$193 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 Oregon Zoo, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and picturesque gardens in Portland. While you're in the area, you can also enjoy the scenic riverfront 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 Dreamy Oasis on the Beautiful Willamette River and Pet friendly apartment with covered patio and fenced-in yard..

How many holiday rentals are there in Portland?

With 985 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 Zoo and Oregon Museum of Science and Industry 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.