Portland Holiday Rentals

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Our top choices for Portland holiday rentals

Eclectic 2BR - Victorian Charm - Steps to Fun

Eclectic 2BR - Victorian Charm - Steps to Fun
Northeast Portland
Eclectic 2BR - Victorian Charm - Steps to Fun

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

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
31 Mar - 1 Apr
Historical Portland Home < 2 Mi to Downtown!

2BR Flat - Walk to NW 23rd Shops & Cafes

2BR Flat - Walk to NW 23rd Shops & Cafes
Northwest Portland
2BR Flat - Walk to NW 23rd Shops & Cafes

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$1,144
includes taxes & fees
31 Mar - 1 Apr
Stunning Modern Home in Trendy and Hip Mississippi District

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

The "Old Barn" in the woods. Peace, Romance, Ahhh

The "Old Barn" in the woods. Peace, Romance, Ahhh
Cedar Hills
9.0 out of 10, Wonderful, (38 reviews)
"Great view the bed was firm and we slept well"
United States
Vickie S.
The price is NZ$428
includes taxes & fees
31 Mar - 1 Apr
The "Old Barn" in the woods. Peace, Romance, Ahhh

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

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

Hip and cozy dog-friendly Mississippi Victorian

Hip and cozy dog-friendly Mississippi Victorian
North Portland
10.0 out of 10, Exceptional, (11 reviews)
"We loved our stay at this house! It's in a very cute walkable area near so many shops and restaurants! We met the owner and he was very friendly and even gave us great recommendations for things to do in the area. "
United States
Karlina O.
The price is NZ$475
includes taxes & fees
31 Mar - 1 Apr
Hip and cozy dog-friendly Mississippi Victorian

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, (3 reviews)
"Great home! "
United States
Rachel B.
The price is NZ$1,659
includes taxes & fees
13 Apr - 14 Apr
Luxury 5BD 4BT Home, 15min to DT Portland, Game Room, NatureTrails, Free Parking

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

Yeti's Tree House: Where Dreams Come True

Yeti's Tree House: Where Dreams Come True
Cedar Hills
9.0 out of 10, Wonderful, (42 reviews)
"Our stay in the treehouse was awesome! The kids loved the zip line and the suspended net to watch movies was another favorite part of our stay! The place was clean and had all the things we needed for our stay!"
United States
Melissa S.
The price is NZ$466
includes taxes & fees
2 Apr - 3 Apr
Yeti's Tree House: Where Dreams Come True

MEDITERRANEAN URBAN VILLA

MEDITERRANEAN URBAN VILLA
Northeast Portland
9.8 out of 10, Exceptional, (220 reviews)
"Was a wonderful place in a great neighborhood. Really enjoyed our stay!"
United States
Anthony B.
The price is NZ$586
includes taxes & fees
31 Mar - 1 Apr
MEDITERRANEAN URBAN VILLA

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

Modern Urban Retreat, Game Room

Modern Urban Retreat, Game Room
Raleigh Hills
10.0 out of 10, Exceptional, (4 reviews)
"Great property!"
United States
David B.
The price is NZ$1,105
includes taxes & fees
14 Apr - 15 Apr
Modern Urban Retreat, Game Room

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$818
includes taxes & fees
31 Mar - 1 Apr
Phenomenal Location, Thoughtful Touches, Large House ~ Pets Welcome!

Luxury Scandinavian Home - Near PDX/Waterfront

Luxury Scandinavian Home - Near PDX/Waterfront
Portland
9.4 out of 10, Exceptional, (8 reviews)
"Awesome accommodation "
United States
Barbara Z.
The price is NZ$596
includes taxes & fees
31 Mar - 1 Apr
Luxury Scandinavian Home - Near PDX/Waterfront

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

Stylish Craftsman in the Heart of PDX

Stylish Craftsman in the Heart of PDX
Northeast Portland
10.0 out of 10, Exceptional, (159 reviews)
"Lovely home and location!Attentive hosts"
United States
Mary B.
The price is NZ$535
includes taxes & fees
2 Apr - 3 Apr
Stylish Craftsman in the Heart of PDX
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.