A river with a city skyline in the background, a bridge, and autumn leaves on a tree.

Portland Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Portland holiday rentals

A modern building with a large glass facade, a prominent neon sign, and outdoor seating area with plants.

1. Inn at Northrup Station

Inn at Northrup Station
3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2,260 reviews)
"Cute decor, thoughtful details, great location. Quiet location and parking is easy."
United States
Shannon
The price is NZ$312
includes taxes & fees
26 Oct - 27 Oct
Inn at Northrup Station
A cozy living room with a large window, a round glass table, and two sofas with patterned cushions.

2. •1898UrbanVictorian Loft view near Convention Ctr.

•1898UrbanVictorian Loft view near Convention Ctr.
Northeast Portland
9.8 out of 10, Exceptional, (14 reviews)
"Wonderful location & very cute loft. We loved our stay!"
United States
lindsey c.
The price is NZ$417
includes taxes & fees
3 Oct - 4 Oct
•1898UrbanVictorian Loft view near Convention Ctr.
A room with a bed, a green sofa, a mirror, and a door leading to another room.

3. Pomeroy

Pomeroy
2.0 star property
Northwest Portland
6.0 out of 10, (3 reviews)
"The location of this VRBO was wonderful. Lots of great food options and shopping within easy, safe walking distance. There’s a grocery store 2 blocks away. For those who want to use public transport, the #15 stops at the corner."
United States
Richard
The price is NZ$423
includes taxes & fees
27 Sept - 28 Sept
Pomeroy
A bay window with a view of greenery outside.

4. 1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown

1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
Southwest Portland
9.8 out of 10, Exceptional, (282 reviews)
"We really enjoyed our stay. The location was incredible. So close to Washington Park and the great restaurants and shops on 23rd."
United States
Jenifer
The price is NZ$449
includes taxes & fees
5 Oct - 6 Oct
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
A CIBO bar and restaurant with large windows, outdoor seating, and a planter with flowers.

5. Jewel in the Sky: Modern, Private, Luxurious Loft + EV Charger!

Jewel in the Sky: Modern, Private, Luxurious Loft + EV Charger!
Southeast Portland
10.0 out of 10, Exceptional, (76 reviews)
"Great location, walking distance to restaurants and bars. "
United States
Suzanne R.
Jewel in the Sky: Modern, Private, Luxurious Loft + EV Charger!
A house with a front porch, steps leading up to the entrance, and a garden with various plants.

6. A garden view hideaway in the Irvington neighborhood

A garden view hideaway in the Irvington neighborhood
Northeast Portland
9.6 out of 10, Exceptional, (341 reviews)
"Nice place, convenient location. "
United States
Kimberly H.
The price is NZ$435
includes taxes & fees
28 Sept - 29 Sept
A garden view hideaway in the Irvington neighborhood
A two-story house with a covered porch and a garden.

7. Pet friendly apartment with covered patio and fenced-in yard.

Pet friendly apartment with covered patio and fenced-in yard.
Southeast Portland
9.8 out of 10, Exceptional, (355 reviews)
"Great stay"
United States
Jack M.
The price is NZ$343
includes taxes & fees
18 Oct - 19 Oct
Pet friendly apartment with covered patio and fenced-in yard.
A modern two-story house with a garage, a balcony, and a staircase leading to the second floor.

8. Modern Sanctuary in the heart of Concordia

Modern Sanctuary in the heart of Concordia
Northeast Portland
10.0 out of 10, Exceptional, (167 reviews)
"Property was great! I would definitely recommend."
United States
TENA
The price is NZ$476
includes taxes & fees
4 Oct - 5 Oct
Modern Sanctuary in the heart of Concordia
A house with a gray shingle exterior, a white door with a glass panel, and a small window.

9. Modern Suite Nearby Convention Center (2bd, 1bth)

Modern Suite Nearby Convention Center (2bd, 1bth)
Northeast Portland
9.8 out of 10, Exceptional, (101 reviews)
"Great Location"
United States
Jennifer L.
The price is NZ$381
includes taxes & fees
7 Oct - 8 Oct
Modern Suite Nearby Convention Center (2bd, 1bth)
An outdoor cafe with tables and chairs under a green umbrella, a street with pedestrians, and parked cars.

10. Sunnyside Wonderland - Coffee Shops, Bars & Parks

Sunnyside Wonderland - Coffee Shops, Bars & Parks
Southeast Portland
10.0 out of 10, Exceptional, (1 review)
"Nice spot great host"
United States
Mario S.
The price is NZ$454
includes taxes & fees
29 Sept - 30 Sept
Sunnyside Wonderland - Coffee Shops, Bars & Parks
A modern two-story building with exterior lighting, a tree in front, and a visible address number.

11. New Kerns Studio Prime Spot Walkable Area

New Kerns Studio Prime Spot Walkable Area
Northeast Portland
10.0 out of 10, Exceptional, (1 review)
"Exactly what I needed for a one night stay. In fact almost too cute and nice for only a night."
United States
Mollie C.
The price is NZ$358
includes taxes & fees
29 Sept - 30 Sept
New Kerns Studio Prime Spot Walkable Area
A house with a brick facade, a chimney, and a front yard with various plants and a tree.

12. Exquisite Historic Suite Close to Downtown 14-21673

Exquisite Historic Suite Close to Downtown 14-21673
Southwest Portland
10.0 out of 10, Exceptional, (554 reviews)
"A wonderful stay in Portland. A beautiful place, very clean and comfortable and a friendly and welcoming host. Would 100% recommend."
United Kingdom
Celine
The price is NZ$273
includes taxes & fees
6 Oct - 7 Oct
Exquisite Historic Suite Close to Downtown 14-21673
A modern kitchen with a dining area, a TV, and a large window.

13. Portland Sanctuary

Portland Sanctuary
Northeast Portland
9.8 out of 10, Exceptional, (126 reviews)
"Good location. Easy street parking. Lovely relaxing back yard. Would definitely recommend."
United States
Carissa
The price is NZ$511
includes taxes & fees
28 Sept - 29 Sept
Portland Sanctuary
A modern living room with a sofa, armchair, and a small coffee table. There is a kitchen area with a sink and cabinets in the background.

14. Northwest Nob Hill 97 walk score! Free Parking! 600 sq.ft.

Northwest Nob Hill 97 walk score! Free Parking! 600 sq.ft.
Northwest Portland
9.6 out of 10, Exceptional, (207 reviews)
"Everything is always perfect"
United States
Kathleen L.
The price is NZ$502
includes taxes & fees
25 Oct - 26 Oct
Northwest Nob Hill 97 walk score! Free Parking! 600 sq.ft.
A modern kitchen with black cabinets, a stainless steel refrigerator, and a built-in oven.

15. #StayinMyDistrict Buckman Open Loft-Style Townhome

#StayinMyDistrict Buckman Open Loft-Style Townhome
Southeast Portland
9.8 out of 10, Exceptional, (35 reviews)
"Place was perfect for my one night stopover, but would also work for multiple nights. Great location."
United States
Brian O.
The price is NZ$640
includes taxes & fees
28 Sept - 29 Sept
#StayinMyDistrict Buckman Open Loft-Style Townhome
A house with a front porch, a wooden staircase, and a pergola.

16. Private, cozy, airy garden studio suite, for 1 or 2 guests

Private, cozy, airy garden studio suite, for 1 or 2 guests
Northeast Portland
10.0 out of 10, Exceptional, (33 reviews)
"What a beautiful little stay this was! So cozy and tidy. It was a lovely home and the area was a good place to be."
United States
Diana
The price is NZ$293
includes taxes & fees
4 Oct - 5 Oct
Private, cozy, airy garden studio suite, for 1 or 2 guests

17. #StayInMyDistrict Overlook Backyard Tiny Suite

#StayInMyDistrict Overlook Backyard Tiny Suite
North Portland
8.0 out of 10, Very good, (5 reviews)
"This is definitely a small space. If you want a cozy bed, clean shower and a hot cup of coffee, this is definitely for you!!There is a cute park down the street where you can catch an amazing sunset!"
United States
Nikki D.
The price is NZ$379
includes taxes & fees
27 Sept - 28 Sept
#StayInMyDistrict Overlook Backyard Tiny Suite
A living room with a coffee table, books, a lamp, a potted plant, and a framed picture on the wall.

18. Two Rivers Relaxing Retreat

Two Rivers Relaxing Retreat
Northeast Portland
9.8 out of 10, Exceptional, (67 reviews)
"Nice space in a great location!"
United States
Emily L.
The price is NZ$437
includes taxes & fees
30 Sept - 1 Oct
Two Rivers Relaxing Retreat
An outdoor cafe with tables and chairs under a green umbrella, a street with pedestrians, and parked cars.

19. Coastal Vibes Studio • Kerns Eats & Coffee • AC

Coastal Vibes Studio • Kerns Eats & Coffee • AC
Northeast Portland
10.0 out of 10, Exceptional, (1 review)
"This is my second stay at this property, that alone should say a lot. This studio may not be the biggest , but it has everything you need. And the host is courteous and helped address my needs promptly. Highly recommended!!"
Canada
Chris
Coastal Vibes Studio • Kerns Eats & Coffee • AC
A patio area with stone flooring, outdoor furniture, and a large umbrella.

20. Patio Cottage: sleeps 1 to 2; kitchen; gas fire pit

Patio Cottage: sleeps 1 to 2; kitchen; gas fire pit
Northeast Portland
10.0 out of 10, Exceptional, (106 reviews)
"The patio cottage is my go-to place to stay in Portland, along with its sister property, the patio suite. Scott is a fantastic host and the cottage is well-equipped and cozy, with lovely outdoor space as well. The neighborhood is great and close to many restaurants and public transport. I will definitely be back!"
United States
Leslie E.
The price is NZ$342
includes taxes & fees
27 Oct - 28 Oct
Patio Cottage: sleeps 1 to 2; kitchen; gas fire pit
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

Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

10/10 Excellent
"Great place to stay. We walked all of the time we were there (more on that in a sec). We were less than a mile from both the train station and Powell Books. It was great. We had a corner room & that was kinda fun. We totally recommend that you Uber from & to the train station. It was sad to be on the streets overall? But both streets specifically to the trains we took were kind of scary. Just letting you know... Anyway, enjoy! It's a nice hotel and the people are great!"
Tamalyn 1-night trip
Posted 5 hours ago
Courtyard by Marriott Portland City Center

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$175 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. 

Explore a world of travel with Expedia

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 entertainment choices.

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

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row: This highly rated holiday home rental in Portland is located on a river, and has a patio, a selection of games and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Some other top choices in Portland are Exquisite Historic Suite Close to Downtown 14-21673 and Spacious Columbia River View Executive home. Sleeps 6.Beautiful views of River..

How many holiday rentals are there in Portland?

With 961 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 Zoo 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, Moda Center and Portlandia 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.