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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 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, (2,262 reviews)
"Cute decor, thoughtful details, great location. Quiet location and parking is easy."
United States
Shannon
The price is HK$1,193
HK$1,384 total
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
9.6 out of 10, Exceptional, (15 reviews)
"Wonderful location & very cute loft. We loved our stay!"
United States
lindsey c.
The price is HK$988
HK$1,815 total
includes taxes & fees
7 Oct - 8 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
10.0 out of 10, Exceptional, (1 review)
"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 HK$1,334
HK$2,094 total
includes taxes & fees
30 Sept - 1 Oct
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 HK$932
HK$1,977 total
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.
The price is HK$1,031
HK$2,819 total
includes taxes & fees
4 Oct - 5 Oct
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, (342 reviews)
"Nice place, convenient location. "
United States
Kimberly H.
The price is HK$777
HK$1,915 total
includes taxes & fees
30 Sept - 1 Oct
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 HK$855
HK$1,524 total
includes taxes & fees
19 Oct - 20 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, (169 reviews)
"Property was great! I would definitely recommend."
United States
TENA
The price is HK$667
HK$2,079 total
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 HK$727
HK$1,694 total
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 HK$1,052
HK$1,830 total
includes taxes & fees
29 Oct - 30 Oct
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 HK$832
HK$1,579 total
includes taxes & fees
30 Sept - 1 Oct
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, (556 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 HK$863
HK$1,214 total
includes taxes & fees
19 Oct - 20 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 HK$824
HK$2,306 total
includes taxes & fees
11 Oct - 12 Oct
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 HK$905
HK$2,297 total
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 HK$965
HK$2,713 total
includes taxes & fees
4 Oct - 5 Oct
#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 HK$460
HK$1,302 total
includes taxes & fees
4 Oct - 5 Oct
Private, cozy, airy garden studio suite, for 1 or 2 guests
Property grounds

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 HK$463
HK$1,684 total
includes taxes & fees
1 Oct - 2 Oct
#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, (68 reviews)
"Nice space in a great location!"
United States
Emily L.
The price is HK$941
HK$1,897 total
includes taxes & fees
14 Oct - 15 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
The price is HK$832
HK$1,579 total
includes taxes & fees
20 Oct - 21 Oct
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 HK$1,195
HK$1,580 total
includes taxes & fees
20 Oct - 21 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

The Paramount Hotel

The Paramount Hotel

10/10 Excellent
"Staff was very nice, thoughtful and helpful when my guest drunkenly left their watch in the room."
Devan 1-night trip
Posted 2 hours ago
The Paramount Hotel

Find out more about Portland

Search for holiday rentals in Portland on Expedia! You can easily find your home rentals, villas, holiday apartments in Portland using one of the methods below:

  • View our selection of featured holiday rentals in Portland
  • Use the map to find apartments and other holiday homes in the Portland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Portland while they last

Look no further and take a look at our great range of rental properties in Portland!

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.