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Portland Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Portland holiday rentals

Iron/ironing board, free WiFi, bed sheets

1. Pomeroy

Pomeroy
2.0 star property
Northwest Portland
6.0 out of 10, (2 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 HK$804
HK$1,478 total
includes taxes & fees
2 Sept - 3 Sept
Pomeroy
Building design

2. Inn at Northrup Station

Inn at Northrup Station
3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2,238 reviews)
"All the staff were helpful, the room was clean, and the location was convenient."
United States
WENFENG
The price is HK$1,305
HK$1,514 total
includes taxes & fees
1 Sept - 2 Sept
Inn at Northrup Station
Exterior detail

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

Modern Suite Nearby Convention Center (2bd, 1bth)
Northeast Portland
9.8 out of 10, Exceptional, (97 reviews)
"Great Location"
United States
Jennifer L.
The price is HK$635
HK$1,604 total
includes taxes & fees
30 Aug - 31 Aug
Modern Suite Nearby Convention Center (2bd, 1bth)
Exterior detail

4. Modern Sanctuary in the heart of Concordia

Modern Sanctuary in the heart of Concordia
Northeast Portland
10.0 out of 10, Exceptional, (163 reviews)
"Great location and home!"
United States
Reese
The price is HK$588
HK$2,059 total
includes taxes & fees
30 Aug - 31 Aug
Modern Sanctuary in the heart of Concordia
Exterior detail

5. 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, (31 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$1,301 total
includes taxes & fees
2 Sept - 3 Sept
Private, cozy, airy garden studio suite, for 1 or 2 guests
Interior

6. 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, (279 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$1,046
HK$2,199 total
includes taxes & fees
29 Aug - 30 Aug
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
Exterior

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, (346 reviews)
"Great stay"
United States
Jack M.
The price is HK$901
HK$1,577 total
includes taxes & fees
20 Sept - 21 Sept
Pet friendly apartment with covered patio and fenced-in yard.
Interior

8. Walkable Portland Studio < 1 Mi to Dtwn!

Walkable Portland Studio < 1 Mi to Dtwn!
Southwest Portland
10.0 out of 10, Exceptional, (33 reviews)
"Great location and stay in Portland"
United States
Jason S.
Walkable Portland Studio < 1 Mi to Dtwn!
Property grounds

9. A garden view hideaway in the Irvington neighborhood

A garden view hideaway in the Irvington neighborhood
Northeast Portland
9.6 out of 10, Exceptional, (338 reviews)
"Nice place, convenient location. "
United States
Kimberly H.
The price is HK$862
HK$2,086 total
includes taxes & fees
9 Sept - 10 Sept
A garden view hideaway in the Irvington neighborhood
Property grounds

10. #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$549
HK$1,838 total
includes taxes & fees
30 Aug - 31 Aug
#StayInMyDistrict Overlook Backyard Tiny Suite
Coffee/tea maker, cookware/dishes/utensils, dining tables

11. Tiny Oasis • Walk to Coffee, Food & Alberta Arts

Tiny Oasis • Walk to Coffee, Food & Alberta Arts
Northeast Portland
9.0 out of 10, Wonderful, (2 reviews)
"My first tiny house. Innovative and economical, this was perfect for one personRight in the heart of of the Arts District. Clean and well communicated my stay was well beyond expectations."
United States
John C
The price is HK$1,100
HK$1,912 total
includes taxes & fees
24 Sept - 25 Sept
Tiny Oasis • Walk to Coffee, Food & Alberta Arts
Exterior

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, (547 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$980
HK$1,350 total
includes taxes & fees
14 Sept - 15 Sept
Exquisite Historic Suite Close to Downtown 14-21673
Exterior

13. Charming 2-bedroom in historic home

Charming 2-bedroom in historic home
Southeast Portland
9.6 out of 10, Exceptional, (43 reviews)
"Very walkable location. Love the private entrance and the space suited just perfectly. "
United States
Jamie A.
The price is HK$760
HK$2,032 total
includes taxes & fees
15 Sept - 16 Sept
Charming 2-bedroom in historic home
Terrace/patio

14. Margaux · 1967 Airstream · Garden Glamping · PDX

Margaux · 1967 Airstream · Garden Glamping · PDX
Southeast Portland
9.6 out of 10, Exceptional, (18 reviews)
"Was such a cute little getaway for my and my boyfriend was very clean and the aesthetic was very pretty. The owner was very nice and very helpful was a perfect stay ☺️"
United States
Jerikah
The price is HK$557
HK$1,178 total
includes taxes & fees
21 Sept - 22 Sept
Margaux · 1967 Airstream · Garden Glamping · PDX
Exterior

15. 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$941
HK$2,895 total
includes taxes & fees
30 Aug - 31 Aug
Jewel in the Sky: Modern, Private, Luxurious Loft + EV Charger!
Outdoor dining

16. Modern Hawthorne 1BR - Food Carts & Local Shops

Modern Hawthorne 1BR - Food Carts & Local Shops
Southeast Portland
10.0 out of 10, Exceptional, (7 reviews)
"This is a cool little place in a great location. "
United States
KARI
The price is HK$774
HK$1,630 total
includes taxes & fees
9 Sept - 10 Sept
Modern Hawthorne 1BR - Food Carts & Local Shops
Smart TV, books

17. Granny Flat in leafy SW Portland

Granny Flat in leafy SW Portland
Southwest Portland
9.4 out of 10, Exceptional, (28 reviews)
"Literally enjoyed the place, the host were extremely good at communicating and very understanding. Definitely a 9.5/10"
United States
Daquarious
The price is HK$666
HK$1,122 total
includes taxes & fees
30 Aug - 31 Aug
Granny Flat in leafy SW Portland
Smart TV, fireplace

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

Northwest Nob Hill 97 walk score! Free Parking! 600 sq.ft.
Northwest Portland
9.4 out of 10, Exceptional, (205 reviews)
"Everything is always perfect"
United States
Kathleen L.
The price is HK$912
HK$2,423 total
includes taxes & fees
22 Sept - 23 Sept
Northwest Nob Hill 97 walk score! Free Parking! 600 sq.ft.
Terrace/patio

19. Bright & Cozy Walkable U of P Studio, Fast WiFi

Bright & Cozy Walkable U of P Studio, Fast WiFi
North Portland
9.8 out of 10, Exceptional, (12 reviews)
"Great experience and location is perfect for parents visiting students at UP. Will definitely stay here again!"
United States
Thomas G.
Bright & Cozy Walkable U of P Studio, Fast WiFi
Interior

20. Artful, Rustic Backyard Cabin-Sustainable Ethic, Downtown 20 Min, 5-Star Shower

Artful, Rustic Backyard Cabin-Sustainable Ethic, Downtown 20 Min, 5-Star Shower
Northeast Portland
9.8 out of 10, Exceptional, (114 reviews)
"It was fabulous! The place was adorable and had all the amenities!! Jean was a lovely host! I could live there!"
United States
Tamara F.
The price is HK$712
HK$2,322 total
includes taxes & fees
31 Aug - 1 Sept
Artful, Rustic Backyard Cabin-Sustainable Ethic, Downtown 20 Min, 5-Star Shower
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

Eastside Lodge

Eastside Lodge

10/10 Excellent
"Had a great stay"
Gema 3-night trip
Posted 1 hour ago
Eastside Lodge

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 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 acclaimed art scene.

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 a coffee maker. Make the most of games in this rental home to help you unwind. Some other top choices in Portland are Pet friendly apartment with covered patio and fenced-in yard. and Discover vibrant Southeast Portland, just steps away from Hawthorne District.

How many holiday rentals are there in Portland?

With 973 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, 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.