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Holiday Rentals in Portland

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Our top choices for Portland holiday rentals

1. Pomeroy

Pomeroy
2.0 star property
Northwest Portland
10.0 out of 10, Exceptional, (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 €160
includes taxes & fees
16 Nov - 17 Nov
Pomeroy

2. Inn at Northrup Station

Inn at Northrup Station
3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2,289 reviews)
"Really enjoyed our stay. The ambiance is very Portland! The staff was so helpful too."
United States
Celia
The price is €133
includes taxes & fees
16 Nov - 17 Nov
Inn at Northrup Station

3. 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, (35 reviews)
"Wonderful little spot!"
United States
Catherine B.
Private, cozy, airy garden studio suite, for 1 or 2 guests

4. Artful, Rustic Studio w/ 5-star shower---Sustainable Ethic, 20 min to Downtown

Artful, Rustic Studio w/ 5-star shower---Sustainable Ethic, 20 min to Downtown
Northeast Portland
9.6 out of 10, Exceptional, (60 reviews)
"Very cozy, clearly a well-loved space. Quiet, walking distance to delicious food. Truly as advertised and a place I would love to visit again. Jean is a great host, and the place was super comfortable."
United States
Scott Z.
The price is €215
includes taxes & fees
18 Nov - 19 Nov
Artful, Rustic Studio w/ 5-star shower---Sustainable Ethic, 20 min to Downtown

5. 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, (287 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 €233
includes taxes & fees
16 Dec - 17 Dec
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown

6. #StayinMyDistrict Pendelton Place Walk to Mt Tabor

#StayinMyDistrict Pendelton Place Walk to Mt Tabor
Southeast Portland
8.4 out of 10, Very good, (21 reviews)
"Cozy"
United States
Brian K.
#StayinMyDistrict Pendelton Place Walk to Mt Tabor

7. Charming 2-bedroom in historic home

Charming 2-bedroom in historic home
Southeast Portland
9.6 out of 10, Exceptional, (49 reviews)
"Convenient and close to eateries."
United States
Dan O.
Charming 2-bedroom in historic home

8. Immaculate Detached Cottage - Walk to MAX, Drinks, Dining, 3 Miles to Dwntwn, Full Kitchen & BBQ

Immaculate Detached Cottage - Walk to MAX, Drinks, Dining, 3 Miles to Dwntwn, Full Kitchen & BBQ
North Portland
9.8 out of 10, Exceptional, (16 reviews)
"The host was very welcoming, the accommodations were comfortable, and the location was great."
United States
Colleen W.
Immaculate Detached Cottage - Walk to MAX, Drinks, Dining, 3 Miles to Dwntwn, Full Kitchen & BBQ

9. Guest Suite with WiFi, AC, streaming

Guest Suite with WiFi, AC, streaming
Southwest Portland
9.0 out of 10, Wonderful, (22 reviews)
"This was a very handy place for my Portland visit with nearby services and a trail along the River you could run or walk on for many miles."
United States
Jim M.
The price is €222
includes taxes & fees
19 Nov - 20 Nov
Guest Suite with WiFi, AC, streaming

10. Margaux · 1967 Airstream · Garden Glamping · PDX

Margaux · 1967 Airstream · Garden Glamping · PDX
Southeast Portland
9.8 out of 10, Exceptional, (21 reviews)
"Great stay at Kayla's Airstream, Margaux. Perfect location and wonderful host. Highly recommend!"
United States
marcus c.
The price is €117
includes taxes & fees
16 Nov - 17 Nov
Margaux · 1967 Airstream · Garden Glamping · PDX

11. 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, (13 reviews)
"Great experience and location is perfect for parents visiting students at UP. Will definitely stay here again!"
United States
Thomas G.
The price is €239
includes taxes & fees
16 Nov - 17 Nov
Bright & Cozy Walkable U of P Studio, Fast WiFi

12. #StayInMyDistrict Arbor Lodge & Popular Overlook

#StayInMyDistrict Arbor Lodge & Popular Overlook
North Portland
9.4 out of 10, Exceptional, (13 reviews)
"Great spot."
United States
Bernard F.
The price is €211
includes taxes & fees
16 Nov - 17 Nov
#StayInMyDistrict Arbor Lodge & Popular Overlook

13. Garden Retreat in the Irvington Neighborhood

Garden Retreat in the Irvington Neighborhood
Northeast Portland
9.6 out of 10, Exceptional, (343 reviews)
"This apartment is a wonderful place to stay in historic Irvington. The location is perfect! The apartment is fully equipped and very comfortable."
United States
Susie A.
The price is €234
includes taxes & fees
16 Nov - 17 Nov
Garden Retreat in the Irvington Neighborhood

14. #StayinMyDistrict Buckman Open Loft-Style Townhome

#StayinMyDistrict Buckman Open Loft-Style Townhome
Southeast Portland
9.8 out of 10, Exceptional, (37 reviews)
"A wonderful spot to stay!"
United States
Edward C.
The price is €289
includes taxes & fees
16 Nov - 17 Nov
#StayinMyDistrict Buckman Open Loft-Style Townhome

15. Modern Sanctuary in the heart of Concordia

Modern Sanctuary in the heart of Concordia
Northeast Portland
10.0 out of 10, Exceptional, (173 reviews)
"It was nice place to stay!"
United States
Soo Ik L.
The price is €244
includes taxes & fees
17 Nov - 18 Nov
Modern Sanctuary in the heart of Concordia

16. 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, (120 reviews)
"Very pleasant host. It's a cute place. The location is very walkable."
United States
Roxanne F.
The price is €234
includes taxes & fees
16 Nov - 17 Nov
Artful, Rustic Backyard Cabin-Sustainable Ethic, Downtown 20 Min, 5-Star Shower

17. 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.
New Kerns Studio Prime Spot Walkable Area

18. Walkable Portland Studio < 1 Mi to Dtwn!

Walkable Portland Studio < 1 Mi to Dtwn!
3.0 star property
Southwest Portland
The price is €342
includes taxes & fees
27 Nov - 28 Nov
Walkable Portland Studio < 1 Mi to Dtwn!

19. Urban Portland retreat near charming Irvington neighborhood

Urban Portland retreat near charming Irvington neighborhood
Northeast Portland
10.0 out of 10, Exceptional, (5 reviews)
"Lovely stay in clean accommodations."
United States
Michael S.
Urban Portland retreat near charming Irvington neighborhood

20. #StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (43 reviews)
"Great location near Sellwood shops & tea, bakery & restaurants."
United States
dan v.
The price is €235
includes taxes & fees
16 Dec - 17 Dec
#StayinMyDistrict Sellwood Coco Rose Retreat
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, apart-hotels, 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 €100 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 959 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, 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.