Portland Holiday Rentals

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Holiday Rentals in Portland

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

Northeast Portland
9.8 out of 10, Exceptional, (17)
"Beautiful location, not far from dowtown portland, and was a very relaxing stay."
United States
Kelsey L.
The price is NZ$269
includes taxes & fees
17 Nov - 18 Nov
Private, cozy, airy garden studio suite, for 1 or 2 guests

#StayinMyDistrict Sellwood Coco Rose Retreat

2.0 star property
Southeast Portland
10.0 out of 10, Exceptional, (33)
"I was thankful to stay at this property--close to shopping and my daughter's condo. Plus the property was superbly clean and well run. I will definitely stay here again! Thank you!!"
United States
Megan O.
The price is NZ$381
includes taxes & fees
17 Nov - 18 Nov
#StayinMyDistrict Sellwood Coco Rose Retreat

#StayInMyDistrict Piedmont Near Parks and Shopping

North Portland
10.0 out of 10, Exceptional, (4)
"Clean, roomy, and comfortable!"
United States
Nebil Fetwi
The price is NZ$381
includes taxes & fees
16 Nov - 17 Nov
#StayInMyDistrict Piedmont Near Parks and Shopping

#StayinMyDistrict Sellwood Private Garden Casita

Southeast Portland
9.2 out of 10, Wonderful, (15)
"Everything went smoothly and the accommodations were clean and comfortable. Communication with the host was great, check in was easy and we really enjoyed our stay. Everything felt safe (including on-street parking) and the neighborhood was sweet and walkable to nearby shops and restaurants. Would definitely stay again if we're in the area!"
United States
sonja m.
The price is NZ$356
includes taxes & fees
17 Nov - 18 Nov
#StayinMyDistrict Sellwood Private Garden Casita

Large SE Apartment • Walk to Eats • 1BR • Sleeps 4

2.0 star property
Southeast Portland
Large SE Apartment • Walk to Eats • 1BR • Sleeps 4

Coastal Vibes Studio • Kerns Eats & Coffee • AC

2.0 star property
Northeast Portland
The price is NZ$339
includes taxes & fees
16 Nov - 17 Nov
Coastal Vibes Studio • Kerns Eats & Coffee • AC

Sleek Studio - Food Cart Row & Vintage Shops

Southeast Portland
10.0 out of 10, Exceptional, (1)
"This was an awesome little apartment with everything you need to make your stay comfortable. It is walking distance of so many things to grocery store, restaurants and bars. It is on a bus route so getting around was a breeze. We will definitely be back next winter. "
United States
Patricia S.
The price is NZ$356
includes taxes & fees
14 Dec - 15 Dec
Sleek Studio - Food Cart Row & Vintage Shops

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

Northeast Portland
9.8 out of 10, Exceptional, (102)
"Exactly as described but you have to experience it to fully appreciate this amazing place. This was the ideal home base for our Portland visit and Jean is a delightful host. "
United States
Julie N.
The price is NZ$357
includes taxes & fees
30 Nov - 1 Dec
Artful, Rustic Backyard Cabin-Sustainable Ethic, Downtown 20 Min, 5-Star Shower

Inn at Northrup Station

3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2116)
"Amazing hotel in an adorable neighborhood. Great staff, perfect for short or long stays. Rooms are spacious with a lot of amenities. We loved it will be back again!"
United States
Amanda
The price is NZ$336
includes taxes & fees
14 Nov - 15 Nov
Inn at Northrup Station

Cool basement apartment with WiFi in vibrant Portland, Oregon.

North Portland
10.0 out of 10, Exceptional, (4)
"Patti was awesome and"
United States
Tina
The price is NZ$273
includes taxes & fees
27 Nov - 28 Nov
Cool basement apartment with WiFi in vibrant Portland, Oregon.

Portland Sanctuary

Northeast Portland
9.8 out of 10, Exceptional, (97)
"This was a perfect getaway for a quick trip to Portland. Wonderful neighborhood, friendly hosts, and comfortable spaces to hang out and rest."
United States
Tyler b.
The price is NZ$489
includes taxes & fees
17 Nov - 18 Nov
Portland Sanctuary

Margaux the Vintage Airstream - Portland's Glamping Garden Oasis

2.0 star property
Southeast Portland
9.2 out of 10, Wonderful, (5)
"Seems like everything is no more than 25 minutes away - wonderful hosts that had everything set up as advertised, friendly but not obtrusive….the Portland weather kept us from enjoying the hot tub and fire pit during our extended weekend stay , but the yard is a magnificent oasis of flowers, fresh herbs and a. Fig tree and lots of singing birds in the morning to enjoy with your coffee on the deck …as a veteran of the great folk scare of the 1960’s the vinyl collection is outstanding. "
United States
Joe A.
The price is NZ$267
includes taxes & fees
19 Nov - 20 Nov
Margaux the Vintage Airstream - Portland's Glamping Garden Oasis

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

Northeast Portland
9.8 out of 10, Exceptional, (72)
"Had a great stay-thank you!"
United States
Kathy F.
Modern Suite Nearby Convention Center (2bd, 1bth)

A garden view hideaway in the Irvington neighborhood

Northeast Portland
9.6 out of 10, Exceptional, (316)
"This property is located within easy walking distance of restaurants, coffee houses and groceries. Easy stair access with secure handrails. We also enjoyed the beautiful garden."
United States
Kathy C.
The price is NZ$419
includes taxes & fees
17 Nov - 18 Nov
A garden view hideaway in the Irvington neighborhood

#StayinMyDistrict Alberta Arts Daylight Studio

2.0 star property
Northeast Portland
10.0 out of 10, Exceptional, (5)
"It has a great feel. It’s in a great location. We met the owner and he was a very nice person. We enjoyed staying there."
United States
Erina M.
The price is NZ$489
includes taxes & fees
30 Nov - 1 Dec
#StayinMyDistrict Alberta Arts Daylight Studio

Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything

Northwest Portland
9.2 out of 10, Wonderful, (128)
"The apartment is beautiful and has all you need, including a safe parking spot inside the building."
United States
Xamayta
The price is NZ$622
includes taxes & fees
17 Nov - 18 Nov
Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything

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

2.0 star property
North Portland
9.8 out of 10, Exceptional, (9)
"Great location, well kept. No issues. Host very prompt."
United States
Musab G.
The price is NZ$587
includes taxes & fees
14 Nov - 15 Nov
Immaculate Detached Cottage - Walk to MAX, Drinks, Dining, 3 Miles to Dwntwn, Full Kitchen & BBQ

Private Greenhouse Suite for 1 or 2 Guests

Northeast Portland
10.0 out of 10, Exceptional, (16)
"Nice neighborhood, very convenient for us"
United States
Ted B.
The price is NZ$338
includes taxes & fees
23 Nov - 24 Nov
Private Greenhouse Suite for 1 or 2 Guests

2BR - Sleeps 4 - Trendy Area - Walk Everywhere

Southeast Portland
The price is NZ$515
includes taxes & fees
17 Nov - 18 Nov
2BR - Sleeps 4 - Trendy Area - Walk Everywhere

❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE

Northeast Portland
9.8 out of 10, Exceptional, (148)
"Wonderfully quiet and convenient location. Nice neighborhood for walking my dog."
United States
Anonymous traveller
The price is NZ$454
includes taxes & fees
23 Nov - 24 Nov
❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE
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$201 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 Oregon Museum of Science and Industry, 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 acclaimed theatre scene.

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

How many holiday rentals are there in Portland?

With 985 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 Rose Garden Children's Park 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.