Holiday Rentals in Portland

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Holiday Rentals in Portland

Inn at Northrup Station

3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2120)
"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 €179
includes taxes & fees
6 Dec - 7 Dec
Inn at Northrup Station

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

North Portland
10.0 out of 10, Exceptional, (324)
"Great place to stay and close to restaurants and shops."
United States
Dan G.
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

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

Southeast Portland
10.0 out of 10, Exceptional, (316)
"great get away and location. "
United States
Mark G.
The price is €161
includes taxes & fees
19 Nov - 20 Nov
Pet friendly apartment with covered patio and fenced-in yard.

Tiny Farmhouse - Walk to Local Shops & Restaurants

Southeast Portland
10.0 out of 10, Exceptional, (3)
"First (and not last) tiny home stay! Perfectly appointed and comfortable space. Conveniently located with ample street parking. Great experience - would definitely book again."
United States
Darleen S.
The price is €163
includes taxes & fees
1 Dec - 2 Dec
Tiny Farmhouse - Walk to Local Shops & Restaurants

Portland Sanctuary

Northeast Portland
9.8 out of 10, Exceptional, (98)
"Great stay, lovely place, excellent communication. "
United States
Jen S.
The price is €238
includes taxes & fees
19 Nov - 20 Nov
Portland Sanctuary

Hillsdale Spacious, comfortable home

Southwest Portland
9.6 out of 10, Exceptional, (142)
"Very nice spot… would use it again in a second… "
United States
Paul H.
Hillsdale Spacious, comfortable home

The "Old Barn" in the woods. Peace, Romance, Ahhh

Cedar Hills
9.0 out of 10, Wonderful, (34)
"It's unique. Very nice and quiet and private. The bed is ectremely comfortable. And the hot tub on the deck was really fun. I loved the open barn doors at the entry but especially by the bed. "
United States
Tracy T.
The price is €231
includes taxes & fees
20 Nov - 21 Nov
The "Old Barn" in the woods. Peace, Romance, Ahhh

Modern Sanctuary in the heart of Concordia

Northeast Portland
10.0 out of 10, Exceptional, (137)
"We enjoyed our stay! It was very clean and convenient to walking to restaurants in the area."
United States
Karen K.
The price is €193
includes taxes & fees
20 Nov - 21 Nov
Modern Sanctuary in the heart of Concordia

Designer Owned House on Vibrant Williams Avenue near Mississippi

Northeast Portland
10.0 out of 10, Exceptional, (199)
"Great location. Hosts were very responsive. Great selection of restaurants in area. "
United States
Craig R.
The price is €353
includes taxes & fees
19 Nov - 20 Nov
Designer Owned House on Vibrant Williams Avenue near Mississippi

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

Southwest Portland
9.8 out of 10, Exceptional, (265)
"The house has a great location and very walkable to many restaurants and stores for shopping. Miyoko is a great host, highly recommend the place! "
United States
James
The price is €223
includes taxes & fees
19 Nov - 20 Nov
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown

Spectacular Single Level Estate, Pet Friendly, Huge Fully Fenced Backyard, Covered Patio, Game Room

Cedar Hills
9.4 out of 10, Exceptional, (40)
"The house was very spacious yet very comfortable. It was very clean as well. The owners were very nice and responsive to our texts."
United States
Karly A.
Spectacular Single Level Estate, Pet Friendly, Huge Fully Fenced Backyard, Covered Patio, Game Room

Cozy Cully Suite with Private Patio + Near PDX

2.0 star property
Northeast Portland
10.0 out of 10, Exceptional, (11)
"We had a lovely stay in this clean and comfortable guest suite. The space is well designed and while cozy, still had everything we needed without feeling cramped. Convenient location made it easy to get around town as well!"
United States
Harmony S.
Cozy Cully Suite with Private Patio + Near PDX

Deluxe Room | Portland Hub + Pulitzer Display

Downtown Portland
10.0 out of 10, Exceptional, (1)
"Very nice for me and my daughter to stay for the Zach Bryan concert.."
United States
Tonya V.
The price is €194
includes taxes & fees
23 Nov - 24 Nov
Deluxe Room | Portland Hub + Pulitzer Display

Eco-friendly Tiny Home in Alberta Arts District

Northeast Portland
10.0 out of 10, Exceptional, (19)
"Miles was awesome, neighborhood was really nice and walkable, 10/10 experience!"
United States
Colby
Eco-friendly Tiny Home in Alberta Arts District

Best of Hawthorne - In the heart of Southeast Portland - Close To Everything

Southeast Portland
10.0 out of 10, Exceptional, (75)
"This is our second time staying at The Best of Portland location! The accommodations are great. Clean, neat and in a wonderful location!"
United States
Kevin W.
Best of Hawthorne - In the heart of Southeast Portland - Close To Everything

Contemporary dog-friendly studio w/ cable, WiFi, and private balcony

Northeast Portland
9.8 out of 10, Exceptional, (57)
"A small and very cozy studio apartment. Nicely appointed and quiet."
United States
Glenn D.
Contemporary dog-friendly studio w/ cable, WiFi, and private balcony

Quaint private cottage apt. in highly desirable area, close to everything

Northeast Portland
10.0 out of 10, Exceptional, (171)
"We had a great time staying at their place! Very nice folks and a beautiful home."
United States
Steven H.
Quaint private cottage apt. in highly desirable area, close to everything

The Alberta Escape - 2br - Awesome Location!

Northeast Portland
8.6 out of 10, Excellent, (19)
"We enjoyed our stay at the Alberta Escape. Great neighborhood with lots of restaurants in walking distance. The place was nicely appointed and very clean!"
United States
Marlan M.
The price is €325
includes taxes & fees
19 Nov - 20 Nov
The Alberta Escape - 2br - Awesome Location!

The Magic House, Walk Score 93!

Southeast Portland
9.6 out of 10, Exceptional, (51)
"I love this home! It was perfect for our crew! Big spaces, lotsa beds, great neighborhood!"
United States
Sarah E.
The Magic House, Walk Score 93!

Granny Flat in leafy SW Portland

Southwest Portland
9.4 out of 10, Exceptional, (21)
"Nice place!"
United States
Mark
The price is €122
includes taxes & fees
20 Nov - 21 Nov
Granny Flat in leafy SW Portland
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 €102 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 9 Bedroom, Hot Tub, Sauna, Patios, Golf, Game Room, Professionally Designed Home and Exquisite Historic Suite Close to Downtown 14-21673.

How many holiday rentals are there in Portland?

With 993 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.