Portland Holiday Rentals

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Holiday Rentals in Portland

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 HK$1,438
HK$1,668 total
includes taxes & fees
22 Nov - 23 Nov
Inn at Northrup Station

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

North Portland
10.0 out of 10, Exceptional, (324)
"Fantastic little place in an amazing neighborhood! Seriously, the food and activities in the area are great, totally walkable. Parking is super available and easy and the host is amazing! This was a perfect spot for our family of 4 that included 2 teens! "
United States
Joanna W.
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

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 HK$699
HK$2,149 total
includes taxes & fees
17 Nov - 18 Nov
Portland Sanctuary

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

Southeast Portland
10.0 out of 10, Exceptional, (316)
"Great place in a great area. "
United States
Meredith F.
The price is HK$770
HK$1,420 total
includes taxes & fees
16 Nov - 17 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)
"Comfortable stay. Clean except for a little dust around the kitchen. Shower pan is too shallow and/or shower drain is too slow. Nearly flooded the bathroom."
United States
Faye N.
The price is HK$630
HK$1,436 total
includes taxes & fees
18 Nov - 19 Nov
Tiny Farmhouse - Walk to Local Shops & Restaurants

Hillsdale Spacious, comfortable home

Southwest Portland
9.6 out of 10, Exceptional, (142)
"Great house beautiful area!"
United States
Dave L.
Hillsdale Spacious, comfortable home

Exquisite Historic Suite Close to Downtown 14-21673

Southwest Portland
10.0 out of 10, Exceptional, (505)
"Great stay! "
United States
Patti G.
The price is HK$971
HK$1,338 total
includes taxes & fees
18 Nov - 19 Nov
Exquisite Historic Suite Close to Downtown 14-21673

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

Cedar Hills
9.0 out of 10, Wonderful, (34)
"Secluded location just miles from Portland. Quirky place with tons of charm and positive energy. Comfortable bed and lovely upper deck with great view. Kitchen could use more counter space and a proper oven if you’re planning to do any cooking but overall we enjoyed it! "
United States
Kelly H.
The price is HK$1,127
HK$2,035 total
includes taxes & fees
17 Nov - 18 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 HK$544
HK$1,753 total
includes taxes & fees
17 Nov - 18 Nov
Modern Sanctuary in the heart of Concordia

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

Cedar Hills
9.4 out of 10, Exceptional, (40)
"Great location, plenty of places to eat close by and attractions to visit a short drive away. The house was very clean and plenty of space for the whole family."
United States
Ivan H.
Spectacular Single Level Estate, Pet Friendly, Huge Fully Fenced Backyard, Covered Patio, Game Room

Designer Owned House on Vibrant Williams Avenue near Mississippi

Northeast Portland
10.0 out of 10, Exceptional, (199)
"Nice spot for a wedding weekend. "
United States
John H.
The price is HK$1,391
HK$3,114 total
includes taxes & fees
1 Dec - 2 Dec
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)
"Amazing, affordable place to stay in the most beautiful neighborhood. Very close to Washington Park and the downtown Portland scene. Absouletly fabulous area. "
United States
Julie F.
The price is HK$895
HK$1,998 total
includes taxes & fees
17 Nov - 18 Nov
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown

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 HK$1,127
HK$1,509 total
includes taxes & fees
24 Nov - 25 Nov
Deluxe Room | Portland Hub + Pulitzer Display

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

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

Northeast Portland
9.8 out of 10, Exceptional, (57)
"We stayed there while visiting our children for my birthday and it was really close and convenient. Everything was as advertised and the landscaping was really beautiful. Overall a great stay!"
United States
Sean M.
Contemporary dog-friendly studio w/ cable, WiFi, and private balcony

Alberta Arts Treehouse

Northeast Portland
10.0 out of 10, Exceptional, (33)
"The treehouse was perfect for our two-week stay. It was clean, bright, and comfortable. The sky lights were dreamy :) The kitchen and bathrooms were well stocked. Super close to shops, grocery, restaurants. Would recommend to anyone needing a place to stay in Portland! "
United States
Rebecca L.
Alberta Arts Treehouse

Eco-friendly Tiny Home in Alberta Arts District

Northeast Portland
10.0 out of 10, Exceptional, (19)
"Fun perfect get-away! Thank you so much. "
United States
Anonymous traveller
Eco-friendly Tiny Home in Alberta Arts District

Luxurious Retreat in SW Portland with 7-Person Hot Tub – Sleeps 14 Comfortably!

West Haven-Sylvan
10.0 out of 10, Exceptional, (53)
"Had a great time!"
United States
Margaret P.
Luxurious Retreat in SW Portland with 7-Person Hot Tub – Sleeps 14 Comfortably!

❤️ 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 HK$546
HK$1,999 total
includes taxes & fees
24 Nov - 25 Nov
❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE

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

Southeast Portland
10.0 out of 10, Exceptional, (75)
"Second time we stayed here, this time for three weeks, just perfect for us, looking forward to coming back again."
United Kingdom
Ian H.
Best of Hawthorne - In the heart of Southeast Portland - Close To Everything
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

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 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.