A river with a city skyline in the background, a bridge, and autumn leaves on a tree.

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

A modern building with a large glass facade, a prominent neon sign, and outdoor seating area with plants.

1. 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
A room with a bed, a green sofa, a mirror, and a door leading to another room.

2. 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$840
HK$1,519 total
includes taxes & fees
1 Sept - 2 Sept
Pomeroy
A porch with a wooden bench and a door, surrounded by a garden with stone steps and plants.

3. Beautiful Irvington Apartment near City Center!

Beautiful Irvington Apartment near City Center!
Northeast Portland
10.0 out of 10, Exceptional, (267 reviews)
"Very nice location and close proximity to shops and restaurants!"
United States
Ian B.
The price is HK$1,482
HK$3,732 total
includes taxes & fees
14 Sept - 15 Sept
Beautiful Irvington Apartment near City Center!
A spacious kitchen with wooden cabinets, a dining table, and large windows.

4. Stylish Craftsman in the Heart of PDX

Stylish Craftsman in the Heart of PDX
Northeast Portland
10.0 out of 10, Exceptional, (173 reviews)
"This was the perfect house for our stay. The home was very clean and has some beautiful greenery in the yard. The kitchen served us very well and was equipped with everything we ended up needing. Thank you for such a great stay. "
United States
Jordan W.
The price is HK$1,235
HK$2,709 total
includes taxes & fees
1 Sept - 2 Sept
Stylish Craftsman in the Heart of PDX
A two-story house with a red exterior, a wooden staircase, and a garden with various plants.

5. Walkable Sellwood 2BR Apartment

Walkable Sellwood 2BR Apartment
Southeast Portland
10.0 out of 10, Exceptional, (106 reviews)
"This VRBO apartment is so comfortable and well designed that we hope to stay again on our next visit. It is wonderfully located and charming."
United States
Jane F.
The price is HK$1,176
HK$2,430 total
includes taxes & fees
31 Aug - 1 Sept
Walkable Sellwood 2BR Apartment
A modern two-story house with a garage, a balcony, and a staircase leading to the second floor.

6. 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$2,032 total
includes taxes & fees
31 Aug - 1 Sept
Modern Sanctuary in the heart of Concordia

7. Thoughtfully Styled, Family- and Pet-Friendly Home in a Walkable Area

Thoughtfully Styled, Family- and Pet-Friendly Home in a Walkable Area
Northeast Portland
10.0 out of 10, Exceptional, (66 reviews)
"Really great stay! We rented both sides of the house, and it worked really well for our group of 10. Really well set up beds, very comfortable and a great outdoor space. Thanks!"
United States
David L.
The price is HK$3,410
HK$7,399 total
includes taxes & fees
23 Sept - 24 Sept
Thoughtfully Styled, Family- and Pet-Friendly Home in a Walkable Area
A modern living room with a dining area, large windows, and a fireplace.

8. ❤️ LUXURY GUESTHOUSE ★ NEAR DOWNTOWN ★ SPA BATH ★ LARGE PATIO

❤️ LUXURY GUESTHOUSE ★ NEAR DOWNTOWN ★ SPA BATH ★ LARGE PATIO
Northeast Portland
10.0 out of 10, Exceptional, (58 reviews)
"Close to Starbucks "
United States
J J.
The price is HK$1,215
HK$2,968 total
includes taxes & fees
2 Sept - 3 Sept
❤️ LUXURY GUESTHOUSE ★ NEAR DOWNTOWN ★ SPA BATH ★ LARGE PATIO
An outdoor seating area with wooden tables and benches, a building with a large window and a sign indicating a new location coming this summer.

9. ★ CLEAN ★ NEAR DOWNTOWN + PRIVATE PATIO ★ WALKABLE

★ CLEAN ★ NEAR DOWNTOWN + PRIVATE PATIO ★ WALKABLE
Northeast Portland
9.8 out of 10, Exceptional, (165 reviews)
"Great location, quiet neighborhood. Really enjoyed our stay."
United States
Brenda L.
The price is HK$1,082
HK$2,796 total
includes taxes & fees
16 Sept - 17 Sept
★ CLEAN ★ NEAR DOWNTOWN + PRIVATE PATIO ★ WALKABLE
A narrow urban pathway flanked by buildings with balconies and a fence.

10. Victorian with Modern Comforts in NW Portland. Driveway Parking. Walk to it all!

Victorian with Modern Comforts in NW Portland. Driveway Parking. Walk to it all!
Northwest Portland
9.8 out of 10, Exceptional, (234 reviews)
"Great location!"
United States
Paula D.
The price is HK$2,099
HK$5,202 total
includes taxes & fees
1 Sept - 2 Sept
Victorian with Modern Comforts in NW Portland. Driveway Parking. Walk to it all!
A modern kitchen with granite countertops, stainless steel appliances, and white cabinetry.

11. Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views

Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views
Southwest Portland
10.0 out of 10, Exceptional, (132 reviews)
"Great location, walk to Market and local restaurant. Clean modern gated parking would recommend."
United States
David N.
The price is HK$1,118
HK$3,077 total
includes taxes & fees
1 Sept - 2 Sept
Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views
A patio area with stone flooring, outdoor furniture, and a large umbrella.

12. Patio Cottage: sleeps 1–2; kitchen; gas fire pit

Patio Cottage: sleeps 1–2; kitchen; gas fire pit
Northeast Portland
10.0 out of 10, Exceptional, (105 reviews)
"All around great place to stay"
United States
Carol F.
The price is HK$1,168
HK$1,548 total
includes taxes & fees
22 Sept - 23 Sept
Patio Cottage: sleeps 1–2; kitchen; gas fire pit
A modern kitchen with stainless steel appliances, wooden cabinets, and a granite countertop.

13. #StayInMyDistrict Piedmont Near Parks and Shopping

#StayInMyDistrict Piedmont Near Parks and Shopping
North Portland
9.8 out of 10, Exceptional, (9 reviews)
"Great spot to stay in Portland! Everything was nice and well maintained. Would stay again if in the area!"
United States
Noah M.
The price is HK$933
HK$2,456 total
includes taxes & fees
28 Aug - 29 Aug
#StayInMyDistrict Piedmont Near Parks and Shopping
A modern kitchen with a central island, stainless steel appliances, and a dining area with blue chairs and a wooden table.

14. Stunning Modern Home in Trendy and Hip Mississippi District

Stunning Modern Home in Trendy and Hip Mississippi District
North Portland
10.0 out of 10, Exceptional, (160 reviews)
"great stay!"
United States
Tyler W.
The price is HK$2,500
HK$5,369 total
includes taxes & fees
31 Aug - 1 Sept
Stunning Modern Home in Trendy and Hip Mississippi District
A patio area with stone flooring, outdoor furniture, and a large umbrella.

15. Patio Suite: sleeps 1–2; patio; gas fire pit

Patio Suite: sleeps 1–2; patio; gas fire pit
Northeast Portland
10.0 out of 10, Exceptional, (115 reviews)
"Wonderful location close to lots of amenities, shops, and restaurants in a quiet, residential portion of the city."
United States
Alexander B.
The price is HK$1,132
HK$1,517 total
includes taxes & fees
1 Sept - 2 Sept
Patio Suite: sleeps 1–2; patio; gas fire pit
A CIBO bar and restaurant with large windows, outdoor seating, and a planter with flowers.

16. 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.
Jewel in the Sky: Modern, Private, Luxurious Loft + EV Charger!
A house with a gray shingle exterior, a white door with a glass panel, and a small window.

17. 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
9 Sept - 10 Sept
Modern Suite Nearby Convention Center (2bd, 1bth)
A house with a brick facade, a chimney, and a front yard with various plants and a tree.

18. 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
A modern kitchen with black cabinets, a stainless steel refrigerator, and a built-in oven.

19. #StayinMyDistrict Buckman Open Loft-Style Townhome

#StayinMyDistrict Buckman Open Loft-Style Townhome
Southeast Portland
9.8 out of 10, Exceptional, (34 reviews)
"Place was perfect for my one night stopover, but would also work for multiple nights. Great location."
United States
Brian O.
The price is HK$1,105
HK$3,090 total
includes taxes & fees
31 Aug - 1 Sept
#StayinMyDistrict Buckman Open Loft-Style Townhome
A wooden cabin with a front porch, a staircase, and a garden.

20. Hip and cozy dog-friendly Mississippi Victorian

Hip and cozy dog-friendly Mississippi Victorian
North Portland
10.0 out of 10, Exceptional, (14 reviews)
"Great location"
United States
Ivy S.
The price is HK$1,340
HK$2,750 total
includes taxes & fees
1 Sept - 2 Sept
Hip and cozy dog-friendly Mississippi Victorian
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

Cambria Hotel Portland - Pearl District

Cambria Hotel Portland - Pearl District

8/10 Good
"Valet was slow-ish and homeless situation in area, but overall well maintained property and nice staff."
Kathleen 3-night trip
Posted 3 hours ago
Cambria Hotel Portland - Pearl District

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.