Downtown Portland holiday homes
We found 763 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Downtown Portland by choosing from 185 houses, 28 flats and other holiday rentals. Holiday rentals provide the best amenities for your stay with friends, family or just your pet, such as parking and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Downtown Portland
Showing deals for:19 Sept - 26 Sept
Image gallery for SPACIOUS, STUNNING Gathering Spot in Portland Heights

9.0 out of 10 rating
Wonderful
(7 reviews)
SPACIOUS, STUNNING Gathering Spot in Portland Heights
Portland, OR
11% off
Price is NZ$8,769
NZ$1,253 per night
includes taxes & fees
Image gallery for Luxury Apartment In Best Area, 94 walk score. With AC, Laundry, and Patio

10 out of 10 rating
Exceptional
(16 reviews)
Luxury Apartment In Best Area, 94 walk score. With AC, Laundry, and Patio
Portland, OR
7% off
Price is NZ$3,161
NZ$452 per night
includes taxes & fees
Image gallery for Castle Estate in SW Portland with hot tubs, minutes from downtown Portland.

8.8 out of 10 rating
Excellent
(21 reviews)
Castle Estate in SW Portland with hot tubs, minutes from downtown Portland.
Portland, OR
11% off
Price is NZ$10,615
NZ$1,516 per night
includes taxes & fees
Image gallery for King Beds, Roofdeck, AC, Best Area with 95 WalkScore

10 out of 10 rating
Exceptional
(11 reviews)
King Beds, Roofdeck, AC, Best Area with 95 WalkScore
Portland, OR
7% off
Price is NZ$8,337
NZ$1,191 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Find properties near top attractions in Downtown Portland
Map Attractions
McMenamins Crystal Ballroom
Find the best place to stay - Downtown Portland
Showing deals for: 15 Sept - 18 Sept
The Clyde Hotel Portland by Kasa Living
Sleeps 2 · 1 bedroom
8.6 out of 10
excellent
(452 reviews)
The current price is NZ$518
for 3 nights, 1 room
NZ$173 per night
includes taxes & fees

Deluxe Queen | Vibrant Locale + Pulitzer Display
Sleeps 2 · 1 bedroom · 1 bathroom
10 out of 10
exceptional
(4 reviews)
The current price is NZ$684
for 3 nights, 1 room
NZ$228 per night
includes taxes & fees

Enjoy a Stress-Free Stay! Short Drive to Tom McCall Waterfront Park
Sleeps 2 · 1 bedroom · 1 bathroom
10 out of 10
exceptional
(2 reviews)
The current price is NZ$629
for 3 nights, 1 room
NZ$210 per night
includes taxes & fees

2 Premium Units Minutes to Portland Art Museum at Dossier Hotel, Pets Allowed!
Sleeps 8 · 2 bedrooms · 2 bathrooms
10 out of 10
exceptional
(1 review)
The current price is NZ$2,679
for 3 nights, 1 room
NZ$893 per night
includes taxes & fees
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value