Holiday Homes in Portland

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Featured Holiday Homes in Portland

Our top choices for Portland holiday homes

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

10.0 out of 10, Exceptional, (313)
"Great place to stay and close to restaurants and shops."
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

Cheerful 4 bedroom house with gym access

"It was really nice for our party of 5 to travel with 3 adult kids and have 4 bedrooms. The windows are brand new. The property is nice and felt safe. There are skylights throughout. It's very bright from the skylights. We were only there for 2 nights so we didn't have the opportunity to check out the gym. It was a good value for the price."
Cheerful 4 bedroom house with gym access

Exquisite Historic Suite Close to Downtown 14-21673

10.0 out of 10, Exceptional, (494)
"Excellent stay, easy check in (you need to take the elevator in the garage). Very clean and quiet. Would stay again!"
The price is AU$285
includes taxes & fees
8 Sept - 9 Sept
Exquisite Historic Suite Close to Downtown 14-21673

Magnificent Location, *Pet Friendly*, Hot Tub, Upgrades, Epic Steam Shower, BBQ, Walk to Everything

2.0 star property
10.0 out of 10, Exceptional, (12)
"Beautiful home with fancy touches that made it feel special!"
Magnificent Location, *Pet Friendly*, Hot Tub, Upgrades, Epic Steam Shower, BBQ, Walk to Everything

Designer Owned House on Vibrant Williams Avenue near Mississippi

10.0 out of 10, Exceptional, (191)
"Great house and great location!"
The price is AU$618
includes taxes & fees
7 Sept - 8 Sept
Designer Owned House on Vibrant Williams Avenue near Mississippi

Hillsdale Spacious, comfortable home

9.6 out of 10, Exceptional, (132)
"Excellent location. Enjoyed our stay"
Hillsdale Spacious, comfortable home

Beautiful One Family Home - Near PDX / Waterfront

2.0 star property
9.0 out of 10, Wonderful, (6)
"I usually have a go to rental for my monthly trips up to portland but it was booked for one of the days i would be up so i found this one, which is actually way closer to my sis than the other place! Its a super quiet neighborhood not far from gresham/fairview area. Id definitely do street parking if your in a larger vehicle or arnt confident in backing out of small spaces since they do have a long narrow driveway with minimal parking, still better than only street parking tho like some rentals....
Beautiful One Family Home - Near PDX / Waterfront

Spacious 4-bedroom house in charming Gresham with WiFi, AC, kitchen appliances,

10.0 out of 10, Exceptional, (3)
"This house is huge! Perfect for a whole family to stay in, very clean and homey feeling. We would definitely come back and stay here when we come back into town. "
Spacious 4-bedroom house in charming Gresham with WiFi, AC, kitchen appliances,

Exquisite Single Level Retreat on Half-Acre, All New Decor and Furnishing, Pet Friendly, Open Layout

10.0 out of 10, Exceptional, (13)
"Excellent staff at i-trips nw"
Exquisite Single Level Retreat on Half-Acre, All New Decor and Furnishing, Pet Friendly, Open Layout

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

10.0 out of 10, Exceptional, (307)
"The bed was very comfortable and we appreciated the use of the washer and dryer. The fold out sleeper sofa was comfortable for our grown adult daughter also. It’s nice that it is pet friendly, although we didn’t have a pet with us."
The price is AU$311
includes taxes & fees
21 Sept - 22 Sept
Pet friendly apartment with covered patio and fenced-in yard.

Quiet, A.C, Mins Downtown, Alberta Arts N.E PDX.

8.6 out of 10, Excellent, (14)
"Stay was very comfortable for three generations. "
Quiet, A.C, Mins Downtown, Alberta Arts N.E PDX.

La Casa with Luxury Amenities -hot tub and massage chair

9.8 out of 10, Exceptional, (108)
"This is a very nice house with many nice upgrades. The backyard and front yards are nice and the bed was comfy. The hot tub was cloudy the entire week we were there, so we didn’t really use it which was sad. The welcoming snacks and drinks were a very nice touch and very much appreciated."
La Casa with Luxury Amenities -hot tub and massage chair

Large Cozy Home

9.8 out of 10, Exceptional, (34)
"The house was great, very roomy and comfortable, nice kitchen, loved the hot tub."
The price is AU$750
includes taxes & fees
23 Sept - 24 Sept
Large Cozy Home

New Guest Suite in Portland's Alberta Arts District

9.8 out of 10, Exceptional, (7)
"Enjoyed our time there."
The price is AU$357
includes taxes & fees
1 Sept - 2 Sept
New Guest Suite in Portland's Alberta Arts District

#StayinMyDistrict Kenton Private Guest House

2.0 star property
10.0 out of 10, Exceptional, (4)
"We enjoyed our one night stay! The rental met allour needs for 4 people. It was a great location that was just minutes from the expo center and racetrack. "
The price is AU$370
includes taxes & fees
1 Sept - 2 Sept
#StayinMyDistrict Kenton Private Guest House

Alberta Arts Treehouse

10.0 out of 10, Exceptional, (24)
"Great hosts, great neighborhood, good times"
Alberta Arts Treehouse

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

9.6 out of 10, Exceptional, (93)
"Unit was very clean, well appointed and made for a pleasant stay."
The price is AU$492
includes taxes & fees
23 Sept - 24 Sept
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Charming home with patio, WiFi, streaming, walk to restaurants, dog-friendly

8.4 out of 10, Very good, (7)
Charming home with patio, WiFi, streaming, walk to restaurants, dog-friendly

HIGHLY sought, HIGHLY ranked, spacious 4 bdrm home with unbeatable location

9.8 out of 10, Exceptional, (10)
"We loved this house. This is a very comfortable, spacious home in a great neighborhood. Everyone had their own space and the kids loved the rec room with the pool table, ping pong and darts. It was super clean with everything we could have needed. I would definitely stay here again. "
HIGHLY sought, HIGHLY ranked, spacious 4 bdrm home with unbeatable location

Phenomenal Single Level Home Featuring Incredible Outdoor Golf Option w/ Gazebo, Fire-Pit, and Patio

9.4 out of 10, Exceptional, (61)
"This was the perfect stay for us. The golf green was a huge hit with kids and adults. "
Phenomenal Single Level Home Featuring Incredible Outdoor Golf Option w/ Gazebo, Fire-Pit, and Patio
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

Find out more about Portland

Portland Holiday Homes information

Number of reviews
459
Accommodation
798 Holiday Homes
Lowest Price
AU$285
Highest Price
AU$750

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