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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Portland vacation homes

A house with a brick facade, a chimney, and a front yard with various plants and a tree.

1. Exquisite Historic Suite Close to Downtown 14-21673

Exquisite Historic Suite Close to Downtown 14-21673
Southwest Portland
10.0 out of 10, Exceptional, (558 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 ￥15,808
￥22,637 total
includes taxes & fees
Nov 1 - Nov 2
Exquisite Historic Suite Close to Downtown 14-21673
A playground with a slide, climbing structures, and a swing set.

2. Guest Suite with WiFi, AC, streaming

Guest Suite with WiFi, AC, streaming
Southwest Portland
9.0 out of 10, Wonderful, (22 reviews)
"This was a very handy place for my Portland visit with nearby services and a trail along the River you could run or walk on for many miles."
United States
Jim M.
The price is ￥10,207
￥40,857 total
includes taxes & fees
Oct 18 - Oct 19
Guest Suite with WiFi, AC, streaming
A two-story house with a covered porch and a garden.

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

Pet friendly apartment with covered patio and fenced-in yard.
Southeast Portland
9.8 out of 10, Exceptional, (357 reviews)
"Great stay"
United States
Jack M.
The price is ￥17,231
￥30,891 total
includes taxes & fees
Oct 19 - Oct 20
Pet friendly apartment with covered patio and fenced-in yard.
Property grounds

4. #StayInMyDistrict Overlook Backyard Tiny Suite

#StayInMyDistrict Overlook Backyard Tiny Suite
North Portland
8.0 out of 10, Very good, (5 reviews)
"This is definitely a small space. If you want a cozy bed, clean shower and a hot cup of coffee, this is definitely for you!!There is a cute park down the street where you can catch an amazing sunset!"
United States
Nikki D.
The price is ￥7,917
￥32,548 total
includes taxes & fees
Oct 19 - Oct 20
#StayInMyDistrict Overlook Backyard Tiny Suite
A blue house with a white porch and a pathway leading to it.

5. Charming 2-bedroom in historic home

Charming 2-bedroom in historic home
Southeast Portland
9.6 out of 10, Exceptional, (48 reviews)
"Very walkable location. Love the private entrance and the space suited just perfectly. "
United States
Jamie A.
The price is ￥11,258
￥35,368 total
includes taxes & fees
Oct 18 - Oct 19
Charming 2-bedroom in historic home
A modern kitchen with black cabinets, a stainless steel refrigerator, and a built-in oven.

6. #StayinMyDistrict Buckman Open Loft-Style Townhome

#StayinMyDistrict Buckman Open Loft-Style Townhome
Southeast Portland
9.8 out of 10, Exceptional, (37 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 ￥17,863
￥55,780 total
includes taxes & fees
Oct 20 - Oct 21
#StayinMyDistrict Buckman Open Loft-Style Townhome
A bedroom with a bed, a desk, a chair, a television, and a brick fireplace.

7. #StayinMyDistrict Pendelton Place Walk to Mt Tabor

#StayinMyDistrict Pendelton Place Walk to Mt Tabor
Southeast Portland
8.4 out of 10, Very good, (21 reviews)
"Great spot a few blocks away from Foster Powell. "
United States
Jack
The price is ￥10,433
￥36,074 total
includes taxes & fees
Oct 19 - Oct 20
#StayinMyDistrict Pendelton Place Walk to Mt Tabor
A modern interior with a wooden ceiling, a kitchen area, and a seating area with a colorful rug.

8. #StayInMyDistrict Buckman Spacious Modern Rowhouse

#StayInMyDistrict Buckman Spacious Modern Rowhouse
Southeast Portland
9.6 out of 10, Exceptional, (18 reviews)
"Perfect location and surprisingly quiet."
United States
Paul J.
The price is ￥14,227
￥43,782 total
includes taxes & fees
Oct 19 - Oct 20
#StayInMyDistrict Buckman Spacious Modern Rowhouse
A modern living room with a flat-screen TV, a sofa, a coffee table, and a dining area in the background.

9. The Laid-Back Loft | Mississippi Ave

The Laid-Back Loft | Mississippi Ave
North Portland
The price is ￥20,715
￥40,322 total
includes taxes & fees
Nov 5 - Nov 6
The Laid-Back Loft | Mississippi Ave
A dining area with a wooden table and chairs, a fireplace, and a sofa in the background.

10. #StayInMyDistrict Arbor Lodge The Ainsworth

#StayInMyDistrict Arbor Lodge The Ainsworth
North Portland
9.2 out of 10, Wonderful, (15 reviews)
"This house and location could not have been more perfect for our family of 4 (two teenage boys). The beds are comfy and the neighborhood is great. We were within 10 minutes of the zoo, downtown and all that Portland has to offer. The host is incredibly responsive and I would definitely stay here again. Also, the Alberta Arts district is super close and has so many good spots."
United States
amiee k.
The price is ￥16,124
￥57,693 total
includes taxes & fees
Oct 21 - Oct 22
#StayInMyDistrict Arbor Lodge The Ainsworth
A modern living room with a large gray sectional sofa, a flat-screen TV mounted on the wall, and a wooden coffee table.

11. Suburban Studio, Near Golf, Wineries & Dining

Suburban Studio, Near Golf, Wineries & Dining
Garden Home-Whitford
The price is ￥10,433
￥44,893 total
includes taxes & fees
Oct 28 - Oct 29
Suburban Studio, Near Golf, Wineries & Dining
A living room with a fireplace, a television, and a bookshelf.

12. Book NOW for Summer Fun! - Perfect for family! - Fully Loaded! - Fire Pit!

Book NOW for Summer Fun! - Perfect for family! - Fully Loaded! - Fire Pit!
Bethany
10.0 out of 10, Exceptional, (12 reviews)
"Great stay. Location and priced properly. "
United States
David P.
The price is ￥17,585
￥74,456 total
includes taxes & fees
Oct 17 - Oct 18
Book NOW for Summer Fun! - Perfect for family! - Fully Loaded! - Fire Pit!
A modern kitchen with white cabinets, a black refrigerator, and a dining area with a wooden table and chairs.

13. Granny Flat in leafy SW Portland

Granny Flat in leafy SW Portland
Southwest Portland
9.6 out of 10, Exceptional, (31 reviews)
"Literally enjoyed the place, the host were extremely good at communicating and very understanding. Definitely a 9.5/10"
United States
Daquarious
The price is ￥13,437
￥22,637 total
includes taxes & fees
Oct 21 - Oct 22
Granny Flat in leafy SW Portland
A wooden cabin with a front porch, a staircase, and a garden.

14. Hip and cozy dog-friendly Mississippi Victorian

Hip and cozy dog-friendly Mississippi Victorian
North Portland
10.0 out of 10, Exceptional, (17 reviews)
"Great location"
United States
Ivy S.
The price is ￥21,025
￥51,062 total
includes taxes & fees
Nov 10 - Nov 11
Hip and cozy dog-friendly Mississippi Victorian
A modern kitchen with white cabinetry, a wooden island, and pendant lighting.

15. Cozy 1-bedroom House ~ Heart of Iconic Portland Hawthorne District!!

Cozy 1-bedroom House ~ Heart of Iconic Portland Hawthorne District!!
Southeast Portland
10.0 out of 10, Exceptional, (11 reviews)
"This is an amazing location. Walkability is excellent and the property is so quaint. We would love to stay here again. "
United States
Arlene L.
The price is ￥16,219
￥41,820 total
includes taxes & fees
Oct 21 - Oct 22
Cozy 1-bedroom House ~ Heart of Iconic Portland Hawthorne District!!
A wooden cabin with a deck overlooking a forested stream.

16. Sasquatch's Tiny Treehouse on creek - old growth forest in Portland - ADVENTURE!

Sasquatch's Tiny Treehouse on creek - old growth forest in Portland - ADVENTURE!
Cedar Hills
9.2 out of 10, Wonderful, (11 reviews)
"Peaceful great outdoor experience."
United States
Amber Y.
The price is ￥19,064
￥35,040 total
includes taxes & fees
Oct 25 - Oct 26
Sasquatch's Tiny Treehouse on creek - old growth forest in Portland - ADVENTURE!
A rustic outdoor seating area with benches and picnic tables, surrounded by dense forest.

17. Creekside Haven

Creekside Haven
Wilsonville
10.0 out of 10, Exceptional, (75 reviews)
"Very comfortable ,had everything we needed. Wish we could have stayed longer."
United States
Eric S.
The price is ￥23,127
￥36,029 total
includes taxes & fees
Oct 16 - Oct 17
Creekside Haven
A modern kitchen with a large island, white cabinetry, and a flat-screen TV mounted above the counter.

18. Cozy Private Cottage Near Downtown Portland

Cozy Private Cottage Near Downtown Portland
Northeast Portland
10.0 out of 10, Exceptional, (71 reviews)
"We enjoyed our stay. Convenient location. Owners were very responsive to messages. Would definitely stay here again!"
United States
Juliette L.
The price is ￥25,925
￥42,993 total
includes taxes & fees
Oct 23 - Oct 24
Cozy Private Cottage Near Downtown Portland
A patio with outdoor furniture, a clock, and a wooden fence.

19. Bungalow Guest House

Bungalow Guest House
Ellsworth
8.8 out of 10, Excellent, (41 reviews)
"Rosie was a grand host and made us feel very welcome."
United States
TeriLee H.
The price is ￥12,804
￥33,457 total
includes taxes & fees
Oct 20 - Oct 21
Bungalow Guest House
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

Hotel Eastlund, BW Premier Collection

Hotel Eastlund, BW Premier Collection

10/10 Excellent
"Very clean"
Dean 2-night trip
Posted 1 hour ago
Hotel Eastlund, BW Premier Collection

Find out more about Portland

Portland Vacation Homes information

Number of reviews
1,285
Accommodation
724 Vacation Homes
Lowest Price
￥22,637
Highest Price
￥74,456

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