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Our top choices for Portland vacation homes

1. 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, (346 reviews)
"Great stay"
United States
Jack M.
The price is ¥16,489
¥29,981 total
includes taxes & fees
Sep 3 - Sep 4
Pet friendly apartment with covered patio and fenced-in yard.

2. Guest Suite with WiFi, AC, streaming

Guest Suite with WiFi, AC, streaming
Southwest Portland
9.0 out of 10, Wonderful, (21 reviews)
"Nice place for us to stay while visiting family in the area. "
United States
Chris W.
The price is ¥10,223
¥40,691 total
includes taxes & fees
Aug 31 - Sep 1
Guest Suite with WiFi, AC, streaming

3. 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 ¥20,011
¥27,569 total
includes taxes & fees
Sep 7 - Sep 8
Exquisite Historic Suite Close to Downtown 14-21673

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 ¥10,886
¥36,568 total
includes taxes & fees
Aug 31 - Sep 1
#StayInMyDistrict Overlook Backyard Tiny Suite

5. Two Rivers Relaxing Retreat

Two Rivers Relaxing Retreat
Northeast Portland
9.8 out of 10, Exceptional, (66 reviews)
"Nice space in a great location!"
United States
Emily L.
The price is ¥19,211
¥40,013 total
includes taxes & fees
Sep 7 - Sep 8
Two Rivers Relaxing Retreat

6. Granny Flat in leafy SW Portland

Granny Flat in leafy SW Portland
Southwest Portland
9.4 out of 10, Exceptional, (29 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 ¥14,408
¥23,855 total
includes taxes & fees
Sep 8 - Sep 9
Granny Flat in leafy SW Portland

7. #StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (41 reviews)
"Perfect location in the heart of Sellwood."
United States
Karen V.
The price is ¥17,610
¥46,593 total
includes taxes & fees
Sep 2 - Sep 3
#StayinMyDistrict Sellwood Coco Rose Retreat

8. #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 ¥15,849
¥44,358 total
includes taxes & fees
Sep 1 - Sep 2
#StayinMyDistrict Pendelton Place Walk to Mt Tabor

9. Suburban Studio, Near Golf, Wineries & Dining

Suburban Studio, Near Golf, Wineries & Dining
Garden Home-Whitford
The price is ¥11,584
¥63,925 total
includes taxes & fees
Aug 31 - Sep 1
Suburban Studio, Near Golf, Wineries & Dining

10. #StayInMyDistrict Buckman Bright Spacious Townhome

#StayInMyDistrict Buckman Bright Spacious Townhome
Southeast Portland
9.4 out of 10, Exceptional, (22 reviews)
"Cool location - lots of fun places to walk to. Very clean and well stocked. Will stay here again! "
United States
Julie G.
The price is ¥19,531
¥51,959 total
includes taxes & fees
Aug 31 - Sep 1
#StayInMyDistrict Buckman Bright Spacious Townhome

11. Charming 3-bedroom house in Portland

Charming 3-bedroom house in Portland
Portland
9.8 out of 10, Exceptional, (29 reviews)
"Clean, cozy, perfect for our needs!"
United States
Mildred P.
The price is ¥13,111
¥59,447 total
includes taxes & fees
Sep 3 - Sep 4
Charming 3-bedroom house in Portland

12. BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT

BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT
Northeast Portland
9.8 out of 10, Exceptional, (21 reviews)
"Our stay was excellent. The spaceas spacious, clean and in great location for our needs "
United States
Trevor M.
The price is ¥17,722
¥55,926 total
includes taxes & fees
Aug 31 - Sep 1
BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT

13. #StayInMyDistrict Buckman Spacious Modern Rowhouse

#StayInMyDistrict Buckman Spacious Modern Rowhouse
Southeast Portland
9.6 out of 10, Exceptional, (18 reviews)
"Lovely spot from which to explore Portland’s vibrant east side! "
United States
Chad M.
The price is ¥19,531
¥51,959 total
includes taxes & fees
Aug 31 - Sep 1
#StayInMyDistrict Buckman Spacious Modern Rowhouse

14. Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Milwaukie
9.4 out of 10, Exceptional, (126 reviews)
"A great place to stay in the Portland,OR area!"
United States
Mary R.
The price is ¥22,733
¥58,010 total
includes taxes & fees
Aug 31 - Sep 1
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

15. ❤️ 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 ¥24,814
¥60,625 total
includes taxes & fees
Sep 2 - Sep 3
❤️ LUXURY GUESTHOUSE ★ NEAR DOWNTOWN ★ SPA BATH ★ LARGE PATIO

16. Casa Tropical Jungle in the Couve close to DT

Casa Tropical Jungle in the Couve close to DT
Harney Heights
9.0 out of 10, Wonderful, (19 reviews)
"Overall our stay was good. "
United States
Cammy T.
The price is ¥17,450
¥40,860 total
includes taxes & fees
Aug 31 - Sep 1
Casa Tropical Jungle in the Couve close to DT

17. 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
9.0 out of 10, Wonderful, (8 reviews)
"Unfortunately, our reservation was double-booked. When we arrived, the cabin was already occupied by another guest. We were unable to reach anyone from either the property or Vrbo who could help at the time, so we had to spend part of our vacation finding another place to stay. Communication was difficult throughout the process. We booked through Expedia, and because the reservation was processed through Vrbo, we were unable to receive messages or check-in instructions. In the end, that...
United States
Ashley
The price is ¥18,875
¥35,009 total
includes taxes & fees
Sep 1 - Sep 2
Sasquatch's Tiny Treehouse on creek - old growth forest in Portland - ADVENTURE!

18. St. Johns Nest, Near Cathedral Park

St. Johns Nest, Near Cathedral Park
North Portland
9.4 out of 10, Exceptional, (3 reviews)
"Thank you! It was perfect for us and I really appreciate how clean everything was. For the first 15 minutes we were concerned that there was no air conditioning until we learned that most of Portland is not air conditioned and it was not an issue even though there was a heat wave. We were out most days doing things and at night it got cool and we could open things up and the fans did a wonderful job. It was cozy and restful each evening to come back to."
United States
David B.
The price is ¥17,290
¥55,796 total
includes taxes & fees
Aug 31 - Sep 1
St. Johns Nest, Near Cathedral Park

19. 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 ¥21,324
¥49,148 total
includes taxes & fees
Sep 1 - Sep 2
Cozy 1-bedroom House ~ Heart of Iconic Portland Hawthorne District!!
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

Portland Vacation Homes information

Number of reviews
21,006
Accommodation
716 Vacation Homes
Lowest Price
¥19,239
Highest Price
¥33,241

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