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Our top choices for Portland holiday homes

1. #StayinMyDistrict Buckman Open Loft-Style Townhome

#StayinMyDistrict Buckman Open Loft-Style Townhome
Southeast Portland
9.8 out of 10, Exceptional, (37 reviews)
"A wonderful spot to stay!"
United States
Edward C.
The price is £227
includes taxes & fees
8 Nov - 9 Nov
#StayinMyDistrict Buckman Open Loft-Style Townhome

2. Exquisite Historic Suite Close to Downtown 14-21673

Exquisite Historic Suite Close to Downtown 14-21673
Southwest Portland
10.0 out of 10, Exceptional, (564 reviews)
"Place was great!"
United States
Justin T.
The price is £131
includes taxes & fees
22 Nov - 23 Nov
Exquisite Historic Suite Close to Downtown 14-21673

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, (359 reviews)
"Great stay"
United States
Jack M.
The price is £152
includes taxes & fees
29 Nov - 30 Nov
Pet friendly apartment with covered patio and fenced-in yard.

4. The Laid-Back Loft | Mississippi Ave

The Laid-Back Loft | Mississippi Ave
North Portland
The price is £168
includes taxes & fees
6 Dec - 7 Dec
The Laid-Back Loft | Mississippi Ave

5. Artful, Rustic Studio w/ 5-star shower---Sustainable Ethic, 20 min to Downtown

Artful, Rustic Studio w/ 5-star shower---Sustainable Ethic, 20 min to Downtown
Northeast Portland
9.6 out of 10, Exceptional, (59 reviews)
"This place was clean and well maintained. It wasn't dark despite being in the basement and it was easy to get to public transportation. I would definitely stay here again."
United States
Michelle M.
The price is £178
includes taxes & fees
10 Nov - 11 Nov
Artful, Rustic Studio w/ 5-star shower---Sustainable Ethic, 20 min to Downtown

6. #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 £189
includes taxes & fees
8 Nov - 9 Nov
#StayInMyDistrict Buckman Spacious Modern Rowhouse

7. Suburban Studio, Near Golf, Wineries & Dining

Suburban Studio, Near Golf, Wineries & Dining
Garden Home-Whitford
The price is £211
includes taxes & fees
15 Nov - 16 Nov
Suburban Studio, Near Golf, Wineries & Dining

8. Family Friendly Listing in Portland

Family Friendly Listing in Portland
Southwest Portland
9.8 out of 10, Exceptional, (61 reviews)
"The rental was exactly what we needed. It had plenty of space, the beds were comfortable, the kitchen was well stocked, it was clean. It was in a great area. Would definitely stay again."
United States
Tracy M.
The price is £166
includes taxes & fees
15 Nov - 16 Nov
Family Friendly Listing in Portland

9. #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)
"Cozy"
United States
Brian K.
The price is £168
includes taxes & fees
12 Nov - 13 Nov
#StayinMyDistrict Pendelton Place Walk to Mt Tabor

10. 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 £192
includes taxes & fees
10 Nov - 11 Nov
Guest Suite with WiFi, AC, streaming

11. Tiny Farmhouse - Walk to Local Shops & Restaurants

Tiny Farmhouse - Walk to Local Shops & Restaurants
Southeast Portland
10.0 out of 10, Exceptional, (4 reviews)
"Space was great for our 1 night stay!"
United States
Kelsey C.
The price is £136
includes taxes & fees
30 Nov - 1 Dec
Tiny Farmhouse - Walk to Local Shops & Restaurants

12. Cozy Private Cottage Near Downtown Portland

Cozy Private Cottage Near Downtown Portland
Northeast Portland
10.0 out of 10, Exceptional, (72 reviews)
"Property was very clean and the hosts were attentive."
United States
Deborah Y.
The price is £198
includes taxes & fees
28 Nov - 29 Nov
Cozy Private Cottage Near Downtown Portland

13. #StayInMyDistrict Arbor Lodge The Ainsworth

#StayInMyDistrict Arbor Lodge The Ainsworth
North Portland
9.2 out of 10, Wonderful, (15 reviews)
"The Ainsworth was very clean; well-stocked with basic provisions, and in a nice quiet neighborhood. The back porch grill and fire pit were a joy to share with the family."
United States
Doral C.
The price is £237
includes taxes & fees
8 Nov - 9 Nov
#StayInMyDistrict Arbor Lodge The Ainsworth

14. #StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (43 reviews)
"Great location near Sellwood shops & tea, bakery & restaurants."
United States
dan v.
The price is £162
includes taxes & fees
8 Nov - 9 Nov
#StayinMyDistrict Sellwood Coco Rose Retreat

15. 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, (12 reviews)
"Peaceful great outdoor experience."
United States
Amber Y.
The price is £147
includes taxes & fees
16 Nov - 17 Nov
Sasquatch's Tiny Treehouse on creek - old growth forest in Portland - ADVENTURE!

16. #StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.2 out of 10, Wonderful, (47 reviews)
"Very nice stay. I would just recommend a making the address numbers more visible."
United States
Marlene P.
The price is £219
includes taxes & fees
15 Nov - 16 Nov
#StayInMyDistrict Lake Oswego Honey Bee Cottage

17. Creekside Haven

Creekside Haven
Wilsonville
10.0 out of 10, Exceptional, (77 reviews)
"Very comfortable ,had everything we needed. Wish we could have stayed longer."
United States
Eric S.
The price is £165
includes taxes & fees
8 Nov - 9 Nov
Creekside Haven

18. 2BR Top Floor near NW 23rd and Forest Park

2BR Top Floor near NW 23rd and Forest Park
Northwest Portland
The price is £250
includes taxes & fees
1 Dec - 2 Dec
2BR Top Floor near NW 23rd and Forest Park

19. Sophisticated 3BR - Prime NW 23rd Location

Sophisticated 3BR - Prime NW 23rd Location
Southwest Portland
9.0 out of 10, Wonderful, (2 reviews)
"It was awesome. Clean, had everything we needed. Close to grocery stores!"
United States
Ruth F.
The price is £339
includes taxes & fees
1 Dec - 2 Dec
Sophisticated 3BR - Prime NW 23rd Location

20. Hip and cozy dog-friendly Mississippi Victorian

Hip and cozy dog-friendly Mississippi Victorian
North Portland
10.0 out of 10, Exceptional, (18 reviews)
"Great location"
United States
Ivy S.
The price is £216
includes taxes & fees
10 Nov - 11 Nov
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.

Portland and related destinations

Wander through Powell's City of Books before exploring food carts serving everything from Thai to tacos. Hike Forest Park's lush trails in the morning, then sample craft beers at local breweries as Mt. Hood looms in the distance.

A cable car in a forested area with a cityscape in the background, including a prominent mountain.

Top reviews in Portland