A river with a city skyline in the background, a bridge, and autumn leaves on a tree.

Search Vacation Homes in Portland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Portland vacation homes

A two-story house with a covered porch and a garden.

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, (355 reviews)
"Great stay"
United States
Jack M.
The price is SAR 409
SAR 729 total
includes taxes & fees
19 Oct - 20 Oct
Pet friendly apartment with covered patio and fenced-in yard.
A house with a brick facade, a chimney, and a front yard with various plants and a tree.

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, (557 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 SAR 413
SAR 581 total
includes taxes & fees
6 Oct - 7 Oct
Exquisite Historic Suite Close to Downtown 14-21673
A living room with a coffee table, books, a lamp, a potted plant, and a framed picture on the wall.

3. Two Rivers Relaxing Retreat

Two Rivers Relaxing Retreat
Northeast Portland
9.8 out of 10, Exceptional, (68 reviews)
"Nice space in a great location!"
United States
Emily L.
The price is SAR 451
SAR 925 total
includes taxes & fees
5 Oct - 6 Oct
Two Rivers Relaxing Retreat
A playground with a slide, climbing structures, and a swing set.

4. Guest Suite with WiFi, AC, streaming

Guest Suite with WiFi, AC, streaming
Southwest Portland
9.0 out of 10, Wonderful, (22 reviews)
"Space was actually much larger than I thought it would be, very clean. I was worried when I saw street parking, but it was absolutely no issue at all- located in a quiet neighborhood with lots of restaurants/cafes in walkable distance."
United States
Madison
Guest Suite with WiFi, AC, streaming
Property grounds

5. #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 SAR 188
SAR 763 total
includes taxes & fees
5 Oct - 6 Oct
#StayInMyDistrict Overlook Backyard Tiny Suite
A bedroom with a bed, a desk, a chair, a television, and a brick fireplace.

6. #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 SAR 319
SAR 952 total
includes taxes & fees
1 Nov - 2 Nov
#StayinMyDistrict Pendelton Place Walk to Mt Tabor
A modern kitchen with white cabinets, a black refrigerator, and a dining area with a wooden table and chairs.

7. Granny Flat in leafy SW Portland

Granny Flat in leafy SW Portland
Southwest Portland
9.4 out of 10, Exceptional, (30 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 SAR 319
SAR 538 total
includes taxes & fees
5 Oct - 6 Oct
Granny Flat in leafy SW Portland
A living room with a brown leather sofa, a striped armchair, a white coffee table, a flat-screen TV mounted on the wall, and a window with an umbrella outside.

8. #StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (43 reviews)
"Very clean, well equipted , great location, comfortable bed, great spot for coffee outside"
United States
Sorek Y.
The price is SAR 263
SAR 876 total
includes taxes & fees
4 Oct - 5 Oct
#StayinMyDistrict Sellwood Coco Rose Retreat
A blue house with a white porch and a pathway leading to it.

9. Charming 2-bedroom in historic home

Charming 2-bedroom in historic home
Southeast Portland
9.6 out of 10, Exceptional, (47 reviews)
"Very walkable location. Love the private entrance and the space suited just perfectly. "
United States
Jamie A.
The price is SAR 338
SAR 925 total
includes taxes & fees
8 Oct - 9 Oct
Charming 2-bedroom in historic home
A modern kitchen with white cabinets, a built-in oven, and a coffee maker.

10. #StayinMyDistrict Kenton Private Guest House

#StayinMyDistrict Kenton Private Guest House
North Portland
8.4 out of 10, Very good, (12 reviews)
"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. "
United States
Jennifer R.
The price is SAR 248
SAR 825 total
includes taxes & fees
5 Oct - 6 Oct
#StayinMyDistrict Kenton Private Guest House
A rustic outdoor seating area with benches and picnic tables, surrounded by dense forest.

11. 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 SAR 526
SAR 819 total
includes taxes & fees
3 Oct - 4 Oct
Creekside Haven
A modern kitchen with black cabinets, a stainless steel refrigerator, and a built-in oven.

12. #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 SAR 507
SAR 1,434 total
includes taxes & fees
13 Oct - 14 Oct
#StayinMyDistrict Buckman Open Loft-Style Townhome
A modern kitchen with white cabinetry, a wooden island, and pendant lighting.

13. 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 SAR 372
SAR 969 total
includes taxes & fees
13 Oct - 14 Oct
Cozy 1-bedroom House ~ Heart of Iconic Portland Hawthorne District!!
A dining table set with white plates, glasses, and silverware, surrounded by beige chairs and a sofa in a neutral-toned room.

14. Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard

Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
Oatfield
9.8 out of 10, Exceptional, (19 reviews)
"The house was clean and really cute. The set up was great for our stay and host was super helpful. Really enjoyed our stay!"
United States
Dana F.
The price is SAR 469
SAR 861 total
includes taxes & fees
7 Oct - 8 Oct
Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
A modern living room with a grey sofa, a coffee table, and a dining area with a table and chairs.

15. Modern Home in Portland

Modern Home in Portland
North Gresham
10.0 out of 10, Exceptional, (15 reviews)
"Very nice house 🙌"
United States
Edgar
The price is SAR 395
SAR 1,154 total
includes taxes & fees
4 Oct - 5 Oct
Modern Home in Portland
A house with a patio area featuring two green chairs and a table, a fire pit, and a bicycle parked outside.

16. #StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.6 out of 10, Exceptional, (42 reviews)
"Located in a quiet, enjoyable neighborhood of Lake Oswego. Walking to shops and restaurants, or hiking in Tryon Creek is easily accessible. Property was clean and necessary items provided. I very much enjoyed my stay."
United States
Carrie
The price is SAR 556
SAR 1,218 total
includes taxes & fees
1 Nov - 2 Nov
#StayInMyDistrict Lake Oswego Honey Bee Cottage
A modern living room with a large gray sectional sofa, a flat-screen TV mounted on the wall, and a wooden coffee table.

17. Suburban Studio, Near Golf, Wineries & Dining

Suburban Studio, Near Golf, Wineries & Dining
Garden Home-Whitford
The price is SAR 272
SAR 1,483 total
includes taxes & fees
12 Oct - 13 Oct
Suburban Studio, Near Golf, Wineries & Dining
A modern kitchen with white cabinets, stainless steel appliances, and a central island with seating.

18. Charming 3-bedroom house in Portland

Charming 3-bedroom house in Portland
Portland
9.8 out of 10, Exceptional, (32 reviews)
"Clean, cozy, perfect for our needs!"
United States
Mildred P.
The price is SAR 381
SAR 1,470 total
includes taxes & fees
13 Oct - 14 Oct
Charming 3-bedroom house in Portland
A room with a tropical mural, a neon sign, and a red chair.

19. Casa Tropical Jungle in the Couve close to DT

Casa Tropical Jungle in the Couve close to DT
Harney Heights
8.8 out of 10, Excellent, (20 reviews)
"Overall our stay was good. "
United States
Cammy T.
The price is SAR 409
SAR 947 total
includes taxes & fees
12 Oct - 13 Oct
Casa Tropical Jungle in the Couve close to DT
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a dark wooden island with two chairs.

20. Cozy small home one bedroom

Cozy small home one bedroom
Portland
9.4 out of 10, Exceptional, (6 reviews)
"Good location and had everything we required."
United States
David B.
The price is SAR 338
SAR 1,416 total
includes taxes & fees
1 Nov - 2 Nov
Cozy small home one bedroom
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portland Hotel Reviews

Oxford Suites Portland - Jantzen Beach

Oxford Suites Portland - Jantzen Beach

10/10 Excellent
"Room was pretty clean except that we had to move the couch so that there was a block for the youngest and there was food scraps along with a little garbage underneath. I know that normally one wouldn't move the couch but still a little disappointed. Also at breakfast they didn't have syrup for the waffles so big disappointment for the littles. Other than that it was a great stay."
Tina L 1-night trip
Posted 10 hours ago
Oxford Suites Portland - Jantzen Beach