
Holiday houses in Portland
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Top-rated holiday rentals in Portland
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Portland
Top Guest favourite

Home in Orenco Station
5 out of 5 average rating, 22 reviewsOrienco home, steps to Intel RA, winter discount!
KevinRating, 5 stars3 weeks ago
Yuting’s place was actually a little larger than I needed, but that’s on me - with 3 ensuite bed+bath combos, and good workspaces, you could easily have several people doing WFH with no issue. It’s a well-laid-out split-level, so if you’re not up for stairs, it may not be your jam, but I appreciated getting my stairs in with my steps. The Main Bedroom suite’s separate deep tub was handy for soaking my weary bones, and there was never a lack of hot water, towels, or the like. Wifi was fast and easy to connect to, having the garage to park in and keep equipment (cart, bags) that I didn’t always need in was very handy. They had every utensil and amenity I needed, or could have needed, down to having a sewing kit for repairs, kid and toddler toys and seating tucked away, and plenty of room for storage. The place could easily serve for a longer stay with no issue at all. YuTing was easy to get ahold of and fast to respond and solve an issue I had when I arrived. 10/10 would stay again!
Guest favourite

Home in Clackamas
4.87 out of 5 average rating, 23 reviewsRose Meadow Oasis
LianeRating, 5 stars2 days ago
Clean home in walkable neighborhood. Close to main hwy to town and amenities. Dina was quite responsive to our needs.
Superhost

Home in Portland
4.9 out of 5 average rating, 10 reviewsFresh Belmont Charmer w/ 95 WalkScore
BarbRating, 5 stars3 weeks ago
What a great area of town to stay in order to be close to so many things. This historic house has been updated on the inside while still maintaining historic charm and quirks. On-site parking was a benefit and the kitchen had everything we needed for a great stay!
Top Guest favourite

Guesthouse in Dayton
5 out of 5 average rating, 184 reviewsModern Farmhouse - Country living in wine country.
HollyRating, 5 stars6 months ago
This is our second stay in Anne's amazing house... it is the most beautiful, comfortable home away from home!!! Anne has incredible attention to detail -- from leaving eggs from her hens in the fridge, to a gorgeous kitchen with everything you need to feel at home. We had a happy group watching the World Series in a super comfy giant couch with a fire in the fireplace below the tv! We can't wait for stay number three!
Top Guest favourite

Home in Portland
5 out of 5 average rating, 12 reviewsBeautiful and spacious house
KyleRating, 5 stars4 weeks ago
Our group of 7 adults and 2 kids under 4 years old had a great stay at Rebecca’s place. The house looked exactly as the pictures showed. There was a high chair for our younger child as well as plenty of books and puzzles. There were enough dishes for our large group to be able to eat in vs going out. Every part of our stay was exactly as advertised and throughout our whole 3 night stay we never needed to contact the host with any questions or concerns. We all felt safe in the neighborhood and would be happy to stay here again.
Guest favourite

Cabin in Sandy
4.97 out of 5 average rating, 237 reviewsThe Woodlands House
ChrisRating, 5 stars2 weeks ago
This place was amazing! Straight out of a movie, it was so serene and beautiful! The host was super responsive and helpful and the house was beautifully curated and comfy! Would absolutely stay again!
Guest favourite

Home in Dundee
4.93 out of 5 average rating, 230 reviewsChateau Lesieutre–Luxurious, Spacious, Grand View
ElizabethRating, 5 stars3 months ago
Beautiful and pristine home with incredible views, providing a peaceful and private retreat. The hosts are absolutely wonderful, with quick response times and clear communication. We can't say enough good things about this beautiful home and gracious hosts!
Guest favourite

Townhouse in Sandy
4.89 out of 5 average rating, 243 reviewsFawnda's Escape
JanetRating, 5 stars1 day ago
Peaceful stay. Lots of pillow choices, extra blankets, and much more. The bed was comfortable and the blackout curtains made for easy sleeping. Fawnda is super responsive. Enjoyed the stay. Location met our needs.
Quick stats about holiday rentals in Portland
Total rentals
6.5K properties
Total number of reviews
571K reviews
Family-friendly rentals
2.6K properties are a good fit for families
Pet-friendly rentals
2.2K properties allow pets
Rentals with a pool
210 properties have a pool
Rentals with dedicated workspaces
3.8K properties have a dedicated workspace
Destinations to explore
- Willamette Valley Holiday rentals
- Willamette River Holiday rentals
- Deschutes River Holiday rentals
- Cannon Beach Holiday rentals
- Vancouver Holiday rentals
- Lincoln City Holiday rentals
- Seaside Holiday rentals
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- Vancouver Holiday rentals
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- Seattle Holiday rentals
- Rentals with breakfast Portland
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- Moda Center
- Silver Falls State Park
- Wooden Shoe Tulip Festival
- Providence Park
- Enchanted Forest
- Laurelhurst Park
- Timberline Lodge
- Oregon Zoo
- Oaks Bottom Wildlife Refuge
- Portland Japanese Garden
- Powell's City of Books
- The Grotto
- Wings & Waves Waterpark
- Hoyt Arboretum
- Mt. Hood Skibowl
- Pumpkin Ridge Golf Club
- Wonder Ballroom
- Oaks Amusement Park
- Bridal Veil Falls State Scenic Viewpoint
- Domaine Serene
- Tryon Creek State Natural Area
- Arlene Schnitzer Concert Hall
- Tom McCall Waterfront Park
- Mission Theatre
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