Holiday rentals in Portland

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Top-rated holiday rentals in Portland

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Yurt in Portland

4.99 out of 5 average rating, 1192 reviews

Garden Home Backyard Yurt Experience

Our cozy-comfy 4 season yurt is nestled under majestic trees on a beautifully landscaped 1/3 acre. Located in a quiet, safe SW Portland neighborhood with a park, hike/bike trail a block away. We are 6 miles from downtown, with beaches, gorge and Mt. Hood accessible for day outings. 2017 brought major upgrades including a full kitchen, a natural gas fireplace and complete electrical service. The guests full bathroom is located in the home's utility room a short lighted pathway walk from the yurt.

31 Dec – 7 Jan

€ 89 per night
Guest favourite

Guest suite in Troutdale

4.97 out of 5 average rating, 750 reviews

Amazing VIEW & Private Entry/Jetted Tub near Falls

Enjoy relaxing NO CHORES TO DO beautiful view from private balcony and bedroom! Comfy King size bed, walk- in closet, writing desk and 2 chairs. TV and WiFi . Only 17 minutes drive from the Airport and super close to many waterfalls,hiking trails and 4 minutes to Edgefield, 5 miles from Blue lake, a few minutes from Multnomah Falls, Bridal Veil Falls, and so many others Gorge falls and hiking trails, Columbia river adventures. it is located in safe neighborhood. Ask about a romantic package!

19–26 Dec

€ 130 per night
Superhost

Cabin in Corbett

4.84 out of 5 average rating, 137 reviews

The Pines & Cherries Cabin Retreat in the Gorge

Enjoy quiet personal time or a romantic getaway at this cozy and rustic Columbia River Gorge log cabin, located in the woods just 25 mins from the PDX. Fill your days with hiking, berry picking or fishing. Then curl up by the fire in an intimate setting, listen to the birds from the front porch, or get your best writing done at the vintage desk! Supplies of tea, coffee and chocolate provided. Queen size bedroom loft with a trundle bed downstairs. Amenities include indoor shower and kitchenette.

13–20 Dec

€ 127 per night

Popular amenities for Portland holiday rentals

Stay near Portland's top sights

Oregon Zoo524 locals recommend
Moda Center204 locals recommend
Powell's City of Books976 locals recommend
Washington Park326 locals recommend
Washington Square162 locals recommend
Lloyd Center111 locals recommend

Other great holiday rentals in Portland

Guest favourite

Guest house in Portland

4.98 out of 5 average rating, 803 reviews

Cozy Portland Studio Apartment

3–10 Dec

€ 88 per night
Superhost

Flat in Northwest Portland

4.86 out of 5 average rating, 411 reviews

Bungalow Vibes in Nob Hill

19–26 Oct

€ 131 per night
Guest favourite

Guest house in Portland

4.97 out of 5 average rating, 443 reviews

Private & Cozy Casita

4–11 Aug

€ 111 per night
Guest favourite

Flat in Portland

4.96 out of 5 average rating, 404 reviews

Close-in, private Overlook retreat.

12–19 Feb

€ 92 per night
Guest favourite

Loft in Portland

5.0 out of 5 average rating, 275 reviews

Ash Street Loft- Urban chic, walk to downtown

16–23 Nov

€ 102 per night
Guest favourite

Guest suite in Milwaukie

4.98 out of 5 average rating, 252 reviews

Light Filled Garden Studio

5–12 Aug

€ 104 per night
Guest favourite

Farm stay in Hillsboro

5.0 out of 5 average rating, 357 reviews

Oakwood Gardens Studio• Alpaca Farm •Wine Country

11–16 May

€ 149 per night
Guest favourite

Guest suite in Portland

5.0 out of 5 average rating, 105 reviews

Historic Goose Hollow Guest Suite

10–17 Sep

€ 121 per night
Guest favourite

Guest suite in Portland

4.97 out of 5 average rating, 985 reviews

The Perch - Relax in style/Walkable Location!

25 Oct – 1 Nov

€ 150 per night
Guest favourite

Guest house in Portland

4.95 out of 5 average rating, 317 reviews

Rose City Garden Retreat-Monthly rental discount!

23–30 Nov

€ 130 per night
Superhost

Guest suite in Portland

4.81 out of 5 average rating, 170 reviews

Beautiful Cityscape Retreat 1 Bedroom 1 Bath

27 Nov – 4 Dec

€ 148 per night
Guest favourite

Guest suite in Estacada

4.97 out of 5 average rating, 225 reviews

Countryside Private Guest Suite-Estacada Farmhouse

4–11 Sep

€ 130 per night

Quick stats about holiday rentals in Portland

Total rentals

7K properties

Rentals with dedicated workspaces

4K properties have a dedicated workspace

Rentals with a pool

200 properties have a pool

Pet-friendly rentals

2.1K properties allow pets

Family-friendly rentals

2.7K properties are a good fit for families

Total number of reviews

565K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Multnomah County
  5. Portland