Holiday houses in Portland

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Top-rated holiday rentals in Portland

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Guest favourite

Yurt in Portland

4.99 out of 5 average rating, 1200 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.

15 – 22 Jan

$1,047 AUD total

Guest favourite

Guest suite in Troutdale

4.97 out of 5 average rating, 758 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!

30 Mar – 6 Apr

$1,529 AUD total

Guest favourite

Tiny home in Sandy

4.98 out of 5 average rating, 202 reviews

The Woodlands Hideout

The Woodlands Hideout is a small intentional retreat space, recently featured in Dwell. Designed and created with so much love, and with the hope that guests could immerse in the beauty of the natural world, but still offer some cozy and more essential comforts. You will love the large windows, the wood stove, and the calming aesthetic. Although the footprint of the space is small, we designed the experience to be outward focussed, so feels very expansive with the towering pine trees in view.

14 – 21 July

$2,157 AUD total

Guest favourite

Guesthouse in Portland

4.98 out of 5 average rating, 110 reviews

Spacious, bright garden studio on Peninsula Park

Explore the world-class restaurants, coffee shops and bars in the nearby Williams and Mississippi districts. Take a stroll around the award winning (and oldest) rose garden in the City of Roses across the street in Peninsula Park. At home, this second story studio has extra space in the meditation loft, a full kitchen, fast internet, and projector for streaming. Enjoy your private deck over the shared garden with hammock and H/C outdoor shower. Bus and train nearby with ample on-street parking.

26 Sept – 3 Oct

$1,436 AUD total

Superhost

Cabin in Corbett

4.84 out of 5 average rating, 140 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.

25 Nov – 2 Dec

$1,488 AUD total

Guest favourite

Guesthouse in Portland

4.97 out of 5 average rating, 538 reviews

The Westmoreland Lighthouse - Private studio in SE

We've dubbed this stunning, newly constructed detached studio the "Lighthouse" because of the way natural light pours through the 550-square-foot studio's many windows and dances off its walls and vaulted ceilings. An open loft offers soothing views. We are tucked into the Westmoreland neighborhood's quiet residential area, but are only a five minute walk from more than 20 restaurants and entertainment features. Westmoreland Park, Reed College and downtown Portland are just minutes away by car.

15 – 22 Jan

$1,500 AUD total

Guest favourite

Campervan/RV in Portland

5.0 out of 5 average rating, 134 reviews

Warm & cozy vintage camper in the woods of PDX.

Warm & cozy vintage trailer nestled next to Forest Park. Enjoy a fire pit, covered patio, uninterrupted woodland view, and hot, dreamy outdoor bath, all minutes to the center of PDX. Creature comforts all provided for a whimsical glamping experience. Forest Park Trailhead is steps away, Sauvie Island and the historic Cathedral Bridge are 5 minutes by car, and 10 minutes to Slab Town and Alphabet District. The beauty and privacy of this spot may make it hard to venture out. IG: @lilpoppypdx

15 – 22 Sept

$1,194 AUD total

Guest favourite

Guesthouse in Beavercreek

5.0 out of 5 average rating, 135 reviews

Muse Cabin in old growth forest w/cedar hot tub

Enjoy our beautifully remodeled cabin that is heated exclusively by the wood stove, on the edge of an old growth cedar forest on our 11 acre farm/vineyard. Relax on the deck built into the trees, and sleep in the cozy loft with ladder, as you soak in the nature around you. The cabin has a mini kitchen for cooking. The cute out house is just across the path, and is seasonally shared with other hip campers. We have a hot/cold shower at the hot tub. The cedar hot tub is next to the garden.

1 – 8 Sept

$1,349 AUD total

Guest favourite

Guest suite in Portland

4.88 out of 5 average rating, 751 reviews

Mississippi SkyNest

Enjoy your own private suite in North Portland, two blocks off trendy Mississippi Ave. 5 minutes to downtown Portland, and 20 min to the airport, and shops, restaurants, breweries all within walking distance! My home has no pets at the moment and children on the main floor, but you have your own entrance and deck to create privacy and tranquility. I am so excited to share our master suite with you and offer suggestions on request for all the wonderful things Portland has to offer!

7 – 14 July

$1,305 AUD total

Guest favourite

Guesthouse in Portland

4.97 out of 5 average rating, 382 reviews

Moss Rock Retreat - Near Leach Botanical Garden!

Moss Rock Retreat is a peaceful tiny home surrounded by an acre of hillside gardens. Tucked behind the magical Leach Botanical Garden in a forested neighborhood, Moss Rock has the serenity of a mountain retreat - but is only 20 minutes from downtown and PDX. Come for respite from the busy world, a quiet workspace, a creative getaway, a romantic weekend, or to explore the natural beauty of Oregon - all are possible in the comfortable intimacy of Moss Rock Retreat.

25 June – 2 July

$1,233 AUD total

Guest favourite

Guesthouse in Portland

4.97 out of 5 average rating, 121 reviews

The Perch PDX - Modern Studio on Division

A guesthouse in the SE Division/Hawthorne neighborhood that will make you feel right at home. The Perch PDX is light and bright. It's a short walk away from locally roasted coffee, farm-to-table fine dining, endless brunch options, a hip brewery and beer garden, bagels made fresh daily, authentic Mexican street tacos, a neighborhood wine bar, a fiercely independent movie theater, groceries, and some of the best Thai food in Portland.

1 – 8 Nov

$1,216 AUD total

Guest favourite

Guesthouse in North Portland

5.0 out of 5 average rating, 253 reviews

Colorful, spacious, light-filled guesthouse on MAX

Welcome to Juniper House! We designed our backyard guesthouse to be a bright, cozy loft, full of sunlight, exposed wood, tasteful furnishings and colorful finishes. Enjoy a private, 600-sq-ft space with an outdoor patio in a quiet, close-in Portland neighborhood, just blocks from light rail and within walking distance to a wide variety of great restaurants and watering holes. Perfect for couples and longer stays.

17 – 24 May

$1,682 AUD total