Holiday houses in Portland

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Top-rated holiday rentals in Portland

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Guest favourite

Guesthouse in Portland

4.98 out of 5 average rating, 113 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.

18 – 25 Sept

$1,416 AUD total

Guest favourite

Guesthouse in Portland

4.97 out of 5 average rating, 541 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.

26 Apr – 3 May

$1,484 AUD total

Guest favourite

Farm stay in Hillsboro

5.0 out of 5 average rating, 363 reviews

Oakwood Gardens Studio •Alpaca Farm• Wine Country

Experience an immersive farm adventure on 70-acres in the quaint community of Scholls, while being close to quality markets, great restaurants and exceptional vineyards. The Willamette Valley is recognized as one of the best Pinot Noir producing regions in the world. Enjoy hand-feeding alpacas and exploring paths in enchanting gardens and natural wetlands. Located six miles from Hillsboro and 14 miles from Portland. Offering seven unique and private accommodations. Please read all information.

7 – 14 Oct

$1,400 AUD total

Guest favourite

Campervan/RV in Portland

5.0 out of 5 average rating, 139 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

22 – 29 Oct

$1,161 AUD total

Guest favourite

Guesthouse in Beavercreek

5.0 out of 5 average rating, 143 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.

3 – 10 Nov

$1,311 AUD total

Guest favourite

Guest suite in Portland

4.95 out of 5 average rating, 318 reviews

Private Greenhouse Suite for 1 or 2 Guests

Elegant, private king bedroom suite with magical private greenhouse, private entrance, desk and ensuite bathroom. Enjoy radiant tile floor heat, charming greenhouse seating nook, spacious 2-person shower and an amenities cabinet with microwave, mini-fridge, teakettle & flatware - ideal for simple breakfasts or reheated leftovers. This spacious room is ideal for 1 or 2 guests who want an entirely separate private space and charming "interior garden" porch, but who don't need a full kitchen.

13 – 20 Feb

$1,552 AUD total

Guest favourite

Guesthouse in Portland

4.99 out of 5 average rating, 153 reviews

Grant Park Guest House

Newly built guesthouse in highly desirable Grant Park. Beautiful and relaxing one level space with vaulted ceilings, exposed beams, skylights and lots of natural light. All amenities: high speed internet, washer & dryer, full kitchen, memory foam mattress, TV, and private entrance with patio and cafe set. Easy check out! Location is close to everything: great restaurants, food cart pod, Whole Foods, Trader Joe's, Grant park, airport, and more! Walk score of 94. Great space for a get away!

18 – 25 Sept

$1,932 AUD total

Guest favourite

Apartment in Portland

4.97 out of 5 average rating, 207 reviews

Studio in Walkable Foodie Heaven

We're on a quiet side street – right around the corner from a dynamic gourmet restaurant scene. Take a short stroll to parks, live music, vintage shops, and a vintage movie theater. Walk, Lyft/Uber, bicycle, or use Portland’s amazing public transportation everywhere. Tall windows overlook greenery and a cozy front porch. Our family's 1900 house has been divided into 3 units. This unit is like an artsy hotel room (with microwave and mini fridge), but much more homey!

15 – 22 Feb

$962 AUD total

Guest favourite

Guesthouse in Portland

4.97 out of 5 average rating, 388 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.

11 – 18 Oct

$1,103 AUD total

Guest favourite

Guest suite in Portland

4.94 out of 5 average rating, 301 reviews

NE Portland Private Entry Studio-Walking Distance

1 block off of NE Williams avenue: A cool and trendy place to soak up your authentic Portland experience! Coffee shops, the BEST restaurants around, Bars, workout studios, shopping, CoCo Donuts and more. Studio space includes private separate entrance, backyard patio for your using, Kitchen (Fridge/freezer, toaster, microwave), en suite bathroom with shower, queen size bed, and large flat screen TV. WIFI included. Happy to give recommendations for a good time!

29 Oct – 5 Nov

$1,082 AUD total

Guest favourite

Guesthouse in Portland

4.97 out of 5 average rating, 131 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.

13 – 20 Nov

$1,180 AUD total

Guest favourite

Guesthouse in Portland

4.94 out of 5 average rating, 308 reviews

The Artist’s Nest

You'll love this private and comfortable artist's studio complete with your own outdoor deck and pergola. Enjoy a King size Casper bed to relax on. You can walk to the Montavilla bars/restaurants or up to the top of Mt. Tabor and grab a city view while you picnic. Located conveniently near the airport, downtown, public transit and freeways, whatever you have planned for Portland, this is a perfect launchpad.

13 – 20 Oct

$1,440 AUD total