Holiday rentals 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, 1199 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.

5–12 Mar

£78 per night

Guest favourite

Guest house 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.

15–22 Sept

£107 per night

Guest favourite

Guest house in Portland

4.97 out of 5 average rating, 537 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.

13–20 Nov

£112 per night

Guest favourite

Campervan/Motorhome in Portland

5.0 out of 5 average rating, 130 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

2–9 Oct

£89 per night

Guest favourite

Guest suite in Portland

4.97 out of 5 average rating, 207 reviews

“Nos Sueños” Modern Private Forest Retreat

Exclusive guest suite in striking new modern home tucked into the forested ridgelines of the Tualatin Mountains north of Portland. Floor to ceiling windows frame private views of the natural forest landscape, and offer plenty of natural light. Private guest entry, covered patio with fire-pit and architectural style featured in the 2020 Portland Modern Homes Tour delight. It's just a short walk to our Nos Suenos Farm property and vineyard valley views. Perfect single or couple getaway retreat!

17–24 Apr

£111 per night

Guest favourite

Guest house 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.

22–29 Mar

£101 per night

Guest favourite

Guest house 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.

5–12 Aug

£87 per night

Guest favourite

Guest house in Southwest Portland

5.0 out of 5 average rating, 261 reviews

Newly Built Guesthouse with Private Courtyard

Newly built one-bedroom guesthouse with charming private backyard in the popular Maplewood neighborhood. Light-filled, open floor plan with vaulted ceilings. Walk to Maplewood Coffee & Tea. Located 1 ½ miles from Multnomah Village, 3-4 miles from downtown Portland, Lewis & Clark College and OHSU, 7 miles from Nike. Easy day trips to the Oregon Coast, Columbia River Gorge, Mt Hood, and Yamhill County’s Wine Country. ASTR Permit #18-220704-HO

27 Mar – 3 Apr

£143 per night

Guest favourite

Guest house 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

£91 per night

Guest favourite

Guest house in 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

£126 per night

Guest favourite

Guest house in Portland

4.94 out of 5 average rating, 306 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.

3–10 Sept

£111 per night

Guest favourite

Guest house in Portland

4.98 out of 5 average rating, 805 reviews

Cozy Portland Studio Apartment

The space is a well appointed, comfortable studio apartment. It is an ADU at the back of the main house. All the amenities that one would desire are provided (wifi, internet, cable TV, washer & dryer, fridge, dishwasher, stove, microwave, AC, cooking utensils, etc., etc). It is also very modern and clean, with a private entrance and keyless entry. Close to many restaurants, bars and coffee shops.

13–20 Jan

£67 per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Portland holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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 suite in Northwest Portland

4.97 out of 5 average rating, 211 reviews

Washington Park Suite - Near Rose Gardens

4–11 Oct

£133 per night

Guest favourite

Guest house in Portland

4.97 out of 5 average rating, 452 reviews

Private & Cozy Casita

22–29 Mar

£97 per night

Guest favourite

Home in Portland

4.96 out of 5 average rating, 341 reviews

Portland Southwest Suite Stay

18–25 Sept

£70 per night

Guest favourite

Cottage in Portland

5.0 out of 5 average rating, 157 reviews

Urban Cottage with Sauna

12–19 Sept

£141 per night

Guest favourite

Home in Portland

4.91 out of 5 average rating, 123 reviews

Richmond Garden House

16–23 Jan

£82 per night

Guest favourite

Guest suite in Troutdale

4.97 out of 5 average rating, 757 reviews

Amazing VIEW & Private Entry/Jetted Tub near Falls

14–21 Jan

£114 per night

Guest favourite

Guest house in Portland

4.96 out of 5 average rating, 173 reviews

Stunning Guest Home with Beautiful Garden

13–20 Feb

£90 per night

Superhost

Cabin in Corbett

4.84 out of 5 average rating, 140 reviews

The Pines & Cherries Cabin Retreat in the Gorge

24 Sept – 1 Oct

£111 per night

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Quick stats about holiday rentals in Portland

Total rentals	6.6K properties
Rentals with dedicated workspaces	3.8K properties have a dedicated workspace
Rentals with a pool	190 properties have a pool
Pet-friendly rentals	2.1K properties allow pets
Family-friendly rentals	2.6K properties are a good fit for families
Total number of reviews	543K reviews

Holiday rentals in Portland

Top-rated holiday rentals in Portland

Yurt in Portland

Guest house in Portland

Guest house in Portland

Campervan/Motorhome in Portland

Guest suite in Portland

Guest house in Beavercreek

Guest house in Portland

Guest house in Southwest Portland

Guest house in Portland

Guest house in Portland

Guest house in Portland

Guest house in Portland

Holiday rentals for every style

Cabins

Flats

Cottages

Popular amenities for Portland holiday rentals

Stay near Portland's top sights

Other great holiday rentals in Portland

Guest suite in Northwest Portland

Guest house in Portland

Home in Portland

Cottage in Portland

Home in Portland

Guest suite in Troutdale

Guest house in Portland

Cabin in Corbett

Quick stats about holiday rentals in Portland

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Destinations to explore