Guest house holiday rentals in Portland

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Top-rated guest house rentals in Portland

Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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Guest favourite

Guest house in Northeast Portland

4.98 out of 5 average rating, 111 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 Sep – 3 Oct

$140 SGD per night

Guest favourite

Guest house 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.

28 Oct – 4 Nov

$151 SGD per night

Guest favourite

Guest house in Beavercreek

5.0 out of 5 average rating, 139 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.

6–13 Oct

$163 SGD per night

Guest favourite

Guest house in Portland

4.96 out of 5 average rating, 402 reviews

Fresh North Portland Studio

Walk to Restaurants, Coffee Shops, Bars, Shopping, Mississippi Avenue District, MAX Yellow Line, Public Library, PCC-Cascade Campus. Beautifully furnished space with a fully stocked kitchen, high ceilings, comfy bed and custom-built features like the walk-in shower and kitchen bar. Bright and open indoor/outdoor living with French doors that open to a private patio. Great for couples, solo adventurers, and business travelers. Well-behaved dogs are permitted. No cats.

21–28 Mar

$152 SGD per night

Guest favourite

Guest house in Central Northeast Portland

4.92 out of 5 average rating, 654 reviews

Casa Chica PDX

A mini house in the Rose City Park neighborhood of the City of Roses that will make you feel right at home. Casa Chica is full of natural light, and a short walk away from Portland-caliber coffee, a local brewery, wood-fired pizza, bagels made fresh daily, a Mom n' Pop wine shop, an independent movie theater, two beautiful parks, groceries, and the best Vietnamese food in Portland (in our opinion). Follow us on Instagram for more photos, tips, and info: @casachicapdx

1–8 Dec

$144 SGD per night

Guest favourite

Guest house in Portland

4.97 out of 5 average rating, 385 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.

16–23 Sep

$121 SGD per night

Guest favourite

Guest house in Portland

4.97 out of 5 average rating, 124 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.

31 Aug – 7 Sep

$120 SGD per night

Guest favourite

Guest house in Portland

4.94 out of 5 average rating, 413 reviews

The Tiny Big Guest House

The Tiny Big Guest House is a detached studio cottage, cozy, private, and well-insulated. It's conveniently located for access to downtown and a short distance to local destinations for Portland's food/drinking/coffee/bakery/dessert/boutique scene. This a residential block where real people live with a wonderful group of diverse neighbors. We welcome ALL nationalities, religions, sexual orientations, & genders!

12–19 Jan

$127 SGD 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.

15–22 Sep

$170 SGD per night

Guest favourite

Guest house in Montavilla

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.

29 Sep – 6 Oct

$146 SGD per night

Guest favourite

Guest house in Portland

4.98 out of 5 average rating, 807 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.

26 Feb – 5 Mar

$87 SGD per night

Guest favourite

Guest house in Portland

4.96 out of 5 average rating, 173 reviews

Stunning Guest Home with Beautiful Garden

Stunning back yard guest house in beautiful Portland Neighborhood. Garden setting inside the city! A short walk to restaurants, grocery, shops, parks. Easy parking. Full, well-stocked kitchen. Coffee and tea provided for your first day. Please note that there are chicken and dogs on site. This home is not appropriate for people who are not comfortable with animals. Ample street parking.

13–20 Feb

$110 SGD per night