Guesthouse vacation rentals in Portland

Find and book unique guesthouse rentals on Airbnb

Quick stats about guesthouse rentals in Portland

  • Total vacation rentals

    Explore 540 vacation rentals in Portland

  • Nightly prices starting at

    Portland vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

  • Verified guest reviews

    Over 100,630 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 100 rentals that welcome pets

  • Rentals with dedicated workspaces

    290 properties have a dedicated workspace

  • Wi-Fi availability

    530 of Portland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Portland rentals

  • 4.9 Average rating

    Portland stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Portland's top spots, include Oregon Zoo, Moda Center, and Powell's City of Books

Top-rated guesthouse rentals in Portland

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

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Top guest favorite
A welcoming exterior view of the cottage is shown, featuring a manicured front garden filled with various shrubs and seasonal flowers. The white brick façade of the home contrasts with the lush greenery, while large windows allow for ample natural light to enter the space.
Guesthouse in Woodstock
4.98 out of 5 average rating, 613 reviews

Cozy Guest Cottage in Woodstock Neighborhood

A bright and cozy cottage located near Reed College, Woodstock's restaurants/coffeehouses, Trader Joe's and public transit. This residential neighborhood is ideal for a quiet retreat for all visitors. The private guesthouse is outfitted to make your stay comfortable including a spacious bathroom with a walk in shower and a heated floor. Plus, you may want to enjoy a cup of coffee on your own patio located behind the Airbnb. As an added bonus, breakfast items and home baked treats are provided.

Top guest favorite
The exterior of the home is highlighted by contemporary design elements and a clean white facade. A flowering tree adds a touch of color, while large glass doors invite natural light into the living area. Surrounding landscaping is thoughtfully arranged with minimalistic plantings.
Guesthouse in North Portland
4.99 out of 5 average rating, 566 reviews

Accessible, AIA-Award Winning, Urban Garden Oasis

A nurturing place with abundant light, garden views, & access to the best Portland food. “The best Airbnb I’ve ever stayed in!” - frequent guest comment. - American Institute of Architects Award to designer Webster Wilson - Upscale amenities & European fixtures - Quiet NoPo neighborhood tree-lined street, minutes from downtown - Fully equipped kitchen w/ fresh local coffee - Indoor & outdoor dining - See photo captions for more details - Trained Service Animals welcome; no pets nor ESAs

Top guest favorite
A detached studio features a charming A-frame design, surrounded by lush greenery. A stone patio with outdoor seating complements the inviting entrance, where large windows allow natural light to fill the space. The setting provides a serene atmosphere, ideal for relaxation.
Guesthouse in Portland
4.98 out of 5 average rating, 688 reviews

The Westmoreland Lighthouse - Private studio in SE

We've dubbed this stunning, fully 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.

Top guest favorite
An open-space studio features high ceilings with wooden beams, enhancing the airy feel. A queen-sized bed is set against the wall with soft linens. A small kitchenette and dining area are visible, with a full bathroom enclosed in glass. Natural light brightens the interior.
Guesthouse in Woodstock
4.96 out of 5 average rating, 513 reviews

SE Portland Guest Cottage

The guest cottage offers self check-in. It is located in a quiet neighborhood in SE Portland. High ceilings make this studio airy and bright. We think of it as a perfect hotel room without the hotel. The small galley kitchen has everything you need to cook a gourmet meal including filtered water. There is a full bathroom with tub and shower. The cottage stands on its own making it perfect for coming and going as you please. City of Portland Permit #24 013532

Top guest favorite
The cottage exterior is nestled within lush greenery, featuring a textured, light-colored stucco façade and a distinctive triangular roof. Surrounding plants and stones create a serene landscape, complemented by wooden steps leading to the entrance, enhancing the inviting and private atmosphere.
Guesthouse in North Portland
4.97 out of 5 average rating, 460 reviews

The Green Door PDX: A European Inspired Cottage.

A bolthole created from passion by Kaemingk Collection, The Green Door PDX was designed to provide a unique respite from the energy of Portland while being conveniently located only minutes from downtown and popular shopping/eating districts. We have taken queues from Europe and built a traditional field cottage tucked into the landscape at the front of the property and surrounded it with mature greenery for an inviting welcome and ultimate privacy for our guests.

Guest favorite
An open layout features a kitchen with a central island and two chairs, complemented by stainless steel appliances. Natural light streams through a window overlooking greenery. A spiral staircase leads to the loft bedroom, while polished wooden flooring enhances the inviting ambiance.
Guesthouse in Portland
4.96 out of 5 average rating, 167 reviews

The Loft in Hawthorne Tabor

Loft style guest house with private entrance & private porch in a quiet and convenient Hawthorne Tabor neighborhood. Location: Explore the many restaurants, bars, boutiques, etc in less than 10 min walk along SE Hawthorne Blvd including: Por Que No?, Tabor Bread, New Seasons, Farmhouse Kitchen Escape to the tranquility of Mt Tabor park & trails after an enjoyable 20 min walk through West Tabor neighborhood 15 min drive to PDX Airport 15 min drive to Downtown

Top guest favorite
A warm sleeping area features a spacious bed framed by two wooden nightstands with lamps. A bright yellow throw blanket lays across the bed. The walls are painted a deep teal, and natural light enters through a window with a beige shade. A decorative piece on the wall adds character.
Guesthouse in Northeast Portland
4.99 out of 5 average rating, 502 reviews

Cozy, Stylish Bungalow w/ Fireplace & Full Kitchen

Enjoy a comfy retreat in this cozy and bright studio with a private bathroom, air conditioning, fireplace, full kitchen and work desk. Conveniently located within walking distance to local restaurants, coffee shops, retail stores, and parks. Centrally located in Portland and just 3 miles from downtown. Take a stroll through Historic Irvington and enjoy some of the most beautiful homes and old growth trees that Portland has to offer.

Top guest favorite
An open living area is highlighted by large windows that invite ample natural light. The space features a comfortable couch adorned with yellow and gray cushions, a modern coffee table, and a cozy armchair. The kitchen is seamlessly integrated, showcasing sleek cabinetry and appliances.
Guesthouse in Portland
4.98 out of 5 average rating, 166 reviews

The Kenilworth Guest House

Showcased in the Modern Home tour of Portland, this newly built ADU is the amazing creation of Portland architect Webster Wilson. A private, airy and elegant oasis set in urban Portland. A glass house with intentional frosted glass to ensure privacy. Escape and experience the elegant grace of this unique guesthouse. Threading the needle of a city lot, the Kenilworth House lives along side a 1905 Victorian, where the host resides.

Top guest favorite
Guesthouse in Vancouver
5 out of 5 average rating, 156 reviews

Fern Cottage

Fern Cottage is a magical retreat in the heart of Vancouver! Relax and enjoy beauty, style and peaceful tranquility — all within walking distance to great bars, restaurants, coffee shops and grocery stores. Whether you're seeking a romantic staycation or exploring the PNW...we are a guest favorite! This private guest house features its own entryway, private, fully fenced yard, patio and hot tub. City of Vancouver permit: BLR-83994

Top guest favorite
A bright living area is furnished with a gray sofa, two armchairs, and a wooden coffee table. Large windows provide views of surrounding foliage, while natural light fills the space. A small dining table with floral decor is positioned nearby, enhancing the cozy ambiance.
Guesthouse in St. Johns
5 out of 5 average rating, 159 reviews

Canopy Loft PDX

The Canopy Loft is a sun filled, second story studio designed and built by my husband and I to be a cozy home away from home. The window views are full of foliage making you feel like you're up in the trees, hence the name. Our neighborhood is quiet and calm, and we are walking distance from downtown St Johns as well as many parks. The studio can also be turned into your own personal movie theater!

Top guest favorite
The spacious interior features tall ceilings and an open layout. A comfortable seating area with a blue couch sits near a bright window. The well-equipped kitchen and dining space are visible, alongside a sleeping area with neatly rolled towels on the bed.
Guesthouse in Northeast Portland
4.91 out of 5 average rating, 667 reviews

Luxe Garden Cottage in Central PDX

✦ Beautiful new guest cottage located in the Historic Irvington neighborhood. ✦ Located a mere 6-10 minutes from downtown. ✦ Tall ceilings and gorgeous A-Frame house ✦Walk, bike or drive to the many cafes, shops and restaurants at nearby destination neighborhoods, including Alberta Arts District (1.5 miles), Broadway, (.5 miles) Williams District (.9 miles), Mississippi Ave. (1.5 miles)

Top guest favorite
The bedroom features a spacious bed dressed in neutral tones, complemented by a cozy seating area and natural light streaming through large roll-up garage doors. Artwork adorns the wall, while plush throw pillows add comfort to the lounge chairs.
Guesthouse in Northeast Portland
4.97 out of 5 average rating, 1,006 reviews

Explore Portland on Foot from Your Modern Retreat

Welcome to The LoftHaus. Stroll through a luscious landscaped garden and past a bubbling fountain to reach this light-filled, creative living space. A roll-up glass garage door in the bedroom offers a connection with the outside world while flooding the room with natural light. Accepting guests and implementing extra cleaning protocols. Excellent wireless internet speeds!

Popular amenities for Portland guesthouse rentals

When is the best time to visit Portland?

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Avg. priceﺩ.ﺇ 349ﺩ.ﺇ 349ﺩ.ﺇ 360ﺩ.ﺇ 353ﺩ.ﺇ 364ﺩ.ﺇ 386ﺩ.ﺇ 400ﺩ.ﺇ 404ﺩ.ﺇ 375ﺩ.ﺇ 367ﺩ.ﺇ 367ﺩ.ﺇ 364
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