Guest house holiday rentals in Southeast Portland

Find and book unique guest house rentals on Airbnb

Top-rated guest house rentals in Southeast Portland

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

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Guest favourite

Guest house in Woodstock

4.98 out of 5 average rating, 382 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.

Guest favourite

Guest house in Portland

4.97 out of 5 average rating, 545 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.

Guest favourite

Guest house in Portland

4.92 out of 5 average rating, 128 reviews

Modern Luxe Loft on the Hawthorne Strip

Welcome to your perfect Portland stay! This cozy and modern Loft is located steps from famous food carts and the Hawthorne strip, which is the best place to walk and shop in all of PDX. It is a brand new build with sleek, minimal fixtures, mixed with vintage-inspired textiles and bold color pops- eclectic, just like our city! The space is perfect for stylish travelers or for the professional that wants a quiet yet luxurious place to work-comfort, style, and convenience! A perfect stay!

Guest favourite

Guest house in Portland

4.98 out of 5 average rating, 191 reviews

Lovely SE Portland cottage with EV charger

This sweet cottage is two blocks from the original Stumptown Coffee and easy walking distance to Mt. Tabor Park, Division St and Hawthorne Blvd. restaurants and shops. With no steps, wide doorways and a curbless shower, wheelchair access may be possible. Three Tri-Met bus routes are closeby and a Portland Bike Share station a short walk away. We are 15-20 minutes by transit to downtown. We welcome travelers from all walks of life and look forward to hosting you in Portland.

Guest favourite

Guest house in Portland

4.95 out of 5 average rating, 392 reviews

Newly built studio in perfect SE location

A cozy newly renovated space with a modern motif. Plenty of natural light, high ceilings. Large walk in shower,walk in closet, washer +dryer and kitchenette with microwave. Queen size bed with European style bedding:fitted sheet, pillows and king size duvet with duvet cover, NO FLAT SHEET or TOP SHEET. The apartment is located in one of the best neighborhoods on the east side.Close to downtown, bus lines, bikes and scooters rental,shopping,casual and fine dining.

Guest favourite

Guest house in Portland

4.94 out of 5 average rating, 120 reviews

Modern Urban Retreat + Sauna

Our modern urban guest house is a completely private space, accessible by a separate walkway, and has an outdoor patio. We designed the space to be light-filled and modern, feel roomy yet cozy, fitting a lot into a small space - with vaulted ceilings, a ceiling fan, full kitchen, bathroom, a bedroom with a comfy queen mattress and soft bedding and lots of extra touches. Our 335 sq ft guest house is fitted with all you'll need for your time in Portland.

Guest favourite

Guest house in Portland

4.97 out of 5 average rating, 132 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.

Guest favourite

Guest house in Portland

4.99 out of 5 average rating, 277 reviews

The Loft: Modern Open space in Southeast Portland

An open, airy, private, and stylish space located over a detached garage behind the main house. This is a great neighborhood that is close to public transportation and major roads. Easily walk to bike rentals, food carts, restaurants, local bars, and main shopping areas. We are looking to provide a safe and comfortable space. We love to give suggestions and recommendations on places and things to do while in Portland and Oregon.

Guest favourite

Guest house in Portland

4.93 out of 5 average rating, 176 reviews

Charming, private 2-level guesthouse-Woodstock

**No list of chores to do at the end of your stay!** Vaulted ceilings, fully private 2 level home. Chef’s kitchen, AC, patio, designer decor and architecture. Contact-less, private self checkin. New Guest House in quiet residential area, upscale Eastmoreland-15 mins from downtown Portland. One bedroom/one bath. Within 10 minutes’ walk is Woodstock Ave-full of cafes, bars, bakeries, and shopping. Ample parking on the street.

Guest favourite

Guest house in Portland

4.94 out of 5 average rating, 419 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!

Guest favourite

Guest house in Montavilla

4.94 out of 5 average rating, 309 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.

Guest favourite

Guest house in Portland

4.95 out of 5 average rating, 176 reviews

Stunning Guest Home with Beautiful Garden

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