Guesthouse vacation rentals in Southeast Portland

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Southeast Portland

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

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Guest favorite

Guesthouse in Woodstock

4.98 out of 5 average rating, 745 reviews

Woodstock Tiny House

Detached, very small (300 sq ft) guest house in the Southeast Portland neighborhood of Woodstock. Lots of walkable eateries as well as New Seasons and Safeway within a 5 minute walk. Close to Reed College, Woodstock Village, Springwater Trail, Southeast Portland Neighborhoods, Public Transportation. You’ll love the location, the outdoors space, and the ambiance. Good for couples, solo adventurers, and business travelers. TV (Netflix enabled!), A/C (summer months), heat, coffee, fridge/freezer.

Guest favorite

Guesthouse in Woodstock

4.98 out of 5 average rating, 437 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 favorite

Guesthouse in Portland

4.97 out of 5 average rating, 593 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 favorite

Guesthouse in Portland

4.95 out of 5 average rating, 137 reviews

The Hawthorne Hideaway

Tiny house living at it's best! This is the perfect spot to feel like a local & includes driveway parking, a huge bonus in our neighborhood. Just a block off Hawthorne in the heart of SE Portland, our place is equipped with everything you need in your home away from home: a full kitchen, comfy queen bed, newly finished bathroom with an enormous shower, private covered patio and lots of space to unwind. Walk to tons of shops and restaurants and an organic grocery store - all just steps away!

Guest favorite

Guesthouse in Portland

4.91 out of 5 average rating, 614 reviews

Studio Guesthouse SE Portland

New Memory Foam Mattress (Jan.2024) 43" TV on an adjustable wall mount AirBnB COVID-19 Cleaning in place w/cleaning supplies for your use. You will love our Southeast Studio with Private Entrance, patio, seating & garden. Near Mount Tabor Park, restaurants and bus stop. The Studio is great for couples, solo adventurers, business travel, and small families. Quiet neighborhood vibes. Yummy snacks, Coffee and Tea Portable A/C installed June - mid September Fan in unit after A/C removed

Guest favorite

Guesthouse in Portland

4.95 out of 5 average rating, 437 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 favorite

Guesthouse in Mt. Tabor

4.96 out of 5 average rating, 882 reviews

Hawthorne Sunnyside Cottage

The cottage is a small, detached room with a full size bed, private bath, separate entrance, plus a beautiful patio with a relaxing seating area and fountain. Located between Hawthorne Blvd and Belmont St and a short walk to many restaurants, coffee shops, pubs, shopping, bus stops as well as Mount Tabor and Laurelhurst Parks. We welcome guests from all backgrounds, however the space is not suitable for pets or children. We don't charge a cleaning fee!!

Guest favorite

Guesthouse in Mt. Tabor

4.95 out of 5 average rating, 138 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, feel cozy yet roomy, fitting a lot into a small space - with vaulted ceilings, a ceiling fan, full kitchen, bathroom, a bed alcove 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 favorite

Guesthouse in Woodstock

4.92 out of 5 average rating, 199 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 favorite

Guesthouse in Portland

4.94 out of 5 average rating, 447 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 favorite

Guesthouse in Portland

4.95 out of 5 average rating, 247 reviews

Sweet SE Studio Cottage

Lovely cottage in SE Portland neighborhood. Bright and quiet. Easy, free parking. Nice park at the end of the block with skateboard park, soccer field, basketball court, and playground. Great public transportation: 2 frequent bus lines within 1.5 blocks. By car, 15 minutes to downtown Portland, 30 minutes to Multnomah Falls, and 1 hour to Mt Hood skiing!

Guest favorite

Guesthouse in Portland

4.96 out of 5 average rating, 126 reviews

Backyard Studio Hideaway - ECO FRIENDLY!

Light and bright outer SE Portland backyard studio has a tranquil and private atmosphere for enjoying a cup of coffee in the yard while birds chirp. Fully equipped kitchen. Close to food options galore at Cartlandia. Steps from biking on the Springwater Corridor and close to bus lines. Check out this little oasis in the city.