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, 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.

Sep 29 – Oct 6

G$16,804 GYD per night

Guest favorite

Guesthouse in Montavilla

4.95 out of 5 average rating, 394 reviews

Tabor Cottage: Detached Guest House SE Portland

Mt. Tabor Cottage is a quiet, cozy, detached one bedroom house.with a private, fenced patio. In the South Tabor neighborhood, we are close to Mt. Tabor park and walking distance to several restaurants. It's a 15 minute car ride to the airport or about 17-20 minutes to downtown Portland and only a 5 -7 minute drive to Montavilla, Division St and Hawthorne Blvd restaurants, bars and shopping. Street parking is always available on the block, often next to property or within 150ft, 30 second walk!

Sep 17 – 24

G$19,980 GYD per night

Guest favorite

Guesthouse in Portland

4.98 out of 5 average rating, 188 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.

Jul 20 – 27

G$30,800 GYD per night

Guest favorite

Guesthouse in Portland

4.95 out of 5 average rating, 387 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.

Jul 18 – 25

G$21,574 GYD per night

Guest favorite

Guesthouse in Portland

4.97 out of 5 average rating, 387 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.

Sep 4 – 11

G$18,112 GYD per night

Guest favorite

Guesthouse in Laurelhurst

4.96 out of 5 average rating, 110 reviews

Modern and Bright Laurelhurst Abode

Our one bedroom cottage is completely private, accessible by a separate walkway, and has an outdoor patio. Extra time was spent choosing finishes and creating a modern, comfortable, and light-filled space. You’ll find everything you need for a weekend in Portland, or a long-term stay. We’ve outfitted a full kitchen, full bathroom with luxurious tub and plush towels, a bedroom with a queen mattress and soft bedding, washer and dryer, and lots of extra touches.

Sep 5 – 12

G$26,773 GYD per night

Guest favorite

Guesthouse in Mt. Tabor

4.94 out of 5 average rating, 117 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.

Jul 6 – 13

G$25,499 GYD per night

Guest favorite

Guesthouse in Portland

4.97 out of 5 average rating, 131 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.

Nov 5 – 12

G$17,788 GYD per night

Guest favorite

Guesthouse in Portland

4.99 out of 5 average rating, 272 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.

Jul 30 – Aug 6

G$22,677 GYD per night

Guest favorite

Guesthouse in Portland

4.94 out of 5 average rating, 360 reviews

Cozy Cottage in Mt. Scott

The cottage has everything you'll need for your Portland adventures! It comes fully equipped with a well stocked kitchen, outdoor patio, and lots of natural light. You'll have quick access to shops, restaurants and bars in the Woodstock/Mt. Scott neighborhoods. Highlights include Mt. Scott Park, Double Mountain Brewing, Bella's Italian Bakery, The Portland Mercado, Cartlandia, Cloud City Ice Cream and New Seasons Market.

Jul 16 – 23

G$18,364 GYD per night

Guest favorite

Guesthouse in Montavilla

4.94 out of 5 average rating, 308 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.

Aug 28 – Sep 4

G$21,985 GYD per night

Guest favorite

Guesthouse in Buckman

4.98 out of 5 average rating, 808 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.

Feb 26 – Mar 5

G$13,037 GYD per night