Guesthouse vacation rentals in Southeast Portland

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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 Eastmoreland

4.99 out of 5 average rating, 177 reviews

Eastmoreland Private Guest Suite by Reed College

Private Guest House Studio Apartment in one of SE Portland's historic neighborhoods - Eastmoreland. With quick access to all the best things Portland has to offer. Situated two blocks from Reed College entrance and a short walk to golfing, Sellwood, Westmoreland, and Woodstock restaurants as well as bus lines and the Trimet MAX Orange Line. If you are looking to explore the wonderful city of Portland, or if you are looking for a quiet comfortable tiny home retreat you have found your getaway!

May 16 – 23

€ 125 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

€ 122 per night

Guest favorite

Guesthouse in Portland

4.98 out of 5 average rating, 189 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.

Sep 7 – 14

€ 169 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 23 – 30

€ 121 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.

Oct 29 – Nov 5

€ 144 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.

Sep 3 – 10

€ 105 per night

Guest favorite

Guesthouse in Portland

4.99 out of 5 average rating, 273 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.

Aug 7 – 14

€ 128 per night

Guest favorite

Guesthouse in Woodstock

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.

Sep 6 – 13

€ 155 per night

Guest favorite

Guesthouse in Eastmoreland

4.98 out of 5 average rating, 216 reviews

Exceptional East Moreland Guesthouse/ Reed College

We take Covid 19 safety standards seriously! Artfully decorated street-level garden apartment in a quiet, residential neighborhood lined with 100 year old trees. 15 minute walk to Reed College and nearby hiking/cycling trails. Private garden patio, gas 'woodstove' in the living room- lots of ambiance and comfort. Fully equipped kitchen. Enjoy the complimentary HBO/ Netflix. We use nontoxic cleaning materials. #superhost

May 16 – 23

€ 164 per night

Guest favorite

Guesthouse 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.

Oct 13 – 20

€ 128 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.

Mar 27 – Apr 3

€ 78 per night

Guest favorite

Guesthouse in Buckman

4.97 out of 5 average rating, 157 reviews

Hawthorne Haven-Full kitchen, bathroom, & laundry

Our 400 sqare foot fully furnished studio is tucked away in the popular Hawthorne area of SE Portland. Less than 10 min drive to downtown, with a walk score of 91 and a bike score of 99, the neighborhood is quiet but allows access to everything including groceries, dining, shopping, and entertainment. We are within walking distance to many of the most popular establishments in Portland.

Oct 24 – 31

€ 114 per night