Vacation rentals in Southeast Portland

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Top-rated vacation rentals in Southeast Portland

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

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Guest favourite

Home in Portland

4.91 out of 5 average rating, 123 reviews

Richmond Garden House

Enjoy a bottle of local wine on the house when check-in to the incredible Richmond Garden House. You'll get the entire house's finished space, large backyard w/ deck, grill & fire pit in this extremely clean, private space. Close to PDX’s most famous eateries in an awesome walkable neighborhood with easy parking, plenty of stores, conveniences & urban shopping. The home is full of comforts: premium bedding, stocked kitchen, high speed internet, gas fireplace, and great entertainment options.

Jan. 4 – 11

$174 CAD per night

Guest favourite

Guesthouse in Montavilla

4.95 out of 5 average rating, 393 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. 19 – 26

$177 CAD per night

Guest favourite

Home in Portland

4.91 out of 5 average rating, 181 reviews

Charming South Tabor Apartment!

Charming, remodeled, clean one-bedroom basement apartment with some natural light. Private entrance and patio. In a quiet, safe SE neighborhood central for exploring Portland. Walk to Mt. Tabor Park. Furnished in mid-century style, with high-end cotton linens, bedding and towels; full kitchen and bathroom. Large flat-screen TV, full Cable, HBO, etc. Very reliable WiFi. We welcome all nationalities, ethnicities and creeds. We are LGBT-friendly! We’re 420 friendly outside in the private patio.

Jan. 30 – Feb. 6

$145 CAD per night

Guest favourite

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

$255 CAD per night

Guest favourite

Guesthouse in Portland

4.95 out of 5 average rating, 386 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. 24 – 31

$177 CAD per night

Guest favourite

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.

Oct. 7 – 14

$224 CAD per night

Guest favourite

Guesthouse in Mt. Tabor

4.94 out of 5 average rating, 116 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.

Nov. 9 – 16

$212 CAD per night

Guest favourite

Guesthouse in Portland

4.97 out of 5 average rating, 130 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

$154 CAD per night

Guest favourite

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.

Aug. 10 – 17

$187 CAD per night

Guest favourite

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.

Oct. 6 – 13

$187 CAD per night

Guest favourite

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. 22 – 29

$114 CAD per night

Guest favourite

Guesthouse in Portland

4.96 out of 5 average rating, 174 reviews

Stunning Guest Home with Beautiful Garden

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

Feb. 19 – 26

$153 CAD per night