Holiday houses in Southeast Portland

4.91 out of 5 average rating, 156 reviews

A modern bathroom is featured with a deep soaking tub and sleek wood vanity. A round mirror and stylish light fixtures provide illumination. Neutral-toned tiles add warmth to the space, while a small plant decorates the bathtub area.

Home in Portland

Hawthorne House - A+ Location! Pet Friendly!

Killer location!! An ez 2 min walk down the street from Hawthorne/Division in SE Portland! Enjoy the best restaurants, shops, bars PDX offers! Centrally located in great neighborhood! Main floor unit w/private access! Self check in! Bright and airy living spaces! Fully equipped kitchen for preparing delicious meals. Full sized wash/dryer. High speed Wi-Fi. Cozy bedroom w/plush queen-sized bed. Clean and modern bathroom stocked w/essentials. I'm excited to host you during your visit to PDX!!

FamilyValueQuiet

4.94 out of 5 average rating, 507 reviews

A sunlit open-plan living area features a spacious kitchen island with bar stools and stainless steel appliances. Comfortable seating is arranged around a television, with dining space for four visible. Large windows and French doors illuminate the area, leading to the private garden patio.

Bungalow in Portland

The Backyard Bungalow! Big Living; Small House

The Backyard Bungalow - featured on Portland's ADU tour - is the perfect hideaway amidst uncertain times. With its own secluded pathway, and detached from the main house, it offers as much privacy as desired. Once inside however, its 16ft vaulted ceiling and sunlit open-plan living area surprises with a sense of spaciousness and comfort. Its inner SE location is walking distance to Division St. restaurants and cafes, food carts, parks and playgrounds, as well as being a "biker's paradise".

ValueLocationHeating

4.96 out of 5 average rating, 282 reviews

Home in Mt. Tabor

Mount Tabor Hideaway

Mt Tabor Hideaway is a fully stand-alone guesthouse at the back of our lot. Located at the foot of Mt Tabor, near SE Division & 60th. Enjoy privacy & comfort in its bright, modern & clean space. 2 BR with 3/4 Ba on each level, full kitchen, heat & A/C. French doors lead to your private outdoor patio. Reliable high speed internet, 600 mbps. Small smart TV. Enjoy a misty morning, drizzly afternoon or evening walk in Mt Tabor Park in a friendly neighborhood. City permit # 18–1 37613–0 00–00 – HO

ValueLocationParks

A light-filled living area features two armchairs positioned beside large windows, showcasing views of surrounding greenery. A plush sofa offers a comfortable seating option, while a small, decorative table holds a plant. A television is mounted on the wall, enhancing the modern design.

5.0 out of 5 average rating, 126 reviews

Chic Belmont retreat w/tree views & king bed!

Experience weird and wonderful SE Portland from a serene, newly-built home in a walkable/bikeable neighborhood with king bed and lots of light! Wake up well rested and open curtain on floor to ceiling windows to morning light. Enjoy the full kitchen & soaker tub in a breathtaking architect-designed home perfect for foodies, couples, and remote work. Great location just steps from bakeries, shops, parks and taprooms. Discover the quirky character and trendy eats of Belmont-Hawthorne-Tabor!

ValueLocationCleanliness

4.98 out of 5 average rating, 477 reviews

A charming exterior of a single-story home is surrounded by lush green lawn and colorful flower beds. Large windows allow natural light to fill the interior. A welcoming front entrance features a classic door beneath a small overhang.

Apartment in Portland

Elegant SE Portland/Reed College BLUE MOON SUITE

The Blue Moon Suite is a cool, comfortable and convenient apartment within a home to stay if you're visiting Reed College, are in Portland for business (downtown is only 15 mins away) or if you are just touring the city. We look forward to welcoming you into our home and aim to make your stay as comfortable as possible while taking your privacy seriously & offering private access to an elegantly decorated yet comfortable one bedroom lower level apartment with everything that you might need.

FamilyValueLaundry

A detached studio features a charming A-frame design, surrounded by lush greenery. A stone patio with outdoor seating complements the inviting entrance, where large windows allow natural light to fill the space. The setting provides a serene atmosphere, ideal for relaxation.

4.98 out of 5 average rating, 698 reviews

The Westmoreland Lighthouse - Private studio in SE

We've dubbed this stunning, fully 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.

FamilyValueAccuracy

4.95 out of 5 average rating, 145 reviews

A spacious living area features a light grey sectional sofa adorned with red and white cushions. A glass coffee table sits on a soft area rug, while a low television console displays decorative items. Large windows provide natural light, revealing a view of greenery outside.

Home in Portland

The Plex PDX

Live Like a Local! The Plex will immerse you in mid century style and vintage charm with privacy and modern comforts-all in the heart of Portland. Sip coffee on the patio while you plan your adventures. Eat, drink, and play in this walkable central neighborhood. Just a few blocks from destination casual and upscale dining, coffee shops, boutiques, and historic Laurelhurst Park and Theater. Perfect for up to 4 people with driveway parking and a garage to store bikes and other gear.

LocationFamilyAir conditioning

4.97 out of 5 average rating, 367 reviews

A charming exterior of a light yellow, shingle-style house is shown. The home features a welcoming front porch with white railings. Steps lead up to the entrance, surrounded by well-maintained greenery and potted plants. A garage is visible at the front of the property.

Guest suite in Portland

SE Division Hideaway

The Hideaway is a clean, cozy and spacious basement apartment; located in the heart of SE Portland. An easy walk to SE Division Street provides great coffee, groceries, restaurants, brewpubs, boutique retail, theaters, parks, public transit and more. The space has its own heating/AC system, independent of the rest of the house. Street parking is ample. The location is urban & peaceful. This is a strictly non-smoking property. LGBTQIA friendly. All good people are welcome!

ValueLocationAccess

A cozy bedroom features a spacious bed adorned with a patterned duvet and decorative pillows. A flat-screen TV is mounted on the wall, while a small dining table with two chairs is positioned nearby. Natural light filters in through the windows, highlighting the wooden floors.

4.96 out of 5 average rating, 576 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.

FamilyValueComfort

A modern garden retreat with sleek black exterior features a welcoming entrance framed by natural greenery. Concrete pathways lead to a patio area with seating, and large windows invite light into the space. The surrounding wooden fence provides privacy in a serene outdoor setting.

4.99 out of 5 average rating, 420 reviews

Award-Winning Guest House with Private Entrance

Featured in Dwell Magazine; Winner of “Best Whole House Design” by Oregon Home Magazine, this spacious urban garden retreat has one-bedroom with a luxurious king bed, full bathroom, and fully equipped kitchen. Tucked away in a tranquil urban oasis, the space is filled with natural light and boasts a private garden entrance. Wake up refreshed in the crisp, white bedroom and slide open the rustic barn door for a coffee on the patio of this zen retreat.

LocationFamilySolo travel

4.91 out of 5 average rating, 404 reviews

A modern living area is presented with a light gray sofa adorned with patterned cushions. A wooden coffee table sits in front, while the open kitchen and dining area are visible in the background, featuring a dining table and various appliances.

Apartment in Woodstock

Clean, Bright & Quiet 2 Bed apt. Pets Welcome!

Welcome to a calm & open space to relax while you explore Portland. A new purposed planned apartment that is full of original art, murals, amenities and peaceful design features. We LOVE your pets & welcome them to stay with you! Each pet is $25 per reservation. The Light house is near great restaurants, fun Portland neighborhood bars, ice-cream parlors, famous Portland food cart scenes, boutique supermarkets, parks & much much more.

ValueFamilyAccess

Superhost

Apartment in Portland

Portland's Best 1BD in Hawthorne | Newer Building

Step outside and explore the charm of Portland's Hawthorne neighborhood, filled with vintage shops, local bookstores, and cozy coffee spots full of character. Stroll past colorful murals, browse unique boutiques, and take in the laid-back, creative vibe. Whether you're here to relax, explore, or a little of both, this welcoming space is a great place to call home through your stay.

ValueFamilyCheck-in

4.89 out of 5 average rating, 228 reviews

Popular amenities for Southeast Portland holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Southeast Portland

4.92 out of 5 average rating, 487 reviews

Double glass doors open to a welcoming living area, adorned with greenery visible through a large window. Natural light flows into the space, highlighting a mix of seating arrangements and warm wood tones throughout the room.

Guest suite in Portland

Modern Private Bungalow, king bed, soaking tub

LocationValueHospitality

4.98 out of 5 average rating, 400 reviews

An open-concept kitchen area features modern appliances and light cabinetry, complemented by a two-person dining setup with blue metal chairs. The space is accented by a patterned area rug and warm wood flooring, creating a welcoming atmosphere for meal preparation and dining.

Cottage in Laurelhurst

Deluxe 5★ Guest House ❤️ Close-in Convenience

LocationFamilyShared spaces

4.97 out of 5 average rating, 593 reviews

The exterior of a vibrant orange bungalow is featured, framed by lush greenery and a well-maintained lawn. The structure exhibits charming wood accents above the front entrance, with multiple windows allowing natural light to illuminate the living spaces inside.

Bungalow in Portland

Charming Bungalow with A/C

FamilyLocationBathroom

4.93 out of 5 average rating, 458 reviews

The exterior of a studio apartment above a garage is presented, featuring a green siding and large garage door. A staircase leads to the entrance, flanked by well-maintained landscaping, including shrubs and flowering plants. A neighboring house is visible on the right.

Apartment in Mt. Tabor

Mt. Tabor Private Apartment

FamilyLocationOutdoor spaces

4.91 out of 5 average rating, 399 reviews

A cozy living area is presented with warm orange walls and tasteful artwork. A comfortable couch is positioned next to a rustic coffee table on a patterned rug. Natural light filters through small windows, while a standing lamp and a rocking chair add to the inviting ambiance.

Guest suite in Portland

Home Away From Home Art Apartment (Hawthorn Area)

FamilyValueParking

5.0 out of 5 average rating, 286 reviews

Clinton St Guesthouse • Walkable & Artistic

ValueFamilyComfort

4.96 out of 5 average rating, 265 reviews

Home in Portland

Holiday Home

FamilyValueView

A spacious living area features a gray sofa accompanied by a wooden coffee table, set on a neutral rug. Large windows invite natural light, while a pair of doors opens to a green garden. Soft lighting is provided by a lamp beside the sofa.