Holiday houses in Southeast Portland

4.91 out of 5 average rating, 159 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

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, 127 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!

FamilyValueLaundry

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.

FamilyValueCheck-in

4.97 out of 5 average rating, 594 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

Enjoy the entire main floor of this bungalow, with private main entrance, 2 bedrooms & 1 bath filled with natural light, hardwood floors, a comfortable living room that opens into a fully equipped kitchen and a cozy breakfast nook. Start your morning with coffee on the private deck and use the backyard & garden area to relax and enjoy a glass of wine. The downstairs of the house has an apartment for my family's use, with a complete separate entrance. Licensed by the City of Portland

LocationFamilyHeating

The exterior of a charming blue guest house is framed by greenery and decorative stones. A welcoming entryway is highlighted with two white chairs, while a wooden awning provides shade over the entrance. The path to the door is lined with pavers and gravel.

4.99 out of 5 average rating, 227 reviews

Willow Tree Guesthouse

Pet friendly guest house in SE Portland 1 block from the heart of SE Division street. Located on a quiet dead-end street, with a full kitchen, ground floor bedroom/bathroom, spacious walk-in shower, and super cozy upstairs loft makes for the perfect work remote office. Grocery stores in every direction, neighborhood wine shop, and weed shop, restaurants and bars right around the corner. Location and walk score - 100! Gigabit fiber internet - good bandwidth for the digital nomads!

LocationValueBiking

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.

ValueFamilyAir conditioning

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.

FamilyLocationBathroom

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)

This apartment has its own entry, a very comfortable queen size bed in a basement studio setting. The location is quiet yet right in the middle of two of the most desired locations, the Hawthorn and the Division street. There are cafes, coffee shops, cider houses, bars, shops, restaurants, grocery stores all within walking distance or bus. There are 3 bus routes close by and street parking is never an issue. The Kitchenette is very well stocked with most things you'd need.

FamilyValueAccuracy

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, 577 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.

FamilyValueDecor

An open layout features a kitchen with a central island and two chairs, complemented by stainless steel appliances. Natural light streams through a window overlooking greenery. A spiral staircase leads to the loft bedroom, while polished wooden flooring enhances the inviting ambiance.

4.97 out of 5 average rating, 178 reviews

The Loft in Hawthorne Tabor

Loft style guest house with private entrance & private porch in a quiet and convenient Hawthorne Tabor neighborhood. Location: Explore the many restaurants, bars, boutiques, etc in less than 10 min walk along SE Hawthorne Blvd including: Por Que No?, Tabor Bread, New Seasons, Farmhouse Kitchen Escape to the tranquility of Mt Tabor park & trails after an enjoyable 20 min walk through West Tabor neighborhood 15 min drive to PDX Airport 15 min drive to Downtown

ValueFamilyBeach

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, 423 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.

LocationFamilyAccuracy

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.

ValueLocationParking

Popular amenities for Southeast Portland holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Southeast Portland

4.94 out of 5 average rating, 232 reviews

A corner of the living area features a modern gray sectional sofa adorned with colorful accent pillows in yellow, orange, and navy. A round coffee table, accompanied by a few decorative items, sits in front of the sofa. Two abstract wall art pieces in soft hues are displayed above.

Home in Mt. Tabor

Midcentury Modern - Backyard Oasis with Grill

FamilyValueIndoor spaces

The open kitchen and living area feature vaulted ceilings and natural light. A fully equipped kitchen is highlighted by wood cabinetry, a gas stove, and a breakfast counter with three bar stools. Subtle green accents decorate the walls, complemented by modern furnishings.

4.83 out of 5 average rating, 207 reviews

Private Oasis! Cozy & Close to Everything!

ValueLocationNearby

4.96 out of 5 average rating, 282 reviews

Home in Mt. Tabor

Mount Tabor Hideaway

FamilyValueOutdoor spaces

4.96 out of 5 average rating, 504 reviews

A modern guesthouse is presented with a unique architectural design, featuring large windows that invite natural light. The exterior shows a blend of muted tones and textures, complemented by a side wooden fence and well-maintained landscaping. A glimpse of the sun is visible through the trees.

Home in Mt. Tabor

#SavorTabor

ValueFamilyCheck-in

5.0 out of 5 average rating, 253 reviews

An outdoor seating area is depicted, featuring wooden benches and a table under a large umbrella with string lights. The stone patio is illuminated softly by surrounding lights, creating a cozy atmosphere amidst wooden fencing and greenery.

Guest suite in Mt. Tabor

Hawthorne Heights, fam-friendly (no cleaning fee)

LocationValueCheck-in

4.94 out of 5 average rating, 509 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

LocationFamilyBreakfast

4.93 out of 5 average rating, 460 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

ValueFamilyBackyard

A modern studio space showcases a spacious bed with soft bedding, flanked by a decorative wall featuring floral designs. A cozy seating area is present alongside a dining nook, creating a functional layout. Natural light filters through the nearby window, enhancing the inviting atmosphere.