Tiny house holiday rentals in Southeast Portland

4.98 out of 5 average rating, 893 reviews

A shaded patio area is featured, showcasing a set of three wicker chairs with cushions positioned around a small table. A pergola covered in vines provides natural cover, while a landscaped yard and colorful garden shed are visible in the background.

Guesthouse in Woodstock

Woodstock Tiny House

Detached, very small (300 sq ft) guest house in the Southeast Portland neighborhood of Woodstock. Lots of walkable eateries as well as New Seasons and Safeway within a 5 minute walk. Close to Reed College, Woodstock Village, Springwater Trail, Southeast Portland Neighborhoods, Public Transportation. You’ll love the location, the outdoors space, and the ambiance. Good for couples, solo adventurers, and business travelers. TV (Netflix enabled!), A/C (summer months), heat, coffee, fridge/freezer.

An open floor plan features a kitchenette with white cabinetry and a countertop. A wooden dining table with four chairs stands beside a cozy seating area, where a folded sofa and armchair are visible. Bright overhead lights illuminate the space, showcasing exposed beams and warm wood flooring.

4.98 out of 5 average rating, 255 reviews

Open garden studio in the heart of the SE Portland

This spacious and open floor plan garden studio is in the heart of SE Portland. Within steps of the Belmont District, a few blocks from Hawthorne Blvd, Division St, Stark St, 28th & Burnside, and so much more. You can easily walk, bike, or bus to awesome places to see, drink, eat, visit, etc. An excellent launching point for all of the Rose City, we are a short bike ride or bus to Downtown, museums, and concert venues. Enjoy all that Portland has to offer at this centrally-located neighborhood.

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!

Beautiful, one of a kind guest house nestled in one of Portland's most desirable locations! This chic and cozy space features vaulted ceilings, all new appliances, comfortable furniture, and tons of natural light! A quiet street, peaceful atmosphere (and awesome soaking tub) make this the perfect spot for relaxation. Enjoy exploring the surrounding neighborhood and easily walk to shops, restaurants, bars and Laurelhurst Park! Central location allows quick travel to other areas of the city!

Guesthouse in Laurelhurst

A modern kitchen is showcased with sleek cabinetry and stainless steel appliances, including a refrigerator and an oven. A small dining table sits beside a cozy seating area, while a washer and dryer are positioned near the back. Natural wood ceilings add warmth to the space.

4.99 out of 5 average rating, 636 reviews

Little Cedar House Cottage near coffee and shops

5 year old detached guest house in Laurelhurst/North Tabor. Bright and spacious with vaulted cedar ceilings. Modern Industrial style with many eco-friendly features such as mini-split heat/ac, tankless water heater, and all-natural fiber area rugs and linens means fewer toxins and a low carbon footprint. Situated near Laurelhurst and Mount Tabor parks with restaurants and amenities nearby. We are also pet friendly and allow well-behaved dogs on leashes for a $30 fee per dog, per visit.

4.95 out of 5 average rating, 516 reviews

A charming cabin is framed by lush greenery and colorful trees, showcasing a wooden deck that offers outdoor seating. Large windows provide views into the inviting interior, complemented by a well-maintained outdoor space featuring additional landscaping.

Cabin in Portland

Fern Cabin

The Fern Cabin has everything to enjoy your Portland stay. There's a private bedroom, living space w/ (small) sleeper sofa/kitchen/table. Full bath & jetted tub. WiFi and cable. Heating/air conditioning keeps you comfortable all seasons. Fully equipped kitchen. Private patio. Cozy lodging for 4. Located in SE Portland between Hawthorne & Division close to Mt Tabor park. Shops, cafes, food carts & restaurants abound. walk to everything. $20 pet fee per night. Cannabis friendly, outside only.

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!

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.

A charming outdoor patio area features stone flooring accented by vibrant greenery and flowering plants. Soft string lights illuminate the space, creating a cozy ambiance. A private entrance is visible, along with a small hot tub tucked away for relaxation.

4.93 out of 5 average rating, 104 reviews

Château Woodstock – Cozy Stay Near Cafés & Parks

This detached studio home is located in the Woodstock neighborhood, which is one of the few remaining ungentrified areas in Portland. Located a short drive from highway 205 you can get to any part of the city quickly or explore the local bars, restaurants, and parks of SE Portland. There is a private entrance where you can come and go as you please. We're happy to interact with you as little or as much as you prefer, so don't be a stranger or be as private as you like.

A spacious studio is presented with a queen-sized bed featuring a patterned duvet. A comfortable sofa is positioned opposite, with stylish decor elements enhancing the ambiance. The room includes an area rug and has a kitchenette visible in the background.

4.91 out of 5 average rating, 787 reviews

Studio Guesthouse SE Portland

Memory Foam Mattress, 43" TV on an adjustable wall mount AirBnB COVID-19 Cleaning in place w/cleaning supplies for your use. You will love our Southeast Studio with Private Entrance, patio, seating & garden. Near Mount Tabor Park, restaurants and bus stop. The Studio is great for couples, solo adventurers, business travel, and small families. Quiet neighborhood vibes. Yummy snacks, Coffee and Tea Portable A/C installed June - mid September Fan in unit after A/C removed

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.

The charming entrance features a wooden door with glass panels, framed by large windows on each side. Decorative planters with colorful flowers sit on either side of the subdued walkway, which is bordered by a stone path leading to the door.

4.97 out of 5 average rating, 585 reviews

ROSE CITY PARK Guesthouse!

Welcome to our little house! Located in the wonderful Rose City Park neighborhood and close to the 60th Ave. MAX station, Hollywood District, and downtown Portland - this little house is great for couples, solo adventurers, business travelers, and families. With a short 10 minute drive to downtown Portland and the convenience of public transportation, enjoy everything our city has to offer - your home away from home.

4.97 out of 5 average rating, 775 reviews

ZEN HAUS. An inner SE Hawthorne/Division Studio.

LOCATION and COMFORT. Zen Haus is an easy walk to the best shops, pubs, restaurants and amenities on Hawthorne and Division's "restaurant row." This detached, self-contained studio is thoughtfully designed and furnished to satisfy your desire for comfort, convenience, calm and glorious slumber. Designed to accommodate both the holiday or business traveler, find your zen in Zen Haus.

Popular amenities for Southeast Portland tiny house rentals

Kitchen

Wi-Fi

Free parking on premises

Air conditioning

Family-friendly tiny house rentals

Superhost

A bright studio space features a spacious bed adorned with a patterned duvet cover. Natural light enters through french doors, enhancing the warm ambiance. A small table with chairs, a microwave, coffee maker, and mini fridge are positioned nearby, while a TV is mounted on the wall.

Guest suite in Portland

4.91 out of 5 average rating, 355 reviews

Tidy Studio- Newly built in Foster Powell

4.94 out of 5 average rating, 954 reviews

A spacious studio cottage is bathed in natural light. Wooden beams adorn the vaulted ceiling, while a queen size bed with a floral green coverlet occupies one side. A kitchen area, a small table, and two chairs are visible, with warm yellow curtains framing the windows.

Guesthouse in Mt. Tabor

The Cedar Cottage

4.92 out of 5 average rating, 355 reviews

The kitchen features modern appliances, including a gas range and a stainless steel refrigerator. Wooden cabinetry provides ample storage, while a colorful rug adds warmth to the space. Natural light flows through the door with a patterned curtain, enhancing the cozy atmosphere.

Home in Portland

Casa de Campo in the Heart of Belmont- Hawthorne

A cozy living area is highlighted by a spacious blue sofa adorned with patterned cushions. Neutral lamps provide soft lighting, while large windows reveal a view of the outdoor patio. A stylish wooden coffee table with a geometric centerpiece rests on a patterned rug.

4.96 out of 5 average rating, 614 reviews

Taylor Street Cottage

A welcoming entrance is framed by wooden siding and a covered porch. Potted plants are positioned on either side of the dark grey door, which features a modern handle. The pathway leading away from the door is visible, bordered by greenery.

4.95 out of 5 average rating, 531 reviews

The Tiny Big Guest House

A modern living area features a gray sofa adorned with an orange pillow, complemented by a rug in rich red tones. The space includes a well-equipped kitchen island with green cabinetry and stainless steel countertops, alongside a map on the wall that adds a touch of local interest.

4.96 out of 5 average rating, 363 reviews

Woodstock modern apartment

4.92 out of 5 average rating, 1214 reviews

Magic Barn / Walk Everywhere!

4.96 out of 5 average rating, 440 reviews

A charming cottage exterior is framed by lush greenery and a gravel pathway. The house features a gabled roof, large front windows allowing ample natural light, and a welcoming entryway flanked by wooden fences, creating an inviting atmosphere.

Home in Portland

Market Street Guesthouse PDX

Tiny house rentals with a patio

5.0 out of 5 average rating, 128 reviews

Guesthouse in Mt. Tabor

Mt Tabor Hygge - Comfort Surrounded in Nature

Superhost

A bright living area features a red sectional sofa adorned with decorative throw pillows. Two pieces of abstract wall art add color, while a wooden side table sits beside the sofa. Light enters through a window, enhancing the space's warmth.

Holiday home in Portland

4.86 out of 5 average rating, 190 reviews

Lovely 1-bed vacation home w/ off street parking.

Superhost

The exterior view of the loft shows a modern gray building with large windows and a sleek entrance. A private hot tub is positioned on the deck, surrounded by greenery in metal planters, providing a cozy outdoor space.

Tiny home in Portland

4.88 out of 5 average rating, 257 reviews

Mount Tabor Loft With Hot Tub

Guesthouse in Southwest Portland

A serene backyard oasis features a cascading water feature flowing over wooden planks and rocks. The modern tiny home with a dark exterior stands behind an elevated wooden deck, surrounded by lush greenery. Outdoor seating is visible, offering a calm retreat.

4.93 out of 5 average rating, 169 reviews

Brand New Tiny Home/Pottery Studio in Cute Village

4.96 out of 5 average rating, 270 reviews

An outdoor courtyard is illuminated by soft lighting, creating a serene evening ambiance. A picnic table and chairs are positioned under a wooden pergola, with a hammock suspended nearby. Lush greenery surrounds the space, enhancing the natural setting.

Guesthouse in Woodstock

Intimate Casita. Movie Loft, Hot-tub and Chiminea.

Home in Northeast Portland

A bright living room features a comfortable gray sofa and a wooden coffee table with decorative items. Wall art adds color to the space, while a large television is mounted on the wall. Light streams in through an open doorway leading to the kitchen.

4.97 out of 5 average rating, 137 reviews

Back to Black | Modern Stylish Alberta Arts Home

Guesthouse in Northeast Portland

A serene studio space features warm wooden walls and vaulted ceilings. A comfortable leather sofa sits on a light carpet. A small dining table with blue chairs is positioned by a large window, offering natural light to the area. A cozy sleeping area is visible in the background.

4.97 out of 5 average rating, 252 reviews

Woodlawn Cottage

4.96 out of 5 average rating, 240 reviews

The exterior of the Tiny Home features a welcoming wooden deck with stairs leading up. Flower pots filled with greenery flank the steps, while large windows allow natural light to illuminate the interior. A vibrant front door adds a pop of color against the dark siding.

Tiny home in Beaverton

Beaverton Vintage Tiny Home

Tiny house rentals with outdoor seating

4.98 out of 5 average rating, 209 reviews

Several chickens are seen in a green yard, with a brown rooster prominently in the foreground. Different colored hens, including a white one, are scattered in the background. A wooden planter and a fenced area are visible beyond the chickens.

Cottage in Portland

Tibbetts Coop - A beautiful SE Portland urban farm

4.99 out of 5 average rating, 597 reviews

An open studio cottage interior features a cozy seating area with a light blue couch adorned with floral pillows. A vintage wooden table is positioned next to it. The sleeping area is elegantly furnished with a spacious bed, flanked by two charming white cabinets and illuminated by soft natural light.

Cottage in Portland

Cozy Vintage Cottage in the Woods

A bright studio space features a minimalist design with a dividing bookshelf showcasing books and decorative items. A comfortable gray sofa is positioned in front of a small dining area with bar stools. The queen-sized bed is visible through a separation, with light filtering through the window.

4.98 out of 5 average rating, 759 reviews

Tiny House, Big Charm

A bright and welcoming kitchen area features wooden beams overhead and ample natural light from a skylight. A colorful horse-shaped artwork decorates the wall, alongside shelves displaying kitchen items. A small dining table is positioned next to a potted plant, enhancing the inviting atmosphere.

4.93 out of 5 average rating, 214 reviews

Ancillary Dreams

5.0 out of 5 average rating, 198 reviews

Tiny home in Portland

Hawthorne Schoolhouse

4.98 out of 5 average rating, 469 reviews

A well-lit living area features a comfortable sofa facing a media console. A dining table with natural wood elements is surrounded by seating, and large windows provide views of an outdoor courtyard. Stairs lead to an upper level, enhancing the loft-like design.

Tiny home in Mt. Tabor

Architect-designed house in SE Portland’s MtTabor

4.95 out of 5 average rating, 189 reviews

An outdoor patio features a fire pit surrounded by four wooden lounge chairs. The guest house's entrance is visible, along with the main home in the background. Soft lighting highlights the cozy atmosphere, while trees provide a touch of greenery.

Guesthouse in Mt. Tabor

Urban Oasis Retreat + sauna