Tiny house holiday rentals in Southeast Portland

5 out of 5 average rating, 154 reviews

The entrance features a modern black exterior with a wooden door flanked by tall bamboo plants in round pots. A ladder leads up to a lofted area, while soft light is emitted from hanging lanterns inside. The patterned welcome mat adds a touch of style.

Tiny home in Richmond

Hawthorne Schoolhouse

Nestled between the popular and bustling streets of Hawthorne and Division in SE Portland, this tiny home provides a playful retreat. Walking distance to many shops, restaurants, bars, and cafes. Across from Sewallcrest Park and only a few blocks from Bagdad Theater and Powells Bookstore. Equipped with mini kitchen, lofted sleeping space, living room and bathroom. 80” 4K Smart Projector. Shared back yard with sauna. LGBTQA and 420 friendly. A golden retriever lives on property but please no pets

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.

4.98 out of 5 average rating, 833 reviews

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.

Guest house in Westmoreland

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, 660 reviews

The Westmoreland Lighthouse - Private studio in SE

We've dubbed this stunning, newly constructed 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.

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.

4.81 out of 5 average rating, 177 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!

Guest house 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, 594 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.

Guest house in Arbor Lodge

The exterior of the home is highlighted by contemporary design elements and a clean white facade. A flowering tree adds a touch of color, while large glass doors invite natural light into the living area. Surrounding landscaping is thoughtfully arranged with minimalistic plantings.

4.99 out of 5 average rating, 536 reviews

Accessible, AIA-Award Winning, Urban Garden Oasis

A nurturing place with abundant light, garden views, & access to the best Portland food. “The best Airbnb I’ve ever stayed in!” - frequent guest comment. - American Institute of Architects Award to designer Webster Wilson - Upscale amenities & European fixtures - Quiet NoPo neighborhood tree-lined street, minutes from downtown - Fully equipped kitchen w/ fresh local coffee - Indoor & outdoor dining - See photo captions for more details - Trained Service Animals welcome; no pets nor ESAs

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, 215 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!

4.96 out of 5 average rating, 363 reviews

The cottage exterior presents a charming gray facade with white trim and multiple windows. Lush greenery surrounds the property, including a mix of plants and small trees. A stone feature is visible in the foreground, while a private patio offers additional outdoor space.

Guest house in Roseway

Rose City Garden Retreat

Stylish, peaceful & cozy cottage overlooking the private garden. Relax in this tastefully appointed studio cottage featuring a gas SS range, quartz counters, beautiful windows, skylights, heated bath marble floors & private patio space—steps to bus line, restaurants, & grocery. Conveniently located about 4 miles from downtown, 10 minutes from the airport & 5 minutes to Beaumont & Hollywood Districts. Feel free to message me with any questions or to see if early check-in is possible.

4.98 out of 5 average rating, 413 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

Our modern guesthouse is a clean, private space filled with natural light. The front gate opens into a private, landscaped courtyard landscaped with jasmine, a Japanese maple tree, rhododendrons, and ferns. We are conveniently located near Mt Tabor Park that has walking trails and a spectacular view of the city. We are also close to several popular neighborhoods with shops, cafés, and restaurants. We welcome people of all backgrounds to stay here and enjoy beautiful Portland.

Guest house in Foster-Powell

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, 712 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

An open-space studio features high ceilings with wooden beams, enhancing the airy feel. A queen-sized bed is set against the wall with soft linens. A small kitchenette and dining area are visible, with a full bathroom enclosed in glass. Natural light brightens the interior.

4.96 out of 5 average rating, 456 reviews

SE Portland Guest Cottage

The guest cottage offers self check-in. It is located in a quiet neighborhood in SE Portland. High ceilings make this studio airy and bright. We think of it as a perfect hotel room without the hotel. The small galley kitchen has everything you need to cook a gourmet meal including filtered water. There is a full bathroom with tub and shower. The cottage stands on its own making it perfect for coming and going as you please. City of Portland Permit #24 013532

4.98 out of 5 average rating, 459 reviews

Tiny home in Montavilla

Monta-Villa Garden Cottage & Furry Farmstead

Private cottage with views of the garden & cats. High ceilings, lots of natural light & warm accents. 🥰 Four, friendly cats and four, suspicious hens in the garden chickens coop. 🐈‍⬛🐓 Tranquil garden with bubbling fountain, chimes, & sheltered, cozy seating. ⛲️ Nearby food, drink, shopping & recreation options. 🍷 Local recommendations. 🌟 Ask about renting our Toyota Sienna. 🚐 Your home away from home! 🏡

Popular amenities for tiny home rentals in Southeast Portland

Kitchen

Wifi

Free parking on premises

Air conditioning

Family-friendly tiny home rentals

4.97 out of 5 average rating, 189 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 Richmond

Tibbetts Coop - A beautiful SE Portland urban farm

4.94 out of 5 average rating, 320 reviews

A modern studio space features a sleek sofa positioned across from a television on a stylish cabinet. The kitchen area is to the left, complemented by a small dining table with a striped rug underneath. Natural light enters through three narrow windows above.

Tiny home in Portland

Stumptown Cottage in Eastmoreland

4.98 out of 5 average rating, 416 reviews

The exterior of the guest house features a bright purple facade with white trim. A welcoming front door is complemented by a small patio with a table and chairs, surrounded by greenery and fenced for privacy.

Guest house in King

Portland Airbnb Private Guesthouse, Alberta Arts

Guest house in West Portland Park

A cottage with light yellow siding is nestled among greenery, featuring two windows adorned with flower boxes. A stone pathway leads to the entrance, flanked by ferns and a decorative stone lantern. Lush trees provide a serene backdrop.

4.96 out of 5 average rating, 688 reviews

Portland Cottage with Kitchenette

A comfortable bedroom is captured with a spacious bed dressed in light bedding. A skylight above allows natural light to fill the space. The room features a wooden dresser and bedside tables with lamps. A sliding glass door leads to a private outdoor area.

4.83 out of 5 average rating, 401 reviews

Tiny house- Studio

4.95 out of 5 average rating, 614 reviews

A private outdoor area features a combination of gravel and stone pathways. The exterior showcases warm wood siding, highlighted by vibrant yellow trim around a large red door. Lush greenery and tall grasses add a natural touch, while a covered seating area is visible in the background.

Guest house in Concordia

Concordia Fir Cabin

4.86 out of 5 average rating, 204 reviews

The living area features knotty pine walls and ceiling, with large windows offering views of lush greenery. A blue couch is positioned across from a compact table suitable for dining or work. A patterned area rug adds texture, complementing the overall cozy atmosphere.

Tiny home in Gresham

Tiny Cabin Guesthouse

4.92 out of 5 average rating, 792 reviews

The entrance to the tiny house features a vibrant green door framed by natural wood, leading to a small porch area. A chair sits to the side, with lush greenery surrounding the property, enhancing the connection with nature.

Tiny home in Damascus

Quaint Tiny House In The Trees. Damascus, Oregon.

Tiny home rentals with a patio

4.95 out of 5 average rating, 130 reviews

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.

Guest house in Multnomah

Brand New Tiny Home/Pottery Studio in Cute Village

4.98 out of 5 average rating, 160 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

Guest house in Laurelhurst

A spacious studio features rich green walls adorned with trailing plants, complemented by wooden beams overhead. A full-sized bed with warm orange bedding invites relaxation, while a cozy seating area and a stylish lamp illuminate the room. Natural light filters through nearby windows.

4.91 out of 5 average rating, 125 reviews

Private city retreat; Cozy Studio w/backyard.

4.96 out of 5 average rating, 102 reviews

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.

Home in Concordia

Back to Black | Modern Stylish Alberta Arts Home

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.

4.96 out of 5 average rating, 204 reviews

Intimate Casita W/ Hot tub, Movie loft & Chiminea!

4.88 out of 5 average rating, 214 reviews

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 South Tabor

Mount Tabor Loft With Hot Tub

4.99 out of 5 average rating, 181 reviews

A cozy cabin with wooden exterior is set on a well-maintained grassy area, surrounded by a wooden fence. A concrete path leads to a welcoming porch with seating. A shed is visible nearby, adding to the charm of this peaceful outdoor space.

Guest house in Sherwood

Cozy Willamette Valley Cabin With Modern Comforts

4.86 out of 5 average rating, 174 reviews

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

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

Tiny home rentals with outdoor seating

4.91 out of 5 average rating, 819 reviews

An outdoor patio area features a large wooden table surrounded by chairs. A propane grill is visible nearby under a wooden pergola with string lights, providing a relaxed atmosphere. The studio cottage with bright trim stands in the background.

Guest house in Overlook

Cute Overlook Studio Cottage

4.91 out of 5 average rating, 916 reviews

A compact kitchen equipped with modern appliances features a black stove and oven, complemented by wooden cabinetry and open shelving. The white tile backsplash enhances the kitchen's brightness, while plants and decorative items add a touch of warmth. A small bar table for two is positioned nearby.

Guest house in Roseway

Casa Chica PDX

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.

4.92 out of 5 average rating, 184 reviews

Ancillary Dreams

5 out of 5 average rating, 320 reviews

The exterior of a guesthouse is shown, featuring a charming wooden facade and large windows. A private outdoor patio is surrounded by lush greenery, including vibrant plants like a red maple and bamboo. A small round table with wooden chairs invites outdoor relaxation.

Guest house in Overlook

Colorful, spacious, light-filled guesthouse on MAX

4.99 out of 5 average rating, 571 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

4.9 out of 5 average rating, 467 reviews

A snug sleeping area is presented with a queen bed dressed in a beige quilt. A decorative pillow featuring a deer design adds a charming touch. A small bedside lamp provides soft illumination, while light hardwood flooring complements the space.

Guest suite in Hazelwood

Rose Garden Guest Suite w/ Private Entrance

Guest house in Grant Park

The exterior features a welcoming entrance with a wooden door and modern details. A small patio is furnished with a table and two chairs, surrounded by a wooden fence and colorful autumn leaves. A circular rug adds a pop of color at the entrance.

4.99 out of 5 average rating, 222 reviews

Grant Park Guest House