Family-friendly holiday rentals in Southeast Portland

5.0 out of 5 average rating, 289 reviews

Clinton St Guesthouse • Walkable & Artistic

Stylish Clinton St guesthouse steps from cafés, bakeries, and transit. Features unique hand-painted floors, local Portland art (including child artists), and a small library of Portland authors. Queen bed, blackout shades, AC, desk, fast Wi-Fi, washer/dryer, and a coffee station with Moccamaster, grinder, AeroPress, French press, pour-over, and local beans. Walk to OK Chicken, Salt & Straw, Loretta Jean’s, Cookies, New Cascadia (gf bakery) Oma’s Hideaway, Cibo, Someday, The End, and food carts.

An open living space is equipped with a modern kitchen featuring white cabinetry and stainless-steel appliances. A spacious bed is positioned nearby, with natural light illuminating the area. A small dining bar with stools creates a welcoming space for meals or casual gatherings.

4.99 out of 5 average rating, 157 reviews

Luxury Loft ~ Bidet, Skylight & Bed for Royalty

*We offer a 15% weekly stay discount and 20% monthly stay discount. *Photos of all businesses in this listing are < 1.0 mile away. *All Races, Gender Identities, Sexual Orientations, Religions Welcome. Our family welcomes you to a slice of our Portland life. We live in a quiet residential neighborhood where the sounds you are most likely to encounter are the distant squawks of our backyard chickens, the pitter-patter of raindrops on the skylight, or the occasional children's squeal or dog bark.

A modern kitchen area is showcased with gray cabinetry and a white tile backsplash. A double sink is positioned in front, complemented by a stove and microwave. A dining area is visible across from the kitchen, featuring a seating arrangement and a sofa.

4.98 out of 5 average rating, 253 reviews

Eastmoreland Private Guest Suite by Reed College

Private Guest House Studio Apartment in one of SE Portland's historic neighborhoods - Eastmoreland. With quick access to all the best things Portland has to offer. Situated two blocks from Reed College entrance and a short walk to golfing, Sellwood, Westmoreland, and Woodstock restaurants as well as bus lines and the Trimet MAX Orange Line. If you are looking to explore the wonderful city of Portland, or if you are looking for a quiet comfortable tiny home retreat you have found your getaway!

4.95 out of 5 average rating, 511 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".

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, 131 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!

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.

4.88 out of 5 average rating, 251 reviews

The interior space features warm wood finishes and large windows allowing natural light to fill the area. A compact kitchen area is equipped with essential appliances, and a comfortable seating arrangement includes a reclining chair and a small table. A spiral staircase leads to the lofted sleeping area.

Treehouse in Mt. Tabor

Mt Tabor Tree House, Hidden Urban Retreat

Our Mt Tabor Treehouse is an incredible and unique escape that invites you to relax and connect with nature without sacrificing any modern amenities, all in the heart of the City of Roses. Nestled underneath towering Douglas Fir trees, this fully equipped tiny house in a tree is surrounded with nature, along with immediate access to miles of mixed use trails and walking distance to one of Portland’s best restaurant, coffee shop and local market “Coquine”

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, 427 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.

4.98 out of 5 average rating, 640 reviews

A charming blue house with wooden accents is framed by lush greenery in the backyard. The image showcases a balcony above the entrance, wooden doors, and a landscaped garden with various plants, creating a serene and inviting atmosphere.

Loft in Portland

Charming Studio in SE PDX

Charming and bright private studio apartment in inner SE Portland, 4 blocks from "7-Corners". Walking distance to cafes, bakeries, shops, food carts, natural food markets, movie theater, restaurants and pubs. Bike friendly Washer/dryer Secure storage Private entrance Kitchen with pantry basics/refrigerator Freezer/ice WiFi Sleeps 2 in standard queen bed An air mattress is available upon request if more than two guests Hydronic radiant floor heat

4.94 out of 5 average rating, 236 reviews

Home in Mt. Tabor

Midcentury Modern - Backyard Oasis with Grill

Experience comfort and style in this 3-bedroom mid-century modern Airbnb in NE Portland, perfect for families, groups, or business travelers. Enjoy fast Wi-Fi, a dedicated workspace, and a fully equipped kitchen for easy home-cooked meals. Relax with backyard BBQs or explore Mount Tabor Park, local breweries. With top dining spots and attractions just minutes away, enjoy a relaxing and stylish Portland stay that feels just like home.

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.

4.88 out of 5 average rating, 243 reviews

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.

4.88 out of 5 average rating, 199 reviews

Three Wishes Studio

Three Wishes Studio is steps away from the heart of Southeast Division street, one of Portland's most vibrant neighborhoods. This newly constructed studio apartment is full of amenities and designed with a modern aesthetic. Located on a quiet side street with a private ground floor entry, Three Wishes is the perfect escape for couples or a small family.

Popular amenities for Southeast Portland family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

The guest home is set behind a picturesque entrance adorned with an elegant gate and carefully arranged greenery. Paved stone pathways guide visitors through the lush surroundings, leading to the welcoming facade of the home, seamlessly integrated with the tranquil, tree-lined environment.

4.99 out of 5 average rating, 616 reviews

IndigoBirch: Luxurious Zen Garden Retreat: Hot Tub

4.89 out of 5 average rating, 124 reviews

A spacious living area features a leather sofa facing a fireplace. A large piece of artwork adorns the wall above a mid-century modern console, surrounded by green plants. Natural light floods in through glass doors, creating an inviting atmosphere.

Home in Portland

Epic record collection & hot tub in bright home

4.92 out of 5 average rating, 238 reviews

Apartment in Portland

Hip & Spacious: Mt. Tabor Haven with Hot Tub!

A vibrant red couch is placed against a light-colored wall, accented by dynamic artwork mounted above it. A soft white throw blankets a nearby chair, complemented by a wooden side table and a lamp casting a warm glow. Natural light enters through a window, enhancing the lively decor.

4.97 out of 5 average rating, 564 reviews

Underground Art Suite

Home in Southwest Portland

A mid-century living space features high vaulted wood ceilings and large windows that invite natural light. A leather sofa and patterned rug provide comfort, while a kitchen island with bar stools enhances functionality. Artwork adorns the wall, adding a touch of character to the room.

Portland Modern

4.96 out of 5 average rating, 169 reviews

Guesthouse in Ladd's Addition

A compact kitchen area is situated next to a cozy seating space, featuring a black couch with decorative pillows. Modern appliances and cabinetry are visible in the kitchen, and a small dining table with high chairs is positioned nearby. Warm lighting enhances the inviting feel.

Portland at your doorstep

4.96 out of 5 average rating, 340 reviews

4.87 out of 5 average rating, 230 reviews

An open living space features a modern kitchen with wooden cabinetry and stainless steel appliances. A cozy seating area includes a blue sectional sofa and a small lamp, while a dining table with yellow chairs is set beside a large glass garage door, allowing natural light.

Guest suite in Mt. Tabor

Parkside Urban Oasis

4.87 out of 5 average rating, 208 reviews

Charming Sellwood Getaway with Hot Tub

Family- and pet-friendly home rentals

A cozy living space features a beige sectional sofa adorned with colorful cushions, alongside a table set with a floral tablecloth. Poster art is displayed on the walls above, while a small window allows natural light into the area. A staircase leads to an upper level.

4.95 out of 5 average rating, 422 reviews

Miller Street Sellwood Garden Apartment

4.91 out of 5 average rating, 407 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!

4.98 out of 5 average rating, 482 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

4.94 out of 5 average rating, 345 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

4.86 out of 5 average rating, 273 reviews

Home in Portland

3 BR 1 BA - Cozy Home - Walkscore 97 - Shopping

4.93 out of 5 average rating, 398 reviews

Spacious Loft in the Heart of Southeast PDX

4.94 out of 5 average rating, 956 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

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, 231 reviews

Willow Tree Guesthouse

Family-friendly home rentals with a pool

Guesthouse in Southwest Portland

Cottage

4.99 out of 5 average rating, 105 reviews

4.97 out of 5 average rating, 399 reviews

A cozy sleeping space features a spacious bed adorned with various patterned pillows and a chunky knit blanket. A small yellow ottoman sits beside the bed, while artwork in soft colors is displayed on the light gray walls. A light rug adds warmth to the floor.

Cottage in Portland

Sellwood Sanctuary Guest House

4.99 out of 5 average rating, 117 reviews

A spacious living area is highlighted by a warm brown leather seating arrangement, including two armchairs and a three-seat sofa. Natural light filters through the dual windows with rolled shades, complemented by two potted plants and a contemporary area rug.

Home in Portland

Corner of Heaven

Superhost

A vibrant pool area is highlighted with colorful lights and surrounded by lush greenery. Lounge chairs are positioned for relaxation, and an umbrella offers shade. String lights create a warm ambiance over the space, enhancing the inviting atmosphere.

4.84 out of 5 average rating, 135 reviews

Cascadia Cabana | Poolside Suite with Spa

Guest suite in Northeast Portland

A bright yellow door welcomes guests, set against exposed brick and green wall textures. Stone steps lead up towards the entrance, framed by potted plants. The inviting doormat displays the word 'WELCOME', enhancing the cheerful entrance to the apartment.

Garden Apartment in the Heart of Portland

4.95 out of 5 average rating, 130 reviews

Apartment in Northeast Portland

A spacious living area features a blue sectional couch and a decorative throw pillow. A patterned area rug lies underneath, with a dining table and chairs visible in the background. Natural light enters through a nearby window, complemented by soft ceiling lights.

Piedmont pied-à-terre (basement unit)

4.93 out of 5 average rating, 181 reviews

4.96 out of 5 average rating, 181 reviews

Home in Vancouver

The Starburst Inn: Enclosed Heated Pool, Theater