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.

Indoor spacesKitchenView

4.98 out of 5 average rating, 897 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.

FamilyIndoor spacesAir conditioning

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, 252 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!

KitchenIndoor spacesAir conditioning

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!!

Indoor spacesKitchenTV

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!

FamilyIndoor spacesTV

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.

KitchenIndoor spacesLayout

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.

Indoor spacesKitchenParking

4.98 out of 5 average rating, 639 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

Indoor spacesKitchenDecor

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!

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.

KitchenIndoor spacesDecor

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.

FamilyKitchenHiking

An open living area features a comfortable couch with accent pillows, positioned next to large windows that provide natural light. The adjoining kitchen showcases a modern design with a peninsula and bar stools, surrounded by light wood beams and laminate flooring.

4.99 out of 5 average rating, 359 reviews

South Tabor Modern Cottage

Enjoy our newly constructed, light-filled, two-story modern cottage; primely located in the South Tabor neighborhood of SE Portland. Private entrance, 24-hr keyless entry, easy and free street parking, private garden patio area and full amenities. Permitted short term-rental through the City of Portland. Permit # listed in guest house

FamilyIndoor spacesLayout

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.

4.98 out of 5 average rating, 715 reviews

Ivon Garden Cottage

"A true home away from home, this spot has all the details and little comforts you could ask for, along with a stellar location and a beautiful space. Just book it, you'll thank yourself as you sit on the patio sipping wine and figuring out how you can recreate this little Portland oasis in your own backyard." - Jordan, Missouri USA

KitchenIndoor spacesHeating

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

4.89 out of 5 average rating, 123 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

FamilyIndoor spacesAmenities

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, 618 reviews

IndigoBirch: Luxurious Zen Garden Retreat: Hot Tub

KitchenIndoor spacesHeating

4.92 out of 5 average rating, 236 reviews

Apartment in Portland

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

FamilyKitchenBathroom

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

Indoor spacesKitchenParking

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

Indoor spacesFamilyParks

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

FamilyKitchenCheckout

4.96 out of 5 average rating, 339 reviews

4.87 out of 5 average rating, 229 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

Indoor spacesKitchenBreakfast

4.93 out of 5 average rating, 1216 reviews

Magic Barn / Walk Everywhere!

KitchenIndoor spacesRiver

Family- and pet-friendly home rentals

Superhost

Apartment in Portland

Portland's Best 1BD in Hawthorne | Newer Building

Indoor spacesFamilyTV

4.88 out of 5 average rating, 241 reviews

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

Indoor spacesFamilyView

4.95 out of 5 average rating, 510 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

FamilyIndoor spacesOutdoor spaces

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

FamilyIndoor spacesPets

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

KitchenFamilyComfort

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

FamilyKitchenBackyard

4.8 out of 5 average rating, 548 reviews

The bedroom features a queen-sized bed framed in light wood, adorned with a vibrant red and white patterned blanket. Two nightstands with modern lamps are positioned on either side, complemented by small potted plants. A large abstract art piece hangs above the headboard.

Home in Mt. Tabor

Hawthorne Division Food Drink Tabor Wonderland

Indoor spacesKitchenWalkability

4.93 out of 5 average rating, 396 reviews

Spacious Loft in the Heart of Southeast PDX

KitchenIndoor spacesCondition

Family-friendly home rentals with a pool

Guesthouse in Southwest Portland

Cottage

FamilyKitchenCleanliness

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

KitchenFamilyGetting around

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

Indoor spacesKitchenBathroom

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

FamilyIndoor spacesLaundry

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

FamilyIndoor spacesBiking

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)

FamilyIndoor spacesBathroom

4.93 out of 5 average rating, 181 reviews

Guesthouse in Northwest Portland

The guest house is set against a lush backdrop of greenery, featuring large windows that provide views of the surrounding nature. A pool is positioned in front, accompanied by two wooden lounge chairs and a shaded umbrella, creating a serene outdoor relaxation area.

Poolhouse of Portland Architectural Gem

KitchenFamilyLocation

4.92 out of 5 average rating, 114 reviews