Family-friendly holiday rentals in Portland

4.98 out of 5 average rating, 193 reviews

The A-frame cedar cabin is framed by lush greenery, showcasing large sloping windows that reflect the surrounding forest. A spacious deck extends from the cabin, featuring a dining set. A gravel driveway leads to the house, offering a natural and secluded setting.

Cabin in Camas

Tranquil & Private Forest Oasis ~ Sauna ~ Soak Tub

Come enjoy your private 3 acre cabin retreat in the PNW forest. Nestled among the trees, this A-frame cedar cabin is peaceful, fun and stacked with amenities like: ~ Custom sauna and Outdoor shower ~ Shop space with basketball & cornhole ~ Huge deck & grill ~ Whole house stereo system ~ Record player ~ Private walking paths & fire pit ~ 3 bedrooms & 3 bathrooms ~ Fully stocked kitchen ~ 2 Fireplaces Come create your own memories at The Condor's Nest. Check out my reviews for inspiration :)

4.93 out of 5 average rating, 278 reviews

The exterior of the home is surrounded by a lush green lawn dotted with blooming trees, enhancing the tranquil country atmosphere. The two-story house features a welcoming entrance with large windows, inviting natural light into the spacious interior.

Home in Cedar Hills

Country Retreat Near Nike • 6BR 3400 SF • 15% off

Enjoy country life in the center of Beaverton within walking distance to Nike. This 3,400 sqft spacious house will become your wonderful home. It can accommodate up to 16 guests with new beds, mattresses, washer/dryer, hardwood floor, and more. Downstairs bedroom for seniors. It is perfect for family getaway to metro-Portland area. Located near Hwy 26, right next to parks for relaxing strolls, hiking, and biking. Walking distance to Costco. Large party and RV parking are not allowed due to HOA.

Guesthouse in North Portland

The exterior of a two-story studio is framed by lush greenery and trees. The building features a spiral staircase leading to a private balcony with black railings. A shared garden area is visible below, with a hammock and various plants around the space.

Spacious, bright garden studio on Peninsula Park

Explore the world-class restaurants, coffee shops and bars in the nearby Williams and Mississippi districts. Take a stroll around the award winning (and oldest) rose garden in the City of Roses across the street in Peninsula Park. At home, this second story studio has extra space in the meditation loft, a full kitchen, fast internet, and projector for streaming. Enjoy your private deck over the shared garden with hammock and H/C outdoor shower. Bus and train nearby with ample on-street parking.

4.98 out of 5 average rating, 281 reviews

Guesthouse in North Portland

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.

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

4.99 out of 5 average rating, 581 reviews

4.99 out of 5 average rating, 448 reviews

A panoramic view of snow-capped Mt. Hood is framed by open double doors, providing a striking backdrop to the interior. The rustic dining area features wooden chairs and a table, while the floor is set with dark tiles that contrast with the scenic landscape outside.

Apartment in Sandy

Gorgeous Mt. Hood View, Ski, Hike or Mt.Bike

Welcome to Sandy Oregon, the Gateway to Mount Hood. This Luxurious cabin-feel home, custom built by top notch craftsman and designer, features breathtaking panoramic views of Mt. Hood and the Sandy River. The view is rated one of the best in the Northwest. Enjoy a glass of wine while sitting by the outdoor fire pit, take a short drive to Timberline Lodge for skiing or snowmobiling, go hiking in the Mt. Hood forest or Mountain Biking at world class "Sandy Ridge". Your options are unlimited!

5.0 out of 5 average rating, 126 reviews

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.

Guesthouse in Portland

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!

4.98 out of 5 average rating, 698 reviews

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.

Guesthouse in Portland

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.

4.99 out of 5 average rating, 1566 reviews

A lush green yard is framed by trees, featuring a cozy yurt and stone pathway. Colorful flower pots overflow with blossoms, while seating areas with chairs and a small table invite relaxation. A play structure and well-maintained garden add to the inviting atmosphere.

Yurt in Portland

Garden Home Backyard Yurt Experience

Our cozy-comfy 4 season yurt is nestled under majestic trees on a beautifully landscaped 1/3 acre. Located in a quiet, safe SW Portland neighborhood with a park, hike/bike trail a block away. We are 6 miles from downtown, with beaches, gorge and Mt. Hood accessible for day outings. There is a full kitchen, a natural gas fireplace and complete electrical and plumbing service. The guests full bathroom is located in the home's utility room a short lighted pathway walk from the yurt.

Guesthouse in Northeast Portland

An architectural micro home is nestled among lush greenery, surrounded by trees. A wooden exterior enhances the natural setting. The structure features a small side porch and multiple large windows, allowing light to flood the interior. A pathway made of stones leads to the entrance.

The Haseman House

Come stay in our Architectural micro home in NE Portland. Close to Mississippi and everything that NE Williams has to offer. Thoughtfully deigned with many amenities. A great WFH vacation retreat. This little house is located in the back of a main house. The backyard is shared with the main front house. There is only street parking but it is free and typically available. We are close to public transportation and rental bikes as well as an organic grocery store... very walkable.

4.85 out of 5 average rating, 192 reviews

A charming outdoor area is visible, featuring a stone pathway leading to a cozy seating arrangement with two black chairs. The bungalow is framed by lush greenery, with warm light emanating from the windows, inviting a peaceful ambiance.

4.97 out of 5 average rating, 176 reviews

Multnomah Village Hideout

Explore our new, artist-built bungalow in Multnomah Village, Portland. This cozy space sleeps four with a queen bed upstairs and a pullout couch downstairs. Steps away are charming cafes, shops, and a park with hiking trails and dog parks. Enjoy local activities like bingo and dining on pet-friendly patios. Complete with essentials including laundry and a breakfast nook, this bungalow is perfect for both short and extended stays, offering a unique Portland experience.

4.83 out of 5 average rating, 538 reviews

Treehouse in Portland

Yeti's Tree House: Where Dreams Come True

“Best Tree House I’ve Ever Seen!” — Guest Climb into your childhood dream—a real treehouse held by four trees, 18 feet above the ground! Zip line through the woods, soak in the giant tub, and wander to the suspension bridge. It feels wonderfully wild and private, yet Portland’s famous attractions are just minutes away. A short 2-minute forest hike gets you there, so wear good shoes. Want your own guaranteed Bigfoot sighting? Contact Peter after booking :-)

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.

4.96 out of 5 average rating, 165 reviews

Portland Modern

Welcome to our Midcentury Modern, a true masterpiece inspired by the iconic Frank Lloyd Wright. Nestled on a lush 1/3 acre private retreat, this architectural gem is just minutes away from Multnomah Village and Gabriel Park. Immerse yourself in the timeless beauty of this renovated mid-mod marvel, where high vaulted open beamed wood ceilings adorn every room on the main floor. License number is 26ASTR-REN-00301

Popular amenities for Portland family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 299 reviews

A tranquil guest house is nestled alongside a serene river, framed by tall trees with autumn foliage. Sunlight filters through the leaves, illuminating the exterior of the house while reflecting off the calm water, creating a peaceful ambiance.

Guesthouse in Clackamas

Luxurious Riverfront GuestHouse, Sauna & HotTub.

4.97 out of 5 average rating, 314 reviews

Rock N Roll House + Hot Tub

4.97 out of 5 average rating, 182 reviews

A spacious living area features a large sectional sofa adorned with soft pillows. Natural light fills the room through expansive glass doors that open to a deck. A coffee table and decorative items add an inviting touch to the open-concept layout, which leads to a modern kitchen.

Home in North Plains

2 Acre, Pond View Home, with Hot-tub & BBQ FOR 16

4.99 out of 5 average rating, 124 reviews

A rustic wooden house, framed by trees, is complemented by a spacious patio area featuring outdoor seating. The entrance is adorned with bushes and climbing vines, creating a harmonious connection with the surrounding nature.

Cabin in Boring

7-acre Private Creekfront Oasis w sauna + hot tub

A spacious family room features a large L-shaped couch with comfortable seating. A plush green ottoman rests on a striped rug, complementing a contemporary armchair. Natural light filters through multiple windows, illuminating the room, which includes a TV and a cozy gas-lit fireplace.

4.93 out of 5 average rating, 301 reviews

Spacious Forest Retreat w/ Hot Tub & Views

Loft in Northeast Portland

A well-equipped kitchen features a professional-grade gas range with a stainless steel hood, complemented by wooden cabinetry and a black countertop. Shelves display various cooking essentials, including spices and utensils, alongside a kettle, toaster, and coffee maker, creating a functional yet inviting cooking space.

Onsen oasis + Portland's finest at your feet

4.92 out of 5 average rating, 609 reviews

A bright living area features large windows allowing natural light to fill the space. Comfortable green armchairs are positioned around a wooden coffee table, with a colorful area rug beneath. A cozy fireplace is framed by a white mantel, accented by decorative items and plants.

4.97 out of 5 average rating, 212 reviews

Peaceful Retreat With Sauna + Outdoor Spa

Superhost

Home in Troutdale

Luxe Riverfront A-Frame | Hot Tub | Fishing

4.81 out of 5 average rating, 166 reviews

Family- and pet-friendly home rentals

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.

4.91 out of 5 average rating, 157 reviews

Hawthorne House - A+ Location! Pet Friendly!

4.85 out of 5 average rating, 164 reviews

A bright living and dining area features large windows offering views of greenery. A modern dining table with white chairs is positioned under a contemporary light fixture. A comfortable gray sofa and decorative art piece enhance the inviting space.

Home in Vancouver

Riverview house close to PDX airport and downtown

Home in Northeast Portland

Alberta Arts 3 blocks to eats, bars and shops

4.98 out of 5 average rating, 515 reviews

A modern kitchen features a spacious island with seating for six, illuminated by pendant lights. Light wood cabinetry and stainless steel appliances create a contemporary look. The open floor plan connects to a dining area, visible through arched openings that enhance the flow of the space.

4.9 out of 5 average rating, 138 reviews

💎Quintessential Home w/King Bed & Spacious Yard💎

4.97 out of 5 average rating, 414 reviews

A cozy seating area features two gray armchairs paired with a small round table and a decorative pouf. A wood accent wall complements the space, while a shelf displays books. Lighting from two lamps and a mounted TV adds warmth to the atmosphere.

Guesthouse in Portland

Bridgetown Bungalow: The perfect cozy getaway!

4.96 out of 5 average rating, 265 reviews

Holiday Home

Earthen home in Northeast Portland

The interior features high, timber-framed ceilings with warm wooden beams. A light-colored sofa is centered against a textured wall, accompanied by a small table and a decorative rug. Natural light spills in from the large windows, highlighting the minimalist design.

Timber Frame Guesthouse - 100% Green Construction

4.92 out of 5 average rating, 274 reviews

4.95 out of 5 average rating, 421 reviews

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.

Guest suite in Portland

Miller Street Sellwood Garden Apartment

Family-friendly home rentals with a pool

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

4.92 out of 5 average rating, 113 reviews

Guesthouse in Southwest Portland

Cottage

4.99 out of 5 average rating, 103 reviews

4.91 out of 5 average rating, 125 reviews

Villa in Camas

The blueberry villa spa & heated pool

4.97 out of 5 average rating, 106 reviews

Home in North Plains

1BR - Private House, Pool, Hot Tub & Forest Trails

4.91 out of 5 average rating, 127 reviews

A covered patio area features a modern grill adjacent to a fire pit with flames flickering over stone. Comfortable seating is arranged around the fire pit, surrounded by lush greenery and stacked firewood along the back wall.

Apartment in Beaverton

Recreational Family Fun & Adventures Await

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, 178 reviews

4.97 out of 5 average rating, 177 reviews

An airy kitchen features sloped ceilings with wooden beams and warm wood cabinetry. A vintage-style aqua refrigerator complements stainless steel appliances. Natural light filters through three windows, while a vibrant rug adds a pop of color to the space.

Home in North Portland

Rose City Hideaway