Family-friendly holiday rentals in Portland Downtown

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!!

Kitchen · Family · Laundry

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.

Indoor spaces · Kitchen · Parking

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

Kitchen · Family · Outdoor spaces

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!

Family · Indoor spaces · Walkability

Historic 2BR | Walk to NW 23rd Shops & Eats

✨ Charming Northwest Portland Flat in Alphabet District ✨ 🏙️ Heart of NW 23rd — walk to top shops & cafes 🛏️ 2 cozy bedrooms, sleeps 4 guests comfortably 🍳 Full kitchen with coffee maker & wine glasses 🛋️ Smart TV & fast WiFi throughout 💻 Laptop-friendly workspace for remote work 🌿 Private entrance & porch for your morning coffee ❄️ AC & heating for year-round comfort 🔒 Entire apartment — no shared spaces 🍽️ Steps from NW 23rd's best dining & shopping. Free street parking.

Family · Kitchen · Outdoor spaces

Spacious Guesthouse with Creative Style and Local Charm

Our recently built, light filled and spacious ADU sits quietly in our back yard and above my painting studio. It's an open, airy and modern loft-style home with reclaimed fir floors, shelving, vanity, and doors. The queen size bed has a super comfy natural latex foam mattress and in the loft there is a fold out sofa with a full size memory foam sleeping pad. It has a well appointed kitchen and washer and dryer for your use. I provide coffee and tea for your stay as well.

Indoor spaces · Kitchen · Shared spaces

Mid-Century Hillsdale Retreat

Welcome to our chic 2-bedroom, 1-bath Mid-Century Modern retreat, where timeless design meets contemporary comfort. Our fully renovated apartment offers a stylish and inviting space, perfect for your getaway. Enjoy the convenience of walking distance to culinary delights, with City Thai, Gigi's Cafe, and the Hillsdale Food Cart Park just steps away. Immerse yourself in the vibrant local scene, or stay home and utilize the fully equipped kitchen to cook a delicious meal.

Kitchen · Indoor spaces · Nearby

Melrose Place

Light, bright, and airy modern corner townhouse with an abundance of windows looking out to a quiet maple tree lined street. Freshly remodeled house with no detail overlooked. Cook in the Chef’s kitchen or eat out at the numerous restaurants and food carts within blocks of the house. Forest park and hiking trails are just a couple blocks up the street! The house is a great spot to work from home, relax, cook and serve as your home base to see the best of Portland!

Kitchen · Indoor spaces · Cleanliness

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 :-)

Indoor spaces · Kitchen · Nearby

Modern Guesthouse in Portland's Central Eastside

Tall ceilings, an open staircase and walls of windows flood the space with light (even in Portland), while molded plywood Eames chairs add mid-century style. Located in the heart of Portland within walking distance to great restaurants, coffee and parks. Fast, gigabit fiber internet, full kitchen, large table, and private outdoor spaces help maximize your stay and comfort, whether you're alone or with a group. Editor's pick in Dwell.

Indoor spaces · Kitchen · Hospitality

Holiday Home

Greetings Welcome to Portland! We hope that you will have a wonderful time in our beautiful city and that you will enjoy your stay here at Oasis in PDX We love entertaining and have put thought into creating different seat groupings, both inside and out, that invite people to relax both near to and apart from the main living areas, so that one-on-one conversations can take place without others in the group feeling excluded.

Kitchen · Family · Parks

Large Studio in Historic Isam White House

Super Clean third floor suite in the historic Isam White House. Includes bed area, living and dining area, kitchenette with microwave, hot water kettle, dishes and small fridge and private bathroom with tub/shower. This is one of the last grand mansions downtown that hasn't been converted to condos or offices. We are at the shopping and restaurant districts of Northwest 21st and 23rd Avenues. Walkability score of 97!

Indoor spaces · Kitchen · Hiking