Pet-friendly holiday rentals in Portland

Bright 1BR - Walk to Coffee, Food & Shopping

✨ Bright 1BR in Walkable NW 23rd — Steps to Everything ✨ 🏙️ Heart of Portland's trendiest shopping & dining district 🛏️ Queen bed in private bedroom 🍳 Full kitchen with oven, stove & coffee maker 📺 Smart TV & fast WiFi throughout 💼 Laptop-friendly workspace for remote work 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🔑 Private entrance, no shared spaces — entirely yours 🪜 Steep exterior stairs to enter (not step-free) 🍽️ Steps from NW 23rd's top resta

The "Old Barn" in the woods. Peace, Romance, Ahhh

"Best Airbnb I've ever been to." Recent Guest "The location is unbelievable, like a mountain retreat in town!" Recent Guest The "Old Barn" is a gem just minutes from downtown. You will feel as if you are in a forest yet, minutes away, is the best of Portland. It's all at your fingertips. Yet, you might not want to leave the "Old Barn."

Onsen oasis + Portland's finest at your feet

Elegant 2-bedroom loft in Alberta Arts District's culinary haven. Sleeps 4, 1 bathroom, 1,200 sq ft. Highlight: beautiful river rock Japanese onsen garden soaking tub for ultimate relaxation. (Shared with cabin guests when occupied ) Amenities: WiFi, Netflix, fully-equipped kitchen. Steps from acclaimed eateries: Gabbiano's, Dame, Lil Dame Nearby: Expatriate, Take Two, , Wilder. Jet Black Coffee. #72 bus stop at doorstep. Portland's finest dining and arts scene from your sophisticated retreat’

Hidden Garden Cottage

This 850 sf. cottage is a century old but was completely updated 12 years ago with era-appropriate furnishings, giving it a period (and safe) feel. Breakfast goodies, art, books, and a woodstove make it cozy. It sits on half an acre so lots of room for kids . It's in SW Portland, minutes from downtown. It's quiet, great for working or vacationing. An outdoor fire pit and gardens make it unique. There's even a zip line for kids. Family gatherings also fine. (Note: There is a $60 fee per dog.)

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!

Columbia Gorge Retreat with a view

Whole private three bedroom home, 1400 square feet on two acres with view of the Columbia River and a cozy feel. Located within the Columbia River Gorge National Scenic Area with close access to hiking, Multnomah Falls Lodge, Vista House, Historic Troutdale, and 40 minutes to Hood River. 20 Minutes to Portland Airport. Includes laundry, wifi, towels, coffee, tea, condiments and other essentials. See more photos of the area and share your own on Instagram #columbiagorgeretreat

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.

Rustic Creekside Cabin

This tranquil hideaway feels like you're in the middle of the forest, but is just minutes from Portland. Relax next to the burbling creek surrounded by towering cedar trees. The MAX Orange line and downtown Milwaukie are only five minutes away. Built in 1928, the cabin has one bedroom and bathroom, living room, full kitchen and central heat. The bedroom has one queen bed and an en suite bathroom. There is a pull-out queen futon in the living room.

NW 23rd - 1BR - Best Location - Historic Beauty

✨ Sunlit Suite Steps from NW 23rd Shopping & Dining ✨ 🌳 Timeless charm meets modern comfort in Portland's best neighborhood 🛏️ Cozy queen bed + plush sofa for two 🍳 Full kitchen with stove, oven & microwave 🛋️ Smart TV, fast WiFi & dedicated workspace 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🔒 Private entrance — entirely yours 🍽️ Steps from boutique shops, top restaurants & tree-lined streets.

Fern Cottage

Fern Cottage is a magical retreat in the heart of Vancouver! Relax and enjoy beauty, style and peaceful tranquility — all within walking distance to great bars, restaurants, coffee shops and grocery stores. Whether you're seeking a romantic staycation or exploring the PNW...we are a guest favorite! This private guest house features its own entryway, private, fully fenced yard, patio and hot tub. City of Vancouver permit: BLR-83994

Completely updated home in Lake Oswego!

I have a 3 bedroom, 2 full bath house with a family room, dinning area & open kitchen. The master has a king bed, the other two have queen beds, I also have an air mattress if additional sleep space is needed. All bedrooms have closets & TVs, there is a desk and chair for a work space if needed in garage. High speed internet and a fully fenced in back yard with a covered space, table and chairs for relaxing or entertaining.

Stylish Laurelhurst Guesthouse

Filled with natural light, centrally located guest house in the upscale neighborhood of Laurelhurst in NE Portland. A short walk to beautiful Laurelhurst Park and minutes on bike or car to all Portland has to offer. Our newly built guest house has everything a traveler would want with private patio & parking right in front. Stay cool in the summer and toasty in the winter with the newly installed mini split system.