Pet-friendly holiday rentals in Southeast Portland

City Cottage with Country Feel

Fully fenced cottage is nestled in the forest at the end of the road, it's very quiet, very private. Just off the property, there is a walking path to park (Play Haven Park), w/ wildlife aplenty; bunnies, hawks, squirrels, berry picking, and more! We are located near Leach Botanical Gardens, And very convenient, to hwy 205, just down the road from The Gorge Hwy 84 East. For those of you that need hospital services, we are very close to Adventist and Kaiser. We are 15 mins from the airport.

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".

Little Cedar House Cottage near coffee and shops

5 year old detached guest house in Laurelhurst/North Tabor. Bright and spacious with vaulted cedar ceilings. Modern Industrial style with many eco-friendly features such as mini-split heat/ac, tankless water heater, and all-natural fiber area rugs and linens means fewer toxins and a low carbon footprint. Situated near Laurelhurst and Mount Tabor parks with restaurants and amenities nearby. We are also pet friendly and allow well-behaved dogs on leashes for a $30 fee per dog, per visit.

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!

Beautiful Portland Gem Minutes from Mt. Tabor

Welcome to Downstairs at 76th, a newly remodeled basement flat in a beautiful 1970s craftsman bungalow. Large windows usher an abundance of natural light into this unique, design-forward space. Step outside to explore Montavilla—an eclectic neighborhood with artisan cafes, a local theater, and a year-round farmers market—or immerse yourself in nature at nearby Mt. Tabor. A blend of charm and convenience, you're close to the best of PDX yet nestled in a cozy neighborhood. Welcome home!

Bright, Private & Cozy with Yard

Relax in this private, bright and cozy studio space with fully fenced back yard. Nestle up by the outdoor fire, or enjoy a sunset under the covered patio. Equipped with TV, WiFi, and FireStick so you can connect to your favorite shows easily. Kitchen has microwave, mini-refrigerator, induction stove, dishwasher, and all of the supplies you would expect! Enjoy cozy Brooklinen bedding (it's the best!). Full bathroom with washer/dryer, walk-in shower, and ultra soft bath towels!

Coda | Walkable Woodstock Guesthouse | Portland

Unwind in this elegant, light-filled guest house featuring tall ceilings and abundant natural light. Located in Portland’s desirable Woodstock neighborhood, it’s a short walk to acclaimed restaurants, a vibrant food cart pod, grocery stores, and a local brew pub. Coda offers a peaceful retreat with curated musical instruments, a premium Sonos sound system, and a fully equipped kitchen and baths—an inviting space to relax and recharge after a day in the city.

Romantic Casita. HotTub and Firepit. Pets Welcome!

Come and stay in our romantic, Mediterranean Casita. This private cabin is built for singles and couples. Featuring a hot tub, fenced courtyard, fire pit, covered patio, white Linens, handmade ceramics, rustic furniture, peaceful art and off street parking. Though secluded, you're just a short walk from the vibrant Woodstock BLVD. Enjoy a unique, tranquil retreat designed for relaxation and intimacy, comfortably fitting two guests. Pet's are welcome.

Modern Studio - Steps to Hawthorne Shops & Eats

✨ Walkable Hawthorne Studio with Full Kitchen ✨ 🛏️ Studio layout with queen bed, sleeps 2 🍳 Full kitchen with stove, oven, microwave & dishwasher 💻 WiFi and laptop-friendly workspace ❄️ Mini-split A/C + heat in the living/sleeping area 🧺 In-unit washer & dryer 🐾 Pet-friendly - bring your furry friend 🚪 Private entrance - no shared interior spaces 🍽️ Steps from Hawthorne cafes, breweries & shops. Free street parking.

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.

Modern Hawthorne 1BR - Food Carts & Local Shops

✨ Compact 1BR Hawthorne Hideaway for Two ✨ 🛏️ Cozy 1-bedroom with queen bed 🍳 Full kitchen with stove, oven & coffee maker 🧺 In-unit washer & dryer 💻 Laptop-friendly workspace with fast WiFi 🐾 Pet-friendly - bring your furry friend ❄️ Living-room mini-split A/C + heat 🚪 Private entrance - no shared interior spaces 🍽️ Heart of Hawthorne - cafes, brewpubs & shops nearby. Free street parking.

Stylish Hawthorne 1BR w 90 WalkScore

✨ Walkable Hawthorne 1BR with Fast WiFi ✨ 🛏️ Cozy 1-bedroom with queen bed 🍳 Full kitchen with dishwasher & coffee maker 🛋️ Cable TV & fast WiFi 💻 Laptop-friendly workspace for remote work 🐾 Pet-friendly - bring your furry friend ❄️ Living-room mini-split A/C + heat 🔒 Private entrance - entirely yours 🍽️ Steps from Hawthorne cafes, brewpubs & shops. Free street parking.