Pet-friendly holiday rentals in Southeast Portland

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".

Elegant SE Portland/Reed College BLUE MOON SUITE

The Blue Moon Suite is a cool, comfortable and convenient apartment within a home to stay if you're visiting Reed College, are in Portland for business (downtown is only 15 mins away) or if you are just touring the city. We look forward to welcoming you into our home and aim to make your stay as comfortable as possible while taking your privacy seriously & offering private access to an elegantly decorated yet comfortable one bedroom lower level apartment with everything that you might need.

Hawthorne Guest House - heated king bed

Romantic light-filled apartment in the heart of the Hawthorne/Belmont neighborhoods. Enjoy vinyl records from your heated King size bed and shower in a sky-lit bathroom with a heated floor and a spacious stone tiled shower. Located behind the host’s house, the guest house is a private space, separated by a fence and with its own entrance and private patio. A walkable neighborhood, there are so many nearby restaurants, bars, and stores in the Hawthorne, Belmont and Division neighborhoods.

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!

The Flying Whale-MountTabor.

You will have full reign of the top (street)level of the home. Host lives downstairs in the sun basement. You are the only ones who will enter through the front door, and you’ll have a reserved parking space in the double driveway. Your space includes a double queen bedroom, an office with an extra king bed, full bathroom, a fully equipped kitchen, dining/living room with wood burning fireplace and stunning views, a full laundry room, a wrap around deck with outdoor table and chairs.

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.

❤️ CLEAN ★ NEAR DOWNTOWN ★ PATIO ★ WALKABLE

☀ Featured on travel blogs! ☀ 10 Min from downtown + Airport ☀ Free parking ☀ Luxury queen bed • premium bedding ☀ 1 additional full size bed + sofa bed ☀ Fully stocked kitchen ☀ Outdoor patio + BBQ + garden ☀ Super Fast Wifi (200+mbps) ☀ 55” 4K Smart TV ☀ Smart Home ☀ Spa style shower ☀ Steps from public transit ☀ Safe walkable neighborhood ☀ Bikes for exploring Portland ★☆Learn More Below & Experience Portland With Us!★☆

Modern 1BR - Bright - Private - Perfectly Located

✨ Cozy NE Portland Retreat in Walkable Irvington ✨ 🛏️ 1 bedroom, 1 bath — perfect for couples 🍳 Full kitchen with dishwasher & cookware 💻 Laptop-friendly workspace with fast WiFi ❄️ AC & heating for year-round comfort 🚪 Private entrance — no shared spaces 🧺 In-building, communal coin-op washer & dryer for use 🍽️ WalkScore 94 — cafes, markets & shops steps away. 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.

The Little Tower - Local Vintage Shops & Eateries

✨ Hawthorne 1BR Tower Apartment Near Cafes ✨ 🛏️ Private 1BR with queen bedroom upstairs 🍳 Full kitchen with dishwasher & wine glasses 🛋️ Smart TV, fast WiFi & dining nook for laptop use 🐾 Pet-friendly with private entrance 🧺 Shared basement laundry ❄️ Main-area mini-split A/C + heat; no bedroom A/C unit 🍽️ Walk to cafes, brewpubs & artisan shops. Free street parking.