Pet-friendly holiday rentals in Pearl District

Central Retreat w Patio & Office

Eclectic midcentury design with all the aminities needed to relax and enjoy Portland. TV, washer/dryer, wifi, separate office, fully stocked kitchen, dining table for 8, books, games and a shared patio stpace with adjoining units. A five minute walk to one of Portland's best shopping and dining districts, 23rd Ave. Great for a family or a few friends looking to enjoy Portland. The separate office also makes it ideal for travelers who need to stay productive. Pets allowed with additional $50 fee.

Pet Friendly, Cozy & Curated Designer Guesthouse

Our guesthouse is situated behind our home, located on a large corner lot in beautiful Grant Park. Surrounded by picturesque homes and tree-canopied streets, it’s a perfect combination of peace and quiet alongside accessibility. Dozens of local shops and fabulous PDX restaurants, just a 10 minute walk away. Five minutes to freeway access, guests enjoy convenient options, exclusive privacy, and detailed designer touches. A perfect base camp for an extended PNW exploration, or a weekend getaway!

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’

BEST Location! Upscale, beautiful Slabtown home!

Beautiful, newly built SLABTOWN home, equipped with high-end finishings and decor. BEST NW location! Walking distance to: NW 23rd, the Pearl, some of Portland's best restaurants, bars, boutique shopping, New Seasons Grocery Market, Good Sam., Dove Lewis, and NW-based corp. offices. Comfortable living space, two balconies, two ensuite private bedrooms & bathrooms. Modern kitchen includes stainless appliances + wine fridge. Home gym w/ Peloton, TRX, Yoga Mats. Pvt garage prking w/ 240v outlet!

Close In NE Portland Studio Apartment

Enjoy easy access to everything from this close in NE Portland studio apartment. This 2nd story apartment in a 1880 victorian home is newly renovated with new everything! It is short walk to the Oregon Convention Center, Moda Center, Emanuel Hospital, and more. Near the Max, buses, and street car. Centrally located, you'll also be a walk/short drive to Williams Ave, Mississippi Ave, NE Alberta St., and downtown Portland. PDX Airport is a 20 minute drive. There is street parking available.

Cozy modern staycation workplace close to downtown

Entire space is very private. Enjoy the cozy modern 1 bedroom queen bed, 2 large sofas that are comfortable to sleep on, oversize soaking tub large walk-in closet , 2 TVs, Blue Ray player, stereo, gorgeous private garden with table seating & tranquil water feature, & private entry. 5 minute drive to downtown, 2 minute walk to Forest Park & Marquam trails. Several amazing restaurants just minutes away. There is a pet fee of $40 each pet. Preferably just one pet or the fee is $70 for two.

Guest Suite in Alphabet/NW District w A/C, Parking

Charge your electric vehicle in our driveway while you walk 1 block either direction to great restaurants, trendy bars, and world class shopping. The streetcar and a topnotch hospital are 5 blocks away. Trader Joes is next door and the entrance to one of the biggest urban parks, Washington Park, is a third of a mile away. This 1 bdrm guest room in a large single family home that has a private entrance, kitchenette, no shared spaces with household, backyard access, and driveway parking.

Pet Friendly NW Nob Hill High End Private Apt.

Beautiful high end modern private apartment built in a historic 1904 Craftsman in Nob Hill. Walk two blocks to NW 23rd for a wide variety of stellar restaurants and shopping or take a 10min walk to get to the heart of the city or to the famous trails of forest park. Easy access to transportation all over the city just steps away. View Mt. Hood from the front porch or relax with your own large private yard and let your pets run. Listed on VRBO 395585, excellent reviews.

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 🍽️ Steps from NW 23rd's top restaurants, cafés & boutiques.

1906 3BR Retreat • NW 23rd Boutiques & Eats

Nestled in one of Portland's most desirable neighborhoods, this elegant home has been thoughtfully refurbished to blend its original charm with modern amenities seamlessly. Originally built for the World's Fair hosted by Portland at the turn of the century, this home exudes all the old-world charm you can imagine. Step out the door, and you'll find top-rated bars and shopping just blocks away, ensuring you never have to stray far for a fantastic experience.

Portland's Finest - Luxury Pearl District 4 BR

✨ Luxury 4BR Pearl District Retreat — Sleeps 8 ✨ 🌆 WalkScore 96 — steps to top dining & nightlife 🛏️ 4 bedrooms, 2 full baths, sleeps 8 🍳 Full chef's kitchen with dishwasher & wine glasses 🛋️ Smart TV, fast WiFi & dedicated workspace 🐾 Pet-friendly with private entrance & patio ❄️ AC & heating for year-round comfort 🔒 Entire home, washer/dryer, crib available 🌲 Minutes to Forest Park trails & Pearl District shops. Free street parking.

Luxury Living on NW 23rd Ave, Walk Score 99

✨ Luxury 4BR in Heart of NW 23rd ✨ 🏠 Fully renovated 2000 sq ft home 🛏️ 4 bedrooms, 5 beds — sleeps 12 🍳 Chef's kitchen with stainless steel appliances 🛋️ Spacious dining & living areas 💻 Fast WiFi & laptop-friendly workspaces 🌿 Private patio with outdoor seating ❄️ AC & heating for year-round comfort 🔒 Entire home with private entrance & garage 📍 Walk Score 99 — steps from Salt & Straw, shops & top restaurants. Free garage parking.