Pet-friendly holiday rentals in Pearl District

Modern Treehouse in Historic Spanish Turret House

This isn't your standard rental w/ IKEA furniture & misleading photos! The Turret House sits on a large corner lot in Portland's beautiful Irvington neighborhood and surrounded by historic homes and tree-canopied streets. Broadway street is 3 blocks away & offers some of Portland’s favorite restaurants, bars, coffee shops, grocers, & dispensaries. My partner & I are professional designers and we worked hard to blend traditional Spanish Californian design w/ modern simplicity. IG @turrethousepdx

Little Cedar House High Speed WIFI - Super Clean

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.

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.

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 Portland Sun House

This unique Mandala home is a stand-alone house with one bedroom in an ideal location for your staycation or adventures around Portland and surrounding areas. This space features a unique layout with natural light, vaulted wooden ceilings, large skylights, a gas fireplace, and a fully equipped kitchen. The private outdoor courtyard with a firepit, seating and a hot tub for your comfort and relaxation. The garden surrounding the space really makes my home a quiet, peaceful escape.

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.

Stylish Hawthorne 1BR w 90 WalkScore

Located in the heart of the eclectic Hawthorne District, you'll be within walking distance of Portland's best restaurants, cafes, bookstores, brew-pubs, distilleries, and craftspeople. If you want to explore more of Portland, I'm just over a mile from the West side via bike, walking, or bus. The place has a sleek, soothing, and stylish design with high-grade finishes. Note that there may be noise; earplugs and a noise machine are available for your comfort!

The Hen House: Private unit in NE

The Hen House is a converted garage, built from mostly salvaged material, and has everything you need for an easy visit. The loft has a queen bed but stairs are very steep so I recommend the pullout single bed downstairs if uncomfortable with steps. I'm near Mississippi area, Williams and Alberta Arts District with 2 grocery stores within walking distance. Unit stands alone and there is a garden and friendly animals to hang with outside. Dogs allowed.

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

Flooded with natural light, this stylish suite blends timeless charm with modern comfort in one of Portland’s best neighborhoods. Nestled just off NW 23rd Ave, enjoy boutique shopping, top-rated restaurants, and tree-lined strolls right outside your door. Inside, you’ll find a curated living space with a plush sofa, full kitchen, fast WiFi, smart TV, and comfy queen bed—perfect for cozy nights in or recharging after a day exploring the city.