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

Loft in Kenton- Hot tub, MAX line, Weed friendly

House with 650 sq ft and patio to yourself. The loft, with vaulted ceilings and beautiful tile and woodwork throughout, is settled behind the main house, and includes a comfortable king bed, modern decor, fold down couch, well functioning kitchen, and access to hot tub. Kenton has great food, retail shops, and bars two blocks away, and guests are a short MAX train ride to Downtown. LGBTQ+ and rec. marijuana friendly. This home is not suitable for any guests under 18. Please read pet policy.

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.

Adorable Portland Retreat

Welcome to the City of Roses! Nestle into our adorable & freshly furnished suite in the incredibly walkable Ladd's Addition neighborhood in South East Portland. Walking distance to a ton of restaurants, coffee shops, vintage stores & more, our home has easy access to all our favorite Portland haunts! *** We're so excited for the opportunity to share a little piece of our home with you — your stay helps us achieve a longtime dream of hosting & sharing our love of travel, so thank you!

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.

Fresh North Portland Studio

Walk to Restaurants, Coffee Shops, Bars, Shopping, Mississippi Avenue District, MAX Yellow Line, Public Library, PCC-Cascade Campus. Beautifully furnished space with a fully stocked kitchen, high ceilings, comfy bed and custom-built features like the walk-in shower and kitchen bar. Bright and open indoor/outdoor living with French doors that open to a private patio. Great for couples, solo adventurers, and business travelers. Well-behaved dogs are permitted. No cats.

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!

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.