Pet-friendly holiday rentals in Hayden Island

Private Garden Guesthouse (Dogs Welcome!)

Unwind in a peaceful + stylish Guesthouse just minutes away from all things Portland. Tucked inside a lush, fully-fenced backyard with its own private entryway, controllable heat/AC, fiber WiFi, heated bidet and queen size bed. This modern ADU also features a full bathroom and kitchenette stocked with local coffee, fizzy water + dog treats! 20mins to PDX ✈️ + just off I-5 for easy access to downtown, Moda Center, Alberta Arts, etc. Pups very welcome 🐶 Sorry, no cats 😿 More details below ⤵️

Yeti's Tree House: Where Dreams Come True

"Thank you for creating such a magical place..." Recent Guest "Best Tree House I've ever seen!" Recent Guest Let the kid in you come to play in this real treehouse held up by four trees, 18 feet off the ground. Zip line down or take a giant soaking tub. A magical stroll through the woods leads to the suspension bridge. You won't believe you're only minutes from town. Wear appropriate shoes as it is a short 2-minute hike to the tree house. At times, it can get a little slick.

BlackBox Luxurious historic restoration with 5 beds!

This stunning remodel of a historic Craftsman is the perfect spot for your next stay. This pet-friendly home is stacked with luxe finishes, carefully curated antiques and a private fenced yard. Steps from the park in a central, quiet neighborhood 15 minutes from PDX Int’l and 15 minutes to downtown Portlandia. A 4 minute drive to Kenton District dining, coffee and nightlife, with easy access to the I-5 freeway. Maximum 2 pets weighing max 25lbs each are welcome for an extra fee of $60 per pet.

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’

St Johns garden retreat- bright, patio, big yard

Relax in St Johns with beer on draft! This newly renovated, private, ground floor studio apartment, detached from the main house. Bright and modern, this pet-friendly space is accessed from a private entrance off the oversized yard and has its own patio. And there's access to a kegerator that usually has a local ale on tap. 2 blocks from Pier Park with its majestic trees and world-class disc golf, a short walk to downtown St Johns, and a short bike ride or drive to the University of Portland.

Cabin Charli~Backyard Oasis

Enjoy a private stay at this modern tiny home with easy access to local restaurants, bars, and coffee shops just a block away or a 5-10min drive to popular neighborhoods such as Mississippi, Alberta and Williams. You'll have everything you need to be comfortable in this cozy, fully functional home that features a queen size bed, full bathroom, kitchenette, and off street parking in our driveway. We are dog friendly so feel free to bring your well-trained pup! No cats please due to allergies.

The Loft

Enjoy complete privacy in this beautifully newly renovated (2025) above-garage guest suite, fully detached from the main house—your own quiet retreat with no shared living spaces. This bright and thoughtfully designed studio features a comfortable queen bed plus a daybed with optional pull out trundle, comfortably sleeping up to 4 guests—perfect for families or small groups. Modern finishes, full bathroom with stacked washer/dryer and large full kitchen create a welcoming, updated feel.

Zen Escape: King Bed, Hot Tub, Private Yard

Zen House is a peaceful retreat in North Portland, a short walk to neighborhood cafés and local spots. A one-of-a-kind stay with a relaxed vibe, featuring a main cabin with two beautifully designed bedrooms and a cozy cobb house tucked quietly in the back. The outdoor garden offers calm and privacy, a place to slow down and recharge. Rinse off in the outdoor shower, soak in the cedar hot tub, or unwind in the bath surrounded by bamboo. A unique stay that captures the spirit of Portland.

Wine country retreat with amazing views

This lovely tree top space is attached to our home and includes separate entry, complete privacy in the unit, has its own upstairs deck, and includes the use of our shared lower deck and hot tub. The kitchen is a "kitchenette" with no stove, but we do provide a single burner hot plate. Come practice "Shin Rin Yoku", the the stress- reducing essence of the forest. Trails, benches and platforms throughout the property provide a place to sit, enjoy the clean air, meditate, or do yoga.

Peninsula Haven-Private, Quiet, and Cozy

Relax at the gorgeous, private & quiet mother-in-law apt, mere minutes from U of P, funky DT St. Johns and Kenton. Two nearby bus lines & a freeway provide great access to all Portland has to offer. Food carts, organic markets, coffee shops, dive bars & great food are all close by. Comfortable design & a rich amenity list are there to satisfy your every need. ✔ LGBTQ & 420 Friendly ✔ 50" ROKU TV w/ Netflix, Hulu, Prime, and Peacock ✔ Comfy Queen Bed ✔ Private Deck See more below!

Timber Frame Guesthouse - 100% Green Construction

Cozy, beautiful casita! This is the only home of its kind in Portland. Artfully built in traditional timber-frame style, all of the joinery is wood-to-wood. Every timber was milled from our family land. Insulation is clay-straw and the walls are natural plaster. Enjoy a true refuge in the heart of NE Portland, walking distance to many restaurants, cafes, parks, Alberta Arts district & more. 12 minute drive to PDX, 15 to downtown. AC, free street parking, full kitchen, pet friendly.

Modern Cozy Home - Pet Friendly - Walkscore90+

This cozy 1901 craftwork is newly renovated with family-friendly amenities. Located in the heart of Portland’s hottest neighborhood, minutes of walk away from prime breweries, food carts, and restaurants in Portland. Perfect location to connect with friends and families with our fully renovated kitchen, explore the hippest breweries & restaurants in town or experience the majestic PNW wilderness nearby. The house also features dedicated office space and is pet friendly