Pet-friendly holiday rentals in Raleigh Hills

Forest Lodge Nature Lookout 15 min to downtown

Cedar Lodge is a chalet cabin lookout on the North summit of Forest Park. Privately located in a wilderness sanctuary only 15 minutes by car to PDX city center & 10 minutes to Linnton, Bethany, Hillsboro and St Johns. Arrive & unwind in an elevated private spa overlooking a forested canyon. Relax with a campfire under stars & towering 300 year old Doug Firs while serenaded with world famous Pacific chorus tree frogs. Then retire to a comfortable night’s sleep, courtesy of a Tuft & Needle bed.

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.

Portland Vintage Hideaway

Portland Vintage Hideaway is a lovely, private, completely self-contained unit in our light-filled 1950's day-ranch basement. Enjoy 600+ sq.ft., queen bed with memory foam topper, double sofa bed, TV with streaming, workspace area, wi-fi, and adorable fully appointed kitchenette! The private, gated garden and patio offer a serene and lovely setting in which to hang out for meals & enjoy a glass of wine. We accept a maximum of two dogs and there is a pet fee. Please see details in the listing.

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.

Hidden Garden Cottage

This 850 sf. cottage is a century old but was completely updated 12 years ago with era-appropriate furnishings, giving it a period (and safe) feel. Breakfast goodies, art, books, and a woodstove make it cozy. It sits on half an acre so lots of room for kids . It's in SW Portland, minutes from downtown. It's quiet, great for working or vacationing. An outdoor fire pit and gardens make it unique. There's even a zip line for kids. Family gatherings also fine. (Note: There is a $60 fee per dog.)

Forest Studio Oasis - Mile from Multnomah Village

Nestled in Portland's captivating woodland, this freshly renovated studio offers the perfect escape. Just a mile from Multnomah Village, steps from Alice Trail, and a few blocks from I-5, our retreat combines seclusion with convenience. Enjoy the tranquility while being a mere 10-minute drive from downtown. With thoughtful furnishings for comfort and ample privacy, it's an ideal spot to unwind after exploring Portland's vibrant attractions. Experience the unique charm of our city with ease!

Charming home on private street with hot tub

Keep it simple at this conveniently situated retreat, just a 10-minute drive from downtown Portland and moments away from Multnomah Village. Nestled at the end of a private street in a desirable neighborhood, this charming home offers a spacious interior (with recently added centralized A/C) and inviting shared outdoor spaces. Relax and unwind in the hot tub, gather around the barbecue, or enjoy the patio and fireplace. Remote worker? Come be productive in our sitting/standing desk station.

Peaceful Garden House in SW Portland

This darling 1940's home sits on 1/4 acre and is nestled in a peaceful neighborhood in Southwest Portland. It gets tons of natural light, has greenery from every window, is super private and full of vintage charm and character. The home has served as a source of inspiration for the artists, writers and herbalists who’ve lived here throughout the years and now you can experience it for yourself! If you’re looking for an oasis of calm just outside of Portland, you've found the perfect spot.

Freshly remodeled! Pets stay free! Secure parking!

Create memories in this unique, family-friendly and pet-friendly place. The unit is spacious, well-appointed and private. We take pride in how meticulously we clean it between guests & every stay comes with extra amenities for you and your fur babies. Vlad and I are very quiet & strive to make sure every guest has a 5 Star experience with us! Safe parking for your car away from the street is a plus. We know you might have other choices and truly appreciate your desire to stay with us!

A Cute, Clean, & Comfy SW Portland Guest Apartment

Jasper House is a very clean, pet friendly one bedroom "in-law" apartment in Garden Home. Located on a quiet Culdesaq. Easy access to 217 and I-5. The perfect West side location, close to everything. Great for business and pleasure travelers a like! No additional pet fees for up to 3 pets! This 450 sq ft apartment has a private deck, cozy sitting room w/double futon, 40" TV w/Roku, dining table & kitchenette. The bedroom has a comfy King bed & vanity/desk. We have A/C as well!

Coda Guesthouse -New in 2024

This stylish place to stay is perfect for visits to Portland. Located in the desirable Woodstock neighborhood, it is a short walk to restaurants, a food cart pod, grocery stores and a brew pub. Coda is a musical term meaning an ending part of a piece of music. This is the perfect place to end your day. Coda is a comfortable space with instruments to play, and a Sonos system to listen to your favorite music and relax. You will enjoy the full kitchen and wonderful bathroom.

Multnomah Village Hideout

Explore our new, artist-built bungalow in Multnomah Village, Portland. This cozy space sleeps four with a queen bed upstairs and a pullout couch downstairs. Steps away are charming cafes, shops, and a park with hiking trails and dog parks. Enjoy local activities like bingo and dining on pet-friendly patios. Complete with essentials including laundry and a breakfast nook, this bungalow is perfect for both short and extended stays, offering a unique Portland experience.