Pet-friendly vacation rentals in Raleigh Hills

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 🪜 Steep exterior stairs to enter (not step-free) 🍽️ Steps from NW 23rd's top resta

Sasquatch's Tiny Tree Home on Bear's Creek

Sasquatch's tiny treehouse is the best of Both Worlds! This Tiny Home on Bear's Creek is so tucked away you will forget you are less than a ten-minute drive from Portland and Beaverton. Enjoy the short adventure hike down "Get Over It" suspension bridge as you hear the creek getting closer. Watch out for owls, eagles, deer, and more. Play some corn hole, walk the "Leaning labyrinth," and chill on the deck perched right above the creek in the trees. (3rd or4th guests have an air bed to inflate:-)

Secluded Studio

This a fully private and detached guest house is quiet and relaxing. Walk down your very own pathway to a completely private, safe and secure patio with a quaint garden, a small yard and outdoor seating. With tall ceilings and a large nice bright kitchen, this place is very comfortable. Blackout curtains. Close to many desirables: Max Orange Line Commuter Train, Reed College, Woodstock, Sellwood, & East Moreland & Milwaukie Providence Hospital. Ride, walk or run along the Springwater Corridor.

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’

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!

Clean & spacious. Dogs stay free! No min nights

Space comfort & pristine cleanliness converge to provide you with pleasant retreat. Thoughtfully designed space strikes perfect balance between spaciousness and coziness. Impeccably maintained and meticulously cleaned. Curl up on the sofa in the cozy living area, unwind in the tranquil bedroom adorned with soft linens with a cup of coffee. Tail wags are welcome here—this is a dog-friendly retreat, though our feline friends will need to sit this vacation out. Airconditioned and easy parking

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.

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!

Beautiful Dog Friendly Cottage on a 10 Acre Estate

A little slice of heaven. Stay near the heart of wine country on a 20 acre estate and Hazelnut Orchard. Enjoy a complimentary bottle of Oregon wine and treats upon arrival. Settle in and sit on your personal porch surrounded by Hazelnuts and Dahlias. Or take a dip in the hot tub by the garden and play a little basket ball on the sports court. Close to numerous wineries, breweries, equestrian centers, just 20 miles south of Portland and 60 minutes from the beautiful coast.

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.

#StayInMyDistrict Multnomah Village Modern Retreat

#StayinMy District Multnomah Village & Hillsdale! Tastefully designed with modern finishes & decor. This 1 bedroom daylight basement apartment is spacious, bright and newly remodeled. Located on the lower level of the Owner's Home, and carefully designed with guests comfort in mind. Full Kitchen, Washer/Dryer. FREE Parking in front of space. Nestled in the trees with a cozy outdoor space. DOG friendly with additional $50 fee per pet (up to 2).