Pet-friendly holiday rentals in Clackamas County

4.93 out of 5 average rating, 202 reviews

Home in Milwaukie

Charming Remodeled Home in SE

Unique, charming 1920's home, just minutes from Portland by bike or car, fully remodeled, w/custom handmade furnishings made w/local hardwoods. Our cozy home has a fully loaded gourmet kitchen. Master suite w/king bed and a top of the line Stearns and Foster mattress. 2nd bedroom w/brand new queen nectar mattress. King sleeper sofa w/memory foam mattress. Covered patio, plenty of outdoor seating, natural gas BBQ, and firepit. Fenced yard for pets. Local fav cafe across the street.

4.82 out of 5 average rating, 157 reviews

Cabin in Rhododendron

Peaceful cabin in the woods

Take a deep breath and unwind after a day of adventure in this quiet cabin surrounded by trees. Two bedrooms plus an adjoining loft and 2 bathrooms. The cosy fireplace & hot tub, and fire pit under the trees are perfect places to relax with family & friends. The Zig Zag river is a short walk from the front door. Hiking, biking, and paddling areas are nearby. For snow sports, Government Camp is 15-20 min. away. Restaurants & groceries are within two miles of the cabin. Come stay & relax!

4.89 out of 5 average rating, 137 reviews

Mountain Hazel Woodsy Retreat

Modern cabin near Sandy River, Mt Hood ski resorts, hiking and mountain biking. Small and cozy, in a woodsy and relaxing residential area. Sandy River can be heard and is just a short walk across road to access it. 15 minutes to Government Camp, with easy access off Highway 26. Loft bedroom with queen bed, small bedroom downstairs has a full bed. Pets welcome. Fully kitchen with stainless appliances and quartz counters. Steep stairs to access loft bedroom. Good WiFi for the workcation.

4.92 out of 5 average rating, 108 reviews

Home in Lake Oswego

#StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayinMyDistrict Lake Oswego Honey Bee Cottage. Live like a local while experiencing the trendy Lake Oswego District! 5 blks to coffee shops, restaurants, shopping & local hot spots! Convenient to West Linn, SW Portland & Tigard Neighborhoods. Private Cottage nestled in the trees, and furnished to create a comfortable and charming space! Historic 1 bed/1bath (+sofa bed & Futon) King Suite, Kitchen, W/D, Private Patio & Fenced Yard. FREE Parking. Pre-Approved Dogs w/addt’l $50 per pet fee.

Superhost

4.81 out of 5 average rating, 224 reviews

Peaceful Mtn air cabin with hot tub and WI-FI

Perfect for your romantic getaway! Close to rivers, skiing, hiking, fishing and mtn biking! This 1 bedroom cabin is so cute! Sofa sleeper in the living room. Kitchen is fully stocked with most anything you need for cooking. Automatic drinking water dispenser next to the fridge. Home is pet friendly. $75 per pet, max 2 things to note, pellet stove does not work. cabin does have wall heaters, it gets very toasty inside! Mtn air cabin is registered with Clackamas county #835-23

Superhost

4.83 out of 5 average rating, 240 reviews

Judy's Vintage Mt. Hood Cabin.

Escape and chill in a rustic 1943 cabin on lovely 1/3 acre in Brightwood. Dogs, kids most welcome. Cozy, mid-century feel. Woodstove, high ceilings, lots of charm, art. Hike, play games, listen to records, read on the porch, walk to the Salmon River or country store - binge on Netflix, write or work with fast WiFi. Good dining, cafes, historic taverns, great hiking, mt. biking at nearby Sandy Ridge, all 10 min! Fabulous skiing at Mt. Hood Meadows/Timberline Lodge/Ski Bowl - 30 min.

Superhost

Home in Welches

4.87 out of 5 average rating, 378 reviews

Family/pet friendly cabin, Salmon River,hot tub

Less than an hour from Portland, this quiet cabin in the woods is the perfect place to come home to after a day of skiing, hiking, golfing or whatever fun activity you found on Mt. Hood! It sits on 1.5 acres that backs up to the forest. There are lots of indoor and outdoor games to keep you occupied while at the cabin as well. The fire pit is great for roasting marshmallows and the hot tub provides relaxation after a fun day on the mountain.

4.97 out of 5 average rating, 240 reviews

Guest suite in Sandy

The Cedar House at Riverbend Orchard

Escape to nature’s beauty at this serene retreat on 23 wooded acres overlooking the Sandy River. Sip coffee on the heated wraparound deck, curl up by the stone fireplace, or soak in the hot tub under the stars. Hike the private trails, discover the pond, and unwind in the sauna. Thoughtfully designed for relaxation, with cozy nooks, books, and breathtaking views. Well-trained dogs welcome! No cats or other pets due to severe owner allergy.

4.99 out of 5 average rating, 336 reviews

Guest house in Milwaukie

River Forest Guest House, All new+Riverfront Patio

Tasteful and brand new guest house, beautiful neighborhood on the river. Guests have private deck facing yard and separate outdoor sitting area on the Willamette river (behind main house). Watch the birds, boats and riverboat cruise from the patio with fire pit. 2 miles from lightrail station, restaurants and shopping nearby and 15 mins. to downtown Portland. All are welcome! We are on the east side of the river, Milwaukie area.

4.84 out of 5 average rating, 196 reviews

Home in Government Camp

Govy A frame with Hot Tub

Custom 1500 sq foot A frame with a covered HOT TUB, in beautiful Government Camp that is all about fun. Warm up with the beautiful large stone fireplace, for a romantic ambiance. The large loft has a Semi-secluded queen size bed on one end with a kid’s area at the other end. It Includes three twin beds, TV, VCR, DVD, Nintendo Switch, books, for the younger ones. The loft also has its own private balcony.

4.98 out of 5 average rating, 160 reviews

Classic 1925 Riverfront Cabin

Nestled right on the banks of the pristine Salmon River, our restored Mt. Hood cabin sits on a private 1/2 acre amid old growth forest. From the moment you get out of your car you experience what it feels like to be away from it all. Your senses will be delighted with the sounds of rushing water and the sights and smells of the forest.