Pet-friendly holiday rentals in Clackamas County

Rare 3-bdr bungalow in forest w/ private beach

This one-of-kind stylish bungalow sits on 4 acres of secluded land (no neighbors)! Your private river access (w/sandy beach) is a perfect place to have a campfire, drink your morning coffee or lounge in the sun. Regardless of the season you and your guests will enjoy the large porch with stunning views of Mt. Hood national forest, the Salmon River all in a park like setting. The perfect place to retreat, wind down and make memories you'll never forget. Please no events unless confirmed w/ host

Country Living in a Forest Setting

Come stay in your own cozy, rustic mini apartment, a little over 25 minutes from the Portland suburbs, and about 45 minutes from downtown Portland. Our home sits on two wooded acres. You'll have a private deck, private bathroom, private entrance, and private living space. There is a queen bed in the bedroom and a futon/sofa in the living area that makes a twin-size bed. Check-in time is after 4 pm. Early check-in is possible, just contact us. No Smokers! One pet on approval, up to 45lbs.

Tiny House in a quiet oak grove

Tiny House Guest Cottage one mile off 213 near Marquam. Remote, yet accessible. 10 minutes from Mt. Angel and Molalla. 15 minutes from Silverton. 18 minutes from Oregon Garden. Loft with King size bed and luxurious sheets. Two sofas downstairs can be converted into beds. Not suitable for children. Sit on the back patio in the evening and listen to owls, coyotes, frogs, and crickets. Dozens of species of birds. I am proud of the reviews guests have left; please read them for more info.

Willow Creek Cottage

Enjoy country living in our charming and unique 1890s guest house. Situated on 12 acres in horse country. Great location - 20 minutes to Portland, 25 minutes to Oregon Wine Country, 90 minutes to the coast and five minutes from I-5 and Wilsonville. Bedroom with comfy pillow top queen bed. Breakfast nook with refrigerator, microwave and Keurig coffee maker. Direct TV and WiFi. **Please be assured that we continue to take all steps necessary to sanitize and air the cottage before your visit.

Little Explorer - The perfect mountain escape.

Located near the end of a quiet dead end road in Welches, Oregon. Short path to Sandy River. Easy access to HWY 26 and only 15 minutes to Government Camp or Sandy Ridge mountain biking. Enjoy the relaxing surroundings while staying in a newly renovated cabin with all the comforts of home. 2 night min. stay seasonally/Fri/Sat but possibly accept a 1 night stay...just ask. Sleeps 4 in beds. Anymore you provide bedding and/or air mattresses. Check out our Instagram @ littleexplorer_oregon

A-Frame Cabin: Picturesque view and cozy interior

Minutes from the outlet mall, a peaceful and cozy A-Frame, nestled in the trees overlooking a rippling creek. The stairs to the loft lead to a room where there is a comfortable queen-size bed and television. The downstairs area has a fully-stocked kitchen, dining area and living area with lots of windows to enjoy the view. There is also patio with a table and chairs and propane grill where you can sit and enjoy the view of the pasture and water, with beautiful trees scattered about.

Retro Modern Cabin-Seasonal Stream & HotTub-Dogs 👍

***IMPORTANT***From December - April we maintain access to the basement apartment unit from Friday-Sunday (ski season!). This is an entirely separate unit with separate entrances. There are no spaced spaces. There will be no interaction. If you're OK with this, please proceed! Escape straight to the 70s in this woodsy retro cabin, a true gem perched in the trees in Rhododendron near Mt. Hood. Imagine relaxing in the hot tub under the stars listening to the seasonal stream babble below!

The Wee Humble Cottage

Cozy 1 bed, 1 bath, 100 yr old smoke/vape free cottage is conveniently located in Gladstone, OR; walking distance to local shops & antique mercantile. Within blocks of the confluence the Clackamas & Willamette Rivers. Just 1.5 mi from historic downtown Oregon City Main Street, Willamette Falls, Abernethy Center & End of the Oregon Trail Museum. Also conveniently located near the Trolley Trail Loop, a 19 mile long meandering walking/cycling trail through a series of quiet communities.

The Bear's Den, studio with kitchen and pond/creek

Our wonderful guest house is a cozy studio with a queen bed, kitchen, sofa, and dining table in one large room. There is a bathroom with shower. This is a second floor apartment over the detached garage, we live in the main house next door. The property is very secluded well off the road with no other houses nearby and borders the National Forest. Enjoy the spring fed pond in the front yard, a hike along the Sandy river, or a 15 min drive to ski resorts.

Riverside Retreat w/Hot Tub

Enjoy a rejuvenating stay for your trip to Mt. Hood in our peaceful, pet-friendly riverfront cabin. Located on the Salmon River, this Cabin is full of 60's charm and equipped with modern conveniences like a hot tub, high speed Wifi and washer/dryer to make your stay comfortable. Make s'mores by the river or cozy up with a good book by the indoor fireplace. Several bars & restaurants are within a 5 minute drive and it's only 20 minutes to SkiBowl.

The Roost - Contemporary Rustic Cabin

Our cozy, pet-friendly cabin has been remodeled top to bottom. It has an open floor plan and will sleep 2 comfortably in the loft with fold outs below suitable for 2 singles. Sandy Ridge Trail is right around the corner, Wildwood Park is across the way, and Mt Hood is a short 15 minute drive. Close to some great Eats and Drinks. We recently added a clawfoot tub with on demand hot water for a lovely soak outdoors!

Heated Glamping tent, Action sports- Site 3

Stay in a cozy canvas tent tucked in the woods on the grounds of a legendary action sports destination at the base of Mt. Hood. With year-round lift-accessed snow and epic bike trails just minutes away, plus limited access to private skate parks and a full fitness center on site, this is the ultimate basecamp for riders, skaters, adventurers, or anyone craving fresh mountain air.