Pet-friendly holiday rentals in Clackamas County

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.

Serene Forest Studio - Walk to 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!

Pet Friendly, Mt Hood Cabin With Hot Tub!

Charming 1930s Rustic Cabin on Hunchback Mountain. Escape to this cozy 1930s rustic cabin, perched on a private 1-acre lot with stunning forest views. Located just minutes from Mt. Hood's ski areas, hiking trails, fishing spots, biking routes, golf courses, and a luxury spa. This retreat offers the perfect blend of adventure and relaxation. Conveniently close to restaurants, pubs, grocery stores, and resorts, you'll have everything you need while enjoying the tranquility of the mountains.

Secluded Willamette River Apartment in Lake Oswego

Enjoy a private stay full of nature with a river view! Newly remodeled 1 bedroom private apartment secluded and quiet. Apt is completely separate from main house. 10 min wlk to Mary's Woods Ret. Comm, 20 mins to George Rogers Park, 10 more to DT Lake Oswego w/shops, restaurants and theaters. Private, wooded property along the Willamette River. Fully rmld kit. & BR, LR with large 50” Smart TV, fast wifi. Q-bed + twin in sunroom, table/work area + wa/dr below. 8 stair entrance at back.

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!

Mid Century Cozy Escape - Mt Hood - Views + Pets

I love this space all year long with the many seasons! Being on the top level has perks of views and the lighting is spectacular. Views of Oregon's oldest golf course, Hunchback Mountain which is filled with trees and at night the stars are so clear. It's the perfect location to relax after a round of golf, day at the lake, hiking or a day on the slopes. 20 minutes to Government Camp 35 minutes to Mt Hood Meadows ski resort Minutes away from old-growth forest hikes, lakes and fishing

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.

Cozy Country Bungalow

*Cozy studio apartment on ten-acre farm. *One queen-size bed *Complete kitchen w/ range, dishwasher, microwave, refrigerator, toaster, and coffeemaker. *Large bathroom, sleeping area with queen bed, living/dining area, and washer and dryer access. *Wireless internet and wall-mounted 40" Smart TV with Netflix. *Relax on your private veranda, or go for a stroll on our 10 acre property. *Enjoy a picnic in the woods. Creek, pond, bridge, & view to enjoy.

Cozy A-frame hideaway w/hot-tub, fenced backyard

If you’re looking for the quintessential 70s A-frame experience, look no further! Classic 1973 A-frame with modern updates and mid-century vibe! This cozy 928 sq ft A-frame is located on wooded property at the foothills of Mt. Hood National forest near Sandy River. Perfect for a solo getaway, a couple’s retreat, or a small family escape. Skiing/snowboarding is 20-30 mins away. Sandy Ridge mnt biking - 5 mins away. Lots of hiking around.

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!