Family-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.

Gorgeous Mt. Hood View, Ski, Hike or Mt.Bike

Welcome to Sandy Oregon, the Gateway to Mount Hood. This Luxurious cabin-feel home, custom built by top notch craftsman and designer, features breathtaking panoramic views of Mt. Hood and the Sandy River. The view is rated one of the best in the Northwest. Enjoy a glass of wine while sitting by the outdoor fire pit, take a short drive to Timberline Lodge for skiing or snowmobiling, go hiking in the Mt. Hood forest or Mountain Biking at world class "Sandy Ridge". Your options are unlimited!

Green Acres Private Studio Apartment

Come share our farm adventure. Meet friendly goats, and alpacas, (we sadly lost both of our alpacas to old age this winter.) There are two queen sized beds in a studio apartment with a convenient kitchenette and private bath. There is also a futon chair and a sofa that could accommodate small children. We have an air bed and port-a-crib only on advanced request. Great ski resorts and hiking trails within 30 miles. Put your phone on WiFi calling for best service. WiFi is Alpacashit PW San2

Tiny Private Studio near Sandy, Oregon

Located between Mt. Hood and the Columbia Gorge! Cozy private studio, with a separate entrance on 2 quiet acres. This small studio has a comfortable queen bed with luxury linens throughout. A tiny kitchenette supplied with coffee, organic half and half, an assortment of tea, bottled water, and a few snacks. Wifi and YouTubeTV provided. Grocery stores, restaurants, movie theater, gym, and hiking trails just to name a few amenities all within 1 to 3 miles of our home.

Romantic ‘Glamping’ Farm Tiny Cottage

Glamping at its finest! This adorable, warm and cozy, artistic, and truly unique storybook cabin is nestled in a quiet, close-in farm setting (but only 30 min to DT PDX). You’ll love the magical vibe, artwork, decor, lighting, coffee bar, comfy bed, cute outhouse w/cold water sink, and a private outdoor heated shower! We welcome ALL colors, LGBTQ, and outdoor tobacco friendly. Cannabis flower allowed indoors in separate, fun and funky TV/game shed. You'll LOVE it here!

Artsy, private lower level. Minutes from downtown.

Rhonda, an architectural designer, lends a creative vibe to this 1940 home. She created this spacious 525 sf. basement studio - leopard skin carpet, queen bed, sitting area, table, private bath and closet. Doug's show biz background's reflected with his movie memorabilia throughout. Quiet, safe SW Portland neighborhood, close to downtown. SPACE: Entrance & main floor is shared by us. LONG STAYS: We request a chat before booking. City of Portland ASTR Type A Permit

Rustic Creekside Cabin

This tranquil hideaway feels like you're in the middle of the forest, but is just minutes from Portland. Relax next to the burbling creek surrounded by towering cedar trees. The MAX Orange line and downtown Milwaukie are only five minutes away. Built in 1928, the cabin has one bedroom and bathroom, living room, full kitchen and central heat. The bedroom has one queen bed and an en suite bathroom. There is a pull-out queen futon in the living room.

The Woodlands House

The Woodlands House sits on five acres of an old growth private forest. The home itself is a beautiful 4 bedroom home with two outdoor decks surrounded by towering pine trees. It's the perfect place to get out of the city and disconnect in nature, or to use as your base for all the PNW adventures. It's a quick 30 min drive to Mount hood or the entrance to the Colombia Gorge, and only 45 min from PDX Airport.

Peace and Serenity on Mt. Hood-Hike/Bike/Ski/Relax

This 2400 sq. ft. light, bright, modern, private home is nestled in the heart of Mt. Hood in Rhododendron, OR. With a stunning 1.5 acres of artfully landscaped gardens surrounded by forest, you can relax on the 600 sq. ft. deck, or bike, hike, ski and snow shoe the beautiful Mt. Hood forest. Hear the sounds of Clear Creek nearby in this quiet private neighborhood.