Cottage holiday rentals in Clackamas County

The Bee Cottage

Welcome to The Bee Cottage! This cozy cottage is nestled in the woods overlooking a beautiful sun-filled meadow situated on 5 private acres adjacent to Mary S. Young Park. In this quiet and pastoral setting you'll see deer wandering in the orchard and on the other side of the meadow are honeybee hives tended to by the host. It’s a separate home with a fully stocked kitchen, an outdoor deck and barbecue great for entertaining just 3 blocks from Cedar Oaks Park/Boat Ramp on the Willamette River.

Whimsical Garden Cottage Near Sellwood

Located two blocks from the Springwater Corridor — a 21-mile paved trail for walkers and bikers — in the quiet neighborhood of Ardenwald, you’ll find The Hummingbird Cottage. This whimsical 1930s garden cottage is less than one mile from the charming streets of Sellwood, home to quaint coffee shops and restaurants, boutique shopping, and the iconic Sellwood Riverfront Park. The cottage features organic cotton sheets and goose down comforters in each room and a renovated spa-like main bathroom.

Silver Falls Cottage · Hot Tub · Near State Park

Cottage on a working farm - minutes from Silver Falls State Park. Enjoy bucolic surroundings while sitting in the private hot tub or around the fire pit. In our rural location cell phone service is not available nor is Wi-Fi. Come to The Cottage to disconnect and reconnect with your family and the outdoors (a landline is provided). There is a maximum of 4 guests allowed to stay at this property - adults and children included! Because of safety children under 5 cannot be accommodated!

The Shamrock- Creekside & one block from downtown!

One block from Silverton's historic downtown, overlooking Silver Creek, & neighboring scenic Coolidge McLaine Park, The Shamrock Creekside Cottage promises laid back luxury in an unparalleled location. Enjoy a fully equipped kitchen, W/D, smart TV, high speed WIFI, a spacious primary bedroom and bathroom, & a private creekside patio. A rollaway twin bed is also provided. This charming & contemporary cottage is fully equipped to meet your daily needs and makes the perfect Silverton retreat.

Little House On The Mountain — Spacious Tiny House

Relax and unwind in our custom-built, one-of-a-kind cabin. Nestled on a forested hill above our main cabin, it sits on 4 acres of private wooded land bordering Mount Hood National Forest. The cabin is designed for year-round comfort, including air conditioning for warmer summer days. A perfect getaway for couples looking to spend a romantic weekend in the woods or a home-base for those who are here to enjoy everything Mt. Hood has to offer. Hiking, fishing, skiing are only minutes away!

Cozy Cooper Mtn Cottage

Uniquely cozy with all the amenities of home but in a cottage up on Cooper Mt. Where you are surrounded by trees , feel the breezes, sunrise and sunset in the same day, and sometimes the wonderful wildlife around us. Birds in the sky , rabbits and sometimes deer, and yes our two friendly goats. Oh yes and the expansive midnight sky with the bright stars twinkling above or the big round moon shining down on you as you sit on the patio in the evening enjoying the night air.

Blue Heron Sanctuary · Private Riverfront Cottage

Rates vary by season and length of stay. Final pricing is displayed when dates are selected. Tucked along the Willamette River, this thoughtfully restored cottage offers a rare blend of nature, comfort, and calm. Enjoy private river access, garden views, a well-equipped kitchen, curated sleep comforts, and fast fiber internet. Walk to parks and trails, unwind by the fire pit, or work peacefully surrounded by trees—an ideal retreat for rest, creativity, or extended stays.

Secret Garden Guesthouse!!

Secret garden guesthouse is located 1 mile from downtown Lake Oswego and 2 miles from Lewis and Clark. Ideal hideaway for parents weekend, visiting the college, or guest lecturers. Also great location for exploring the amazing city of Portland and its surrounds. 50 minutes to Mt Hood, 40 minutes to wine country! Located in SW Portland and just a few miles from downtown Portland food scene. 1 mile from Lake Oswego. Friendly pets are welcome with a $40 pet fee.

Sunlit Oasis

This private, renovated art studio has skylights and quiet views of nature. As an interior designer, I loved creating a space that is as much an experience as a night away from home...and only 10 miles from downtown Portland! Please be advised that beginning Dec19, 2025, construction has begun on three homes behind our cottage. Work can begin at 7:00AM-7:00PM Mon-Fri., 9:00AM-5:00PM Sat.-Sun. There could be noise during those hours, it's out of our control.

Romantic Urban Oasis in the City-Owl Forest Studio

PORTLAND CITY PERMIT #14-248488-000-00-HO Debi's pronouns: she/her Rob's pronouns: he/him *Private Hot Tub *Separate Entrance *Private Parking *King Bed, Tuft & Needle Mattress *Large Garden *Kitchenette with Full-size Fridge and Cooking Supplies (No oven) *Gas BBQ *Good Location *Garden Hammock in good weather LGBTQ Friendly, All Races Welcome. We celebrate diversity and welcome all loving hearts, regardless of gender or race. Portland Permitted Property

🏔 🌲 Creek Side Mt. Hood Adventure Cottage 🌲 🏔

This upscale modern Mt. Hood cottage offers you the perfect spot to set up camp while visiting the area for winter or summer sporting activities. Relax in the cozy living room/great room which features vaulted ceiling with dimmer lights, a remote powered fireplace, Dining table, and 65' Smart TV. The large deck and backyard is tree filled and right on a creek! Clackamas county quite hours required between 10PM-7AM STR-Cert #1044-24-flat

Little Red Getaway on the Sandy River

Experience the enchantment of a 1935 knotty pine cottage nestled along the Sandy River. This charming retreat combines the tranquility of remote seclusion with convenient access to local eateries, convenience stores, & sporting shops. Explore nearby nature trails minutes away and popular ski resorts half hour away. Well-behaved dogs (2 max) are welcome w/ $40 fee. STR924-24