Cottage vacation rentals in Clackamas County

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Top-rated cottage rentals in Clackamas County

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Superhost

A spacious living area features wooden walls and a high ceiling, enhanced by a loft area above. Cozy seating is arranged around a central table, with warm lighting provided by lamps. A vintage wheel light fixture adds character to the space.

Cottage in Mount Hood Village

4.87 out of 5 average rating, 442 reviews

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, or reach popular ski resorts within a half-hour drive. Guests looking to relax can unwind in the hot tub (not available in Feb 3 - 27) or relax by the fireplace. Well-behaved dogs (2 max) are welcome w/ $30 fee. STR924-24

Top guest favorite

A private hot tub sits on a deck, surrounded by a tranquil landscape. A gentle flow of water can be seen in the nearby river, framed by lush greenery and a wooden fence that enhances the serene outdoor setting.

Cottage in Molalla

5 out of 5 average rating, 263 reviews

Charlies Riverfront Cottage - Hot tub & Fireplace

Romantic getaway or Family retreat - We have everything you need to relax. Private Hot Tub overlooking the Molalla river, Classic Arcade cocktail table, Gas Fireplace, Fire pit, BBQ, The best swimming hole. We decorate for every season and most holidays. Covered porch with heater to enjoy your coffee and birdwatch. Stroll through the park next-door, take a ride on a mini-train or buy farm fresh eggs from our neighbor. Visit Silverfalls, Oregon coast or Mt. Hood. Fresh air and comfort awaits!

Superhost

A well-maintained path leads to the entrance of the cottage, surrounded by lush greenery and vibrant flowering shrubs. The rustic exterior is complemented by a sunlit porch, offering a welcoming entryway into a tranquil outdoor space.

Cottage in West Linn

4.88 out of 5 average rating, 189 reviews

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.

Top guest favorite

The cozy front porch features a welcoming entry with two woven chairs and decorative cushions, inviting guests to relax. The blue exterior is complemented by a white picket fence and a small garden area with greenery, enhancing the cottage home's charm.

Cottage in Portland

4.99 out of 5 average rating, 99 reviews

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.

Guest favorite

A private hot tub is situated on a stone patio, surrounded by rustic wooden fencing. The entrance to the cottage is visible, framed by a charming blue door and a welcoming sign. Comfortable outdoor seating is arranged nearby, enhancing relaxation in the serene environment.

Cottage in Silverton

4.99 out of 5 average rating, 160 reviews

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.

Guest favorite

An illuminated patio area features a covered wooden structure with string lights providing a warm glow. Comfortable seating is arranged around a central table, and a large umbrella adds color to the outdoor space. Lush plants are visible along the perimeter, enhancing the tranquil atmosphere.

Cottage in Beaverton

4.93 out of 5 average rating, 114 reviews

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.

Guest favorite

A charming guesthouse is nestled within a lush garden, surrounded by colorful flowering bushes and sculpted hedges. The structure features large windows that offer a glimpse of the serene interior. The path leading to the guesthouse is intertwined with greenery, enhancing the tranquil atmosphere.

Cottage in Portland

4.92 out of 5 average rating, 430 reviews

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.

Top guest favorite

A comfortable sleeping area is featured, with a queen bed dressed in neutral bedding and accented by a blue throw pillow. Two bedside lamps provide soft lighting, and a dresser stands beside the bed. Natural light enters through a nearby window, with curtains partially drawn.

Cottage in Lake Oswego

4.94 out of 5 average rating, 295 reviews

Peacock Grove Cottage in Lake Oswego, OR

Sunny, private one bedroom cottage in quiet, wooded neighborhood. Separate dwelling behind main house. Queen bed, sofa bed, TV, WiFi, A/C, full kitchen, washer & dryer, bathroom with shower and beautiful patio. One mile from I-5 and 8 miles to downtown Portland. Short drive to downtown Lake Oswego. Walking distance, just two blocks, to La Provence, Jefe, Zupans, Albertsons, Starbucks, Waluga Park. Perfect for families or the business traveler. Come stay!

Guest favorite

A private hot tub is prominently positioned, surrounded by lush greenery and tall trees. Nearby, a gas barbecue is visible on a patio, along with a set of two chairs and a small table under a shaded gazebo, creating a serene outdoor dining space.

Cottage in Portland

4.94 out of 5 average rating, 226 reviews

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

Guest favorite

A serene view of the river at sunset is captured, with vibrant colors reflecting off the water. Lush greenery lines the riverbanks, creating a natural border. The scene illustrates a tranquil atmosphere, ideal for relaxation and connection with nature.

Cottage in West Linn

4.94 out of 5 average rating, 83 reviews

Blue Heron Sanctuary & Serene, River-Front Cottage

Discover tranquility at our cozy riverfront cottage, a perfect blend of comfort and nature. Enjoy serene river views from your private yard, relax by the fireplace, or explore the outdoors with private river access. Featuring a cozy, ensuite bedroom, a fully-equipped kitchen, and a fire pit, it's ideal for a peaceful getaway or a family adventure. Surrounded by wildlife and near local attractions, our cottage offers an unforgettable retreat."

Guest favorite

A cottage nestled among snow-covered trees features warm outdoor lighting illuminating the pathway. The structure showcases a welcoming entrance with windows framed by lush greenery, creating a serene winter scene in a forested setting.

Cottage in Rhododendron

4.88 out of 5 average rating, 189 reviews

🏔 🌲 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

Top guest favorite

A private backyard features a swimming pool with a large pink inflatable flamingo floating on the water. Surrounding the pool, a concrete deck provides ample space for lounging, while a wooden fence and lush greenery create a secluded atmosphere.

Cottage in Milwaukie

5 out of 5 average rating, 57 reviews

Quiet Casita with sauna! Pool Opening April 22!

Palm Springs meets Portland in this private guesthouse with a private fenced yard and sauna. The whole group will be comfortable in this spacious and unique space. The pool is currently closed until about April, but the yard is private and there is plenty of space to spread out. With proximity to great shopping, parking and easy access to 205 or 99, you'll be able to get anywhere in Portland in about 20 minutes.