Cottage vacation rentals in Clackamas County

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Top-rated cottage rentals in Clackamas County

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Guest favorite

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, 452 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

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, 193 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, 112 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, 169 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!

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, 61 reviews

Quiet Casita with sauna! Pool Open until November!

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 open from about April to November, but the yard is private and there is plenty of space to spread out. The pool isn’t heated, but because it’s small, it’s quite warm from the heat of the sun. Close to shopping, private parking and easy access to 205 or 99, you'll be able to get anywhere in Portland in about 20 minutes!

Top guest favorite

A private creekside patio features two blue lounge chairs positioned around a small wooden table. Lush greenery and colorful foliage surround the area, with Silver Creek visible nearby, creating a tranquil outdoor setting.

Cottage in Silverton

4.94 out of 5 average rating, 82 reviews

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.

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, 120 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, 436 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, 305 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!

Top 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, 227 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

Superhost

A comfortable sofa with a soft fabric is positioned near a large window, allowing natural light to illuminate the space. A decorative pillow rests on the sofa, while a small side table features a minimalist lamp. A patterned area rug is visible on the floor.

Cottage in Silverton

4.81 out of 5 average rating, 37 reviews

The Fir and Falls Cottage

Nestled in the heart of Silverton, our cozy 1-bdrm embodies the laid-back, natural charm that PNW locals know and love, while offering modern comforts for a relaxing stay. Whether you're hiking lush forests with cascading waterfalls at Silver Creek Falls State Park, paddleboarding or fishin’ at the Silverton Reservoir, visiting the Oregon Gardens or exploring our vibrant downtown community, this is your home base for an authentic PNW experience.

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

4.87 out of 5 average rating, 193 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