Holiday rentals with a kayak in Clackamas County

Beautiful, Magical, Treehouse

"Glamping at its' best"! 16' x 16' TreeHouse, suspended between 3 large fir trees, queen size bed, loft w/2 twin beds, composting toilet, much more, situated on 20 acres with a pond. Gas heater, mini-fridge, microwave, coffee pot. IMPORTANT: this is a Tree House! Going up the spiral staircase is an adventure in itself, so pack small bags (or packs) (large suitcases are not appropriate). Be sure to look at the pictures & read our reviews... that provides the most information. Happy Travels!

Beautiful Italian-style Villa in Lake Oswego

Beautiful private 1907 Italian-style villa in Lake Oswego w 100' trees. Views of the lake. Private. Gourmet kitchen. Ingredients for cooking There are 3 bedrooms: - Room 1 has a queen-sized bed - Room 2 has 2 twin beds. - Room 3 has a double bed Please see the last image in the listing for details on how the bedrooms are arranged Large stone patio for outdoor dining Summer of 2025 there is major construction on the street so we have reduced prices by 25%. They make noise during the day.

RoofTop FirePit, HotTub & Outdoor Theater

Our large (1,500sq ft) space (private access), has a bedroom, bathroom, living room w/ a fireplace, hot tub, full gym as well as a kitchenette w/ full sized fridge, keurig, microwave, air fryer, toaster oven, single burner, and laundry facility. Smart tvs, hammocks and a rooftop firepit are in the outdoor entertainment area. LGBT & BIPOC friendly. Gym, hot tub and laundry are shared with owners but guests have priority access. Close to Mt Hood Wilderness (45mins) & Downtown Portland (15mins).

Mt. Hood Retreat on Private Mountain Lake

Secluded light-filled retreat with a modern farmhouse vibe overlooking a private lake. Located 1 mile from Mt. Hood National Forest, with plenty of hiking, paddling, fishing, and biking opportunities! Onsite amenities include fire pits, canoe, walking trails and plenty of lawn games. A pavilion-like great room with walls of glass opening to the view and open air pergola, and large kitchen, ideal space for entertaining. Spa-like showers, sauna, and freestanding tub, with five bedrooms.

Lake Oswego Riverfront House with Paddle Boards

Enjoy the peaceful tranquility of this cabin-like home, nestled along the bank of the very slow moving Tualatin River.  You will love the total privacy of this home!  Relax and savor the views of the river and abundant wildlife with your morning coffee or evening libation. Take the paddle boards out for a tour of the river, enjoy the fire pit (firewood provided), or grill dinner outside, all with the upscale comforts of home. There is even an enclosed yard area for your dogs.

Riverside Cottage Apartment.

Charming cottage apartment on a hill next to the Willamette River, 30 mins from downtown Portland. Relax, and enjoy the quiet and peaceful surroundings. Fully stocked kitchen. Fast wifi at 50 Mbps. Cozy inside in the wintertime, also with a park-like setting with walking access down the lush backyard to the river where you can enjoy swimming, fishing, kayaking, and bird watching. You can use the shared recreation room with ping pong, pool table, shuffleboard, and weights.

River Forest Guest House, All new+Riverfront Patio

Tasteful and brand new guest house, beautiful neighborhood on the river. Guests have private deck facing yard and separate outdoor sitting area on the Willamette river (behind main house). Watch the birds, boats and riverboat cruise from the patio with fire pit. 2 miles from lightrail station, restaurants and shopping nearby and 15 mins. to downtown Portland. All are welcome! We are on the east side of the river, Milwaukie area.

A quiet retreat amongst the oaks

Escape to our modern ranch-style guest cottage on a serene 20-acre estate, surrounded by oak trees and secluded in a private gated area. With a fully-equipped kitchen, private yard, our cozy retreat is perfect for families, friends, work or staycations. Enjoy mornings or evenings outside in the fresh air and sunshine. Come and experience the tranquility and beauty of our ranch-style guest cottage today!

Highland Park- secluded lodge near the city.

Fabulous lodge style home on 5 park-like acres with a small lake, outdoor fireplace, game room and tv room. Just 30 min from Portland and the airport. Sleeps 10. Main level; master with king bed and bath, one bedroom with twin beds, (can be converted to king), one bedroom with queen bed, two baths. Upstairs, one bedroom with king bed and bath, one room with queen hideabed, shared bath.