House vacation rentals in Clackamas County

Milwaukie Easy-Centrally located, Close to PDX

Our home is a spacious cozy contemporary home, complete with an outdoor deck, and a beautifully decorated interior with contemporary pieces that complete the design of our home. Windows in living & dining space are across from each other bringing in ample light. Our space is furnished with various mid-century, modern and contemporary pieces that complete the home. Shared Spaces •Parking area •On site laundry shared with other tenant, tenant has a separate living area with no other shared spaces

Rare 3-bdr bungalow in forest w/ private beach

This one-of-kind stylish bungalow sits on 4 acres of secluded land (no neighbors)! Your private river access (w/sandy beach) is a perfect place to have a campfire, drink your morning coffee or lounge in the sun. Regardless of the season you and your guests will enjoy the large porch with stunning views of Mt. Hood national forest, the Salmon River all in a park like setting. The perfect place to retreat, wind down and make memories you'll never forget. Please no events unless confirmed w/ host

Secluded Studio

This a fully private and detached guest house is quiet and relaxing. Walk down your very own pathway to a completely private, safe and secure patio with a quaint garden, a small yard and outdoor seating. With tall ceilings and a large nice bright kitchen, this place is very comfortable. Blackout curtains. Close to many desirables: Max Orange Line Commuter Train, Reed College, Woodstock, Sellwood, & East Moreland & Milwaukie Providence Hospital. Ride, walk or run along the Springwater Corridor.

Hilltop Home w/ Hot Tub near Skiing, Golf & Trails

Timberland Glade is a 1420 sq ft home and has been completely remodeled. The open floor plan will allow all of the guests to connect while playing shuffleboard, board games, cooking meals or just relaxing while taking in the views. Your Electric Car can charge in garage. Note: Home has a very steep driveway. In the winter, you will need 4x4 or all-wheel drive to get to the top in snow or ice. There is parking at the bottom of the driveway with about 100 yard trek from the bottom to the top.

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).

Hidden Garden Cottage

This 850 sf. cottage is a century old but was completely updated 12 years ago with era-appropriate furnishings, giving it a period (and safe) feel. Breakfast goodies, art, books, and a woodstove make it cozy. It sits on half an acre so lots of room for kids . It's in SW Portland, minutes from downtown. It's quiet, great for working or vacationing. An outdoor fire pit and gardens make it unique. There's even a zip line for kids. Family gatherings also fine. (Note: There is a $60 fee per dog.)

The Huckleberry Chalet in beautiful Welches, OR

Our Mt. Hood chalet has stunning architecture, is located off a quiet road, and backs to a vast and private forest with a private trail to Welches creek. Enjoy multiple indoor levels and explore outdoor decks and beautiful terraced garden spaces and soak in the Oregon Hot Springs hot tub. The home is equipped with fast Wi-Fi and streaming. We’re experienced and responsive hosts that are happy to help make the most your visit, check out our local guide for our favorite restaurants and hikes.

#StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayinMyDistrict Lake Oswego Honey Bee Cottage. Live like a local while experiencing the trendy Lake Oswego District! 5 blks to coffee shops, restaurants, shopping & local hot spots! Convenient to West Linn, SW Portland & Tigard Neighborhoods. Private Cottage nestled in the trees, and furnished to create a comfortable and charming space! Historic 1 bed/1bath (+sofa bed & Futon) King Suite, Kitchen, W/D, Private Patio & Fenced Yard. FREE Parking. Pre-Approved Dogs w/addt’l $50 per pet fee.

Awesome Mountain Home in Zig Zag Oregon

This stunning two story A-frame home overlooks the Sandy River in a private, gated community. 2 bedrooms downstairs with a full bath and a loft with a king size bed, 2 sets of bunk beds and a second full bathroom upstairs. Amenities include a full kitchen, TV, and WiFi. The living room and dining room are an open design that look out onto a deck with a view of the river. A large fireplace provides perfect winter ambience. Four downhill ski areas are 30-40 min. Kid and pet friendly.

Beautiful Dog Friendly Cottage on a 10 Acre Estate

A little slice of heaven. Stay near the heart of wine country on a 20 acre estate and Hazelnut Orchard. Enjoy a complimentary bottle of Oregon wine and treats upon arrival. Settle in and sit on your personal porch surrounded by Hazelnuts and Dahlias. Or take a dip in the hot tub by the garden and play a little basket ball on the sports court. Close to numerous wineries, breweries, equestrian centers, just 20 miles south of Portland and 60 minutes from the beautiful coast.

Twinberry Cabin

Where comfort meets adventure. We are located blocks away from the local grocery, liquor store, restaurants and shopping. Three Nines Golf Course is around the corner. Arrah Wanna Trailhead is close and provides hiking and snowshoe trails that take guests into the Mt. Hood National Forest. When winter comes around, guests will have their pick of slopes at Mt. Hood Skibowl (just over 12 miles east), Timberline Lodge (20 miles east), and Mt. Hood Meadows (25 miles east).

Marvins Gardens & Pond in Antique and Wine Country

3 bedroom 2 bath house in Aurora, access to our pond, gazebo and dock that was the former Aurora Trout Farm. 25 miles to Salem and 25 miles to Portland only 2 miles off of I-5. Walking distance to the famous Aurora Antique shops and a small winery. 18 miles from Dundee Wine Country. One exit away from Factory Outlet Stores. Shuttle to and from Aurora Airport (KUAO) for a small fee. Come feel the peace of Marvin’s Garden’s and Trout Farm!