Holiday rentals with a pool in Clackamas County

Guest suite in Mount Hood Village

The spacious bedroom features a large bed with a blue quilt and neutral pillows. Two windows allow natural light to fill the room, accented by greenery and decorative wall hangings. A wooden dresser and a traditional clock add a touch of charm to the space.

4.99 out of 5 average rating, 251 reviews

Spacious Mt. Hood Studio Retreat

This studio is located in Welches, OR. It is the perfect location to access recreational activities in the Mt Hood area - only 18 minutes from Skibowl and 30 minutes from Timberline or Meadows. The studio is located on the second floor inside the main house and shares a common entry. It features a private bathroom and includes amenities such as Wi-Fi, smart TV, mini fridge, microwave, coffee maker, and electric kettle We live in the main house, so you may occasionally hear footsteps STR798-22

4.97 out of 5 average rating, 196 reviews

The exterior of the cabin features warm wood siding and large windows. A cozy gathering area with Adirondack chairs surrounds a fire pit, while a dining set under an umbrella offers additional seating. Garden pathways lead through a landscaped area with natural stone accents.

Home in Rhododendron

Zen Cabin - Sauna, Hot Tub, Fireplace & Game Room!

Welcome to the Zen Den! Beautifully updated private family cabin located steps away from the Sandy River and less than 30 minutes to ski resorts, mountain lakes, and hiking. Warm modern decor, gorgeous wood accents, and thoughtful touches to enjoy with family and friends. Two living areas with a downstairs theater and game room perfect for kids. A spacious, modern kitchen make cooking/relaxing at home dreamy. The backyard is equipped with a sauna, hot tub, fire pit, BBQ, and outside dining area!

4.92 out of 5 average rating, 143 reviews

A spacious tent interior is featured, with a large rug centrally placed on the wooden floor. Two director chairs sit outside the entry, framed by decorative plants. The tent offers a comfortable sleeping area in the background, enhancing the relaxing ambiance.

Tent in Molalla

Brand new "Safari tent" with pool/hot tub

This luxury safari-inspired tent site puts the glamour in glamping! Thanks to our sustainable tent, this glamping experience will "wow" your friends and family. Our tent conveniently located just 30 min from Portland. Just relax in the hot tub and swim in pool. We got breakfast area with microwave and coffee/snacks. Also we offer farm breakfast ($20/pp). Perfect for escaping off the grid, you and your family can bond together at “fire circle”, walk your dogs in the wilderness behind the property

Home in Mount Hood Village

A serene view of the Sandy River flows through a lush green landscape, bordered by trees and under a partly cloudy sky. Sunlight shines on the water, while gentle ripples can be seen across its surface, creating a peaceful and natural setting.

4.91 out of 5 average rating, 130 reviews

Serene Home on the Sandy River

Unwind with your family in this tranquil retreat on the Sandy River. This custom home features beautiful Alaskan Cedar accents, vaulted ceilings, and a cozy gas fireplace in a light filled great room. Relax in the hot tub while listening to the river, or take a walk along the river path. Close to hiking, biking, snow sports, restaurants, and groceries. Guests also have seasonal access to community amenities, including pool, & sport courts. This is the perfect getaway to make lasting memories.

4.98 out of 5 average rating, 214 reviews

A charming treehouse is suspended between large fir trees, featuring a wooden deck with multiple seating areas. Large windows provide natural light, and the surrounding forest greenery adds to the tranquil setting. The pathway beneath is lined with gravel, leading to the entrance.

Treehouse in Mt Hood

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!

An open kitchen and dining space features a large wooden table with six chairs, complemented by modern appliances and a wood-burning stove. Natural light streams through the windows, while the high ceiling and exposed beams enhance the spacious feeling of the area.

4.98 out of 5 average rating, 120 reviews

Modern Cabin - Hot Tub/Dog Friendly/Walk to River

Experience our modern cabin nestled among the trees. This cozy retreat blends modern amenities with the beauty of nature. Relax in the hot tub, gather by the bonfire pit, or enjoy our brand-new gas firepit on deck. Enjoy the comfort of our lounge seating, perfect for unwinding after a day of adventure. The Sandy River and miles of trails are steps away. Inside there are 2 bedrooms + a loft with 4 twin beds, a wood-burning stove, a spacious living area, TV, games, and a fully-equipped kitchen.

A secluded hot tub is nestled among the trees, surrounded by vibrant green moss and natural elements. Two wooden stools are positioned nearby, while a rustic wooden pathway leads through the forest. The serene atmosphere is enhanced by the gentle sound of the nearby creek.

4.96 out of 5 average rating, 131 reviews

2BR Dog friendly Mount Hood cabin with hot tub!

This magical cabin is nestled near the Sandy River on the edge of Mount Hood National Forest. A mountain oasis offering all of the amenities of home yet tucked in the heart of the forest. The enchanting backyard offers seasonal creeks that invite you to miles of hiking trails and beaches. Unwind by the cozy fire, relax in the hot tub or soak up the soothing sounds from the nearby Sandy River. Skiing/snowshoeing/mountain biking/kayaking/waterfalls... a perfect mix of adventure and tranquility.

4.92 out of 5 average rating, 818 reviews

The entrance to the tiny house features a vibrant green door framed by natural wood, leading to a small porch area. A chair sits to the side, with lush greenery surrounding the property, enhancing the connection with nature.

Tiny home in Damascus

Quaint Tiny House In The Trees. Damascus, Oregon.

150 ft. walk down a steep driveway takes you to a unique private little studio with everything an adventurous spirit needs. We have friendly dogs you may see outside, and we do not allow pets. No smoking in the unit. There is a smoking hut on the property you are free to use should you choose to (bring a container with you to dispose the remnants). SE Portland is a 30 min drive and downtown Portland a 45 min drive. One hour to Mt. Hood, & falls in the Gorge. Pool open 6/15 through 9/5.

4.83 out of 5 average rating, 115 reviews

A bright living area features a spacious brown leather sofa and a rustic wooden coffee table atop a decorative rug. A wood stove adds warmth to the room, while large windows provide natural light. A comfortable chair and a rattan chair are positioned nearby.

Home in Rhododendron

New Hot Tub, Kid Playground, Firepit, River, Pool!

Nestled in the historic Mt. Hood Forest, the Crystal Cabin in the coveted Timberline Rim community is ideally located less than a min walk to the heated seasonal pool, tennis courts, Sandy River & hiking trails. This peaceful home is perfect to relax & fall asleep to sounds of the river while melting in the new hot tub! Children & pets will love the fenced backyard & playground. Seasonal fire pit is also available. Alpine lakes, waterfalls, and ski resort are a quick drive. BEST VALUE!

4.92 out of 5 average rating, 639 reviews

A serene garden scene features a waterfall cascading over natural stone, surrounded by lush greenery and colorful flowers. A small pond is visible at the base of the waterfall, complemented by a tranquil statue. Various plants add vibrant textures and colors throughout the landscape.

Guest suite in Damascus

Oasis Between City, River & Mountain. Damascus OR

A large & private guest house on lower level of home only 30 min. to Portland. Mt. Hood, Gorge Waterfalls & Scenic hikes within 60 min drive. Super comfortable bed, quiet nights, recliner sofa & relaxing atmosphere make this an ideal place to hang out and rest. We welcome ALL colors, LGBTQ. Must Read all info, house rules & details prior to booking please. Informed guests are happy guests. Can accommodate 3pm check in every day of the week except Tuesdays.

4.93 out of 5 average rating, 122 reviews

Hot Tub + Forest Views | Mt Hood Getaway

Welcome to Rhodi House — a peaceful, design-forward cabin tucked near Mt. Hood National Forest. 15 minutes from Government Camp and walking distance to the Sandy River, this renovated 1970s retreat offers two king bedrooms, a cozy open loft with a double hide-a-bed, a wrap-around deck, and a private hot tub nestled in the trees. With modern style, a stocked kitchen, and soft linens, it’s the perfect year-round escape for couples, friends, or families.

A charming cabin exterior is framed by lush greenery and tall trees, providing a serene entry. The inviting front porch is adorned with log columns and features a welcoming door, hinting at a cozy retreat hidden among the natural surroundings.