Vacation rentals with a pool in Clackamas County

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Top-rated rentals with a pool in Clackamas County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
An oversized covered patio features comfortable seating arranged around a central firepit. Soft lighting from hanging fixtures enhances the outdoor space, which is surrounded by greenery. The area is designed for relaxation and socializing, providing a welcoming atmosphere for guests.
Home in Woodburn
4.93 out of 5 average rating, 100 reviews

An Entertainment Oasis!

An open floorplan greets you & your friends. The island invites you into the kitchen with a full sized fridge & range. With drinks in hand, take the entertainment outdoors! The oversized covered patio is spacious enough for grilling, chilling, a tabletop firepit with seating galore. Soak up the sunshine with additional seating - or just soak in the jacuzzi. Take a summer dip & cool off in the pool, cozy up by the wood firepit or the sauna - or break a sweat at the adjacent gym. Your choice!

Top guest favorite
The exterior of the cabin is highlighted by warm wooden siding and large windows. A stone pathway leads to a circular arrangement of wooden chairs gathered around a fire pit, with an outdoor dining area set under a sunshade. Lush greenery surrounds the space.
Home in Rhododendron
4.98 out of 5 average rating, 202 reviews

The Zen Den- 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!

Guest favorite
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
4.92 out of 5 average rating, 145 reviews

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

Top guest favorite
The exterior of a charming cottage features a warm wood facade with a blue accent around the front door and garage. Towering trees surround the property, and a gravel driveway leads up to the home. Natural stone landscaping borders the driveway.
Home in Rhododendron
4.99 out of 5 average rating, 151 reviews

Mt Hood Cabin: River, Trails, Pool, Dog-Friendly

✨ Fern Cottage — Mt. Hood Cabin with Game Room ✨ 🏔️ Tucked under towering firs in Rhododendron, minutes from skiing & trails 🛏️ 3 bedrooms, sleeps 8 — luxury foam mattresses throughout 🍳 Full kitchen with double oven, dishwasher & stainless appliances 🛋️ Open living with smart TV & electric fireplace 💻 Fast WiFi + dedicated workspace for remote days 🎮 Garage game room with ping pong & chalk wall 🔥 Private deck with fire table and forest views 🏊 Walk to seasonal pool, tennis, basketball

Top guest favorite
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
4.98 out of 5 average rating, 218 reviews

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!

Top guest favorite
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.
Cabin in Rhododendron
4.98 out of 5 average rating, 126 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.

Top guest favorite
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.
Cabin in Rhododendron
4.96 out of 5 average rating, 138 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.

Top guest favorite
The living room features a comfortable leather sectional sofa and two armchairs, paired with a coffee table. Natural light filters through the window blinds, illuminating the patterned area rug on the carpeted floor. A large television is positioned on a wooden stand.
Guest suite in Mount Hood Village
4.95 out of 5 average rating, 332 reviews

Mt. Hood Summer Getaway: 1BR Apartment

Welcome to your private one-bedroom apartment in Welches, Oregon! Just 18 minutes from Skibowl and 30 minutes from Timberline and Mt. Hood Meadows, this cozy retreat is perfect for two guests (or three with a child under 12). Located on the first floor of our home, the apartment has high-speed internet and a comfy space to unwind after adventure. Since we live upstairs, you may occasionally hear footsteps. Pets: Due to severe allergies, no animals, sorry! Free parking on-site | STR798-22

Guest favorite
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
4.92 out of 5 average rating, 828 reviews

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.

Top guest favorite
A spacious living room features high vaulted ceilings and a stone fireplace as the focal point. Comfortable seating is provided by two plush recliners and a large sofa, arranged around a wooden coffee table. Colorful area rugs and wood paneling add warmth to the cabin's interior.
Cabin in Rhododendron
4.94 out of 5 average rating, 157 reviews

Mt Hood Zigzag Chalet Lovely, Pet-friendly, HotTub

Nestled in Mt. Hood National Forest come retreat with your family and friends to this beautiful and peaceful cabin. The Chalet is appointed with handcrafted furniture, floor to ceiling woodwork, stone patio, wood deck, and built-in gas and charcoal BBQ. The 6 person hot tub, dog kennel, wood stove and fire pit add to the outstanding amenities provided in well appointed mountain cabin. The whimsical forest decor adds to comfort you will surely experience in this newly upgraded cabin.

Guest favorite
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
4.92 out of 5 average rating, 646 reviews

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.

Guest favorite
Cabin in Rhododendron
4.94 out of 5 average rating, 128 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.

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