
Holiday 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.

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!

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!

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

Lakeside Chalet on Mt. Hood with Pool and Hot Tubs
Immaculate mountain-themed lakeside chalet! Just over 1 hour from Portland but situated at 4,000 feet in a breathtaking alpine setting that feels like another world! Walking distance from pool, hot tubs, restaurants, bars, stores and trails. Air-conditioning in upstairs bedrooms. - 1st floor: garage / laundry room / rec room - 2nd floor: kitchen, dining room, living room, balcony overlooking lake - 3rd floor: 2 bedrooms with queen beds + separate sleeping area w/ queen beds above and below

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!

Modern Cabin w/ Hot Tub + Walk to River • Dogs Ok
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.

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.

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

Recreational Family Fun & Adventures Await
Entertain outdoors in a covered lit patio with grill and cooler. Stay warm with 2 propane firepits or by the campfire pit. Fenced in yard is pet friendly. Nearby Rec Center offers a Gym, Splash Pad, and Indoor Pool with Water Slide ($7 Day Pass). Enjoy basketball, baseball, soccer, and tennis all walking distance with our sports equipment. Explore many nearby parks with playgrounds and trails with our bicycles. Short drive to Washington Square Mall, restaurants, grocery stores, and more!

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.

Hot Tub + River + Pool | Family Cabin Near Mt Hood
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!

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.
Popular amenities for Clackamas County rentals with a pool
House rentals with a pool

Stylish Mt Hood Village Home-Hot Tub, Scenic View

The Rustic Chandelier | hot tub | dogs okay

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

Mt Hood Retreat: Hot Tub, Pool, River, Sleeps 10

Chalet 139 at the Official Collins Lake Resort

Cabin with Hot tub, trails, river, pet friendly

The Mod Lodge! Modern Comfort Meets Mountain Charm

Cozy Mountain Home with Hot Tub and Fireplace
Condo rentals with a pool

Collins condo on the quiet side

Designer Retreat · Pool · Walk to Village & Trails

Thunderhead Condo With Heated Pool & Mountain View

2BDR Peaceful Cozy retreat Family Friendly midterm

Thunderhead Chalet Mt Hood

A little bit of heaven, on Mt. Hood..

➤Whispering Woods , Welches, Oregon / 1BD Suite ➤

Collins Lake Condo #24| Pool, Sauna & Spa
Other holiday rentals with a pool

Quiet Casita with sauna! Pool Open until November!

Modern A-Frame Cabin w/Hot Tub (@timberlineaframe)

Mountain Retreat, Yoga, Sauna, Walk to River Beach

Cozy Mt Hood Cabin - Pool, Wifi, Fire pit

Mountain Chalet @ Collins Lake Resort

Huge Mountain Chalet - One Block From Sandy River

Kinnikinnick Cabin, ZigZag Villiage

Mt Hood Zigzag Chalet Lovely, Pet-friendly, HotTub
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- Silver Falls State Park
- Columbia River Gorge National Scenic Area
- Moda Center
- Timberline Lodge
- Laurelhurst Park
- Mt. Hood Meadows
- Mt. Hood Skibowl
- Oregon Zoo
- Oregon Convention Center
- Providence Park
- Beacon Rock State Park
- The Grotto
- Portland Japanese Garden
- Airplane Home
- Tom McCall Waterfront Park
- Wonder Ballroom
- Oaks Amusement Park
- Powell's City of Books
- Evergreen Aviation & Space Museum
- Tryon Creek State Natural Area
- Arlene Schnitzer Concert Hall
- Pittock Mansion
- Hoyt Arboretum
- Reed College
- Things to do Clackamas County
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