
Holiday rentals with a pool in Clackamas County
Find and book unique homes with a pool on Airbnb
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!
ValueFamilyBathroom

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!
FamilyValueView

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
FamilyValueGetting around

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
FamilyLocationIndoor spaces

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!
ValueFamilyKitchen

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.
ValueLocationHot tub

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.
FamilyLocationView

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
ValueLocationSkiing

Serene Sandy River Retreat
Unwind in this tranquil retreat, just steps through the trees, to the Sandy River. The home features lovely 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. Near hiking, biking, snow sports, restaurants, and groceries. Guests have seasonal access to community amenities, including pool, & sport courts. This is the perfect getaway to make lasting memories.
LocationValueView

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.
LocationFamilySkiing

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.
FamilyValueOutdoor spaces

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

The Rustic Chandelier | hot tub | dogs okay
FamilyLocationSkiing

Stylish Mt Hood Village Home-Hot Tub, Scenic View
LocationValueHospitality

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

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

Mt Hood Haven, 3BR, swimming pool, hot tub
LocationValueNearby

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

Cabin with Hot tub, trails, river, pet friendly
LocationFamilyBathroom

The Mod Lodge! Modern Comfort Meets Mountain Charm
FamilyLocationOutdoor spaces
Condo rentals with a pool

Collins condo on the quiet side
ValueFamilyQuiet

➤Whispering Woods, Welches Oregon, 2Bd. ➤
LocationHospitalityGetting around

Editorially Featured Condo with Heated Pool
FamilyLocationCleanliness

Thunderhead Condo With Heated Pool & Mountain View
FamilyLocationDecor

2BDR Cozy peaceful retreat Family Friendly midterm
LocationWalkability

Thunderhead Chalet Mt Hood
FamilyLocationCleanliness

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

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

Welcoming cabin in Mt. Hood Corridor
FamilyValueParks

Quiet Casita with sauna! Pool Open until November!
ValueLocationView

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

Mountain Retreat, Yoga, Sauna, Walk to River Beach
FamilyLocationComfort

Mt Hood Townhouse. 3 bd end-unit. Hottub & Pool
FamilyValueSkiing

Huge Mountain Chalet - One Block From Sandy River
ValueLocationCheck-in

Kinnikinnick Cabin, ZigZag Villiage
LocationValuePets

New Modern A-Frame: Hot Tub • Near Mt. Hood • EV
ValueFamilyWi-Fi
Destinations to explore
- Rentals with a fireplace Clackamas County
- Private suite rentals Clackamas County
- Rentals with a hot tub Clackamas County
- Cottage rentals Clackamas County
- Rentals with a patio Clackamas County
- RV rentals Clackamas County
- Farmstay rentals Clackamas County
- Rentals with outdoor seating Clackamas County
- Townhouse rentals Clackamas County
- Hotel rooms Clackamas County
- Ski-in/ski-out rentals Clackamas County
- Pet-friendly rentals Clackamas County
- Rentals with breakfast Clackamas County
- Guesthouse rentals Clackamas County
- Tiny house rentals Clackamas County
- Rentals with a fire pit Clackamas County
- Rentals with a washing machine and dryer Clackamas County
- Chalet rentals Clackamas County
- Rentals with a kayak Clackamas County
- Rentals with an EV charger Clackamas County
- Campsite rentals Clackamas County
- Family-friendly rentals Clackamas County
- Rentals with lake access Clackamas County
- Fitness-friendly rentals Clackamas County
- Beachfront rentals Clackamas County
- Condo rentals Clackamas County
- Apartment rentals Clackamas County
- Tent rentals Clackamas County
- Waterfront rentals Clackamas County
- Cabin rentals Clackamas County
- House rentals Clackamas County
- Rentals with pools Oregon
- Rentals with pools United States
- Columbia River Gorge National Scenic Area
- Moda Center
- Silver Falls State Park
- Timberline Lodge
- Laurelhurst Park
- Mt. Hood Meadows
- Mt. Hood Skibowl
- Oregon Zoo
- Providence Park
- Beacon Rock State Park
- The Grotto
- Portland Japanese Garden
- Tom McCall Waterfront Park
- Airplane Home
- Wonder Ballroom
- Oregon Convention Center
- Oaks Amusement Park
- Pittock Mansion
- Powell's City of Books
- Tryon Creek State Natural Area
- Hoyt Arboretum
- Arlene Schnitzer Concert Hall
- Evergreen Aviation & Space Museum
- Portland Art Museum
- Things to do Clackamas County
- Nature and outdoors Clackamas County
- Food and drink Clackamas County
- Art and culture Clackamas County
- Things to do Oregon
- Food and drink Oregon
- Tours Oregon
- Art and culture Oregon
- Nature and outdoors Oregon
- Sports activities Oregon
- Sightseeing Oregon
- Things to do United States
- Sports activities United States
- Entertainment United States
- Wellness United States
- Food and drink United States
- Sightseeing United States
- Nature and outdoors United States
- Art and culture United States
- Tours United States





