
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.

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.

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 - 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.

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 Winter 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!

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.

Mt. Hood Village Contemporary Mountain Home
Custom single-level 2200 sqft Mt Hood National Forest home located in Welches, OR * Central air & heating w/ gas fireplace * Spacious room layout * Wall of windows showcasing lawn and forest. * 70-inch 4K HDTV w/ SONOS surround sound * 500Mb eero mesh wifi network. * Gourmet kitchen with SS appliances, modern cookware, coffee maker, and all amenities. * Spa-like rain showers with Jacuzzi tub in master. * Laundry room. * Cal King in MB, Queen in B2, and Twin/Full bunk in B3.

Mount Hood Retreat in Welches
Welcome to your Mount Hood retreat! Enjoy this updated 3 bedroom (1 loft) condo at the beautiful Whispering Woods Resort in Welches Oregon. Relax on your patio overlooking the golf course. Swim, hot tub, or exercise at the resort clubhouse. Golf 3 different nine hole courses. Ski 3 Mount Hood resorts. Fish, hike, or bike along nearby rivers. Visit the Ski Bowl Adventure Park. The choices are endless! Basic internet, Fubo TV provided. No pets. No smoking. STR 588-18

Spacious home near river, dogs OK, game room, WiFi
Enjoy all the comforts of a modern home while surrounded by the majestic beauty of Mount Hood. Perfect for larger groups or multiple families looking to enjoy the mountain for the weekend. You can curl up in front of the fire with a good book, walk nature/river trails from your front door, head five minutes down the road for mountain biking at Sandy Ridge, or in 20 minutes you can be playing in the snow at Ski Bowl. The mountain is calling you! TLT Certificate # 1073-25

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

The Rustic Chandelier | hot tub | dogs okay

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

Mt. Hood, Golfing, Fishing & Skiers Paradise Found

Fern Cottage-skiing, river, trails, dogs okay!

Cozy Mt. Hood Cabin

Luxury Mt Hood Retreat Hot Tub Fireplace Snow

Cozy Mountain Home with Hot Tub and Fireplace

Mahalo Mountain Cabin *Games, Hot Tub & Fire Pit!*
Apartment rentals with a pool

Collins condo on the quiet side

Wyndham Whispering Woods|1BR/1BA Queen Suite w Blc

➤Whispering Woods, Welches Oregon, 2Bd. ➤

Editorially Featured Condo with Heated Pool

Thunderhead Chalet Mt Hood

Stylish Condo at Grand Lodges, Mt. Hood

3BR/BA Penthouse mountain escape

A little bit of heaven, on Mt. Hood..
Other holiday rentals with a pool

Welcoming cabin in Mt. Hood Corridor

Quiet Casita with sauna! Pool Open until November!

Cozy Mt Hood Cabin - King bed, Wifi, Fire!

Government Camp condo, close to pool & hot tub

Country equine setting with lovely garden

Sandy Cheeks: River Access, Hot Tub, BBQ, Fire Pit

Cozy Mt. Hood Adventures home with hot tub!

Peaceful Escape by Mt. Hood – Hot Tub & Creek
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- Columbia River Gorge National Scenic Area
- Moda Center
- Mt. Hood Skibowl
- Timberline Lodge
- Laurelhurst Park
- Silver Falls State Park
- Oregon Zoo
- Providence Park
- Mt. Hood Meadows
- The Grotto
- Portland Japanese Garden
- Beacon Rock State Park
- Hoyt Arboretum
- Wonder Ballroom
- Powell's City of Books
- Tom McCall Waterfront Park
- Oaks Amusement Park
- Portland Art Museum
- Arlene Schnitzer Concert Hall
- Evergreen Aviation & Space Museum
- Pittock Mansion
- Council Crest Park
- Portland State University
- Oaks Bottom Wildlife Refuge




