
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.

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

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.

Arrokoth lodge SAUNA, HOT TUB! Short walk to river
Beautiful lodge near the heart of everything Mt Hood has to offer. This home is cozy for a romantic getaway but also spacious for a group of 6. After a day on the mountain, home features a sauna, gear dryer. Living room has tv setup with ROKU. The back deck, with its hot tub, firepit and gas grill, is the ideal spot to sit back, relax and enjoy the forest views. Home is a very short walk to the Sandy river. This is a NO PET HOME Arrokoth lodge is registered with Clackamas county #756-21

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

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.

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!

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.

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

Mt. Hood, Golfing, Fishing & Skiers Paradise Found

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

Paradise in Sandy, breathtaking views of Mt. Hood

Mt. Hood Village Contemporary Mountain Home

Scandinavian Modern Farm House in Wine Country

An Entertainment Oasis!

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

Collins condo on the quiet side

➤Whispering Woods, Welches Oregon, 2Bd. ➤

Editorially Featured Condo with Heated Pool

Thunderhead Condo With Heated Pool & Mountain View

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

Thunderhead Chalet Mt Hood

Stylish Condo at Grand Lodges, Mt. Hood

3BR/BA Penthouse mountain escape
Other holiday rentals with a pool

Quiet Casita with sauna! Pool Open until November!

Mt. Hood Timberhaus Retreat

Hot Tub • Fire Pit • Arcade • Mt Hood Escape

Daze Away Chalet - HotTub/Pool/River access

Cozy Mt. Hood Adventures home with hot tub!

Brightwood Mountain House

A+Cabin|Sauna, HotTub+Cozy Fireplace Near Mt. Hood

New Modern A-Frame: Hot Tub • Near Mt. Hood
Destinations to explore
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- Moda Center
- Columbia River Gorge National Scenic Area
- Silver Falls State Park
- Timberline Lodge
- Laurelhurst Park
- Oregon Zoo
- Mt. Hood Skibowl
- Mt. Hood Meadows
- Providence Park
- The Grotto
- Portland Japanese Garden
- Beacon Rock State Park
- Wonder Ballroom
- Powell's City of Books
- Hoyt Arboretum
- Tom McCall Waterfront Park
- Arlene Schnitzer Concert Hall
- Oaks Amusement Park
- Portland Art Museum
- Evergreen Aviation & Space Museum
- Pittock Mansion
- Reed College
- Tryon Creek State Natural Area
- Council Crest Park
- Things to do Clackamas County
- Things to do Oregon
- Tours Oregon
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- Art and culture Oregon
- Sightseeing Oregon
- Nature and outdoors Oregon
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