
Holiday rentals with a pool in Willamette Valley
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Willamette Valley
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

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!

Luxury Wine Country Estate
Welcome to Luxury Wine Country Estate, an oasis where luxurious refinement meets the epitome of wine country indulgence. Revel in unmatched hositality, thoughtfully designed to include Tempur-Pedic suites, therapeutic hot tub, rejuvenating sauna, invigorating cold plunge, and the most stunning valley and vineyard views. Every touch is meticulously crafted, from heated stone floors and Dyson innovations to dual gourmet kitchens, Yeti picnic essentials, EV charging capabilities, and so much more.

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

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.

Modern home - Billiards, Pingpong, Sauna & Views!
Enjoy panoramic sunset views over Eugene when you stay at this modern Skyline property. This luxurious newly-remodeled 3-bedroom house has a private sauna, game room, and is centrally located, 5 minutes from the University of Oregon and Matthew Knigh Arena and 10 minutes from Autzen Stadium. It is 5 minute walk to Hendricks Park and steps away from the famous Pre's Rock! This home is ideal for travelers, reunions, bridal groups, graduations, office retreats and romantic staycations!

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.

The Starburst Inn: Enclosed Heated Pool, Theater
****NEW POOL COVER AND THEATER ROOM!!!**** Bring your family to the luxurious 6 BR 3 Bath oasis in the tranquil and friendly Old Evergreen Highway waterfront area. Visit the exciting attractions, natural landmarks, restaurants, shops, and much more, and then retreat to the lavish oasis that will leave you in awe with its starburst MCM design, enclosed pool, theater room, and more! (Sixth bedroom opens to groups of 15+ to keep costs down for smaller groups)

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.
Popular amenities for Willamette Valley rentals with a pool
House rentals with a pool

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

Mt. Hood, Golfing, Fishing & Skiers Paradise Found

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

Mt. Hood Village Contemporary Mountain Home

Cozy Mountain Home with Hot Tub and Fireplace

Creswell Farmhouse Pool+New Spa 13min to DT Eugene

Rose City Hideaway

Centrally located home w/pool
Apartment rentals with a pool

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

beautiful condo setting next to the river, hot tub

➤Whispering Woods, Welches Oregon, 2Bd. ➤

Whispering Woods Resort One-Bedroom

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

7-night Mt. Hood Summer Adventure Getaway

Whispering Woods Resort, 2 bedroom

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

Stylish Mt Hood Village Home-Hot Tub, Scenic View

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

Wood Burning Sauna | River Trails | Yoga Studio

Paradise in Sandy, breathtaking views of Mt. Hood

Country equine setting with lovely garden

The Kirk House

Barn Stay USA, An Adult Getaway!

Scandinavian Modern Farm House in Wine Country
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- Moda Center
- Silver Falls State Park
- Laurelhurst Park
- Oregon Zoo
- Providence Park
- Enchanted Forest
- The Grotto
- Portland Japanese Garden
- Wonder Ballroom
- Powell's City of Books
- Hoyt Arboretum
- Tom McCall Waterfront Park
- Wings & Waves Waterpark
- Oaks Amusement Park
- Arlene Schnitzer Concert Hall
- Portland Art Museum
- Pittock Mansion
- Evergreen Aviation & Space Museum
- Tryon Creek State Natural Area
- Reed College
- Airplane Home
- Council Crest Park
- Portland State University
- Oaks Bottom Wildlife Refuge
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