
Vacation 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.

The blueberry villa spa & heated pool
Welcome, 1981 farmhouse, top of Prune Hill neighborhood. Fully renovated modern farmhouse on 1acre, surrounded by trees. Heated, pool, hot tub, sauna, outdoor deck, patio and dining. Large yard, garden, blueberry orchard. LUXURY mattresses and bedding for optimal sleep. By far the most unique property on the hill and guaranteed to be a serene retreat and entertain all guests. Centrally located with quick access to downtown, local dining, Columbia river beaches, most amazing CR gorge & airport.

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!

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!

Roosters Coop - A Rustic, Lodge Style Retreat
Perched atop Parrett Mountain, Roosters Coop Retreat is a luxurious 4500 square foot lodge style escape set on 26 private acres in the heart of Oregon Wine Country. Surrounded by peaceful countryside, the property features an equestrian arena, ponds, gardens, and friendly farm animals, offering guests a true ranch style experience while remaining just a short drive from local wineries, charming towns, and some of the valley’s most loved restaurants and tasting rooms.

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)

Poolhouse of Portland Architectural Gem
Private guest house adjacent to Pietro Belluschi's "Sutor House", featured in Dec 2017 Dwell Magazine. Pool-house is 750 square feet, and features a master bedroom, full bath, living area with kitchenette, and access to and shared use (With our family) of the swimming pool in summer months (June, July, August). Surrounded by private wooded garden with Japanese plantings and water features. Located in Portland's West Hills, just minutes from Downtown.

Cozy A-frame hideaway w/hot-tub, fenced backyard
If you’re looking for the quintessential 70s A-frame experience, look no further! Classic 1973 A-frame with modern updates and mid-century vibe! This cozy 928 sq ft A-frame is located on wooded property at the foothills of Mt. Hood National forest near Sandy River. Perfect for a solo getaway, a couple’s retreat, or a small family escape. Skiing/snowboarding is 20-30 mins away. Sandy Ridge mnt biking - 5 mins away. Lots of hiking around.

Pool house with hot tub and extras (year round)
Bring the whole family or use it as a private get away. Bedroom has a bunk bed that sleeps up to 3 people. The queen bed by the hot tub and pool sleeps 2 (privacy curtains). There is 1 couch and 1 futon. In addition to the pool and kitchen, there is an indoor fire pit, ping pong and foos ball, outdoor deck, yard (games bocci and croquet). One room with toilet/sink and one with shower/dressing area. VCR/DVD on two TVs, internet on 3rd.

Adorable Mountain Retreat
Enjoy peace and privacy in this Adorable Mountain Retreat! Open family/kitchen leads to deck for easy entertaining. Unique exposed beams. Close to ski, hiking. Rate includes state and county lodging taxes (7.8% combined) close to river and recreation. Newly installed propane fireplace, 55 inch led TV lots of movies as well as limited cable access and wi-fi. Paved and cleared roads during snow season Not child proof.

Cozy Mt. Hood Cabin
Our mountain cabin is the perfect getaway whether snow or sun! This two story, two bedroom cabin is great for couples, families or small groups. Updated and well stocked, with a gorgeous view of the Sandy River. Sorry, we no longer allow pets due to an unfortunate incident with a pup, but we do have our own dogs at the cabin from time to time if you are super sensitive to pet hair.
Popular amenities for Willamette Valley rentals with a pool
House rentals with a pool

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

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

Luxurious Log Home Retreat on the River in Albany

An Entertainment Oasis!

Cozy Mountain Home with Hot Tub and Fireplace

Creswell Farmhouse Pool+New Spa 13min to DT Eugene

Rose City Hideaway

OSU • HotTub • Pool • EV Charger
Condo rentals with a pool

beautiful condo setting next to the river, hot tub

➤Whispering Woods, Welches Oregon, 2Bd. ➤

2BDR Cozy peaceful retreat Family Friendly midterm

Relax Poolside! All-Season Base in Mt Hood Village

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 vacation rentals with a pool

Stylish Mt Hood Village Home-Hot Tub, Scenic View

Quiet Casita with sauna! Pool Open until November!

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

Boho Cabin with Wood Burning Sauna

One level Entertainers Dream *Heated Pool*

Wy’East Waters · Hot Tub · Near Mt. Hood · Dogs Ok

The Mod Lodge! Modern Comfort Meets Mountain Charm

Barn Stay USA, An Adult Getaway!
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- Moda Center
- Silver Falls State Park
- Laurelhurst Park
- Oregon Zoo
- Providence Park
- Enchanted Forest
- Portland Japanese Garden
- The Grotto
- Tom McCall Waterfront Park
- Wonder Ballroom
- Hoyt Arboretum
- Arlene Schnitzer Concert Hall
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- Airplane Home
- Oaks Amusement Park
- Portland Art Museum
- Reed College
- Pittock Mansion
- Tryon Creek State Natural Area
- Oregon Convention Center
- Evergreen Aviation & Space Museum
- Council Crest Park
- Sellwood Riverfront City Park
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