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.

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Guest favorite

An oversized covered patio features comfortable seating arranged around a central firepit. Soft lighting from hanging fixtures enhances the outdoor space, which is surrounded by greenery. The area is designed for relaxation and socializing, providing a welcoming atmosphere for guests.

Home in Woodburn

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!

4.93 out of 5 average rating, 117 reviews

Guest favorite

Villa in Camas

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.

4.9 out of 5 average rating, 127 reviews

Guest favorite

A spacious tent interior is featured, with a large rug centrally placed on the wooden floor. Two director chairs sit outside the entry, framed by decorative plants. The tent offers a comfortable sleeping area in the background, enhancing the relaxing ambiance.

Tent in Molalla

Unique "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

4.93 out of 5 average rating, 161 reviews

Top guest favorite

A charming treehouse is suspended between large fir trees, featuring a wooden deck with multiple seating areas. Large windows provide natural light, and the surrounding forest greenery adds to the tranquil setting. The pathway beneath is lined with gravel, leading to the entrance.

Treehouse in Mount Hood

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!

4.98 out of 5 average rating, 221 reviews

Top guest favorite

Home in North Plains

1BR - Private House, Pool, Hot Tub & Forest Trails

Only 30 min from Portland you will find your private, comfortable 1 bedroom guesthouse in the 100 acre woods! Enjoy the spa all year & the pool in season (May-Sept) out your back door. Gaze in awe at the breathtaking views of Williamette valley farms and coastal mountains. Glimpse the wildlife of hawks, falcons, elk, owls, deer, and songbirds. Explore many hiking and walking trails in the forest with your dog. Relax in the quiet peace. Enjoy our resident herd of Scottish Highland cattle.

4.97 out of 5 average rating, 109 reviews

Top guest favorite

A charming studio cottage is framed by colorful flowering plants and greenery. A covered pergola with hanging plants offers shade, while two white chairs and a small table are positioned on the front patio. Natural wood accents enhance the exterior's appeal.

Guesthouse in Silverton

Silverton Garden Cottage

A beautiful, garden-lover's paradise just a few minutes walk from historic downtown Silverton. Spoil yourself in this romantic studio cottage filled with light. You'll enjoy multiple outdoor areas including a covered patio with a fireplace table and couch, a pergola with bbq surrounded by flowers, a wood-burning fireplace next to a waterfall fountain, and a summertime pool. Your stay includes continental breakfast fixings, you-pick seasonal fruit, snacks and drinks...even a little wine :)

4.99 out of 5 average rating, 159 reviews

Guest favorite

The entrance to the tiny house features a vibrant green door framed by natural wood, leading to a small porch area. A chair sits to the side, with lush greenery surrounding the property, enhancing the connection with nature.

Tiny home in Damascus

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.

4.92 out of 5 average rating, 868 reviews

Guest favorite

A spacious outdoor pool is surrounded by lush greenery and shaded areas with umbrellas. Cozy seating options are available nearby, creating an inviting spot for relaxation. The guesthouse can be seen in the background, blending harmoniously with the natural surroundings.

Guesthouse in Salem

Cottage on Natural Bird Preserve w Pool

Situated on a beautiful property with chirping birds and nature all around. It's ideal for a weekend getaway or longer stays if desired. The guesthouse is private with everything you need including a new comfortable Queen mattress and pillows, a functioning mini-kitchen, and sliding glass doors that look out onto the pool and west lawn. Ideal for guests that love birds, dogs, and a little nature getaway that’s still close to town. Pool is only available during the summer months.

4.88 out of 5 average rating, 110 reviews

Superhost

Cabin in Newberg

A Rustic, Lodge Retreat with Pool, Hot Tub & More

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.

4.96 out of 5 average rating, 113 reviews

Top guest favorite

A serene garden scene features a waterfall cascading over natural stone, surrounded by lush greenery and colorful flowers. A small pond is visible at the base of the waterfall, complemented by a tranquil statue. Various plants add vibrant textures and colors throughout the landscape.

Guest suite in Damascus

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.

4.92 out of 5 average rating, 677 reviews

Top guest favorite

Home in Vancouver

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)

4.96 out of 5 average rating, 181 reviews

Top guest favorite

The guest house is set against a lush backdrop of greenery, featuring large windows that provide views of the surrounding nature. A pool is positioned in front, accompanied by two wooden lounge chairs and a shaded umbrella, creating a serene outdoor relaxation area.

Guesthouse in Northwest Portland

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.

4.92 out of 5 average rating, 115 reviews