Vacation rentals with a pool in Willamette Valley

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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

The spacious outdoor pool area features a large, oval pool surrounded by sun loungers in vibrant colors. An umbrella provides shade over a dining area, with trees lining the background and a serene view of the neighborhood.

Home in Vancouver

4.95 out of 5 average rating, 125 reviews

The Starburst Inn

Bring your family to the luxurious 5 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, backyard, and rich amenity list. ✔ 5 Comfortable BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Swimming Pool ✔ Hot Tub ✔ Game Room ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more belo

Guest favorite

A stylish living area features wood-paneled walls with decorative art framed on either side. A textured area rug is positioned on the floor beneath a natural wood coffee table. A comfortable gray sofa and a chair add to the welcoming ambiance.

Guest suite in Salem

4.9 out of 5 average rating, 104 reviews

Newly Renovated! - Classy Downstairs Flat

This stylish flat is perfect for anyone looking to be within .5 miles of Downtown Salem and RiverFront Park, .25 mile from the State Capital Building and Saturday Markets, and 1.2 miles from Salem Hospital. The space is 852 sqft, and thoughtfully renovated with care and intention to create a high-end experience to enjoy while visiting Oregon. Everything is brand new including a "Casper" Memory Foam mattress, LG Washer and Dryer, stainless appliances, and furniture. gigabit WiFi, and workspace.

Top guest favorite

A clear blue swimming pool is surrounded by a paved area with multiple lounge chairs and umbrellas scattered around. A wooden structure is visible in the background, partially shaded by tall trees. The tranquil setting suggests a relaxing space for guests during warmer months.

Home in Rhododendron

4.97 out of 5 average rating, 167 reviews

Zen Mountain Cabin - Hot Tub, Fireplace & Game Rm!

Welcome to the Zen Den! Beautifully updated private family cabin located steps away from the Sandy River and less than 30 minutes to ski resorts, mountain lakes, and hiking. Warm modern decor, gorgeous wood accents, and thoughtful touches to enjoy with family and friends. Two living areas with a downstairs theater and game room perfect for kids. A spacious, modern kitchen make cooking/relaxing at home a dream. The Zens' backyard is equipped with a hot tub, fire pit, BBQ, and outside dining area!

Guest favorite

A swimming pool is featured with clear blue water, surrounded by lounge chairs and large umbrellas for shade. In the background, RVs are parked among trees, while potted plants add a touch of greenery to the outdoor space.

Tent in Molalla

4.92 out of 5 average rating, 138 reviews

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

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 Mt Hood

4.98 out of 5 average rating, 212 reviews

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!

Top guest favorite

A tranquil outdoor space features two wooden chairs and a round table, positioned to enjoy a breathtaking sunset. The sky is adorned with vibrant purple and orange clouds, casting a serene light over the landscape below.

Home in Newberg

4.96 out of 5 average rating, 251 reviews

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.

Guest favorite

An indoor heated exercise pool is visible, featuring a swimmer in the middle of a lap. The pool is enclosed, ensuring a comfortable environment. A light blue cover rests at one end, and walls decorated with nature scenes provide a serene backdrop.

Guest suite in Oakridge

4.93 out of 5 average rating, 139 reviews

The Red Door Retreat at Our Shangra la

The Red Door Retreat is part of Our Shangra la LLC. We overlook the Circle Bar Golf course. Quiet, water features on four sides. 6 month creek flows into the North Fork of the Willamette. Tree frog pond and waterfall in the Grape arbor. We put up our own grape juice. Heated Exercise Pool with a current also enclosed to keep the pool area pleasant. A HOT SPRINGS hot tub. Multi car parking. Koi and frog pond. A Treehouse with stairs and adult swing set.

Guest favorite

The exterior showcases a two-story guest house with light green siding and a wooden deck. A hot tub is positioned on the deck, featuring jets and a spacious area for relaxation. Stairs lead to the main entrance above, and a driveway is visible alongside.

Home in Portland

4.96 out of 5 average rating, 134 reviews

Rose City Hideaway

Oasis for the traveler seeking culture, nightlife, music, food, and ease of access to the Oregon Convention Center, Moda Center, Kaiser and Legacy Hospitals, and Portland Expo Center. This tucked away space, with views of the public park with art installations, is located in the entertainment district. The Hideaway is the ideal landing pad for business and pleasure. After exploring, return to RCH for time in the swim spa, gym, outdoor kitchen, or relax by the gas fire pit to end your day!

Guest favorite

The exterior view of the modern house showcases a single-story structure with a prominent terracotta roof. Large glass panel doors provide a glimpse of the inviting interior. The surrounding landscape features mature trees and a landscaped pathway leading to the entrance.

Home in Eugene

4.94 out of 5 average rating, 110 reviews

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!

Top guest favorite

An open-concept living area is highlighted by high wooden ceilings and a softly glowing pendant light. A wooden staircase leads to the upper loft space. The dining table is set, with greenery and decorative elements enhancing the space, creating a connection with nature.

Cabin in Rhododendron

4.99 out of 5 average rating, 106 reviews

Boutique * Hot Tub * River Access * Ping Pong

Welcome to Saturday Cabin, a boutique chalet tucked into a wooded neighborhood on the banks of the Sandy River, just 15 minutes to Mt. Hood. Explore the national forest & return home to enjoy rejuvenating amenities, including a large deck w/ outdoor lounge, hot tub under the pines, wood-burning stove, movie room, ping pong, and more. You'll also find high-end appliances, full-cabin Sonos speakers, and curated books & games to elevate your stay. IG: @saturdaycabin

Guest favorite

A seasonal pool is surrounded by a spacious patio, featuring lounge chairs in vibrant colors and a cozy area for relaxation. The pool is clear, inviting, and bordered by lush greenery, enhancing the privacy and tranquility of the space.

Guest suite in Damascus

4.92 out of 5 average rating, 609 reviews

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.

Guest favorite

A seasonal community pool is surrounded by tall trees and wooden fencing. Lounge chairs and umbrellas are positioned around the pool area. A few floating pool toys are visible in the clear blue water, creating a relaxing environment.

Cabin in Rhododendron

4.87 out of 5 average rating, 264 reviews

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.