
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.

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

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.

Mt. Hood Autumn 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

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!

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!

Cascadia Cabana | Poolside Suite with Spa
Modern Scandi Guest Suite located on a 1/3 of an acre within the Powell Butte Natural Area. Equipped with a Heated Pool, Oversized Hot Tub Spa, Water Slide, Outdoor Shower, & plenty of privacy and room for activities. A grand sculpture arches over the large pool displaying a gorgeous disco ball! It is the perfect feature to swim under or use as a backdrop for a unique photo. The large deck and pool get full sun almost all day. This space boasts total privacy and all the amenities!

Brand New Custom Built Cottage in Downtown w/Pool!
Escape to luxury in the heart of historic Salem, Oregon! This custom-built cottage blends classic elegance with modern comfort. Rest on a king-size Casper mattress, relax in the extra deep soaking tub, rejuvenate in the infrared sauna, and enjoy access to a shared pool and gas fire pit! The cottage features a single-car garage, 1Gb/s internet, LG washer/dryer, and top of the line stainless steel appliances. This retreat offers an unforgettable stay in downtown Salem!

Boutique Cabin w/ Hot Tub, Fireplace & 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

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.

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.
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, scenic deck, river & trails

Cozy Mt. Hood Cabin

Mt. Hood Village Contemporary Mountain Home

An Entertainment Oasis!

Cozy Mountain Home with Hot Tub and Fireplace

Centrally located home w/pool
Apartment rentals with a pool

Special 3rd night free stay before May 23rd! Golf

Cozy Mt. Hood Condo w/ Pool & Hot Tub Access

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

7-night Mt. Hood Summer Adventure Getaway

A little bit of heaven, on Mt. Hood..

Condo in Lake Oswego: Near Downtown & Nature

➤Whispering Woods , Welches, Oregon / 1BD Suite ➤

Mount Hood Retreat in Welches
Other holiday rentals with a pool

McKenzie River Luxury Retreat with Pool and Spa

Modern Cabin | Hot Tub | Near Sandy River

Paradise in Sandy, breathtaking views of Mt. Hood

Modern Cabin - Hot Tub/Dog Friendly/Walk to River

Barn Stay USA, An Adult Getaway!

2BR Dog friendly Mount Hood cabin with hot tub!

Mt Hood Zigzag Chalet Lovely, Pet-friendly, HotTub

Arrokoth lodge SAUNA, HOT TUB! Short walk to river
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- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Enchanted Forest
- Silver Falls State Park
- Providence Park
- The Grotto
- Portland Japanese Garden
- Wooden Shoe Tulip Festival
- Wonder Ballroom
- Hoyt Arboretum
- Powell's City of Books
- Tom McCall Waterfront Park
- Oaks Amusement Park
- Pumpkin Ridge Golf Club
- Wings & Waves Waterpark
- Domaine Serene
- Portland Art Museum
- Arlene Schnitzer Concert Hall
- Council Crest Park
- Stone Creek Golf Club
- Pittock Mansion
- Portland Golf Club
- Evergreen Aviation & Space Museum
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