
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.

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.

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.

Serene Oasis: Swim Spa, Sauna, huge deck and grill
Escape to the epitome of luxury in this remodeled in one of Portland's most prestigious neighborhoods. Nestled within a lush, secluded forest and accessed via a private driveway (shared with another house), this home offers unparalleled privacy. Unwind and rejuvenate in your very own sauna or take a refreshing dip in the 14 foot swim spa for the ultimate relaxation or sit around the indoor fireplace. The house is located 10 min drive to Downtown Portland and major attractions within the city.

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!

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.

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.

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. You must be in physically good shape to handle this location. We have friendly dogs you may see outside. 30 min. to SE Portland, 45 to PDX, One hour to Mt. Hood, 40 min to waterfalls in the Columbia Gorge. Pool open June 15 through September 5th. Can accommodate a 3pm check-in all days except Tuesdays.

Rose City Retreat
Newly constructed basement studio with private entry in 100+ year old NE Portland home in park-like setting. Trendy Beaumont Village neighborhood, walking distance to restaurants and shops, 90 minutes to the coast, one hour to skiing on Mt. Hood. Triple lot, gardens, swimming pool, and patio with BBQ. Non-smoking household. If you are into cold plunging, use our pool during the cooler months for this experience!
Popular amenities for Willamette Valley rentals with a pool
House rentals with a pool

Fun & Relaxing Getaway!

Paradise in Sandy, breathtaking views of Mt. Hood

The Starburst Inn

Scandinavian Modern Farm House in Wine Country

An Entertainment Oasis!

5bdrm,Heated Pool, Hot Tub, Sauna.

Centrally located home w/pool

Creswell Farmhouse Pool+New Spa 13min to DT Eugene
Other holiday rentals with a pool

Spacious Townhome in Peaceful Forest Setting

Luxury 7-Bedroom Villa with Pool, Hot Tub & Sauna

Quiet Casita with sauna! Pool Open until November!

Riverfront townhome

Country equine setting with lovely garden

Abstract Abode- hot tub, gym, sauna

College Hill Retreat

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