
Holiday 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.

Spacious Mt. Hood Studio Retreat
This studio is located in Welches, OR. It is the perfect location to access recreational activities in the Mt Hood area - only 18 minutes from Skibowl and 30 minutes from Timberline or Meadows. The studio is located on the second floor inside the main house and shares a common entry. It features a private bathroom and includes amenities such as Wi-Fi, smart TV, mini fridge, microwave, coffee maker, and electric kettle We live in the main house, so you may occasionally hear footsteps STR798-22

Garden Apartment in the Heart of Portland
Beautiful and bright basement apartment with AC in relaxing Northeast Portland. The neighborhood has everything you could want with NE Williams Street a short walk away, easy access to the Rose Garden and the Convention Center, and a 10-minute bike ride to Powell's Books in downtown Portland. The community center across the street offers a full-sized pool and gym. Enter through your own gate into a backyard food forest, and enjoy a private entrance to your apartment. 'Just walk out' checkout

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.

Modern Cabin - Hot Tub/Dog Friendly/Walk to River
Experience our modern cabin nestled among the trees. This cozy retreat blends modern amenities with the beauty of nature. Relax in the hot tub, gather by the bonfire pit, or enjoy our brand-new gas firepit on deck. Enjoy the comfort of our lounge seating, perfect for unwinding after a day of adventure. The Sandy River and miles of trails are steps away. Inside there are 2 bedrooms + a loft with 4 twin beds, a wood-burning stove, a spacious living area, TV, games, and a fully-equipped kitchen.

2BR Dog friendly Mount Hood cabin with hot tub!
This magical cabin is nestled near the Sandy River on the edge of Mount Hood National Forest. A mountain oasis offering all of the amenities of home yet tucked in the heart of the forest. The enchanting backyard offers seasonal creeks that invite you to miles of hiking trails and beaches. Unwind by the cozy fire, relax in the hot tub or soak up the soothing sounds from the nearby Sandy River. Skiing/snowshoeing/mountain biking/kayaking/waterfalls... a perfect mix of adventure and tranquility.

Recreational Family Fun & Adventures Await
Entertain outdoors in a covered lit patio with grill and cooler. Stay warm with 2 propane firepits or by the campfire pit. Fenced in yard is pet friendly. Nearby Rec Center offers a Gym, Splash Pad, and Indoor Pool with Water Slide ($7 Day Pass). Enjoy basketball, baseball, soccer, and tennis all walking distance with our sports equipment. Explore many nearby parks with playgrounds and trails with our bicycles. Short drive to Washington Square Mall, restaurants, grocery stores, and more!

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!

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.

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.

Hot Tub + Forest Views | Mt Hood Getaway
Welcome to Rhodi House — a peaceful, design-forward cabin tucked near Mt. Hood National Forest. 15 minutes from Government Camp and walking distance to the Sandy River, this renovated 1970s retreat offers two king bedrooms, a cozy open loft with a double hide-a-bed, a wrap-around deck, and a private hot tub nestled in the trees. With modern style, a stocked kitchen, and soft linens, it’s the perfect year-round escape for couples, friends, or families.

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.
Popular amenities for Willamette Valley rentals with a pool
House rentals with a pool

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

Cozy Mt. Hood Cabin

The Starburst Inn: New Enclosed Pool, Theater Room

Mt. Hood Village Contemporary Mountain Home

Cozy Mountain Home with Hot Tub and Fireplace

Centrally located home w/pool

Creswell Farmhouse Pool+New Spa 13min to DT Eugene

Zen Cabin - Sauna, Hot Tub, Fireplace & Game Room!
Condo rentals with a pool

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

Whispering Woods Resort Two-Bedroom Loft

7-night Mt. Hood Summer Adventure Getaway

Wyndham Whispering Woods|2BR/2BA Queen Suite w Blc

Whispering Woods Resort, 2 bedroom

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

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

Mount Hood Retreat in Welches
Other holiday rentals with a pool

Stylish Mt Hood Village Home-Hot Tub, Scenic View

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

Fireplace, 2 Queen beds, No fee for cleaning

Boho Cabin | Walk To River Trails | Yoga Studio

Luxury Waterfront Townhouse

Barn Stay USA, An Adult Getaway!

An Entertainment Oasis!

Romantic Spa Escape
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- Moda Center
- Silver Falls State Park
- Laurelhurst Park
- Oregon Zoo
- Providence Park
- Enchanted Forest
- The Grotto
- Portland Japanese Garden
- Wonder Ballroom
- Powell's City of Books
- Hoyt Arboretum
- Wings & Waves Waterpark
- Oaks Amusement Park
- Tom McCall Waterfront Park
- Portland Art Museum
- Arlene Schnitzer Concert Hall
- Pittock Mansion
- Evergreen Aviation & Space Museum
- Council Crest Park
- Oaks Bottom Wildlife Refuge
- Portland State University
- International Rose Test Garden
- Tryon Creek State Natural Area
- Reed College
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