
Holiday rentals with a pool in Oregon
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Top-rated rentals with a pool in Oregon
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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!

Tiny Groove with plunge pool and soaking tubs
A unique off grid experience awaits you at our eco-friendly solar powered tiny home on 6 secluded acres. The home site is perfectly cut into a groove in the hillside 200 feet above the valley below allowing for beautiful Mountain views and amazing privacy with no visible neighbors other than the variety of local wildlife. Enjoy the outdoor soaking tubs, wood fired sauna and a seasonal plunge pool. Just a short 5 minute drive to the lovely town of Rogue River and access to I-5. Pet friendly too!

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

All About the View- Columbia River Gorge Haven
Close up river views, spectacular sunsets! Upper unit with vaulted ceilings and extra windows! Beautiful upscale living. Biking, water sports or just relaxing while watching the ever changing Columbia River Gorge. Hood River just minutes away for wonderful dining, beer, cider and spirits tasting, mountain biking and wine tasting. Local restaurant and market in walking distance. Mosier Plateau Trail with waterfall, Twin Tunnel trail. Excellent Wi-Fi. Pantry and breakfast items included!

The Aloha House - Hot Tub - Pool
The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!

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!

160) The Tides by the Sea
Relax in this bright and airy second-floor, 2 BR condo. The boho-chic living room features panoramic views of the ocean, electric fireplace, and vaulted ceilings. Full kitchen for preparing meals, and a large dining table for game nights. Bedroom 1 has a king bed with Sleep Number mattress for your perfect firmness; Bedroom 2 features queen-size bunk beds and a peek-a-boo ocean view. Walk the beach, swim in the pool, walk to shops and restaurants, or just take in our glorious sunsets.

Stylish Mt Hood Village Home-Hot Tub, Scenic View
Unwind in this serene, stylish space. Wall of windows feature forested golf green views. Spacious, elegant living. Multiple lounge areas. Wood stove, fully loaded kitchen. Dine both indoors & out. Wrap around deck with nested hot tub. Upper balcony with tree-canopy view. Bonus nook for games, puzzles & reading. Walk to Salmon River. Hike, bike, rock climb, ski, snowshoe and forage all within 2-20 minutes. 3 minutes from groceries; restaurants & live music venues.

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.

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.
Popular amenities for Oregon rentals with a pool
House rentals with a pool

Seascape Coastal Retreat

Rayn or Shine Getaway - Ocean View & Hot Tub!

Riverfront Retreat w/Pool, Hot Tub, Mountain Views

Stunning mtn Views, sleeps 14, Hot tub, rec passes

Canyon House, Crooked River Ranch

Pano Gorge Views Mid-Mod w/pool&Htub outdoor oasis

The Zen Den- Sauna, Hot Tub, Fireplace & Game Room

4BR W/ View, Crater Lake, Running Y Resort House
Condo rentals with a pool

Columbia Panorama

Sunriver Studio with Pool and Hot Tub

The Pointe Condo, Private Hot Tub & Fireplace

Oceanfront 1st floor with King bed, hot tub & AC

Betta’s Cove: 10 steps from the sand

Klubhouse in Sunriver AC/Hot Tub/Heated Pool/BBQ

Sea Grass Studio-Ocean Views-Heart of Nye Beach

Beachfront Getaway @Nye Beach-Walk to Dining/Shops
Other holiday rentals with a pool

Boho Cabin, Sauna, Near River, Tennis Courts, Yoga

McKenzie River Luxury Retreat with Pool and Spa

Modern Cabin w/ Hot Tub + Walk to River • Dogs Ok

2BR Dog friendly Mount Hood cabin with hot tub!

Beautiful, Magical, Treehouse

Forest Cottage | Hot Tub, Outdoor Baths & Alpacas

Romantic Spa Escape

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