
Holiday rentals with a pool in Southern Oregon
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Southern Oregon
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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!

Beautiful Country Home next to Jacksonville!
The whole group will enjoy easy access to everything from this centrally located home! Enjoy a pool day with the family next to the serine pool. Or a fun day of wine tasting with Relik winery less than one mile away and Hummingbird less than 2 miles away! Or have a blast at a concert this summer at the Britt festival less than 2 miles away! Downtown Jacksonville is only a 3 minute drive! All queen beds have been upgraded to NEW Tempurpedic beds! King size bed is a Jennings (Very High Quality!)

Studio between Bend and Crater Lake on the water
Make some memories at this unique and family-friendly place. In the summer this 12 acre compound has numerous activities to keep you busy. Heated swimming pool, hot tub, tennis and basketball courts, badminton, volleyball bicycles, and lots of water toys…paddle boards, pedal boat, kayaks, and pontoon boats. Winter heated pool and hot tub, large fire pit and seasonal snow. Willamette pass 20 min. Wildlife very abundant, and a working lumber mill across the water. Sunsets are usually gorgeous!

Forest Cottage | Hot Tub, Outdoor Baths & Alpacas
Tiny Cottage Retreat w/Alpacas –Triple Nickel Pines🌲 Escape to the Pine Tree Tiny Cottage, a romantic & peaceful getaway in the heart of Southern Oregon. Tucked between Grants Pass & Merlin (8 mins from Merlin & 15mins from Grants Pass). This cozy cabin offers the perfect blend of comfort, nature, & uniqueness—right next door to our non-profit alpaca rescue. After exploring the area; stargaze from your outdoor tubs, soak in the hot tub, or roast s’mores by the fire. PERFECT COUPLES GETAWAY!

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.

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!

Scenic and relaxing roadtrip stop-over!
This is a scenic stop between PDX and SF and its own destination. One guest says " Her home has a magic of its own." Simple, elegant, and a great base for wine-tasters, paraglider, or roadtrippers. If a house surrounded by nature, vineyards, paraglider pilots, creativity and occasional other travelers sounds interesting, you'll love it here. As a local tourism coordinator, I can direct you to the top attractions. Note: this is a self-contained unit but attached to the main house!

Octagon Studio / Beautiful Rogue River property
Park-like setting; Rogue River premier property. Use the Octagon Studio to enjoy the luxuries of the property or as a home base for the many amenities in the Rogue Valley. Relax by the pool or soak in the hot tub, lounge on the rivers beach, watch the river go by from the floating dock(seasonal) swing between two large pine trees, have an evening fire in the fire pit, catch trout for a morning breakfast, watch the abundant wildlife. Relaxing, romantic, fun, resort quality....enjoy

Sunriver Studio with Pool and Hot Tub
This stylish studio in the heart of Sunriver is newly remodeled with a King bed. Seasonal pool and year round Hot Tub! Just a short walk to a brand new food truck lot with 7 trucks, indoor and outdoor seating and a bar. Fast WiFi, a new Samsung 50” tv signed into Netflix, Hulu, HBO Max and more. 25 minutes to Mt. Bachelor. 25 minutes to downtown Bend. Parking is just a few feet from your door. This super clean condo is perfect for all of your central Oregon adventures.

Luxury Sunriver 5BR | 3 Suites! Hot Tub, EV, SHARC
Steps away from the Deschutes River, biking/walking paths & golf course, our luxury Sunriver retreat is in the perfect location! Featuring 3 king master suites, a huge built-in bunkhouse with 6 beds, an additional king bedroom and a queen sleeper sofa - our house sleeps 16! And the amenities are endless... hot tub, A/C, 12 SHARC passes, EV charger, fireplace, chef's kitchen, ping pong table, shuffle board table, old school arcade, bikes, wifi and more!

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.

Sunset View Yurt of Applegate Valley with HOT TUB!
NO CLEANING FEE! Large 24 ft yurt located on our 5 acre property. Gorgeous views to the west. Includes a king size bed, and queen sofa bed. Located in Applegate Valley. Many fabulous wineries nearby. We're 6 miles south of downtown Grants Pass, and 2 miles north of Murphy. Enjoy the hot tub under the stars, or catch a spectacular sunset. It's all good! Please note: Well behaved, non destructive children are welcome.
Popular amenities for Southern Oregon rentals with a pool
House rentals with a pool

RiverBend House - river dock access, near Sunriver

Sunriver Luxury Family Home at Caldera Springs

Romantic Guest House w/Hot Tub, Pool, Tennis Court

Sunriver home 8 SHARC passes, hot tub, wood stove

Updated Sunriver-Hot Tub, Walk to SHARC & Village

A Little Peace of Paradise, A/C & 8 SHARC Passes

Modern Tollgate Home - HOT TUB | Half Acre Lot

Private Peaceful Cabin in Sisters!
Apartment rentals with a pool

Pet Friendly Cottage on the River near Downtown!

Beautiful Sisters Condo - Great location

*A/C* Family Friendly/Forest view/Hot Tub/Pool*

Spacious 2 bedroom Sunriver condo + 6 SHARC passes

Sunriver Getaway

Beautiful Condo in SR Village

Remodeled SunriverVillage Condo 6Free Sharc passes

Comfortable Powder Village Condo in Sunriver OR
Other holiday rentals with a pool

Modern Home With SHARC Pool, Bikes, & Cedar Sauna

Mt Bachelor Village Resort- Room in River Ridge II

Cherry Lane, Crystal Skies

McKenzie River Luxury Retreat with Pool and Spa

Modern Day Paradise / 6 Express Pool Passes

Wine Down and Play

River Ridge Getaway - River Trail & Hot Tub

Sunflower
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