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

1940s Vintage apartment steps from the Rogue River
Welcome one and all to DunMovin'. At Riverside on the Rogue you will go to sleep with views of the stars through the skylights and wake up to the Wild and Scenic Rogue just outside your French Doors. Throw a line in and fish from the yard if you like. Lounge by the heated saline pool, feed the geese, go shopping, or head to any of our amazing local restaurants. I'm in the city limits. It's my slice of heaven and I'm sharing it with you. My other unit can be found at: 'The Cottage at DunMovin'

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.

4BR W/ View, Crater Lake, Running Y Resort House
Take in the views at our "Dark Sky" Crater Lake Resort House. This family friendly home features 4 bedrooms and 2.5 bathrooms modernly designed and decorated to create a calm peaceful stay. This is not a condo or tiny chalet located at the Running Y Resort, it is a full on private custom home equipped with everything you will need to make you feel at home. With full access to all amenities at the Running Y Resort, a very short commute to Crater Lake National Park, you simply cant go wrong!

Hot Tub +Bikes +8SHARC Passes +PingPong +Fireplace
Stylish luxury family home w/8 SHARC passes (pool & lazy river), 6 Cruiser bikes, Hot Tub, 3 New Smart TV's for streaming, Ping Pong table, board games. Short walk to the river & Cardinal Landing Bridge. Fast 1GB WiFi, propane BBQ, Air Conditioning, cozy wood burning fireplace. Fully stocked kitchen for cooking, laundry inside. Quiet + Private w/large deck backing up to natural common space w/wildlife walking by. Bike everywhere w/easy access. Minutes to Mt Bachelor for skiing & sledding.

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!

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

Bar Run Golf House With pool
Bring the whole family to this great place with lots of room for fun. Indoor heated pool for year round swimming, hot tub on the deck with great views, large TV’s for watching the game, and just a short walk or golf cart ride to the newly opened Bar Run Golf and RV Resort. Surrounded by Umpqua valleys beautiful wine country. There is truly something here for everyone.**For parties or events you need permission first and there maybe an added charge**

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 Southern Oregon rentals with a pool
House rentals with a pool

Sunriver by AvantStay | Modern Home w/ Indoor Pool

Sunriver Luxury Family Home at Caldera Springs

XL Hot Tub, Dog Friendly, EV Charger, Fenced Yard

Updated Sunriver-Hot Tub, Walk to SHARC & Village

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

Heated Indoor Pool | Game room I Pets Welcome!

Tollgate Cabin in the Pines (with Level 2 Charger)

Modern Tollgate Home - HOT TUB | Half Acre Lot
Apartment rentals with a pool

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

Beautiful Sisters Condo - Great location

Renovated Sisters Condo; perfect getaway!

Spacious 2 bedroom Sunriver condo + 6 SHARC passes

Mt. Bachelor Village Condo - Near Town & River

Pool, AC, close to Amphitheater & Old Mill

Beautiful Condo in SR Village

Remodeled SunriverVillage Condo 6Free Sharc passes
Other holiday rentals with a pool

Smith River Haus | Modern Retreat & Saltwater Pool

Cozy family cabin in Sisters, Central Oregon.

Rellik Winery - The Alpaca Suite

Modern Day Paradise / 6 Express Pool Passes

AC, on the Deschutes River, luxury, quiet, 5*view!

Poolside Retreat W/ Sauna Heart of Wine Country

Sunflower

Private Resort • Heated Pool, Spa + Sauna
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