
Vacation 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.

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'

Riverfront Retreat w/Pool, Hot Tub, Mountain Views
Soak in riverfront & mountain views from the hot tub or private balconies at this luxury 10-acre retreat! 3BR/4BA with 2 master suites, plus a separate pool house with its own bath — sleeps up to 12. Enjoy the pool, gravel paths to the river, and total privacy on the property. Ideal for extended stays (30+ nights) — perfect for relocations, remote work, or seasonal getaways. Interested in a shorter stay or your desired dates aren’t available? Message us directly to check availability and rates.

The Green Arrow Loft
Situated right on the state line this studio apartment is nestled in its own little corner of the gorgeous Colestine Valley. We're located on 80 acres that adjoin the Cascade-Siskiyou National Monument to the north, perfect for a scenic hike or a casual stroll. Nature and wildlife abound, and though quiet and private the Loft is just five minutes off I-5 and 25 minutes from unique downtown Ashland. We're pet friendly and have an outdoor pool! See the House Rules for details on pet and pool fees.

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!

A Little Peace of Paradise, A/C, & 8 SHARC Passes
Enjoy our Euro inspired 3 bdrm/2.5 bath home with bonus room. Ideal S. Sunriver location on a quiet cul-de-sac close to the Lodge, Village and River. We offer a completely remodeled home with a new kitchen, flooring, and bathrooms and a well-stocked kitchen, A/C throughout, SHARC passes, hot tub, bicycles, and an EV charger port. Our bonus room over detached garage has a TV, yoga space, 1/2 bath and A/C. ONE dog welcome and must be added at time of reservation. Must be 25 yrs. old to book.

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!

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!

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!

*Sunriver* HotTub/Pool In Room Sauna Popcorn Cart
Calm, quiet and friendly condo with loft in Powder Village, Sunriver. Located walking distance from the Main Village at Sunriver. 26 minutes to Mt. Bachelor. The condo has it’s way of leaving a good impression as the natural sunlight, high ceilings and overall comfort level tend to leave people feeling uplifted, welcome and at ease. Private, in room infrared sauna for two and adventure kit included. Community laundry room is available and Netflix login is provided to all guests.

Delightful Cottage, Spa/Pool, Crater Lake
Enjoy the lovely setting of this romantic spot in nature, perfect for two guests and approved pet(s) in the heart of Chiloquin. Private use of spa/pool. Simply message host to reserve. Parking included. If your dates are not available check out our by sister sites. https://airbnb.com/h/muledeer-lookingdeerlodge OR https://airbnb.com/h/whitetaildeer-lookingdeerlodge OR https://airbnb.com/h/reddeer-lookingdeerlodge OR. https://airbnb.com/h/reinddeer-lookingdeerlodge
Popular amenities for Southern Oregon rentals with a pool
House rentals with a pool

River dock 2-min walk, Bike paths, Sunriver nearby

Downtown Pine Mountain Paradise

Updated Game Room! Hot Tub, SHARC (8), 2,800sq/ft

Luxury Mountain-Top Retreat | Sleeps 14

3K ft² | SHARC Pass | Hot Tub | Arcade | Ping Pong

Creswell Farmhouse Pool+New Spa 13min to DT Eugene

Hot Tub +Bikes +8SHARC Passes +PingPong +Fireplace

Serenity Retreat | Pool, Spa, Trails & Mt Bachelor
Condo rentals with a pool

Updated Condo steps to SR Village, 8 SHARC passes!

Sunriver Studio with Pool and Hot Tub

Beautiful Sisters Condo - Great location

Pool, AC, close to Amphitheater & Old Mill

Beautiful Condo in SR Village

Sunriver Getaway

Oasis right in the Sunriver village 6 sharc pass

Klubhouse in Sunriver AC/Hot Tub/Heated Pool/BBQ
Other vacation rentals with a pool

Dream House at Paschal Winery

Newly Remodeled 3 bdrm-Hot Tub-SHARC passes-Bikes

McKenzie River Luxury Retreat with Pool and Spa

Cozy Retreat/ 6 Express Pool Passes

Kestrel House At The Running Y

Pool, Hot Tub & Sauna 2 Mi to Jacksonville

Clean and Cozy Cabin (CC#36)

The Red Door Retreat at Our Shangra la
Destinations to explore
- Portland Vacation rentals
- South Lake Tahoe Vacation rentals
- Bend Vacation rentals
- Sacramento Vacation rentals
- Eugene Vacation rentals
- Reno Vacation rentals
- Lincoln City Vacation rentals
- Seaside Vacation rentals
- Cannon Beach Vacation rentals
- Truckee Vacation rentals
- Rockaway Beach Vacation rentals
- Sunriver Vacation rentals
- Chalet rentals Southern Oregon
- Farmstay rentals Southern Oregon
- Apartment rentals Southern Oregon
- Waterfront rentals Southern Oregon
- Family-friendly rentals Southern Oregon
- Vacation home rentals Southern Oregon
- Barn rentals Southern Oregon
- Cottage rentals Southern Oregon
- Rentals with a hot tub Southern Oregon
- Tent rentals Southern Oregon
- Rentals with a patio Southern Oregon
- Yurt rentals Southern Oregon
- Rentals with an accessible height toilet Southern Oregon
- House rentals Southern Oregon
- Ski-in/ski-out rentals Southern Oregon
- Rentals with a sauna Southern Oregon
- Guesthouse rentals Southern Oregon
- Private suite rentals Southern Oregon
- Serviced apartment rentals Southern Oregon
- Boutique hotels Southern Oregon
- Townhouse rentals Southern Oregon
- Rentals with breakfast Southern Oregon
- Rentals with beach access Southern Oregon
- Tiny house rentals Southern Oregon
- Treehouse rentals Southern Oregon
- Luxury rentals Southern Oregon
- Rentals with a fire pit Southern Oregon
- Rentals with lake access Southern Oregon
- Cabin rentals Southern Oregon
- Rentals with a kayak Southern Oregon
- Condo rentals Southern Oregon
- Campsite rentals Southern Oregon
- Hotel rooms Southern Oregon
- Villa rentals Southern Oregon
- Bed and breakfasts Southern Oregon
- Loft rentals Southern Oregon
- Beachfront rentals Southern Oregon
- Pet-friendly rentals Southern Oregon
- RV rentals Southern Oregon
- Rentals with pools Oregon
- Rentals with pools United States





