
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.

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!
4.86 out of 5 average rating, 133 reviews
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'
4.95 out of 5 average rating, 243 reviews
Modern Cabin Oasis Near Village
Family cabin centrally located on par 3, circle 1. Kids bedroom with bunk beds. 4 beds. Sleeps 8, parking for 3. Backyard walking trail and 10 min walk to the village and SHARC. Playroom with toys and electric charging station. Sleeps 8 comes with 5 bikes garage space for kayaks. 8 SHARC passes. Center of all Sunriver action. Its small in the rooms but the common areas are large. The trail in the back gives a feel you are in the center of all the action! It has everything you need in Sunriver.
4.91 out of 5 average rating, 181 reviews
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!)
4.96 out of 5 average rating, 155 reviews
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!
4.94 out of 5 average rating, 260 reviews
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!
4.96 out of 5 average rating, 342 reviews
Crew Work, personal Space, Swim, Hot Tub, Big TVs
Perfect for Work Teams or Families to build lasting memories. Private home in Beautiful Scenic Medford Foothills! Close to everything, but out of town. Nearby dining and groceries. Quick drive to Ski Ashland, Crater Lake, Water Ski Lakes, Fishing Lakes, and Roxy Ann Winery. Hiking at Roxy Ann and Table Rocks. Vaulted Great Room, huge modular couch, 65" and 75" TVs, Redzone, Pool Table, Ping Pong, Coffee & Wine Bar, Golden Tee. Year-Round Hot Tub, Seasonal Swimming Pool (mid May-End of Sept.)
4.87 out of 5 average rating, 263 reviews
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!
4.99 out of 5 average rating, 136 reviews
The Green Arrow Loft
Situated right on the state line this studio apartment with EV charger access is nestled in its own nook of the gorgeous Colestine Valley. We're 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 5 minutes off I-5 and 20 from downtown Ashland. We're pet friendly and have an outdoor pool! See the House Rules for details on EV, pet, and pool fees.
4.93 out of 5 average rating, 412 reviews
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.
4.95 out of 5 average rating, 148 reviews
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!
4.95 out of 5 average rating, 168 reviews
King Bed, Private Pool, Riverfront, Theater & Spa
Welcome to the Lazy River Lodge! This home is perfect for large families, reunions, retreats, or any fun group looking to have an amazing vacation! If you’re a homebody that likes to stay in, you can enjoy your time in the hot tub, watching movies at the in-home theater, taking a stroll by the river, or even enjoying a dip in our private indoor pool! If you like exploring, there are plenty of hikes, beautiful mountains, hot springs, with food & shops also nearby to spend your days at.
4.88 out of 5 average rating, 113 reviewsPopular amenities for Southern Oregon rentals with a pool
House rentals with a pool

Luxury Mountain-Top Retreat | Sleeps 14
4.89 out of 5 average rating, 102 reviews
European-Inspired Retreat + SHARC & EV Charger
4.94 out of 5 average rating, 284 reviews
Smith River Haus | Modern Retreat & Saltwater Pool
4.99 out of 5 average rating, 103 reviews
3 King + Loft | Village | SHARC | Hot tub | A/C | WiFi | Bikes
4.97 out of 5 average rating, 115 reviews
Updated Game Room! Hot Tub, SHARC (8), 2,800sq/ft
4.93 out of 5 average rating, 286 reviews
The Cherry Cottage with built in pool & Hot tub
5.0 out of 5 average rating, 101 reviews
Serenity Retreat | Pool, Spa, Trails & Mt Bachelor
4.96 out of 5 average rating, 124 reviews
Spacious Three Rivers Lodge✦Fenced .5 Acre✦Hot Tub
4.9 out of 5 average rating, 175 reviewsCondo rentals with a pool

Sunriver Studio with Pool and Hot Tub
4.98 out of 5 average rating, 339 reviews
Sunriver-Pool/HotTub Walkable to Food Trucks/Shops
4.91 out of 5 average rating, 340 reviews
Short walk to SR Village and SHARC, includes bikes
4.9 out of 5 average rating, 168 reviews
Pool, AC, close to Amphitheater & Old Mill
4.97 out of 5 average rating, 158 reviews
Oasis right in the Sunriver village 6 sharc pass
4.96 out of 5 average rating, 257 reviews
Comfortable Powder Village Condo in Sunriver OR
4.92 out of 5 average rating, 236 reviews
Room With a View Condo, Sharc passes included.
4.93 out of 5 average rating, 190 reviews
Sunriver Getaway
4.9 out of 5 average rating, 266 reviewsOther vacation rentals with a pool

Pool house with hot tub and extras (year round)
4.88 out of 5 average rating, 400 reviews
Newly Remodeled 3 bdrm-Hot Tub-SHARC passes-Bikes
4.96 out of 5 average rating, 135 reviews
Wine Down and Play
4.95 out of 5 average rating, 127 reviews
Cozy 3 bdrm + loft Eagle Crest Chalet w/ Hot Tub!
4.98 out of 5 average rating, 289 reviews
Cool Blue Waters-Guest Suite
4.92 out of 5 average rating, 118 reviews
Bar Run Golf House With pool
4.98 out of 5 average rating, 122 reviews
Kestrel House At The Running Y
5.0 out of 5 average rating, 19 reviews
Pool, Hot Tub & Sauna 2 Mi to Jacksonville
4.89 out of 5 average rating, 65 reviewsDestinations to explore
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