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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.

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Loft in Hornbrook

4.94 out of 5 average rating, 374 reviews

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.

Home in Terrebonne

4.98 out of 5 average rating, 857 reviews

Cozy Three Story Lookout Tower

Thank you for your interest in The Cozy Lookout Tower! Our unique vacation home is really a destination location rather than just a place to stay while you explore the area. Many of our guests are repeat guests that use our home as a place to recharge, relax, cook, read, talk, play games and connect with that special someone. There are some lovely hikes in the area, we encourage you to bring your dog and enjoy the beautiful surroundings by taking some hikes then returning for a soak in the tub!

Home in Sunriver

4.93 out of 5 average rating, 121 reviews

Family Reunion Golf Course Lodge. 2 Great Rooms.

- Hot tub fully drained and refilled between EVERY guest stay. - 4,000-square-foot retreat close to everything Sunriver has to offer! - 5-minute bike ride or drive to Meadows Golf Course pro shop, Sunriver Village for coffee, food, ice cream, entertainment, or to the business park for gas and the hardware/outdoor store. - 10-minute bike ride (5-minute drive) to the Sunriver SHARC water park. - 2 separate family rooms for large gatherings. - Amazing golf course views from most of the house!

Rental unit in Ashland

4.94 out of 5 average rating, 266 reviews

Mexico Apartment at Wood Hamlet, by Downtown

The Wood Hamlet Mexico Apartment is a delightful space filled with color and culture. A short walk to town, 72-acre park & the theaters. Feel the welcoming warmth of the hand-crafted Mexican decor. Basement unit but with lots of windows and light. (low ceiling) Kitchen, with top of the line induction burner, fridge, microwave..., full bath, W/Dryer, work area... Wi-fi. Beautiful, garden with sitting areas & swimming pond. Private parking. (Ashland City Permit# 17-080) NO SMOKING ON PREMISES

Condo in Bend

4.98 out of 5 average rating, 179 reviews

Sunriver Studio with Pool and Hot Tub

This stylish studio in the heart of Sunriver is newly remodeled with a King bed. You have access to the 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.

Home in Gilchrist

4.95 out of 5 average rating, 187 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!

Guest suite in Oakridge

4.93 out of 5 average rating, 108 reviews

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.

Tiny home in Grants Pass

4.96 out of 5 average rating, 250 reviews

Tiny Cabin in the Woods w/ Hot Tub and Firepit

Enjoy the charm of staying in a Tiny forest cabin, surrounded by nature and stylishly decorated with thoughtful décor accents. This is a tiny cabin, but has all the essentials that you need for your stay. Great location on the outskirts of town (8 mins from Merlin & 15 mins from Grants Pass). The closest access to the river is only 10 mins away at Matson Park! After a day of exploring, enjoy your hot tub with a wooded view or stargaze by the shared fire pit. Perfect Couples little getaway!

Guest suite in Jacksonville

4.84 out of 5 average rating, 232 reviews

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!

Guest suite in Gold Hill

4.92 out of 5 average rating, 197 reviews

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

Yurt in Grants Pass

4.97 out of 5 average rating, 704 reviews

Sunset View Yurt of Applegate Valley with HOT TUB!

NO CLEANING FEE! Large 24 ft yurt located on our 5 acre horse 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: ONLY well-behaved children are welcome. If your kids are destructive or abusive, you will be asked to leave.

Condo in Sunriver

4.85 out of 5 average rating, 416 reviews

Sunriver-Mt. Bachelor *In Room Sauna* HotTub/Pool

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 its 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.

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Popular amenities for Southern Oregon rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Bend

4.99 out of 5 average rating, 104 reviews

Sunriver Luxury Family Home at Caldera Springs

Home in Bend

4.92 out of 5 average rating, 242 reviews

SR Escape- Hot Tub, Game Room, 8SHARC, 2,800sq/ft

Home in Waldport

4.79 out of 5 average rating, 386 reviews

Gardner's on Coracle

Home in Bend

4.97 out of 5 average rating, 184 reviews

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

Home in Sunriver

4.94 out of 5 average rating, 142 reviews

Family Fun - ping pong, foosball, hot tub, A/C

Home in Sisters

4.98 out of 5 average rating, 106 reviews

Cozy Mountain Escape: Amazing Views! Hot tub!

Home in Sisters

4.93 out of 5 average rating, 112 reviews

Black Butte Ranch Home with THE View

Home in Sisters

4.93 out of 5 average rating, 224 reviews

Private Peaceful Cabin in Sisters!

Condo rentals with a pool

Condo in Sunriver

4.83 out of 5 average rating, 297 reviews

Updated Condo steps to SR Village, 8 SHARC passes!

Condo in Bend

4.88 out of 5 average rating, 130 reviews

Adorable Studio at Seventh Mountain Resort

Condo in Bend

4.87 out of 5 average rating, 115 reviews

Newly Updated 1-Bedroom Condo - Amazing Location!

Condo in Bend

4.85 out of 5 average rating, 262 reviews

Ski Condo #240 Close To Town, River & Mt. Bachelor

Condo in Sisters

4.81 out of 5 average rating, 121 reviews

Country House Condo with a View

Condo in Sunriver

4.88 out of 5 average rating, 217 reviews

Sunriver Getaway

Condo in Bend

4.84 out of 5 average rating, 136 reviews

Ground floor ski/river condo #152

Condo in Bend

4.93 out of 5 average rating, 113 reviews

Riverfront Condo 2 Blocks to Downtown Bend

Destinations to explore