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.

0 of 0 items showing

1 of 3 pages

Guest favorite

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

Guest favorite

Condo in Bend

4.98 out of 5 average rating, 181 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.

Guest favorite

Tiny home in Grants Pass

4.97 out of 5 average rating, 203 reviews

Tiny Cottage w/Firepit/Hottub/Outdoor tubs

Enjoy the charm of staying in a Tiny Forest Cottage, surrounded by nature on the outskirts of town. This tiny cottage has all the essentials that you need for your stay. Tucked between Grants Pass & Merlin (8 mins from Merlin & 15mins from Grants Pass). The closest access to the river is only 10 mins away at Matson Park! After a day of exploring; stargaze in your cabins outdoor bath-tubs, enjoy the peaceful wooded view from the hot tub or roast smores by the fire pit. Perfect Couples getaway!

Guest favorite

Home in Gilchrist

4.95 out of 5 average rating, 188 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 favorite

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.

Guest favorite

Home in Sunriver

4.89 out of 5 average rating, 172 reviews

Walk to Village, SHARC Passes, Bikes, AC, King Bed

A cozy, modern single story home. Updated kitchen that opens to a comfortable and inviting living space. Bedrooms are outfitted with comfortable beds, pillows and bedding so you’re sure to get a good night’s rest. The wood burning stove will keep you warm and cozy while watching your favorite shows on Netflix, Prime or DirectTV (live TV). 6 SHARC passes, 2 adult bikes, 2 kids bikes & scooters. Many amenities for kids and dedicated WFH space make this the perfect place for your next getaway.

Guest favorite

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 favorite

Guest suite in Gold Hill

4.92 out of 5 average rating, 198 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

Guest favorite

Yurt in Grants Pass

4.97 out of 5 average rating, 707 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.

Guest favorite

Guesthouse in Grants Pass

4.99 out of 5 average rating, 103 reviews

Serene Upstairs Studio with Bath & Kitchenette

This upstairs studio is surrounded by beautiful trees that gives you the impression of staying in a treehouse. Located in a panoramic rural area just 5 miles from downtown Grants Pass and 5 miles from downtown Rogue River. Perfect place to be away from the hectic city lifestyle, yet close enough to restaurants, local shops, wineries, jet boat rides, hiking trails and much more... In addition, this pictured-postcard location is 8 mins walking from Pierce Riffle County Park.

Guest favorite

Cabin in Sunriver

4.92 out of 5 average rating, 104 reviews

Modern Cabin Oasis Near Village

New winter rates. Book now for a snowy Christmas! Hip cabin centrally located on par 3, off circle 1, great for kids and infants. New hot tub. Backyard walking trail and 10 min walk to the village and SHARC. Sleeps 8 comes with 5 bikes garage space for kayaks. New porch with and 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!

Guest favorite

Condo in Sunriver

4.92 out of 5 average rating, 194 reviews

Comfortable Powder Village Condo in Sunriver OR

Enjoy the quiet, natural back-drop of undeveloped land out the front door of this comfortable Powder Village condo. This ground-level condo offers sleeping for 5 guests (2 bedrooms with queen beds, 1 full size sleeper sofa) and 2 full baths. Seasonal outdoor pool/year-round hot tub, Washer/Dryer, Wifi, Keurig coffee maker, Vizio & Roku Smart TVs. Walking distance to The Village at Sunriver and easy access to bike/walking trails and nearby Mt. Bachelor.