Vacation rentals with a pool in Jackson County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Jackson County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost

Home in Medford

4.75 out of 5 average rating, 155 reviews

Cute 3 king with 85" 4k TV, near huge park POOL

Cute and quiet older house with 3 king beds. Just added Huge above ground pool, but no safety fence or deck yet. Working on that but do not rent if that is a concern. Huge 85" top end Samsung 4k tv, brand new tech! Like having a movie theater in the living room!!!!! pool closed oct-mid may Comfortable memory foam mattresses. New listing, forgot to take picture of kitchen. Ice maker and water are not hooked up yet. washer and dryer are in garage. garage is not cleaned between every guest.

Guest favorite

Tiny home in Rogue River

4.89 out of 5 average rating, 47 reviews

Tiny Groove with sauna 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!

Superhost

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.

Guest favorite

Home in Medford

4.89 out of 5 average rating, 27 reviews

I love this house!

Your group will be comfortable in this private, spacious and unique space. This is the perfect home to feel close with friends and family and still have your personal space! The gathering areas are open, yet each personal bedroom is comfortable and cozy...don't forget about the pool and hot tub, and patio heaters... NOTE: it does state this listing is in the countryside, it IS NOT. This is a feature on the AIRBnB website that cant be adjusted on my end, and I am working with them to correct it.

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

Superhost

Home in Medford

4.85 out of 5 average rating, 184 reviews

Work Crew Haven! RedZone, Smart TV’s, Location!

Perfect for work teams with privacy or socialization. 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 with a double-sided fireplace, 65" and 75" TVs, Redzone, Pool Table, Ping Pong, Coffee & Wine Bar, Golden Tee. Year-Round Hot Tub, Seasonal Swimming Pool (mid May-mid October.

Guest favorite

Home in Ashland

4.97 out of 5 average rating, 66 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!

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

Home in Eagle Point

4.93 out of 5 average rating, 15 reviews

Cascade Sunset Home+HOT TUB - Crater Lake Vacation

Entire Home. Never miss a sunset setting over Sam's Valley and the Cascade Mountains. Enjoy local wine as the sun sets or wake up to a peaceful morning to watch the birds. Open floor plan allows for you and your guests to enjoy each others company. Cool off at the pool or relax in the hot tub! We are 55 minutes away from Crater Lake! Making it a perfect day trip. Dont forget to check out the waterfalls along the way. If you would like to host an event please message us.

Superhost

Home in Trail

4.72 out of 5 average rating, 71 reviews

Riverfront Oregon Retreat w/Hot tub & Pool

This private, end of drive home sits on 10 acres of Rogue River water front property just 3 miles South of Lost Creek lake. This is a 3/4 home with 2 master bedrooms with private balcony’s and a 3rd bedroom with full bath in the pool house. The home has 7 beds and sleeps 14. The home comes equipped with an In ground pool, hot tub, sauna, movie theater room, gym, pool table, foosball table, home office area, traeger grill, jetted tub, and fire place’s.

Guest favorite

Home in Medford

4.78 out of 5 average rating, 18 reviews

Luxury Home in East Medford

East Medford luxury home with a HEATED POOL! If you are looking for a wonderfully located, well cared-for custom-built home loaded with character, quality finishes, high ceilings, large windows, hand scraped wood floors + travertine stone floors, gorgeous tiles, incredible kitchen, newly updated bathrooms, covered patio, and a beautiful Master Suite that includes a balcony overlooking the private back yard with a pool, then this is it!