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Jackson County rentals with pool

We found 119 rentals with pool — enter your dates for availability

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September 2025

October 2025

Explore Jackson County rentals with pools

Quiet, Modern, Cottage

Sleeps 3 · 1 bedroom · 1 bathroom

Beautifull studio with very comfortable Queen bed. Fantastic views.

Rogue River frontage: private deck & hot tub, exciting interior, river dock, FUN

Sleeps 2 · 1 bathroom

Off-grid tiny home on 6 secluded acres w/ outdoor soaking tubs and sauna!

Sleeps 2 · 1 bedroom · 0+ bathrooms

Mountainside Chateau spectacular views and sunsets. 15 min to downtown Ashland!

Sleeps 10 · 5 bedrooms · 3+ bathrooms

Find spaces that suit your style

Rentals with Pool in Jackson County

Rentals with Pool in Shady Cove

Rentals with Pool in Prospect

Rentals with Pool in Jacksonville

Rentals with Pool in Gold Hill

Rentals with Pool in Ashland

Rentals with Pool in Talent

Rentals with Pool in Medford

Rentals with Pool in White City

Rentals with Pool in Butte Falls

Rentals with Pool in Rogue River

Rentals with Pool in Trail

Rentals with Pool in Eagle Point

Rentals with Pool in Phoenix

Rentals with Pool in Central Point

Holiday Rental options in Jackson County

Oceanfront holiday rentals in Jackson County

Ski holiday rentals in Jackson County

Mountain holiday rentals in Jackson County

Pet-friendly holiday rentals in Jackson County

Family-friendly holiday rentals in Jackson County

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Holiday rentals with spa pool in Jackson County

Lake holiday rentals in Jackson County

Monthly rentals in Jackson County

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