Jacksonville showing shopping as well as a small group of people

Jackson County rentals with pool

We found 85 rentals with pool — enter your dates for availability

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November 2025

December 2025

Explore Jackson County rentals with pools

Showing deals for: 17 Feb - 20 Feb

Premier Host

Jacksonville Mountain Retreat

Sleeps 14 · 5 bedrooms · 3+ bathrooms

for 3 nights, 1 home

AU$994 per night

includes taxes & fees

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

for 3 nights, 1 apartment

AU$263 per night

includes taxes & fees

Premier Host

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

Sleeps 10 · 5 bedrooms · 3+ bathrooms

for 3 nights, 1 home

AU$1,122 per night

includes taxes & fees

Welcome to the Ashland Lavender Estate view from the hot tub

Come stay at our farmhouse! A place to integrate all the beauty surrounding you!

Sleeps 10 · 4 bedrooms · 3 bathrooms

for 3 nights, 1 room

AU$1,511 per night

includes taxes & fees

Rogue River frontage: 1 BR Guest Unit, pool, dock, fishing, 5 acre park like

Sleeps 4 · 1 bedroom · 1 bathroom

for 3 nights, 1 apartment

AU$298 per night

includes taxes & fees

Beautiful Country Home located outside of Jacksonville with pool!

Sleeps 14 · 5 bedrooms · 3 bathrooms

for 3 nights, 1 home

AU$1,372 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Explore Jackson County rentals with pools

Jacksonville Mountain Retreat

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

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

Come stay at our farmhouse! A place to integrate all the beauty surrounding you!

Rogue River frontage: 1 BR Guest Unit, pool, dock, fishing, 5 acre park like

Beautiful Country Home located outside of Jacksonville with pool!

Find spaces that suit your style

Rentals with Pool in Jackson County

Holiday Rental options in Jackson County