A river flowing through a forest with dense trees and a fallen log in the water.

Search Holiday Rentals in Jackson County

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Our top choices for Jackson County holiday rentals

A campfire, wooden chairs, and a bench in a forested area with a view of a bridge.

1. Union Creek Resort

Union Creek Resort
3.0 star property
Prospect
8.0 out of 10, Very good, (1,100 reviews)
"It was a great spot to stay to check out crater lake."
United States
Kameron
The price is ฿2,816
฿2,892 total
includes taxes & fees
18 Oct - 19 Oct
Union Creek Resort
A spacious kitchen with a central island, bar stools, and a fireplace.

2. Paschal Winery

Paschal Winery
4.5 star property
Talent
9.8 out of 10, Exceptional, (19 reviews)
"Stunning scenery, great wine and food. Friendly, helpful people on site and the hot tub is blissfully perfect ❤️"
United States
Christine
The price is ฿4,675
฿14,195 total
includes taxes & fees
18 Oct - 19 Oct
Paschal Winery
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

3. Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (10 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is ฿5,037
฿9,914 total
includes taxes & fees
15 Nov - 16 Nov
Barclay Klum House by WanderLodges
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

4. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (5 reviews)
"Very cute cottage, 10 min walk to OSF theaters. It has everything you need - full kitchen, front room, and AC for the hot summers! Owner very kind. Will stay there again!"
United States
Robert
The price is ฿4,675
฿7,792 total
includes taxes & fees
25 Oct - 26 Oct
Hanna's House by WanderLodges
A kitchen with a stainless steel sink, wooden cabinets, a black stove, and a window with curtains.

5. Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges
3.0 star property
Medford
The price is ฿3,228
฿5,328 total
includes taxes & fees
19 Oct - 20 Oct
Rosewood Studio by WanderLodges
A deck with a fire pit, outdoor seating, and a view of the countryside.

6. Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (11 reviews)
"The Grandview house and property far exceeded our expectations. We especially enjoying making meals together in the beautiful kitchen and reminiscing on the deck while taking in the spectacular views. We were fortunate to see lots of wildlife too. We hope to come back next year."
United States
Sonja
The price is ฿7,209
฿14,087 total
includes taxes & fees
15 Nov - 16 Nov
Grandview of Ashland
A modern living room with a grey sofa, wooden flooring, a flat-screen TV, a desk with a chair, and a patterned rug.

7. Starwood Sanctuary

Starwood Sanctuary
3.0 star property
Medford
9.4 out of 10, Exceptional, (3 reviews)
"I was able to have early check in. The private bathroom off the main room was tiny. Coffee and cocoa were nice. The beds were comfy but the accent lights didn’t work and the shampoo dispenser was broken. Price and location were nice.. may book again.. spider webs outside 🤔😊"
United States
Erin
The price is ฿4,313
฿9,339 total
includes taxes & fees
25 Oct - 26 Oct
Starwood Sanctuary
A modern living room with a wooden floor, a sofa, a coffee table, and a kitchen area in the background.

8. The Rellik House and Winery

The Rellik House and Winery
3.5 star property
Central Point
9.4 out of 10, Exceptional, (6 reviews)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is ฿6,502
฿12,382 total
includes taxes & fees
1 Nov - 2 Nov
The Rellik House and Winery
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Jackson County Hotel Reviews

Motel 6 Medford, OR - North

Motel 6 Medford, OR - North

10/10 Excellent
"HUGO WAS GREAT WENT OUT OF HIS WAY TO HELP ME"
michael 5-night trip
Posted 2 hours ago
Motel 6 Medford, OR - North

Find out more about Jackson County

Vacation Apartments in Jackson County

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