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

Vacation Rentals in Jackson County

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Our top choices for Jackson County vacation 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, (1,045 reviews)
"Very accommodating & friendly staff."
United States
Dave
The price is ￥22,155
￥22,641 total
includes taxes & fees
Oct 1 - Oct 2
Union Creek Resort
A deck with a fire pit, outdoor seating, and a view of the countryside.

2. Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (9 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 ￥31,216
￥62,869 total
includes taxes & fees
Sep 20 - Sep 21
Grandview of Ashland
A modern living room with a wooden floor, a sofa, a coffee table, and a kitchen area in the background.

3. 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 ￥35,973
￥63,153 total
includes taxes & fees
Sep 13 - Sep 14
The Rellik House and Winery
A spacious kitchen with a central island, bar stools, and a fireplace.

4. 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 ￥20,029
￥63,861 total
includes taxes & fees
Sep 14 - Sep 15
Paschal Winery
A staircase with wooden balusters, a round glass table with chairs, a patterned rug, and a white door with a decorative valance.

5. Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Had an amazing stay, thank you!"
United States
megan
The price is ￥35,201
￥64,898 total
includes taxes & fees
Sep 13 - Sep 14
Savage Upon Siskiyou
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

6. Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (9 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is ￥23,131
￥45,588 total
includes taxes & fees
Sep 14 - Sep 15
Barclay Klum House by WanderLodges
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 ￥19,338
￥42,281 total
includes taxes & fees
Sep 23 - Sep 24
Starwood Sanctuary
A kitchen with a sink, a microwave, and a window with a view of bare trees.

8. Sunshine Studio - Private apt and yard (eco, solar)

Sunshine Studio - Private apt and yard (eco, solar)
MEDFORD
10.0 out of 10, Exceptional, (109 reviews)
"Sunshine Studio was a very clean, cozy, and private place to stay while we were visiting the Medford area."
United States
Lynn F.
The price is ￥16,099
￥19,837 total
includes taxes & fees
Sep 13 - Sep 14
Sunshine Studio - Private apt and yard (eco, solar)
A house with a yellow front door, a blue door, and a garden with various flowers and plants.

9. Downtown Mint

Downtown Mint
Medford
10.0 out of 10, Exceptional, (51 reviews)
"Good location and comfy beds!"
United States
Melissa L.
The price is ￥14,034
￥33,852 total
includes taxes & fees
Sep 15 - Sep 16
Downtown Mint
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

10. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (4 reviews)
"Next visit to the OSF no question we’ll stay here if available. Short walking distance to everything in downtown Ashland, yet quiet and private."
United States
David
The price is ￥34,811
￥50,611 total
includes taxes & fees
Sep 27 - Sep 28
Hanna's House by WanderLodges
Two rocking chairs facing a pond with a waterfall, surrounded by lush greenery and wooden fences.

11. A Cowslip's Belle Inn

A Cowslip's Belle Inn
3.0 star property
Ashland
9.6 out of 10, Exceptional, (52 reviews)
"Fantastic location, wonderful amenities. Would absolutely stay here again!!"
United States
Daniel
The price is ￥27,482
￥39,250 total
includes taxes & fees
Sep 14 - Sep 15
A Cowslip's Belle Inn
A modern kitchen with wooden beams, a dining area with a rug, and a large island.

12. The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7 reviews)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is ￥31,866
￥57,910 total
includes taxes & fees
Sep 12 - Sep 13
The Mountain Ave House by WanderLodges
A living room with a sofa, coffee table, and a fireplace.

13. HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
City Center Medford
9.8 out of 10, Exceptional, (46 reviews)
"Amazing location and the interior design was fabulous! Has everything you need and my dog had a great time too! All around awesome place, would highly recommend."
United States
Houda
The price is ￥19,778
￥39,155 total
includes taxes & fees
Sep 27 - Sep 28
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
A modern living room with a grey sofa, a small table, and a basket on a white ottoman.

14. Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly
Historic Railroad District
10.0 out of 10, Exceptional, (72 reviews)
"Great location in the heart of downtown"
United States
John B.
The price is ￥25,511
￥47,036 total
includes taxes & fees
Sep 14 - Sep 15
Courtside Cottage - WalkScore 93 - Dog Friendly
A white house with a porch, two Adirondack chairs, a tree with hanging flowers, and a birdhouse.

15. Serene Historic Cabin, Nine Acre Estate, Just Off I-5

Serene Historic Cabin, Nine Acre Estate, Just Off I-5
Gold Hill
9.6 out of 10, Exceptional, (55 reviews)
"Perfect place for a quiet getaway "
United States
Jan G.
The price is ￥15,840
￥24,696 total
includes taxes & fees
Sep 13 - Sep 14
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
An outdoor seating area with a fire pit, two Adirondack chairs, and a view of a lake surrounded by trees.

16. Creekside Retreat House in Eagle Point

Creekside Retreat House in Eagle Point
Eagle Point
9.6 out of 10, Exceptional, (5 reviews)
"I love the cleanliness of this place."
United States
Diem
The price is ￥34,738
￥42,095 total
includes taxes & fees
Sep 14 - Sep 15
Creekside Retreat House in Eagle Point
A modern living room with a sofa, a television, a fireplace, and a decorative wall.

17. Crater Lake Themed Retreat in Eagle Point

Crater Lake Themed Retreat in Eagle Point
Eagle Point
10.0 out of 10, Exceptional, (6 reviews)
"What a beautiful place. Had a great time staying here"
Canada
Hengda
The price is ￥30,569
￥35,516 total
includes taxes & fees
Sep 13 - Sep 14
Crater Lake Themed Retreat in Eagle Point
A log cabin interior with a dining area, a sofa, and a television.

18. 🐾 Cozy Modern Log Home with Amazing Backyard/BBQ 3 bd 2 bth 🐾

🐾 Cozy Modern Log Home with Amazing Backyard/BBQ 3 bd 2 bth 🐾
Medford
9.4 out of 10, Exceptional, (81 reviews)
"Beautiful house in a great neighborhood!! We would definitely stay here again!!"
United States
Ed P.
The price is ￥45,996
￥65,362 total
includes taxes & fees
Oct 9 - Oct 10
🐾 Cozy Modern Log Home with Amazing Backyard/BBQ 3 bd 2 bth 🐾
A two-story house with a porch, a chimney, and a solar panel.

19. Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville

Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville
Jacksonville Historic District
10.0 out of 10, Exceptional, (15 reviews)
"Great location, clean, cute room and Gina is a fabulous host!"
United States
Susan
The price is ￥17,632
￥33,715 total
includes taxes & fees
Sep 14 - Sep 15
Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville
A cozy living room with a stone fireplace, a leather sofa, and a view of the outdoors through large windows.

20. Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails

Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
Prospect
10.0 out of 10, Exceptional, (240 reviews)
"We stayed here one night at the end of May. We pick this location to be close to Crater Lake. It was a simple 30 minute drive up to the lake. The property was as described and worked well for us."
United States
Clark S.
The price is ￥35,355
￥62,682 total
includes taxes & fees
Oct 4 - Oct 5
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
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

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

8/10 Good
"Hallway carpet needed cleaning. Bedstead looked like a cat had sharpened its claws in it"
Cathy 1-night trip
Posted 1 hour ago
Ashland Hills Hotel & Suites

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Vacation Apartments in Jackson County

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