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Holiday Homes in Jackson County

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Jackson County Accommodation: Most Popular Cities to Stay

A mountainous landscape with rocky terrain, dense forests, and a clear sky with scattered clouds.
Holiday HomesHoliday Homes

Prospect

Prospect

Our top choices for Jackson County holiday homes

A modern living room with a grey sofa, wooden flooring, a flat-screen TV, a desk with a chair, and a patterned rug.

1. 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 3.331.399 ₫
7.213.179 ₫ total
includes taxes & fees
28 Oct - 29 Oct
Starwood Sanctuary
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

2. 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 3.331.399 ₫
7.033.615 ₫ total
includes taxes & fees
18 Oct - 19 Oct
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.

3. 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 3.051.841 ₫
5.394.266 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Hanna's House by WanderLodges
A staircase with wooden balusters, a round glass table with chairs, a patterned rug, and a white door with a decorative valance.

4. 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 5.927.665 ₫
10.909.752 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Savage Upon Siskiyou
A modern living room with a wooden floor, a sofa, a coffee table, and a kitchen area in the background.

5. 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 5.021.690 ₫
9.563.472 ₫ total
includes taxes & fees
9 Nov - 10 Nov
The Rellik House and Winery
A kitchen with a stainless steel sink, wooden cabinets, a black stove, and a window with curtains.

6. Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges
3.0 star property
Medford
The price is 2.492.725 ₫
4.114.744 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Rosewood Studio by WanderLodges
An outdoor patio with a stone fireplace, wooden seating, and a view of the surrounding landscape.

7. Meadowsweet Farm by WanderLodges

Meadowsweet Farm by WanderLodges
3.0 star property
Medford
Meadowsweet Farm by WanderLodges
A deck with a fire pit, outdoor seating, and a view of the countryside.

8. 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 5.565.282 ₫
10.874.719 ₫ total
includes taxes & fees
29 Oct - 30 Oct
Grandview of Ashland
A modern kitchen with wooden beams, a dining area with a rug, and a large island.

9. The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (8 reviews)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is 5.565.275 ₫
9.957.313 ₫ total
includes taxes & fees
18 Oct - 19 Oct
The Mountain Ave House by WanderLodges
A spacious living room with a wooden floor, a dining table, a sofa, and a TV.

10. Rosewood Landing- Hot Tub- Sauna

Rosewood Landing- Hot Tub- Sauna
3.0 star property
Medford
The price is 3.610.957 ₫
9.566.125 ₫ total
includes taxes & fees
17 Nov - 18 Nov
Rosewood Landing- Hot Tub- Sauna
A spacious living room with a wooden floor, a dining table, a sofa, and a TV.

11. Rosewood Collective- House & Studio

Rosewood Collective- House & Studio
3.0 star property
Medford
The price is 4.170.073 ₫
11.359.955 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Rosewood Collective- House & Studio
Room

12. Quail Run River View Cottage

Quail Run River View Cottage
2.0 star property
Jacksonville
8.0 out of 10, Very good, (1 review)
Quail Run River View Cottage
A spacious bedroom with a large bed, a fireplace, and a green sofa in a well-lit room with large windows.

13. Cottage Eleven in Jacksonville

Cottage Eleven in Jacksonville
2.0 star property
Jacksonville
Cottage Eleven in Jacksonville
A small, single-story house with a front porch, a white picket fence, and a well-maintained lawn.

14. Cottage Nine in Jacksonville

Cottage Nine in Jacksonville
2.0 star property
Jacksonville Historic District
8.0 out of 10, Very good, (1 review)
"Loved my little cottage! When I finally got into it everything was great. There are a few tweaks I would add—bigger coffee cups as the coffee maker over brews the ones provided….the creamers had gone bad (the non-flavored ones) and there are no spoons provided. It needs a bath mat or towel for the floor for after showering or bathing in the tub and a heavier duvet and extra throw blanket for the couch would be nice as the nights are a little chilly and if you are traveling solo it’s nice to...
United States
Diane
Cottage Nine in Jacksonville
A living room with a brick fireplace, wooden furniture, and a ladder against the wall.

15. Jville Gem- Walk downtown

Jville Gem- Walk downtown
3.0 star property
Jacksonville
Jville Gem- Walk downtown
Room

16. B F Dowell House in Jacksonville

B F Dowell House in Jacksonville
2.0 star property
Jacksonville
B F Dowell House in Jacksonville
Room

17. Jacksonville Mountain Retreat

Jacksonville Mountain Retreat
2.0 star property
Jacksonville
Jacksonville Mountain Retreat
A wooden deck with lounge chairs and a view of a river and forest.

18. Applegate Riverside Retreat

Applegate Riverside Retreat
2.0 star property
Jacksonville
Applegate Riverside Retreat
A patio area with two cushioned chairs and a swing chair, a red umbrella, and a climbing rose bush.

19. Lori Lanes 'romeo Cottage' ~ 2 Bedroom ~ Downtown

Lori Lanes 'romeo Cottage' ~ 2 Bedroom ~ Downtown
3.5 star property
Ashland
Lori Lanes 'romeo Cottage' ~ 2 Bedroom ~ Downtown
A two-story house with a front porch, a small garden, and a driveway.

20. Medford Home and 2 Condos With Pool

Medford Home and 2 Condos With Pool
2.0 star property
Medford
Medford Home and 2 Condos With Pool
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

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

10/10 Excellent
"Facility and room very clean and nice, staff friendly and helpful, breakfast was very good"
Cynthia Lee 1-night trip
Posted less than an hour ago
Comfort Inn & Suites Ashland

Find out more about Jackson County

Jackson County Holiday Homes information

Number of reviews
38
Accommodation
29 Holiday Homes
Lowest Price
4.114.744 ₫
Highest Price
11.359.955 ₫