A waterfall cascading over a rocky cliff into a clear pool surrounded by forest.

Private Holiday Homes in Siskiyou County

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Siskiyou County holiday homes

A deck with a fire pit, outdoor seating, and a view of the countryside.

1. 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 RM822
RM1,648 total
includes taxes & fees
13 Sept - 14 Sept
Grandview of Ashland
A modern living room with a wooden dining table, a bench, and a fireplace.

2. Redwoods Stopover by WanderLodges

Redwoods Stopover by WanderLodges
2.0 star property
Cave Junction
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home. My truck didn’t fit in the garage but there’s a gate that I was able to park it behind. Support staff were super helpful."
United States
Braden
The price is RM561
RM1,056 total
includes taxes & fees
7 Sept - 8 Sept
Redwoods Stopover by WanderLodges
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, (9 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is RM561
RM1,142 total
includes taxes & fees
31 Aug - 1 Sept
Barclay Klum 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 RM922
RM1,696 total
includes taxes & fees
31 Aug - 1 Sept
Savage Upon Siskiyou
An outdoor patio with a stone fireplace, wooden seating, and a view of the surrounding landscape.

5. Meadowsweet Farm by WanderLodges

Meadowsweet Farm by WanderLodges
3.0 star property
Medford
The price is RM996
RM2,233 total
includes taxes & fees
31 Aug - 1 Sept
Meadowsweet Farm by WanderLodges
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

6. 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 RM684
RM1,073 total
includes taxes & fees
10 Sept - 11 Sept
Hanna's House by WanderLodges
A covered porch with a wooden table, wicker chairs, and a red door.

7. Charming Downtown Mccloud Retreat 2 Bedroom Home by RedAwning

Charming Downtown Mccloud Retreat 2 Bedroom Home by RedAwning
3.0 star property
McCloud
10.0 out of 10, Exceptional, (1 review)
Charming Downtown Mccloud Retreat 2 Bedroom Home by RedAwning
A modern kitchen with wooden beams, a dining area with a rug, and a large island.

8. 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 RM720
RM1,387 total
includes taxes & fees
31 Aug - 1 Sept
The Mountain Ave House by WanderLodges

9. 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 patio area with two cushioned chairs and a swing chair, a red umbrella, and a climbing rose bush.

10. 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 wooden deck with lounge chairs and a view of a river and forest.

11. Applegate Riverside Retreat

Applegate Riverside Retreat
2.0 star property
Jacksonville
Applegate Riverside Retreat

12. Blue Moon Cottage ~ Pet Friendly ~ 5 Blocks to OSF

Blue Moon Cottage ~ Pet Friendly ~ 5 Blocks to OSF
3.5 star property
Ashland
Blue Moon Cottage ~ Pet Friendly ~ 5 Blocks to OSF

13. '1900' Guest House ~ Near OSF

'1900' Guest House ~ Near OSF
3.0 star property
Historic Railroad District
8.0 out of 10, Very good, (1 review)
'1900' Guest House ~ Near OSF

14. Quail Run Mountain View Cottage

Quail Run Mountain View Cottage
2.0 star property
Jacksonville
Quail Run Mountain View Cottage
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 Siskiyou County Hotel Reviews

Best Western Plus Tree House

Best Western Plus Tree House

8/10 Good
"If you are older and cannot navigate steps, be aware that only one part of the hotel has elevators…"
Kim 1-night trip
Posted 1 day ago
Best Western Plus Tree House

Find out more about Siskiyou County

Siskiyou County Private Holiday Homes information

Number of reviews
31
Accommodation
14 Private Holiday Homes
Lowest Price
RM1,056
Highest Price
RM2,233