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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Ashland holiday homes

Luxury House, 2 Bedrooms, Bathtub, Garden Area | 2 bedrooms, laptop workspace, iron/ironing board, free WiFi

1. 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 5.653.258 ₫
9.673.392 ₫ total
includes taxes & fees
14 Aug - 15 Aug
Barclay Klum House by WanderLodges
Interior detail

2. 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 4.469.254 ₫
7.005.225 ₫ total
includes taxes & fees
10 Aug - 11 Aug
Hanna's House by WanderLodges
Interior

3. Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (1 review)
"The house is super conveniently located and a fun and well done renovation of a classic home."
United States
Randal
The price is 6.018.578 ₫
11.077.074 ₫ total
includes taxes & fees
10 Aug - 11 Aug
Savage Upon Siskiyou
Grand House | Living area | 65-inch TV with digital channels, streaming services

4. 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 6.281.398 ₫
10.813.335 ₫ total
includes taxes & fees
9 Aug - 10 Aug
The Mountain Ave House by WanderLodges
Sun deck

5. Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (8 reviews)
"Grandview of Ashland was a beautiful home!! It was super clean and the views of the valley were amazing. Our entire party had a wonderful time and would 100% stay there again. Highly recommend!"
United States
Paul
The price is 5.656.270 ₫
11.052.512 ₫ total
includes taxes & fees
16 Aug - 17 Aug
Grandview of Ashland
Studio, 1 Queen Bed, Kitchenette | Private kitchenette | Coffee/tea maker, electric kettle, toaster, paper towels

6. Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges
3.0 star property
Medford
The price is 3.100.298 ₫
4.819.071 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Rosewood Studio by WanderLodges
Toys

7. Rosewood Collective- House & Studio

Rosewood Collective- House & Studio
3.0 star property
Medford
The price is 6.504.795 ₫
14.088.796 ₫ total
includes taxes & fees
5 Aug - 6 Aug
Rosewood Collective- House & Studio
Family Villa, Multiple Bedrooms, Valley View | Outdoor dining

8. Meadowsweet Farm by WanderLodges

Meadowsweet Farm by WanderLodges
3.0 star property
Medford
The price is 6.504.795 ₫
14.578.560 ₫ total
includes taxes & fees
5 Aug - 6 Aug
Meadowsweet Farm by WanderLodges
Premium House, 3 Bedrooms, Pets allowed | Living area | Flat-screen TV

9. Starwood Sanctuary

Starwood Sanctuary
3.0 star property
Medford
10.0 out of 10, Exceptional, (2 reviews)
"It really was a sanctuary! I had car troubles on a trip and this was a lovely home away from home. It had everything I needed and then some. I don't even have a dog but I think it's awesome that you have a pet door to the backyard!"
United States
Nathan
The price is 3.666.339 ₫
7.643.134 ₫ total
includes taxes & fees
11 Aug - 12 Aug
Starwood Sanctuary
Deluxe Suite | Living area | 50-inch flat-screen TV with cable channels

10. 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 5.098.708 ₫
9.710.149 ₫ total
includes taxes & fees
5 Aug - 6 Aug
The Rellik House and Winery
Flat-screen TV, fireplace

11. Rosewood Landing- Hot Tub- Sauna

Rosewood Landing- Hot Tub- Sauna
3.0 star property
Medford
The price is 5.653.258 ₫
11.948.126 ₫ total
includes taxes & fees
5 Aug - 6 Aug
Rosewood Landing- Hot Tub- Sauna
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 Ashland Hotel Reviews

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

8/10 Good
"The staff was very helpful and when we had some extremely loud neighbors in the room above us ,they upgraded us to a bigger,nicer room . Both rooms were clean"
Deborah 4-night trip
Posted 1 hour ago
Comfort Inn & Suites Ashland

Find out more about Ashland

Ashland Holiday Homes information

Number of reviews
37
Accommodation
32 Holiday Homes
Lowest Price
4.819.071 ₫
Highest Price
14.578.560 ₫