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Our top choices for Ashland holiday homes

1. Whimsy on B
Whimsy on BHistoric Railroad District
The price is £120
includes taxes & fees
14 Nov - 15 Nov

2. Barclay Klum House by WanderLodges
Barclay Klum House by WanderLodgesAshland
10.0 out of 10, Exceptional, (10 reviews)
The price is £194
includes taxes & fees
17 Nov - 18 Nov

3. Whimsy On B 2br & Studio
Whimsy On B 2br & StudioHistoric Railroad District
The price is £240
includes taxes & fees
17 Nov - 18 Nov

4. Grandview of Ashland
Grandview of AshlandAshland
10.0 out of 10, Exceptional, (11 reviews)
The price is £275
includes taxes & fees
2 Dec - 3 Dec

5. Savage Upon Siskiyou
Savage Upon SiskiyouSiskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (2 reviews)
The price is £255
includes taxes & fees
17 Nov - 18 Nov

6. Hanna's House by WanderLodges
Hanna's House by WanderLodgesHistoric Railroad District
10.0 out of 10, Exceptional, (6 reviews)
The price is £135
includes taxes & fees
17 Nov - 18 Nov

7. The Mountain Ave House by WanderLodges
The Mountain Ave House by WanderLodgesAshland
10.0 out of 10, Exceptional, (8 reviews)
The price is £226
includes taxes & fees
15 Nov - 16 Nov

8. Hanna`s House | Downtown Retreat, Steps to OSF
Hanna`s House | Downtown Retreat, Steps to OSFHistoric Railroad District
10.0 out of 10, Exceptional, (171 reviews)
The price is £151
includes taxes & fees
16 Nov - 17 Nov

9. East Main Downtown Bungalow
East Main Downtown BungalowHistoric Railroad District
9.2 out of 10, Wonderful, (56 reviews)
The price is £160
includes taxes & fees
17 Nov - 18 Nov

10. Ashland Cottage | Walk to Downtown & Coffee
Ashland Cottage | Walk to Downtown & CoffeeHistoric Railroad District
The price is £157
includes taxes & fees
16 Nov - 17 Nov

11. Park & Pillow - Bright 2BR Escape, Stroll to OSF Theaters & Town
Park & Pillow - Bright 2BR Escape, Stroll to OSF Theaters & TownAshland
The price is £167
includes taxes & fees
19 Nov - 20 Nov

12. Swank Suites | King with Lux Tub
Swank Suites | King with Lux TubHistoric Railroad District
9.4 out of 10, Exceptional, (3 reviews)
The price is £124
includes taxes & fees
15 Nov - 16 Nov

13. Moody Ashland Escape: Luxe Suite, Copper Tub
Moody Ashland Escape: Luxe Suite, Copper TubHistoric Railroad District
10.0 out of 10, Exceptional, (4 reviews)
The price is £182
includes taxes & fees
15 Nov - 16 Nov

14. Barclay Klum House | Walk to Downtown | Soaking Tub & Gourmet Kitchen
Barclay Klum House | Walk to Downtown | Soaking Tub & Gourmet KitchenAshland
10.0 out of 10, Exceptional, (6 reviews)
The price is £221
includes taxes & fees
15 Nov - 16 Nov

15. Hot tub | Sauna |Firepit |Sleeps 6!
Hot tub | Sauna |Firepit |Sleeps 6!Ashland
10.0 out of 10, Exceptional, (5 reviews)
The price is £305
includes taxes & fees
2 Dec - 3 Dec

16. Downtown Ashland House - Walk to Plaza and OSF!
Downtown Ashland House - Walk to Plaza and OSF!Ashland
9.8 out of 10, Exceptional, (49 reviews)
The price is £271
includes taxes & fees
16 Nov - 17 Nov

17. Chateau Herb ~ Miranda Carriage House Apt
Chateau Herb ~ Miranda Carriage House AptAshland
10.0 out of 10, Exceptional, (11 reviews)
The price is £189
includes taxes & fees
14 Nov - 15 Nov

18. Whimsy on B | 2BR Steps to Downtown
Whimsy on B | 2BR Steps to DowntownHistoric Railroad District
8.0 out of 10, Very good, (1 review)
The price is £180
includes taxes & fees
16 Nov - 17 Nov

19. Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet FriendlyAshland
9.8 out of 10, Exceptional, (87 reviews)
The price is £327
includes taxes & fees
14 Nov - 15 Nov

20. Charming house two blocks from downtown Ashland
Charming house two blocks from downtown AshlandHistoric Railroad District
9.6 out of 10, Exceptional, (12 reviews)
The price is £288
includes taxes & fees
14 Nov - 15 Nov
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

Holiday Inn Express & Suites Ashland by IHG
8/10 Good
Find out more about Ashland
Ashland Holiday Homes information
Number of reviews | 428 |
|---|---|
Accommodation | 273 Holiday Homes |
Lowest Price | £124 |
Highest Price | £327 |



































































