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Holiday houses in Ashland
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Top-rated holiday rentals in Ashland
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Ashland holiday rentals
Other great holiday rentals in Ashland
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Guest favourite
Guest suite in Ashland
4.91 out of 5 average rating, 90 reviewsSummer’s Night Cottage 8 minute walk to Downtown
![](https://a0.muscache.com/im/pictures/miso/Hosting-26504401/original/0e6eaab3-3b13-4644-b67f-b1248e1e9e99.jpeg?im_w=720)
Guest favourite
Guest suite in Ashland
5 out of 5 average rating, 16 reviewsEco-friendly Woodland Retreat
![](https://a0.muscache.com/im/pictures/miso/Hosting-984824260073179254/original/2894cf4e-0f0a-41de-8c57-42bddaed86e8.jpeg?im_w=720)
Guest favourite
Home in Ashland
4.98 out of 5 average rating, 44 reviewsThe Aloha House - Hot Tub - Pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-1010103684484883105/original/0b4e6bde-8753-4363-b111-e1cd7ca407ee.jpeg?im_w=720)
Guest favourite
Guesthouse in Ashland
4.99 out of 5 average rating, 88 reviewsCountryman-Fox Carriage House
![](https://a0.muscache.com/im/pictures/miso/Hosting-1011823909249467041/original/e2699f71-3731-4628-80a2-de1970022054.jpeg?im_w=720)
Guest favourite
Farm stay in Jacksonville
5 out of 5 average rating, 51 reviewsCozy Family Ranch Cottage! Near Vineyards & Lake!
![](https://a0.muscache.com/im/pictures/miso/Hosting-16043349/original/303fd825-f8eb-4b45-bb91-e49cb5878008.jpeg?im_w=720)
Guest favourite
Cabin in Jacksonville
5 out of 5 average rating, 79 reviewsPrivate & Cozy Treetop Cabin in Historic J-vile
![](https://a0.muscache.com/im/pictures/ac1a1752-d06c-4bb4-a312-a0c854b81529.jpg?im_w=720)
Guest favourite
Guesthouse in Ashland
4.92 out of 5 average rating, 71 reviewsAshland country guest house
![](https://a0.muscache.com/im/pictures/miso/Hosting-52243099/original/d1999f1e-7b6e-475a-a3c1-28274305f7eb.jpeg?im_w=720)
Guest favourite
Guesthouse in Ashland
5 out of 5 average rating, 39 reviewsGuesthouse in Ashland 4 blocks from the OSF
Quick stats about accommodation in Ashland
Total rentals
300 properties
Total number of reviews
20K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
150 properties have a dedicated workspace
Destinations to explore
- Medford Accommodation & holiday rentals
- Crater Lake Holiday rentals
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- Rentals with outdoor seating Ashland
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