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Search results; 963 homes in Ashland

Descriptions are based on details hosts provide
Guest favourite
Cottage in Ashland
Vineyard Cottage-Winery, Hot Tub, Privacy
1 bedroom, 1 bed, 1 private bathroom
4–9 Oct
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4.93 out of 5 average rating, 261 reviews
Guest favourite
Place to stay in Ashland
Ashland Dawn Room, Walk to town!
4.87 out of 5 average rating, 163 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Jul
Superhost
Tiny home in Ashland
Creek access and mountain views from deck
4.8 out of 5 average rating, 188 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Guest suite in Ashland
Eco-friendly Woodland Retreat
4.98 out of 5 average rating, 42 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
Superhost
Cottage in Ashland
Renovated horse hotel with mountain views
4.94 out of 5 average rating, 477 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Home in Ashland
The Aloha House - Hot Tub - Pool
4.96 out of 5 average rating, 155 reviews, 2 bedrooms, 2 beds, 2 bathrooms
27 Sept – 2 Oct
Top guest favourite
Guest house in Ashland
Historic carriage house close to downtown Ashland
4.97 out of 5 average rating, 112 reviews, 1 bedroom, 2 beds, 1 bathroom
10–15 Nov
Top guest favourite
Cottage in Ashland
Sweet Breeze Bungalow
4.98 out of 5 average rating, 133 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Sept
Superhost
Home in Ashland
Savage Upon Siskiyou | Prime OSF Location
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
31 Aug – 5 Sept
Hotel in Ashland
Retro-modern hotel with pool and hot tub
4.74 out of 5 average rating, 35 reviews, 1 bedroom, 2 beds, 1 bathroom
15–20 Jul
Superhost
Guest house in Ashland
Historic dairy house, 3 miles from Ashland
4.78 out of 5 average rating, 9 reviews, 1 bedroom, 1 bed, 1 bathroom
15–20 Jul
Top guest favourite
Home in Talent
Restored farmhouse with hot tub near wineries
5.0 out of 5 average rating, 19 reviews, 7 bedrooms, 11 beds, 3 bathrooms
10–15 Aug
Superhost
Room in Ashland
1896 home near Oregon Shakespeare Festival
4.69 out of 5 average rating, 899 reviews, 1 queen bed, 1 bathroom
20–25 Aug
Farm stay in Ashland
Mini farm 5 minutes from downtown Ashland
4.7 out of 5 average rating, 211 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Home in Phoenix
Half-acre backyard with fruit trees and BBQ
4.95 out of 5 average rating, 169 reviews, 4 bedrooms, 5 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Apartment in Ashland
Mountain views and high ceilings downtown
5.0 out of 5 average rating, 71 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Oct
Home in Ashland
Ashland creekside cottage
4.64 out of 5 average rating, 91 reviews, 2 bedrooms, 3 beds, 1 bathroom
27 Aug – 1 Sept
Top guest favourite
Room in Talent
1-bedroom on a small country farm.
4.94 out of 5 average rating, 299 reviews, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Guest suite in Ashland
81-acre forest retreat with private trails
4.94 out of 5 average rating, 71 reviews, 2 bedrooms, 2 beds, 2 bathrooms
15–20 Jul