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Search results; 965 homes in Ashland

Guest suite in Ashland
Eco-friendly Woodland Retreat
2 bedrooms, 3 beds, 1 private bathroom
22–27 Aug
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4.98 out of 5 average rating, 42 reviews
Place to stay in Ashland
Walk to town! Ashland Paris Room
1 bedroom, 1 queen bed, 1 bathroom
1–6 Aug
4.85 out of 5 average rating, 95 reviews
Guest suite in Ashland
Bear Hollow Retreat
2 bedrooms, 2 queen beds, 2 bathrooms
16–21 Aug
4.94 out of 5 average rating, 71 reviews
Home in Medford
Viewtacular Estate House, Pool, Hot tub & Sauna!
4 bedrooms, 4 beds, 3.5 bathrooms
4–9 Aug
New place to stay
Home in Ashland
Harmony Cottage - 2bd/1ba, 10 min from downtown!
2 bedrooms, 2 queen beds, 1 bathroom
21–26 Aug
4.78 out of 5 average rating, 157 reviews
Guest suite in Ashland
Wood Hamlet - Miro Room, walk to town
1 bedroom, 1 queen bed, 1 bathroom
28 Sept – 3 Oct
4.97 out of 5 average rating, 234 reviews
Cabin in Ashland
Cozy Ashland Farm Cabin
1 queen bed, 1 bathroom
2–7 Oct
4.96 out of 5 average rating, 855 reviews
Home in Ashland
Oregon Mountain Lodge
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 4 reviews
Guest house in Ashland
Charming cottage, walk to town.
1 bedroom, 2 beds, 1.5 bathrooms
18–23 Oct
4.97 out of 5 average rating, 557 reviews
Room in Ashland
Château Herbe ~ Florence Room
1 king bed, 1 bathroom
16–21 Aug
4.92 out of 5 average rating, 38 reviews
Cottage in Talent
Paschal Winery - Dream 1 Cottage
1 bedroom, 2 beds, 1 bathroom
15–20 Aug
4.93 out of 5 average rating, 71 reviews
Home in Ashland
The Aloha House - Hot Tub - Pool
2 bedrooms, 2 king beds, 2 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 157 reviews
Home in Ashland
Mountain Ave House by WanderLodges
3 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
4.93 out of 5 average rating, 67 reviews
Hotel in Ashland
Ashland Abode | Swim. Ski Nearby.
1 bedroom, 2 queen beds, 1 bathroom
1–6 Aug
4.63 out of 5 average rating, 43 reviews
Guest house in Ashland
Mindy’s Ashland Hideaway
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.9 out of 5 average rating, 182 reviews
Guest house in Ashland
Stay in an iconic barn near the heart of Ashland
1 bedroom, 1 queen bed, 1 bathroom
14–19 Aug
5.0 out of 5 average rating, 6 reviews
Home in Talent
Beautiful 3-bedroom Family House
3 bedrooms, 3 beds, 2 bathrooms
28 Aug – 2 Sept
4.86 out of 5 average rating, 42 reviews
Cabin in Ashland
Studio Cottage near downtown Ashland - Queen Bed!
1 bedroom, 1 queen bed, 1 bathroom
3–8 Sept
4.95 out of 5 average rating, 592 reviews
Home in Ashland
Charming house two blocks from downtown Ashland
2 bedrooms, 2 beds, 1 bathroom
10–15 Oct
4.9 out of 5 average rating, 175 reviews