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Search results; 956 homes in Ashland

Top guest favourite
Guest house in Ashland
Historic Cottage close to plaza
1 bedroom, 2 beds, 1 private bathroom
13–18 Oct
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4.96 out of 5 average rating, 254 reviews
Top guest favourite
Guest house in Ashland
Historic carriage house close to downtown Ashland
1 bedroom, 2 beds, 1 bathroom
10–15 Nov
4.97 out of 5 average rating, 118 reviews
Guest favourite
Home in Ashland
Grandview of Ashland | Hot tub | Sauna | Firepit
2 bedrooms, 3 beds, 3 bathrooms
26–31 Aug
4.97 out of 5 average rating, 37 reviews
Guest favourite
Camper van/Motorhome in Ashland
Walk to town! Sweet Vintage Aloha
1 bedroom, 1 bed, 1 bathroom
9–14 Aug
4.83 out of 5 average rating, 84 reviews
Guest favourite
Guest house in Ashland
The Cedar Cottage - creekside studio
2 beds, 1 bathroom
2–7 Nov
4.93 out of 5 average rating, 203 reviews
Guest favourite
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
Superhost
Tiny home in Ashland
Walk to town! Cozy Forest Teeny House
1 bedroom, 1 bed, 1 bathroom
16–21 Aug
4.79 out of 5 average rating, 193 reviews
Top guest favourite
Farm stay in Ashland
Kelly’s Farm 4 miles to Ashland
1 bedroom, 2 beds, 1 bathroom
17–22 Aug
4.93 out of 5 average rating, 813 reviews
Top guest favourite
Flat in Ashland
The Carriage House, Winner 2025 Best of Ashland!
1 bedroom, 2 beds, 1 bathroom
21–26 Aug
4.89 out of 5 average rating, 294 reviews
Guest favourite
Home in Ashland
Charming house two blocks from downtown Ashland
2 bedrooms, 2 beds, 1 bathroom
25–30 Oct
4.9 out of 5 average rating, 176 reviews
Guest favourite
Home in Medford
Casa del Sol | Cozy 2BR w/ Fenced Yard
2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
4.95 out of 5 average rating, 21 reviews
Guest favourite
Home in Medford
New 1BR House | Hot Tub | W/D | Full Kitchen
1 bedroom, 2 beds, 1 bathroom
22–27 Aug
4.98 out of 5 average rating, 81 reviews
Top guest favourite
Farm stay in Ashland
Kelly’s Carriage House 4 miles from Ashland
1 bedroom, 2 beds, 1 bathroom
17–22 Sept
4.97 out of 5 average rating, 381 reviews
Guest favourite
Home in Ashland
European Style Straw Bale Retreat
2 bedrooms, 5 beds, 1 bathroom
16–21 Aug
4.86 out of 5 average rating, 76 reviews
Guest favourite
Home in Phoenix
Artsy MCM Guesthouse w/ Spa Soaking Tub
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Aug
4.83 out of 5 average rating, 163 reviews
Guest favourite
Flat in Ashland
Château Herbe ~ Oberon Private suite w/ Kitchen
1 bedroom, 2 beds, 1 bathroom
25–30 Sept
4.79 out of 5 average rating, 28 reviews
Home in Ashland
Ashland creekside home
3 bedrooms, 3 queen beds, 1 bathroom
19–24 Sept
4.7 out of 5 average rating, 73 reviews
Top guest favourite
Guest house in Ashland
Charming cottage, walk to town.
1 bedroom, 2 beds, 1.5 bathrooms
18–23 Oct
4.98 out of 5 average rating, 560 reviews
Guest favourite
Room in Ashland
Château Herbe ~ Vienna Room
1 king bed, 1 bathroom
31 Aug – 5 Sept
4.91 out of 5 average rating, 119 reviews