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Search results; 955 homes in Ashland

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, 39 reviews
Top guest favourite
Guest house in Ashland
Historic carriage house close to downtown Ashland
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.97 out of 5 average rating, 119 reviews
Guest favourite
Cottage in Talent
Paschal Winery - Dream 1 Cottage
1 bedroom, 2 beds, 1 bathroom
18–23 Aug
4.93 out of 5 average rating, 72 reviews
Guest favourite
Guest house in Ashland
The Cedar Cottage - creekside studio
2 beds, 1 bathroom
4–9 Oct
4.93 out of 5 average rating, 205 reviews
Guest favourite
Cabin in Ashland
Studio Cottage near downtown Ashland - Queen Bed!
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 602 reviews
Superhost
Tiny home in Ashland
Walk to town! Cozy Forest Teeny House
1 bedroom, 1 bed, 1 bathroom
20–25 Aug
4.79 out of 5 average rating, 194 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, 814 reviews
Home in Ashland
Ashland creekside home
3 bedrooms, 3 queen beds, 1 bathroom
19–24 Sept
4.69 out of 5 average rating, 74 reviews
Top guest favourite
Cabin in Ashland
Cozy Ashland Farm Cabin
1 queen bed, 1 bathroom
12–17 Oct
4.96 out of 5 average rating, 861 reviews
Guest favourite
Camper van/Motorhome in Ashland
Walk to town! Sweet Vintage Aloha
1 bedroom, 1 bed, 1 bathroom
26–31 Aug
4.84 out of 5 average rating, 87 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, 177 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, 295 reviews
Dome in Ashland
The Acorn dome w/ sauna
1 bedroom, 1 queen bed, 1 bathroom
17–22 Aug
4.8 out of 5 average rating, 230 reviews
Guest favourite
Guest house in Ashland
1853 Farmhouse-country yet five minutes to Ashland
2 bedrooms, 2 queen beds, 1 bathroom
24–29 Aug
4.81 out of 5 average rating, 43 reviews
Top guest favourite
Guest house in Ashland
C Street Station Cottage
1 bedroom, 1 bed, 1 bathroom
19–24 Sept
4.99 out of 5 average rating, 186 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, 561 reviews
Top guest favourite
Guest house in Ashland
Mindy’s Ashland Hideaway
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.9 out of 5 average rating, 188 reviews
Guest favourite
Home in Talent
Dream House at Paschal Winery
3 bedrooms, 3 beds, 3.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 10 reviews